r/Sissy_Stories

One time I was very horny and still fighting my sexuality. I got in contact with a trans woman who specialized in massaging. She asked if I wanted 4 hands instead of two and I adamantly said yes. I was wearing pink panties and when I stripped for them the cooed and laughed at me and called me a slutty little bitch. This made my hole clench. On the table they began to pour oil all over me and massage my whole body. One at the top and one on my bottom. The one on my bottom began to tease my leaking cock with one hand and played with my hole with another, making me moan in ecstasy. She then started fingering me and stroking my cock and made me get on my knees with my ass in the air and arch. This gave her full access to my hole and prostate which made me leak even more and moan like a needy fucking slut. The one on top began to massage my neck and shoulders and rubbing her bulge in my face. I instinctively started licking and sucking the outside of her panties. She grabbed my head and asked me “ what do you want slut” I told her “ I want to suck your big cock Ma’am” she pulled her panties to the side and rubbed her cock across my lips and spreading her precum across my lips. I licked my lips and tasted her sweet and saltiness making me moan again. With this I began to lick and kiss up and down her cock and hearing her moan. I took her cock in my mouth and felt her begin to grow and swell in my mouth and began to worship her cock. They told me to lay in my back and keep my legs up. She then grabbed my head and started fucking my face and calling me a good little slut and how good my mouth felt on her cock. I pulled back and told her this was my first time sucking cock and she called me a natural born cock sucker. This brought pride to myself for how good I was making her feel. She pulled back and told me to look at her and she spit a large amount of saliva in my face and then shoved her cock back in my throat causing me to moan loudly. That is when I knew I loved getting spit on. And asked her to keep doing that. While I was getting my throat trained the other trans mommy was using 3 fingers to stretch out my pussy and stroking my very very hard cock and making it leak uncontrollably. She then got her dildo and started toying my boi pussy very sensually at first then with more of my moaning she picked up the pace and getting me close to cumming. The one on top grabbed my face again and asked me if I wanted to get my pussy fucked and lose my virginity. With her cock in my mouth I shook my head yes and hummed mmhhmmmm. The other trans mommy put on a condom and slid into me and laughed and said “ ohhhhh you eager slut you just took my cock balls deep” I began to moan around the cock as my pussy was getting fucked and my cock was flopping around. This went on for about 20 minutes and then I heard the trans mommy fucking me begin to moan and I felt her erupt inside me. She then told me to stroke my cock so I could cum too while I was still sucking the others cock. She pulled off the condom and used her cum as my lube while I was sucking. After like two minutes I started to shake and moan and then the trans mommy that I was sucking pulled out and came all over my face as I also came, and with my mouth open in ecstasy her cum got in my mouth as well. This made me convulse with the best orgasm I’ve had to date. And she made out with me, I learned later that was called a cum kiss.
That was my first experience with trans women and losing both my cock sucking and pussy fucking virginity

Sharing my first sissy experience. I travel for work and live out my sissy side back in the hotel room. I usually just dress in the room but today I wanted more. I downloaded Grindr and started to chat with guys. The usual flakes and weirdos, it was around 11:00 at night and was about to give up. The Hilton I stayed at stopped public access at this time as well.

Then a new profile popped up that was 1 foot away then pinged me with the usual "Hey". We started chatting to find out we're in the same hotel just 3 floors above me. My heart is racing now. Talked more and ask for pictures. I packed a few outfits, panties, etc. Then he sent a pic of his cock, 7" clean, cut, trimmed, white.

Since I was planning this and wanted to be discreet I went to Walmart earlier in the week to get supplies for a DIY gloryhole. A shower rod and a dark curtain. My room had the perfect entrance where I was able to set it up. Then I cut a slit waist height and height for me to be on my knees. The lighting was perfect to where I could leave the bathroom vanity light on and everything else dark. I could see him but couldn't see me. I sent him a pic of my setup and outlined what I wanted and rules. He immediately asked what room number.

Told him I had to get dressed and setup my room. I slipped on some lingerie and a teddy. Put the gloryhole up and setup the room. Just the vanity light on, I went to the other side of the curtain and placed a towel down to kneel on. I was so freaking nervous and excited. I sent him my room number and within minutes I hear a light knock on my door. I unlocked the door with my app and he opened the door. I see him walk in and head towards the curtain. Undid his shorts and there it was a semi hard cock I make out through the curtain and hole. He slipped through the hole and as I good sissy I began to kiss and lick. He got harder and it was bigger than I thought.

It was now or never as I wrapped my lips and mouth around his head. He let out a moan of satisfaction making me feel better. I didn't know what to expect since it was my first time. It was softer than I expected at first. I twirled my tongue around his head. The taste was neutral, slight salt taste from his tip. I took in more in my more mouth as he continued to moan. I felt his cock getting harder and longer. To a point where I had to watch my teeth, I started to bob and he began to thrust hitting the back of my throat I gagged which he liked. Then felt the curtain brush open as he reached around to grab the back of my head which I didn't plan for but didn't fight. He thrusted harder and faster. Me trying my best not to gag or close my teeth.

I felt him start to tense then it happened, I felt his veins get hard against my lips and the hit cum start to pump. It hit the back my throat forcing me to swallow as he head the back of my head. After he finally finished cumming he let go of my head and pulled out of my mouth and though the hole. Pulled up his shorts and left. I'm still on my knees in the dark covered in spit. I eventually got up and cleaned up and proceeded to finish myself off. It was amazing

Im always late or running behind, so much that if its work related ive started heading out 30 mins early for most things. Here's a little story about a time before transitioning, in a hurry, speeding. Flying thru the edge of town. Officer Harriston, 6'8" of solid muscle. A look of sheer stone. Ive never seen him not serious.

Well this day, I was doing way too much. But it's also a thing where I look back and I realized my worth 100,000 miles ago. I knew i was a bombshell of a body and a slurs mentality.

Sooooo, flying out St. Rte. 25. Rounding the slow left turn, im doing 19 miles an hour over the speed limit.

Then I see him, in the tree line. Tucked back. Fuck me. Lights.

There's a small pathway leading into the wooded area, so i pull off right before the lane.

Harriston isn't in the mood either. About 20 miles over is a revoked license in most cases. That if he writes the ticket I might as well kiss those Ls goodbye.

Im discouraged. The way he talks down to me, his stern demeanor, with the badge and uniform its all kind of a turn on. He asks why he should do me the once ina life time opportunity. He keeps drifting his eyes from my eyes to my tittys. Which are now a 36C without the push up bra. My whole body is coming together, hair is shoulder length now too. So, I suggested that I pay him a favor for his helpful attitude today. How he asks.

So i swallow my heat that pounding in my chest and I just kinda blurt it out.

"Pull down this path. All the way back where the woods swallows it up. Hinting that nobody can see back here,so.

We're nose to ass when we both hop out.

"Whats this all about?"

Thats when I told him to click off his body cam, and drop his trousers, and i pull my tittys out all the way and hunker down back on my ankles.

I knew Harriston was an old school ass nigga. So I imagine he possessed one of them old school 11" cocks that kinda bent like an elbow. So fkkkn hot to see it get hard. He had the heaviest balls I've ever seen on a black man or any man period ever.

As im laying into this baseball bat of a penis, Slapping it against my face and cheeks and tongue.

Doing all i can to get the whole head into my mouth, spitting all over it as I stroke him steadily.

Mouth wrist repeat.

I feel him teasing as he is forcing my head harder than j am. Finally, my arm is numb, as he begins spurting rope after rope into my open mouth, splashing onto my exposed tittys.

I swallowed all i could of his over filled balls. So salty and sweet. Insane!!!

I wish that one was recorded.

Still got my License!!!

See ya next time!!!

one night i just got super horny on reddit and got in some subs of hook ups in my state an posted my pics 😛 i was getting a bunch of dms and kinda just teasing every guy but than one made me really horny and got me thinking abt how a hookup would actually be, anyway he asks for a lo ani say i can’t host (because i’m anxious it’s my first hookup) but he’s just so persistent and says we can do car play and i’m scared to say no so without thinking i give him a location to go to

i packed a bag with a bunch of girly clothes a dress a skirt and a bunch of bras and pantie everything i could get even tho they weren’t the sluttiest and i leave my house

i’m walking there and i go back to are dms and he’s giving me specifics like his car and where’s he parked and as i walk up to it out of character i kinda just try and open his door cause i’m so nervous but than i get in the car

when i first sat in the car i sat my backpack down and he started making small talk with me but i was so nervous and kinda just wanted to do it so i take my hoodie off to reveal my lacy bra and slid my pants down to show of the panties i was wearing a bit and ask him if i can blow while he try’s too find us a more private area but he said no cause he wanted to focus on driving

anyway we find a spot and it gets a lil awkward but ofc we end up going to the back and i take my hand and start playing with his dick through his pants and trying to turn him on by looking at him with those hot faces girls make mind you i’m fully in just my lacey bra and bikini panties now but he’s been hard this whole time and after a really long nice couple of minutes of me rubbing his dick through his pants he takes them off and i see my first cock

i can’t get my hands off it i’m stroking him and playing with his balls when he forces my lips on it i told him i didn’t know if i was ready yet but he sweet talked me into it and now i’m arched over in a bra and panties throating his dick

when i was sucking it i came up to breathe for a second (for context i’m like 6 when i’m hard but really small when i’m soft and for some reasons when nothings touching my dick it can’t get hard) so i come up for air with my like 2 inch dick sitting in my panties and he shoves his hand that was grabbing my ass and starts stroking me while i’m drooling up on my knees cause i was choking on his dick. when i tell you that was one of the best feelings i’ve ever experienced it makes me horny to this day thinking abt it.

we keep going for a while more and than he tells me he wants more but this time i really know i can’t take it i’ve never put anything up there and i’ve heard abt how everything goes with that whole… i let him sweet talk me into it again he told me it’d be fine since i already got his cock so wet and that he had a condom and than he guided it in and i tried to sit on it but i wasn’t budging and we couldn’t get it to happened so i just finished him off with a handjob

but now i’m disappointed and what someone to do it the right way with where we get everything right

The descent into the Sovereign was the birth of a reality that existed entirely beneath the skin of their old world. When the caravan reached the back of the warehouse, a heavy vibration moved through the concrete floor before the ground suddenly started descending into the dark with the vehicles. The scale of the drop was disorienting, the mechanical hum of the massive lift vibrating through the tires and into their bones as they were pulled hundreds of feet down by unseen machinery.

A soft amber glow from recessed LED strips began to wash over the windshields, illuminating monolithic walls of polished basalt that seemed to swallow the light. The descent ended with a sharp mechanical clang of locking gears and a sudden draft of biting air that cleared the condensation from the windshields instantly. Their bodies took notice of the new environment as the irritation of the desert heat sharply evaporated.

Jenny was the first to lean her head back against the headrest, her chest expanding as she pulled in the first lungful of crisp, thin air. The artificial chill felt like a reset button for her nervous system, momentarily numbing the sharp edges of her grief. Kiki followed, her posture sharpening as the cool air seemed to fuel her professional drive. Beside her, Luna let out a long, shaky exhale she had been holding since they left the desert, while Pixie tentatively rolled down her window just an inch, her eyes widening as the scent of dust and exhaust was replaced by something sterile and ancient. They emerged into a cavernous space where the walls glittered like crushed diamonds under artificial light. Standing on the transit platform was a man who seemed to be part of the architecture itself. He was dressed in a suit of charcoal silk that was so perfectly tailored it looked painted on.

"Welcome to the Sovereign," he said, his voice a smooth, resonant baritone. "My name is Silas. I am your hotel concierge, and my role is to ensure that your residency here is seamless. My staff and I are entirely at your disposal 24 7." He signaled to two individuals standing slightly behind him in the shadows. "I have assigned you two of our most senior facilitators, Halloway and Rhodes. They have been briefed on your immediate needs and will accompany you to the surface." Silas continued, leaning slightly into the space. "As you walked toward me, our overhead sensors mapped your unique physical signatures. It is a passive form of identification. From this moment on, your face and your stride are your only keys. You will never need to carry a badge. These facilitators will be your shadows in the world above."

Kiki stepped forward, her thumb tracing the edge of the credit chip. She looked Silas in the eye, her posture shifting from survival mode to cold confidence. "We need clothes first. Then we need vehicles. And I will require a private wing and thirty men prepared for my return tonight." Silas did not blink. "The transition will be handled in phases. You will begin with the internal boutiques here at the Sovereign. While you are there, your facilitators will coordinate with the high-end showrooms and designers in the city above. They will arrange for temporary shutdowns of those locations so your shopping remains entirely private. As for your final requirement, it will be ready the moment you step back into the Sovereign this evening."

The group moved back to the elevator, leaving the cold silence of the vault level behind. The first stop was the internal shopping level, where the lights were soft and the air smelled of expensive linen. The boutiques had been cleared, and a silent protocol was in effect. The women exploded into the space, shedding their dusty travel gear in the center of the showroom floor. "God, I feel like I am peeling off a second skin," Pixie laughed, kicking her boots across the polished floor. She stood nude under the lights, stretching her lean frame before grabbing a neon-accented utility vest. "Darius, look at this. Does this say I can kill you or I can hack you?" Darius leaned back in a plush armchair, watching them with an appreciative, grounded intensity. "Probably both, Pix," he said, his voice low.

Kiki stepped into high-waisted emerald silk trousers, leaving the front open as she turned to the mirror. She arched her spine, pushing her chest out as she reached for a structured black corset. "Jenny, look at the line on this. It's perfect," Kiki said, her voice dropping to a whisper. She bent over deeply to adjust the hem, making sure Jenny saw the movement, then turned with a sharp, wicked grin. "It is okay to breathe, Jen," Kiki whispered, leaning in close as she pulled on a floor-length leather trench. "Join me tonight. Thirty men. It is a lot of weight, but it is the only thing that is going to press the desert out of your lungs." Jenny held up a translucent mesh duster, her eyes finally flickering with a bit of interest. "It is beautiful, Kiki. I just... I am tired." Kiki stepped closer, looping a floor-length leather trench coat around Jenny's shoulders. "Then get energized. Join me tonight. Thirty men. It is a lot of weight, but it is the only thing that is going to press the desert out of your lungs." Jenny gave a small, sad shake of her head. "Maybe next time. I think I just want to feel the fabric for now."

Luna twirled in a shimmering silver slip dress that clung to her curves, the hem flaring as she spun toward Darius. "Is it too much?" she asked, bending over to pick up a fallen strap while holding his gaze. "Or is it just enough?" Darius let out a slow breath. "It is plenty, Luna. You know exactly what you are doing." Luna laughed, a bright, genuine sound that seemed to pull the air into the room. "We all do! We have spent too long in the dirt." They spent hours parading in front of each other, constantly checking silhouettes and pushing their breasts up in the mirrors to see how the tailored blazers sat. "Pixie, that vest makes you look like a high-end riot," Jenny said, her voice finally gaining some volume. Pixie arched her back and flexed. "That is the goal! We are going to be the best-dressed ghosts in the world."

Darius finally stood, shaking his head at the hundreds of discarded hangers. "I am ending the fashion show. I have got thirty shirts here and enough trousers to last a decade." He tossed a stack of charcoal tailored shirts into a bin. "Let us go get the cars." By the time they reached the surface at Sterling Motors, they looked like entirely different people. Luna and Pixie moved through rows of luxury sedans, eventually settling on two Lucid Air Sapphires. "I want the silver one," Luna said, tapping the hood. "It matches the dress." Darius moved to the heavy-duty section, pointing to a blacked-out, armored Cadillac Escalade V-Series. He pulled Rhodes aside. "Get this delivered to my ex-wife’s address. Do it quiet. I want her and the kids in something that will not crumple." Rhodes nodded. "Consider it done, sir." After an exchange of information, the facilitator left with vehicle.

They stopped for lunch at The Gilded Table, eating roasted marrow and wagyu sliders. "This is a long way from the warehouse," Pixie said, her mouth full. "Do you think we can ever go back?" Kiki looked at her over the rim of a crystal glass. "There is no back, Pixie. Only up or out." After lunch, Halloway and Rhodes arranged for a separate security detail to take Luna and Pixie back to the Sovereign.

Kiki, Jenny, and Darius moved on to the exclusive Zenith Hypercar Gallery. "That is the one," Kiki said, pointing to a matte-black Koenigsegg Gemera. "It doesn't looks like much, but people sleep on its power." Within the hour, the car was prepped. "This will be a loaner while they finish with your custom specs," Rhodes explained. Darius climbed into the driver's seat. "It will do for now."

The three pushed out past the city limits, the engine a low, predatory growl. They stopped deep in the desert, the moon reflecting off the black carbon fiber. The facilitators arrived with three perfectly seared ribeyes in insulated bags. "You are sure you will not change your mind about tonight, Jen?" Kiki asked, leaning against the warm hood of the car as she ate. Jenny looked out at the dunes, the vast silence finally starting to settle the noise in her head. "I am sure. I need the quiet. But thank you for trying to pull me out of it." Darius looked at both of them, the heat of the engine rising between them. "Rico would have hated this steak," he said quietly. "He always complained about the seasoning." They all laughed, a sharp, brief moment of shared grief that felt more real than the silk they were wearing.

Kiki returned to the Sovereign and went to her room. She changed quickly, sliding into a thick, floor-length silk robe that felt heavy against her skin. She met Silas near the entrance and he guided her to the private wing; he gave her a singular, sharp nod before opening the heavy, soundproofed doors.

The chamber was like a cathedral in its size. The thirty men were a wall of high-definition muscle, their skin glowing in a cascade of subdued lights. Along the perimeter, large crystal basins stood filled with clear lubricant, the light reflecting off the viscous surface. Kiki strode to the center of the room with purpose, her robe falling away to reveal her caged cock. Her focused, predatory gaze fixed on the small army of men. They did not wait and descended upon her seconds later.

"Show me why I brought you all here," Kiki barked, her voice echoing off the high ceilings. "I did not pay for a goddamn statue gallery. Move!"

The first man to reach her was a wall of rough, dark chest hair and corded muscle. He pumped a handful of lube from a basin and slathered it over her hips, his calloused palms catching on her skin before he turned her around. He hooked his fingers into her steel cage, pulling her ass back into his groin with a sharp, metallic tug. She felt the abrasive scrape of his body hair against her bare shoulder blades as he leaned his full weight into her. Another man met him there, his own hands coated in the slick oil, sliding them between her cheeks to prepare her.

"That is it," Kiki hissed, leaning her weight back into the heat of the first man. "Stretch me out. I want to feel every bit of regret by the time you are done."

More of their number surrounded her, a crushing weight of hot skin and heavy breathing. Kiki was lost in a forest of slick, moving limbs. She was lifted, her back pressed against the cool velvet wall of flesh as two men supported her weight. Their double penetration of her unprepared ass began as a sudden, massive invasion. The abundance of lube helped the two cocks slide past each other with a wet, rhythmic squelch into the depth of her ass. Kiki’s head snapped back, her eyes rolling as she felt the twin pressures stretching her insides close to their limit.

"Harder, you cowards!" she gasped, the words muffled as a third man stepped in and drove his cock into her mouth. She gagged, her throat working to accommodate the intrusion while her lower half was being decimated. "Is this the best you have? Break me!"

"Shut up and take it, little bitch," one of the men growled in her ear, his teeth grazing her lobe as he gripped her hair to hold her head steady. The room was a cacophony of guttural barks, the wet slap of bellies hitting her backside, and the constant, heavy thud of feet shifting on the floor.

As the second hour commenced, the pace shifted to a relentless, grinding rhythm. She was passed from the duo and placed on the floor by new partners. They worked her mouth and ass simultaneously while she was pinned down, her limbs held wide by four different men who rotated in and out of the primary positions. Every few minutes, a new set of hands slathered more oil onto her skin, keeping her so slick that her body slid across the floor with every thrust. One man traced the rim of her gaping, stretched ass with his fingers before he dove back in.

"I am your whore tonight," Kiki choked out, her voice a ragged rasp as a man hoisted her into a standing piledriver. "I want to be drowning in it. Give me everything!"

The man holding her bunched his quads and dropped her onto his cock with a heavy thud, her cage clicking rhythmically against his abs. When he finished, he did not let her down; he passed her directly into the arms of the next man, who caught her and continued the vertical assault. She felt the sweat from his forehead drip onto her chest, mixing with the lube and the cooling fluids of the men who had come before him.

Into the third hour, a new team of eight maneuvered themselves in front of her open mouth. They formed a gauntlet of meat, pressing their assortment of cocks against her cheeks and lips. Kiki struggled to manage the volume, her jaw aching from the constant stretch. While she managed the oral barrage, another man focused entirely on her ass, using his weight to drive her into the carpeted floor. A third man massaged a massive amount of body oil into her chest and neck, his fingers digging into her muscles to help keep her pliable.

"You like being their toy, don't you?" a man whispered, his hands clamped around her throat just tight enough to make her pulse thrum. "Thirty dicks and you're still begging for more."

The carousel was an endless cycle of faces and sensations. She was held in a horizontal bridge, her body used like a piece of furniture while men took turns at every opening. The sound of the room was a constant, wet slapping of skin, punctuated by guttural growls and Kiki’s fading, desperate commands. "Fill me up," she groaned, her body trembling under the weight of the dual assault. "I want to wake up tomorrow wondering why I can still feel your cum on my soul."

Into the fourth hour, the exhaustion was absolute. Her muscles twitched, and her breath came in short, jagged stabs. The thirty men entered their final, celebratory frenzy. They applied a generous, final amount of lube to her until she was practically translucent under the lights. The final group claimed her for a massive double penetration. Two of the largest men in the room pushed for every last inch of depth, their cocks parrying inside her as they felt her strength finally bottom out. She was stretched until she thought she would break, the sensation a beautiful, crushing overload that lasted until the very last man had spent himself, his hot weight collapsing onto her for a brief, heavy second before he pulled away.

When it was over, Kiki collapsed into the pile of towels like a spent animal. She was covered in a thick, translucent layer of spent fluids, her skin glowing like polished marble and marked with the faint red prints of dozens of hands. She did not move as the doors opened and Halloway and Rhodes entered.

They moved through the spent wolves to reach her, their boots silent on the slick floor. They wrapped her in a fresh robe, the heavy fabric instantly dampening the sting her body felt from the evening's use, and lifted her back to her feet. Kiki’s head fell against Rhodes’s shoulder, her eyes half-closed, a sated panther finally going home after a successful hunt.

---

This story was conceived as a fantasy of mine, and I thought it had legs for a story. Let me know if you feel otherwise, or if you do like it!!!

The diner was filled with a late-morning crowd and the warm smell of fresh coffee. Evie studied the woman sitting across from her. It was jarring seeing her. When they had met at the video store, Jade had been an uninhibited force of nature. In the dim, flashing lights of the adult booths, she had looked incredibly striking, wearing heavy camera makeup and a pink tube top that showed off her mature curves, looking like a confident industry professional. Today, in the soft daylight of the diner, Jade looked like a different person. Without her makeup, her shoulder-length brown hair pulled back into a simple ponytail, she looked like an ordinary suburban mom in her late forties.

"I'm originally from the Middle coast," Jade said, leaning back and taking a sip of her coffee. "Got married right out of high school to a pretty handsome guy named Brad. But after a few years, the marriage was going absolutely nowhere. He was actually the one who suggested we spice things up by bringing in a third person into our bed."

Jade paused, a playful glint in her eye as she looked at Evie.

"I'd no idea what kind of door that would open. Once we started doing threesomes, it was like cracking open a dam."

"Anyway, once I started exploring on my own without Brad, things changed between us pretty quickly. I found out I was a huge slut who enjoys being a slut, and our marriage didn't survive that. There was no going back to a vanilla life for me after that, but I've no regrets. This is just who I am now."

Evie smiled, feeling a relaxed warmth. Listening to Jade speak freely made her want to open up, but Master's threat kept her silent.

"I saw your video on OnlyFans from our visit last time to the video store," Jade said. "Damn girl, your camera presence is genuinely impressive. You have an incredible natural draw and your charisma pulls people in. I've this idea to get established as a creator, and I want us to do another video together. But this would be a collab with the intent of me finding my own audience. Since you already have some momentum, I just want you to help me establish myself. What do you think? Do you think you are up to helping me, Evie?"

Evie didn't hesitate. "Yeah, let's do it tonight."

Several hours later at home, Evie stripped off her casual clothes to begin her meticulous preparation. She messaged her master quickly to ask for permission to unlock, waiting until they responded in the affirmative. She retrieved the small key she kept hidden, carefully unlocking her cage. With her parts exposed, she took her razor and meticulously shaved her entire body, grooming her pubic hair to maintain the flawless, completely hairless look required for the camera.

Once finished, she transitioned to her internal preparation, administering a thorough enema to ensure her backside was perfectly clean and ready. She dried off, locked her cage back into place, and hid the key. Evie then smoothed a thick layer of scented lotion over her skin to make her body glisten under the lights. Finally, she sat before her vanity to apply her heavy makeup, drawing on sharp, dramatic winged eyeliner and bold lip color.

A feeling of palpable electricity ignited her, the physical thrill of the upcoming marathon making her fingertips tingle.

The ding of a doorbell broke her from her thoughts. She sauntered downstairs where she opened the front door, and Jade stepped into the hallway carrying a huge black garment bag.

From the kitchen doorway, Lila watched her visitor's arrival, but she did not offer her usual greeting. She stood perfectly straight, her eyes wide with a quiet intensity. Clenched around the soft skin of Lila's throat was a thick, polished black leather collar, its heavy silver buckle fastened securely at the back of her neck. The pristine leather stood out in stark contrast against her collarbones, a brand new addition. The heavy metal D-ring at the front of the band caught the hallway light, filling the space between the roommates with a sudden, silent weight.

Evie stopped on the bottom step, her eyes locking onto the leather band. Lila did not look away, nor did she try to cover the collar; instead, she slowly lifted her chin, deliberately letting the visual evidence of her new submission to Aaron sit on full display. The quiet pride in Lila's eyes signaled a massive, irreversible shift in her life.

Jade let out a low, appreciative whistle, scanning the leather before looking at Evie with a smirk. "Well, looks like someone's been very busy."

"Aaron bought it for me last night. I have to wear it, to let people know I'm his now," Lila said, her gaze remaining fixed on Evie.

"It suits you, Lila," Evie said softly. She forced a supportive smile and nodded toward the kitchen. "We need to fill up our water jugs before we head out. Can't do a marathon shoot like this without it."

Jade followed her into the kitchen. Lila stood by the counter, her movements slow and her posture restricted. Evie took the jugs from Jade and handed them to Lila. She watched in silence as Lila set the jugs in the sink and turned on the tap, the cold water splashing loudly against the plastic.

Lila’s eyes drifted to Jade, then back to Evie, a subtle, uncharacteristic vulnerability passing over her face. In the past, she would have made a sharp comment. Instead, she offered a silent gesture of assistance, showing a focus on her submission. They both had taken steps back, giving her space to do her assigned task; her hand traced the smooth edge of the leather band.

"Make sure you are filling them all the way to the top," Jade commanded, checking the level on the first jug. "We are going to need every drop."

"Thanks, Lila," Evie said softly, meeting her roommate's gaze for a brief moment before turning back to the water.

Upstairs, the door clicked shut. Jade unzipped the garment bag with a loud hiss, revealing stunning, identical sky-blue lace corsets, matching sheer gloves, and identical styled wigs. Before they squeezed into their outfits, Jade stepped into the bathroom for a quick shower. Once she stepped out, she took over the vanity, meticulously blending her heavy camera makeup to complete her look.

Evie stood steady while Jade reached behind her, gripping the laces of the structured corset and pulling them taut with firm tugs that sharply defined Evie's waist and arched her back. Evie did the same in return, her fingers working the closures up the front of Jade's bodice, before they both pinned the matching wigs onto their heads and pulled on the sheer blue gloves. Evie inserted her butt plug to keep her backside pre-stretched.

They threw on long coats to conceal their matching outfits and slipped quietly out of the house into the cool night, leaving Lila behind as the duo headed toward the video store.

When they arrived, they unloaded their supplies. Jade carried her fold-up lawn chair and a large cooler containing their water jugs and snacks, while Evie handled the bags. As arranged, Jade had spent the afternoon texting her regulars, and a dense, murmuring lineup of men was already waiting. Inside the booth, Jade unfolded her lawn chair in the corner. Inside the ten by five foot booth, where the walls were fully insulated with heavy red upholstery, the portable ring lights cast a brightness over the center of the space.

Evie stood in front of the lens, reached down, and gripped the flared base of her butt plug. With a slow, wet, popping sound, she pulled free the smooth plug, exposing her freshly shaved backside to the lens just before Jade pressed the record button, the red light capturing the raw transition.

A group of naked men stepped into the booth. "Hey Jade, good to see you again," the first man grinned. He was a broad-shouldered man with powerful arms and a dense mat of dark chest hair.

"Hey Leo, glad you made it," Jade smiled, wrapping her hand around his thick, heavy length.

Beside him, a tall, lean young man with sun-bleached blonde hair looked down at Evie with a shy smile, silently stroking his long, upward curving erection. Behind them, a stocky man with a silver beard gave a polite nod. Mr. Henderson, a regular Evie recognized, waited with his massive, heavily veined length, while a muscular man stepped up next with a thick, flared shape. Evie and Jade moved with the effortless, dominant confidence of experienced veterans.

They took control of the room immediately. Before any penetration could begin, Evie checked the men. "No condom, no play, boys. Let's see them," she purred. The men quickly produced their own wrappers, and her sheer-gloved hands worked quickly to roll the latex rubbers down over the thick, pulsing shafts.

Jade laughed, her mature breasts bouncing in her corset as she pumped Leo and the blonde young man with long, firm strokes. "We're gonna need a bigger booth next time, honey."

Evie took Mr. Henderson and the muscular man in her hands, working them with practiced precision, her hands immediately recognizing the unique weight and texture of nearly every customer. As her fingers wrapped around Mr. Henderson’s massive length, thick as a bricklayer's wrist, her touch recognized the shape.

"Please," Evie told Jade, a confident grin spreading across her face. "I would know this thick thing anywhere. Leo, bring that fat, heavy monster over here. I want it stretching my backside open," she purred. She looked up at Mr. Henderson with hungry eyes. "And you, big boy, I want every inch of that massive length down my throat first."

"Put it in me, Leo. Fuck my ass deep," she ordered. She slammed back onto him with athletic thrusts as she bit her lower lip, projecting a fierce look of satisfaction directly into the camera. The entry was blunt, stretching the sensitive skin of her anus to its absolute limit as the thick muscle of the shaft slid all the way inside. Evie gripped the metal leg of the tripod to steady herself as the entry went deep, her inner muscles tensing in involuntary spasms from the pressure, though she kept her breathing steady and professional.

Jade, mounted on the muscular man in reverse cowgirl, closed her eyes, her brow furrowing with concentration. She threw her head back, moaning and calling out, "Get over here and fill my pussy while he wrecks my ass. Come on boys, don’t make us wait." Her breasts bounced as she rolled her wide hips in deep circles, her expression a mix of playful dominance and sensory overload.

Evie rode Mr. Henderson hard, her face flushed, her eyes half-closed in a sleepy, deeply satisfied daze. She switched back to Leo and demanded, "Harder, Leo. Pound my ass like you own it." Jade lifted one leg high against the wall, her face scrunched up in an ecstatic grimace as she told the men, "Deeper. Both of you. I want to feel you fighting for space inside me."

The heat trapped by the heavy upholstery soon turned the air inside the small space thick and humid. Evie shifted positions, dropping into a full athletic bridge with her back arched high. "One in my mouth, one in my ass, right now," she commanded, a daring grin flashing on her face.

The muscular man stepped over her, guiding his flared head to her lips, while Mr. Henderson lined himself up behind her. Evie took him deep, her eyes widening in a classic show of being utterly filled, her eyebrows arching high to convey the scale of what she was taking, working him with a steady suction while Mr. Henderson began a slow, heavy, crushing drive into her, forcing a muffled moan from her throat as her chest heaved.

On the other side of the booth, Jade folded herself into a piledriver position with her legs over her head, her face flushed bright pink. The blue lace of her outfit strained against her curves as she urged her partners, "Take turns. Fuck me like you’re trying to break me," the blonde man plunging deep into her vagina while Leo took turns targeting her ass.

Evie gasped, her dramatic winged eyeliner beginning to run as she pushed back onto Leo with relentless enthusiasm. She looked back over her shoulder, her eyes wide and wild, offering a sultry wink to the ring light. "Give me everything you’ve got. I can take it all."

When the first group reached their limit, they pulled out. With a practiced movement, Jade and Evie peeled the semen-filled rubbers off, holding them over themselves to let the fluid pour out over their thighs and chests, the white fluid contrasting against the sky-blue lace as a final visual for the camera. Evie let out a low sigh, her eyes dropping closed in a soft expression of release, while Jade let her jaw drop open, panting as she smirked at the camera.

The men stepped out, their skin covered in a sheen of sweat. As the booth door opened and closed, a cool draft entered, only to be swallowed by the body heat of the next group waiting. Evie sat down on Jade's lawn chair, quickly drinking from one of the water jugs and eating a banana to restore her energy, while Jade used thick body wipes to clean their skin.

"Not bad for a warm-up," Jade panted, taking a long swig of water. Her eyes tracked the next group squeezing through the door with a bright spark returning to her face.

"I'm just getting started," Evie replied, her lips curving into a confident smile as she adjusted her disheveled wig and looked at the next two men.

The first was a towering, lean young man, exceptionally tall, with a tight eight pack and a long, straight erection. Beside him, a stocky man with broad shoulders and grease-stained tattoos shifted his weight with a heavy, throbbing length. Evie immediately checked them for protection, rolling the condoms down once they handed over their packets.

Jade eyed the tall man's length with a playful smirk. "I bet you twenty percent of tonight's cut you can't take all of that without gagging once."

Evie logged a fresh spark of competition. "You're on. I'll show you how it's actually done. I bet you I can make him dream about me tonight." She reached out, her fingers wrapping around his smooth length. "Come here, big guy. Let's see if you can make me break."

Evie dropped to her knees, gripping his thighs to steady his base. Slowly, deliberately, she opened her mouth, letting the wide head slide past her lips, breathing through her nose as she focused on her throat muscles, taking his long shape deep as the man groaned. Evie met his pace with her head moving in a long, continuous stroke while looking up at him through her damp lashes with an intense, unblinking focus. Beside her, Jade turned her attention to the tattooed man.

"Let's see if you can keep up with this, honey," Jade challenged, grabbing his thick shaft. She immediately dropped to her knees, taking him in deep, rapid strokes, her cheeks flushing as she looked up with a teasing grin, while the man, energized by the challenge, gripped Jade’s hips, his pacing fast and aggressive, matching her energy blow for blow as his thick shaft slapped against Jade's chin with a wet rhythm.

The booth was rapidly becoming a sweltering pressure cooker, every movement accompanied by the sticky slap of skin against skin and the ragged breathing of the men waiting. Evie released her partner, gasping. "He's smooth, but I want something heavier now. You, get over here."

A man with a warm, tanned complexion and a muscular build stepped forward with his solid, heavy shaft carrying a slight downward curve. Evie waited for him to hand over protection before rolling the rubber onto him. "I bet you I can get him to blow in under five minutes," Evie whispered to Jade.

"No way," Jade challenged, leaning back against the wall as the blonde man stepped back in to work her chest. "He looks like he has got real stamina. He won't break that fast."

"Watch me," Evie purred, her eyes narrowing with a focused look. She turned and presented her bare backside, guiding his downward curving length directly to her opening. "This ass is made for this cock. God, I love big cocks. Put it in me. Can you fuck me like you want me to remember this cock after?"

The man gripped her hips with his hands, his thrusts sudden, powerful, and incredibly deep, while Evie met his aggressive pace, slamming her backside against his thick thighs. She arched her back, letting her hands slide down to grip her own ankles, presenting her smooth skin to the camera lens. His heavy shaft slid in and out with a thick, wet sound, stretching her opening with every powerful lunge, while Evie's face became a mask of concentrated effort, her teeth grit as she let out loud, guttural gasps.

A few minutes in, the man's breathing turned into ragged groans, his grip on her hips tightening. "Told you," Evie gasped, looking back over her shoulder with a triumphant, sweaty smirk just as he let out a loud groan. As he pulled out, Evie quickly peeled the condom off and poured the warm, thick ropes of semen across her lower back, her face soft and glistening. "Yeah, paint my body."

"Alright, you won that one," Jade laughed with genuine amusement, though her eyes narrowed playfully. "But we've still got a crowd waiting outside, and I'm not letting you take all the spotlight."

Jade reached out, pulling the next man into the center. He was a massive, burly man weighing close to two hundred and fifty pounds, his broad chest heavily carpeted with dark hair. He crowded the tight space, his massive, extremely thick erection standing rigid. Once he produced his condom, Jade promptly rolled it over his thick girth. "Let's see how you handle real weight," Jade challenged Evie, her expression shifting to one of raw, aggressive hunger as she positioned herself under his slow, crushing momentum, her eyes rolling back as he connected deep inside her.

As the room filled with the physical realities of the crowd, Jade and Evie ensured every man provided his own rubber. A quiet man with pale skin stepped up to Evie. He carried a solid, thick shaft, and Evie quickly rolled on his condom. He was already breathing hard, but Evie guided him in with a warm, encouraging smile, helping him find a steady rhythm that kept him from finishing too quickly.

The booth became a blur of contrasting skin tones and heights. A man carrying a thick, long shaft stepped up next. He worked Evie's mouth with a smooth, highly deliberate rhythm that kept her eyes locked on his, her face remaining calm as she projected an effortless gaze that drew him in. Beside them, a heavy-set man with a thick beard produced his condom. "Good to see you, Dan," Jade said, nodding as she recognized him from the previous week before he took her from behind with heavy thrusts, forcing sharp cries from Jade as her head thrashed.

The delicate blue lace of the girls' corsets was darkened with sweat. Evie's muscles burned as she held herself up on her elbows and knees, taking the next man in line. He carried a solid, thick veined erection wrapped in snug latex. Evie's face flushed and her brow furrowed as he drove into her with a fast, unyielding momentum that left them both slick with sweat.

Jade matched her pace, kneeling on the carpeted floor to take the next volunteer. He was a tall black man who wore thin-framed glasses and possessed a massive, heavy shaft protected by his own condom. Jade’s head threw back against his chest, her eyes tightly closed as his long thrusts forced deep groans from her, the wet, slapping sounds of skin growing louder.

Moving into the late-stage rotation required absolute concentration. Jade lay draped back on the floor while a man with rough, calloused hands and a solid, thick erection drove deep into her front. The heavy friction made her chest heave, her breath coming in ragged bursts that echoed inside the tight room. Jade closed her eyes, tilting her head back to let the raw sensation take over, her hands gripping the edges of the bench to brace herself.

Immediately after he finished, a young man with an eager energy stepped up. Evie made sure he had a condom ready, and he quickly positioned himself over Jade, keeping her thighs pinned wide against his hips as he began a rapid, deep drive. The sudden transition left Jade panting as she adapted to his intense tempo, while Evie took a brief moment to drink from her water jug. Evie stepped back into the center of the action. She met a tall, quiet regular who carried a heavy, curved shaft. Evie rolled his condom over his length, dropped to her knees, and took him deep into her mouth with long, practiced strokes, working her throat muscles before she slowly turned around. She presented her bare backside, guiding his thick, heavy length to her tight opening and welcoming a deep, blunt thrust that forced a sudden gasp past her parted lips as she locked eyes with the lens.

Next, a tall, soft-spoken man with a massive, long erection stepped forward. Evie checked for his rubber, and he guided his long shaft into her pre-stretched backside with a slow, heavy deliberation that filled her core completely. Evie gripped the frame of the lawn chair for support, her muscles tensing around the thick invasion as she rode his deep thrusts, keeping her breathing controlled and professional while Jade rested.

A muscular man with a deep tan and broad shoulders stepped in to take Jade. Jade slid his condom onto him and met him in a fast reverse cowgirl position, straddling his thick shaft as his hands gripped her waist. She rolled her wide hips in deep, exhausting circles, pushing past her physical fatigue to keep the movement dynamic for the lens, her corset straining as she bounced on his heavy length.

The two women swapped partners. Evie took the heavy, pulsing heat of a stocky man from behind, his length safely covered in his own latex as her body absorbed his raw, powerful thrusts, while Jade immediately took over the long, thick, condom-wrapped length Evie had just left wet. The two women managed the crowded space with effortless, sharp coordination, communicating with quick, silent nods as they kept the camera focused on the action.

"Move over, Evie," Jade gasped, her chest heaving as a guy with long dark hair and a perfectly sculpted chest stepped up, silently waiting as Jade grabbed his rubber and rolled it on quickly. "I want this one."

"He's all yours, sweetie," Evie panted, a tired but playful smirk crossing her face as she rolled onto her back to let the next guy step in. He was a stocky man with a thick layer of hair on his shoulders and a solid, heavy erection protected by his own latex. He knelt between her thighs, guiding himself into her ass with her face twisting in a sudden grimace of intense sensation from the deep stretch before forcing a heavy-lidded smile for the lens.

The setups became increasingly complex, pushing both women to showcase their high-caliber experience for the lens. Jade positioned herself flat on the back leather bench, her knees pinned tight to her chest to maximize exposure. The men crowded around her, each holding his own condom. Jade gripped a thick, heavy erection in her left hand and a dense, curved shaft in her right, stroking both aggressively for the camera. At the same time, a long, massive shaft, wrapped in latex, was guided deep into her throat, forcing her to swallow past the thick length while keeping her eyes focused on the lens.

Beneath her, the double penetration was absolute. A thick, blunt shaft was driven deep into her vagina, while a heavy erection pressed slowly past her sphincter into her anus. Both men thrust in a heavy, alternating rhythm, stretching her anatomy to its absolute limits, her body completely filled, handled, and worked by five condom-clad men simultaneously.

Directly beside her, Evie set up to mirror the extreme visual. Lacking the female anatomy to replicate the exact penetration, and with her own front securely locked away, Evie adapted with practiced precision, setting up for a relentless double anal stretch. Bent over the edge of the stool, her hands reached out to grip a thick, condom-covered shaft in each hand, working them with a steady, rhythmic squeeze. She took a massive, heavy erection deep into her mouth, her throat muscles contracting around the latex skin as she controlled the depth. Behind her, the men lined up, tearing open their own wrappers. Because inserting their hard cocks side by side required immense preparation to prevent damage, Evie had to stay completely still. Jade leaned in, pouring a heavy stream of lube directly onto her, ensuring the latex-wrapped heads were saturated. A mature man with salt-and-pepper hair and a sharp, commanding gaze stepped up to take charge of the positioning. Beside him, a lean man with a deep bronze complexion readied himself. Their shafts pressed firmly against her tight, resisting muscle. With a slow, blunt push, both began to slide inside her ass.

The entry began with a slow, heavy deliberation. Both of the men pushed with careful effort, the older man guiding the depth while the bronze-skinned man matched his momentum exactly so that they slid past her star at the exact same moment. The double entry filled her core with a massive pressure that made her inner muscles clamp down tight around their invading lengths. Evie’s mind was instantly overloaded by the incredible, almost overwhelming sensations. She focused entirely on her breathing, her body trembling from the penetration.

Behind her, the men let out deep, guttural groans, their eyes wide with intense satisfaction as they felt her tight anal muscles contract and spasm around their combined width, fighting for space inside her tight canal. They began a slow, crushing, and highly synchronized rhythm, every lunge feeling incredibly intense and deep. Evie let out a muffled moan, her spine arching as they worked her, her body completely surrendering to the relentless, heavy stretch of the double penetration.

"Are you still alive over there?" Jade called out, her voice breathless but full of energy as she lay flat on her back, her legs spread wide as she took the five-way penetration, her body completely covered in sweat and fluids.

"Barely," Evie gasped out between strokes, spit dripping from her chin as she took the thick length back into her throat. "I think, I think I'm losing count of how many dicks have been inside me today."

"That is the sign of a successful shoot, sweetie," Jade laughed, her head throwing back.

As the men behind Jade and Evie reached their limits, they carefully pulled out. Working quickly, they peeled the used condoms off, and with a series of deliberate, dramatic squeezes for the lens, they splattered the thick, white fluid across Jade’s breasts and chin, and over Evie’s trembling thighs.

The floor was slick with sweat. Another round of men had just finished when the door clicked open once more. This time a middle-aged man stepped inside, gently pushing a tall, flushed young man ahead of him. The boy’s eyes went wide at the sight, Evie still bent over with fluid leaking from her stretched hole, Jade glistening with multiple loads, and the rotating lineup of naked men.

The father cleared his throat. "Ladies, he just had his birthday. I brought him here to take his virginity properly. No nervous fumbling in a car. I want you two to break him in right, the full experience."

Jade’s tired but wicked grin returned instantly. "Well fuck yes, Daddy. Fresh virgin meat this late in the shoot? We’ll make it one for the highlight reel."

Evie scanned the boy, her lips curving into a softer smile. "Come here, baby. Don’t be scared. We’ve been warming up all day just for you."

They pulled the trembling young man into the center. Evie dropped down first, helping him roll his latex onto his hard cock and taking him straight into her throat with veteran skill while Jade stroked him and whispered filthy encouragement. His father watched proudly, occasionally giving instructions. "Relax, son. Let them work."

After Evie and Jade had both sucked and edged him to maintain his focus, they positioned him on his back. Jade straddled him first, slowly sinking her soaked pussy down onto his virgin cock, taking his cherry in one slick motion while Evie sat on his face. The boy lasted barely two minutes before unloading inside his condom with a broken moan. With his first round finished, they didn't let his momentum drop. Evie helped him roll a fresh condom onto his re-hardening length, carefully guiding him into her pre-stretched ass this time while his father held his shoulders to steady his nervous pacing. Jade rode his face, whispering instructions as Evie bounced anally, her movements slow and deliberate as she taught him how to handle his rhythm and thrust properly. The other men in the booth waiting their turn while the two pros turned the virgin into a panting, eager participant.

The heat in the booth was immense, the air thick, heavy, and smelling strongly of latex, sweat, and semen, the ring lights casting sharp shadows as Jade paused briefly to wipe down the camera lens with her glove, leaving a faint streak on the glass that only added to the raw, chaotic energy of the shoot. Evie’s physical stamina was put to the absolute test as she held herself in a standing position with one leg draped over the shoulder of the next man. He was an incredibly muscular black man carrying a thick, straight shaft covered in his own latex, her eyes glazed with fatigue and her jaw slack. Another regular stepped up right after him, guiding his bulbous, olive-toned cock wrapped in his own rubber deep into her pre-stretched backside, while a muscular man safe right behind him, his heavy, ebony shaft fully erect, protected, and ready to hit her prostate with every single lunge.

They kept rotating, never letting the pace drop as each walk-in brought a different size and a different tempo, the girls staying relentless and ensuring every single participant rolled on his own protection. They coordinated the room with sharp, commanding cues, directing the men to different angles to keep the camera busy.

By the time the final man for the night orgasmed, the booth was silent except for the heavy, exhausted panting of the two women, the door clicking shut as the last regular left them alone in the quiet, sweltering space. Jade engaged her chest with a deep breath and exhaled a long, shaky sigh, her head dropping back against the red upholstery. After a minute, she looked over at Evie, her smeared red lipstick forming a tired but satisfied smile. "We killed that, honey. But get me out of this corset before I suffocate."

They stood up on slightly unsteady legs. Because the outfits were soaked through, peeling them off alone was nearly impossible. Working together, they took turns unlacing and unhooking the tight, structured bodices. Evie reached behind Jade, carefully loosening the lace until the corset came free, letting Jade breathe a massive sigh of relief. Jade returned the favor, peeling the heavy, wet lace from Evie's torso and helping her slide the matching gloves off her slick arms.

They used damp towels they had brought to wipe their bodies, cleaning the layers of sweat and fluids. Once they were clean, they reached into their bags for the fresh outfits they had brought. Evie pulled on a comfortable, clean set of clothes, feeling the cool, dry fabric against her freshly shaved skin, though she noticed a deep, heavy ache in her lower abdomen and thighs. After being stretched and filled by the two thick, latex-wrapped cocks simultaneously, she found she could not walk quite the same, her ass still feeling the sensation. Her steps were slightly wider and slower as her body slowly recovered from the intensity. Jade dressed in her fresh change of clothes.

The soiled outfits, gloves, and wigs were packed away into plastic bags alongside the empty lube bottles and supplies. Jade gathered the recording equipment, securing the heavy metal tripod into its case, while Evie took down the portable ring lights by folding the stands and winding up the power cords. After picking up the small stool used for the double anal setup, the gear was ready to go. Finally, Jade grabbed her signature fold-up lawn chair, folding the metal frame flat. Working in tandem, they loaded all the gear, supplies, and packed bags, preparing to head back out of the video store.

Stepping out into the cool night air, both women let out a simultaneous breath, trying to relieve the weariness of their day. Despite their soreness and exhaustion, a deep sense of accomplishment and satisfaction settled between them. The shoot had been an absolute masterpiece, and they both knew the footage was going to perform incredibly well.

"That was perfect, seriously," Jade said, her voice quiet but full of genuine warmth as she leaned against the passenger side of the car. "We did some amazing work tonight."

"The edit will be finished by tomorrow, and I'll text you when it posts," Evie replied, her lips curving into a satisfied smile as she leaned slightly against the car door to ease the pressure in her lower back. "I will let you know as soon as the final cut is uploaded and ready to go. I will also make the arrangements to set you up with a free account on the page so you can see exactly how it looks and keep track of everything."

Jade smiled, nodding in appreciation as she grasped her shoulder. "That sounds perfect, honey. I will be in touch soon. Get some sleep."

With a final, supportive squeeze of the shoulder, they loaded the last of the gear into the trunk, both were ready to finally head home and get some well-deserved rest. Evie didn't suspect her night wouldn't offer any calm, nor did she see the shadow waiting just beyond the threshold of her front door.

So, I’m a sissy, and confidently the sexiest sissy you’ll ever meet. I’ve always had this confidence in me, but never expressed or showed anyone my sissy side. Ever.

Till last week.

I had enough. I get so horny, look so sexy, yet stop myself from filing my potential.

I went to the gym.

Trainers, thong, leggings, crop top. I looked so hot, but was so nervous. Never have I gone in public cross dressing. Yet it felt so right, freeing and made me so horny. I walked in the gym, almost hoping it was quiet (I started feeling more nervous), but when I opened the doors it was almost half way full. I started feeling my heart race, imaging the eyes, and thoughts of people as I walked past.

I started on the treadmill. Put my AirPods in, and walked. I could feel the eyes on me. But yet I started to feel calmer and closer to my slutty side.

About 20 minutes into being on the treadmill, this guy joined the machine next me. Never seen him before. Tall, dark, massively muscular body.

He gave me a wink.

I wondered if he knew. But yet, I winked back. We stayed on our machines for another 5 minutes, my mind racing.

As I was finishing on the treadmill, he leant over to me and said “hey, you’re really sexy, I love your confidence”

“Thanks” I said, and walked to the bikes. I regretted saying that, because that was my chance.

I spotted him later doing weights, where he winked again, and, so did I.

When I decided to finish up and collect my bag, he wasn’t far from me, at the drink station. I gave him a wave and said “see you soon”.

Before I could turn around, he said “what are you doing after this?”. I said cheekily but nervously, “going home to have a shower” with a wink (still don’t know why I said that).

“Why don’t you shower here? I am”

He invited me to shower at the gym, with him. My fantasy coming true. I couldn’t believe it.

“Okay, I’ll try it”

Now, never ever ever have I felt this way before. As I stepped into locker room, he opened the door to his shower, to join him.

He closed the door behind me.

I felt so horny, and like a true slut.

I began slowly taking off my activewear in front of him. Pushing my ass against his bulge. Then finally removing my thong. He looked at me up and down, spanked my phat ass and said “I like you”.

It was then his turn. He took off his shirt, joggers and boxers. I was so excited. The best part, his monster of a cock flung out. I was in awe.

I’ve seen bbc in porno’s, used my dildo, but nothing comes even close to the beauty of his cock. I stared at it in amazement, he then winked as if to say ‘go on’.

So I did.

I knelt down and started blowing his huge cock, no joke, this thing has to be 10/11 inches. The feeling of putting a real man’s cock in my mouth was unfathomable. I stroked him so well, spat on his cock, and deep throated him as best as I could (probably 7/8 inches of it), before he then bent me over and started eating my ass.

It felt amazing.

I knew what was next, and I was so ready.

He then pushed his cock head around my asshole, before slowly going into me. Soon I could feel his shaft in me. It was incredible. He picked up the pace and I could feel my phat cheeks bouncing on cock.

He leant over and whispered “you know you’ve taken all of me”. I was so proud. So I turned into even more of a slut, telling him to sit on the shower bench while I rode him. I twerked on that cock, and heard him moaning (while trying to be quiet), before he pulled me so tight and blew his load in me.

I felt like the ultimate slut.

As I got off his cock, I saw in his eyes, this wasn’t the only time we’ll fuck, but was the start of my new life.

We showered, flirted, changed, exchanged numbers, then left.

I’ve seen him 3 times since. Each time being better than the last. I feel like his sexy bitch.

BUT, now I’m ready for more. Should I do a threesome with another hung guy?

Brian could not stop looking at the clock. Wednesday was the longest day of the week for Brian as the hours and minutes dragged until 5pm. Sitting in a wet spot that developed over the work day didn't help the situation. But wearing panties to work got him so excited for his Wednesday evenings. On Wednesday nights Brian didn't have to pretend, he got to embrace his true self: Brianna.

Every Wednesday the local strip club closes normal operations and hosts an alternative night called the Pink Penguin Club. Brian found it on a night of depression induced bar hopping. What followed was the most intoxicating night of his life, and it wasn't from the 6 cocktails he had before walking in the door of the Pink Penguin Club.

That first night still gave him chills when he recalled it. Through hazy eyes he saw beautiful women in lingerie that he didn't normally see in strip clubs: Maids in frills, the pinkest and laciest corsets and stockings, and full latex catsuits.

This wasn't Brian's first time experiencing kink. He grew up on the internet and had a healthy appetite when it came to porn, gooning away his teen years to increasingly kinky genres. While he swore up and down to all of his friends, family, and potential lovers that he was straight his pornography consumption painted a different picture. It started with anal, went to femdom and cucking, then trans women, finally settling on wearing a groove in his brain with sissy porn. Hypno, feminization, chastity and denial. He shot countless ropes to these videos, stories, and pictures. But it was all fantasy until he wandered into the pink penguin club.

5pm. Brian gathered up his work bag and went to his car. The wet spot in his panties had grown all day and he could feel the cold precum against his skin. He made the fifteen minute drive from his parking garage to the club, unconsciously biting his lower lip from excitement. He parked and grabbed his other work bag from his trunk.

The Pink Penguin Club was an older building. The front vestibule was unmanned as Brian walked in. The main stage was in a sunken floor, ringed by chairs with small low top tables on the edges. On either side of the mains stage were steps leading half a floor up to the bar and another smaller stage. A completely dolled up woman dressed in the frilliest made outfit imaginable flitted up and down, back and forth, trying to ready the bar for the evening.

"Looking good, Christie!", Brian complimented the bartender as she clinked glasses.

"Wait! Before you go change try this, it's tonight's drink," she poured a short rocks glass with a yellowish liquid, "I call it an egg cracker." Christie giggled as she slid the liguid to Brian who immediately slugged it back. It was minty with a heavy alcohol burn. "You know what they say, 'the stronger the liquor the stronger the tipper'."

They both laughed as Brian thanked her and went back stage to the locker room. Christie was right, Brian had noticed that the more relaxed the patrons were the more generous they became. They also became much more aggressive and touchy; which was Brian's favorite part.

He went to his station and dropped his bag. Growing up as a boy scout taught him to be prepared so he packed everything he imagined he could need:

For the first dance: a full white lace set including high heels, stockings, garter, thong, and corset all underneath a thrifted short wedding dress and a long brunette wig.

For drink service: a blonde wig for a black sequined one piece leotard paired with pink leggings, black heels, pink bunny ears and a cute bunny tail plug that sticks out the small access hole that he installed in the back of the leotard.

For the second dance: the cowgirl themed dance with cow print chaps and thong bikini, daisy dukes cut high, high heeled leather boots, a yellow checkered blouse tied up front, and a cowgirl hat and red wig.

The rest of the bag was filled with loose makeup, some towels and wipes, a 7" realistic silicone dildo, a flat cage and a pink silicone cage, an assortment of plugs, and plenty of lube.

Brian grabbed some towels, a razor, the flat cage , a jeweled princess plug, and hit the showers. Two dancers beat Brian in to the club so he took the last stall and turned on the shower and removed a weeks worth of stubble from his body until he was smooth all over. During the final rinse and moisturizing he slipped the plug in place.

Alana, a dancer in a towel with sandy blonde hair already tucked under a wig cap, was at the sink as Brian left the shower. Alana capped the bottle she was holding, squat down, moving her towel and inserted the bottles nozzle. Brian moved to the sink next to her as she stood and refilled the bottle.

"What is your first song tonight?" Alana asked.

"Marry you", Brian replied, putting on his wig cap. Alana capped her bottle again and began slowly shaking her hips side to side. "I couldn't resist this wedding dress I saw at the thrift store last week."

Alana squat again, emptied the bottle and moved to the toilet stall. The other shower curtain opened revealing the shortest dancer at the Pink Penguin Club, Carmel.

"Eyes up here, Brianna," Carmel said as she sauntered up to the sink. Brian barely registered it as he couldn't take his eyes off the baseball bat between Carmel's thighs. Carmel had one of the biggest cocks he had ever seen outside of pornography. Her short stature almost made the contrast between her sizeable pole almost comical.

"Sorry, Carmel, but it's hard to not gawk at one of the natural wonders of the world." The dancers all laughed over the sound of water pouring into the toilet Alana occupied. Brian felt the blood begin to flow between his legs and grabbed his cage.

Brian wasn't what people called well endowed but he also didn't have a micro penis. Shorter than average he had always had a bit of a complex about his size. Sissy porn and erotica had allowed him to accept his size and even embrace it rather than constantly worry about not being able to please a partner. Plus, he had to admit, it looked great in a flat cage. He slipped the cage on, securing it over the base and locking himself into flaccidity.

Carmel bent over the sink and looked into the mirror cupping her budding A cups, pressing them together, "what do you think, Bri? They are so sensitive now."

Brian was jealous of Carmel. Her massive rod, cute face, and fat ass made her very popular at the Pink Penguin Club. So popular, in fact, that costumers showered her with gifts. Clothes, toys, makeup, party supplies, and even estrogen showed up weekly as gifts for Carmel from the patrons she enchanted.

"They look great." He replied, "I think your regulars are going have a good night." She kept playing with them in the mirror as Brian went back to the dressing room back stage.

With the application of makeup and the curly brunette wig Brian became Brianna in under an hour. Lipstick, eyeliner, and concealer hid his boyish features and highlighted her more feminine cheeks. More dancers arrived. Alana came out of the bathrooms in a full latex dress.

"Show time girls!" A thickly muscled bald man burst into the dressing room. Ernie, and Italian man in his 60s, ran the Pink Penguin Club promotion.

"Your regulars are lined up outside, hopefully you girls are ready to show them a good time!" Ernie walked through the room looking the girls up and down giving brief compliments as he passed. His trousers clearly showed his excitement as brushed by Brianna.

Brian recalled his tryout for Ernie. After his first experience at the pink penguin club he came back regularly. After a month, and several hundred dollars spent on drinks and tips, Ernie invited him into the champagne room, plying him with a bottle of Tito's. When the door clicked behind Brian he realized there weren't any dancers.

"I think you would look beautiful in this," Ernie went into a duffle bag and retrieved a sheer pink chemise. Brian choked on his drink as Ernie continued, "some of our regular guests have latent talent that needs to be fostered. That's why I started the Pink Penguin Club promotion." He moved closer to Brian and took his drink from his hand to replace it with the lingerie. "Indulge me, I have an eye for talent," his eyes met Brian's.

Before Brian knew what he was doing he had taken off his clothes and slid the chemise on. He felt drunk but had only just finished his first drink of the evening. The chemise fit wonderfully and felt soft against his skin. His little prick tented the sewn in g string. Ernie smiled big and that made Brian even more turned on.

"Gorgeous! Wasn't I right? Now, dance for me." He sat back and gestured as the house music bumped on the speakers installed in the ceiling.

This was Brian's first time doing anything like this so he faked it. He thought about the girls he had been watching and decided to copy their moves. Shaking his hips and moving his arms he made his way to Ernie's seat. Brian ran his hands down Ernie's body from his shoulders to his knees as he bent down on his own knees. A wet spot began to develop in the g string.

Brian spun around and sat on Ernie's lap. As he pushed down he could feel Ernie's hard cock through his pants pressed against his ass. Ernie was hung. This information almost made Brian pass out from excitement. He had never touched another man, let alone a man that was two to three times bigger than him. Plus, the attention he was being shown by Ernie was intoxicating. The women Brian had dated were mostly lifeless in the bedroom, Brian would pump a few times and they would leave unsatisfied. Ernie caressed Brian's curves and cupped his flat chest as he kept grinding on his lap.

Brian couldn't take it anymore. His chemise was soaked and the feeling of Ernie's massive shaft between his cheeks was driving him insane. He spun around and knelt on his knees before Ernie. Ernie gave him an approving look and gave Brian access to his pants fly. Brian's fingers trembled as he wrestled the thick mast from ernies slacks. At least 8 inches of gnarled meat stood in front of Brian's open mouth. Ernie had clearly injured it at one point in his life as it sported a heavy curve half way up the shaft.

Brian's mouth watered and his little dick dripped into his panties as his mouth enveloped Ernie's thick purple head. His salty precum filled Brian's mouth as Brian moved both hands to work the shaft.

"Mmmm you are a natural, Brianna" Ernie groaned. Brian tried to take more of him into his mouth but gagged a little. He tried to withdraw but felt Ernie's hands grab the back of his head.

"I want you to join my sissy harem, Brianna. I want you to be the best sissy you can be." Brian's head was pushed further down the thick member and he could feel the head touch the back of his throat. "The tips are generous," he laughed, "and you get to live the life you were made for." Brian reached under his g string and began to furiously stroke. Ernie noticed this and became more aggressive with his hands, pushing further down Brian's throat forcing him to put both of his hands at the base of Ernie's cock.

"My sissies don't stroke, Brianna. You will be in a chastity cage from now on, do you understand?" Brian could only choke out an affirmative grunt as Ernie's pubic bone hit is nose. After the acknowledgement Ernie let up and Brian was able to back off a little and breathe. His drool covered Ernie's short pubic hair.

"Look at me, Brianna" Ernie commanded. They made eye contact as the thick dick rested on Brian's tongue, "you are beautiful and I want to share you with the world. I want to make your dreams come true." Brian began moving both hands to work the shaft as his tongue flicked Ernie's pulsing head. When he finally felt him release in his mouth a wave of warmth took over Brian's body. The semen was hot and salty but moved down Brian's throat like a white light of pleasure. Ernie groaned as he emptied his balls into Brian's stomach.

"Good girl. Clean up and head back out to the floor. Drinks are on me for the rest of the night but I expect you to bring those back, clean." He pointed to Brian's precum soaked chemise and turned to fumble in the duffle bag where he got the chemise from, "and when that subsides I expect you to wear this in from now on." He handed over a pink silicone cage. "You are going to love being one of my girls, Brianna."

Ernie was right. Brian, or Brianna as she became more confident in herself, loved the Pink Penguin Club. She loved the customers and the attention they showered on her. She also loved the money. She was making more at the Pink Penguin club in a night than her take home pay at her office job.

Thinking about her first time with Ernie made her strain against her flat cage under the wedding dress she was wearing. The cage redirected her energy back into her body and away from her throbbing, useless sissy clit.

"You're up," Alana said, jostling Brianna out of her memories. Alana was only wearing a vinyl bra and panties after her first dance finished. Her tuck job was immaculate, completely flat where her thighs met. "And your favorite couple is here, Bri!"

Brianna's heart fluttered. A married couple in their late 40s had started coming in a few weeks prior and had been showering her with tips and attention. The wife, Erin, loved to watch her husband get lapdances from the girls but she honed in on Brianna quickly.

Bruno Mars bumper on the speaker system, the queue for Brianna to start her performance. She parted the curtains to the stage as the announcer said, "please welcome to the stage, Brianna!"

The stage was brightly lit and surrounded by patrons only illuminated by black lights and the reflection of the performance space. Bri went for the pole and began her routine. She was an athlete in high school and found that a lot of her skills translated to the pole. She spun and twirled, slowly lowering herself to the floor in her wedding gown. Dollar bills began to fly as she leaned back on the pole.

A man she recognized from past performances gestured to her with a fat wad of rolled bills from a stage side seat. She crawled to him on the floor and spun around sitting to show him the zipper to her dress which he gladly unzipped. He slid a bill into her lacey white bra as she shrugged off the dress and got on her knees, still facing away from him. The dress remained on the stage as she stood up and out of it. The crowd cheered as she bent over to reveal her virginal bridal lingerie. Her jeweled plug glittered in the stage light, bisected by her thong. She somersaulted forward landing in her back, putting her white heels in the air and spreading her legs, which gave a full view of her cage and plug to Erin and her husband seated across the stage. She heard Erin let out a cheer.

"Time for the hard part," Brianna said under her breath as she rolled back onto her shoulders, she balanced on the tips of her toes presenting her ass to the ceiling. She began to push and clench. She had been working on her kegels and now the benefits were apparent. She pushed the plug out and moved her thong fabric with it. Just when she felt the taper change she pulled it back in. Her muscle control was on full display for her audience and they loved it.

Two gym buddies sporting grey sweat pants hooted for her so she got back on all fours in a quick flip and crawled to them. They started raining bills on her but she only focused how hard their dicks were through their sweat pants. She came up in a cobra pose at the edge of the stage where they stood throwing bills on her and bumped one of their strained erections with her face. Coming up further she dragged her flat cage against the stage, bringing her legs around, and sat in front of the two men, spread eagle with her plug touching the floor.

The darker skinned gym bro reached down and fondled Brianna's cage as he began to stroke his hard cock through his sweat pants. She saw her silver threads of precum drip from his fingers when he pulled away from her wet white panties.

"I think she likes you," his friend laughed as he slid a $50 into her garters.

Brianna, still spread eagle on her back with her heels in the air, scooted closer to the edge of the stage where the men stood. Her ass nearly off the side she clasped the dark skinned gym bro with her legs and pulled his body close to hers, she reached down between her legs and began to massage him, sandwiching his sweatpants clad cock between her hands and her cage. His eyes lit up as she gave him short strokes.

"Girl, you gotta come back to our place," the friend said while tweaking Brianna's nipple through her bra. This wasn't the first time Brianna had been propositioned at the pink penguin club. She made a mental note to come back to these men during drink service.

The song began to wrap up so she pivoted away from the gym bros and made her way over to Erin and her husband. Erin had a shot of tequila ready for Brianna and she took it without using her hands much to Erin and her husbands delight. She placed the shot glass back down on the stage with her mouth and blew Erin's husband a kiss. Erin bit her lip.

Brianna stood up in her heels as the song came to a close and began to gather her tips and discarded dress, "let's hear it for Brianna!" the DJ announced over the loudspeakers. The crowd applauded and Brianna returned to the dressing room.

"Those muscle guys are hot," Alana said, "did you get their names?"

"No, but they want to take me home."

"Ugh, lucky." Alana grunted.

"I'll see if they are serious if they take me in back after drink service." Brianna laughed. The private room had been a room of experiences for Brianna. From her first blowjob with Ernie to losing her virginity her second night working to a very handsome man around her age, to servicing 5 men on her knees last month.

Brianna started to change into her drink service outfit when Ernie came into the dressing room. "Brianna, you've been requested in the private room." Her heart fluttered. Those guys work quick, she thought. She stopped dressing and changed outfits: the pink chemise that started it all was her favorite thing to wear in the private room.

She finished changing and grabbed a hand bag from her duffle. In it she put a bottle of lube and her dildo. She made her way out of the dressing room through the main room towards the private rooms. Carmel was on stage twerking as the crowd went wild. She turned around to face the audience and her massive member popped out of her panties. Not missing a beat she began to spin it like a helicopter blade. Money covered the stage.

When Brianna opened the door to the private room she was surprised to not see the gym bros. Instead, Erin and her husband sat on the couch drinking champagne from an iced bucket. They were nicely dressed for a night on the town.

"I wanted to get Hank something special for his birthday," Erin stood up and walked to Brianna, "and I can't think of a better gift than you." Erin brushed hair back from Brianna's forehead and closed in giving her a deep kiss. Their tongues danced and twisted around each other. Erin's hands moved down Brianna's body as they stayed locked in a kiss.

Hank stood up and joined the two. He leaned in, breaking the kiss to apply his lips to his wifes then to Brianna. Hank was much larger in stature than the girls. His large hands gripped Brianna by her waste, as he pushed his tongue into her mouth. Erin giggled and dropped to her knees to remove Hank's engorged cock from his pants. She gave it a few quick strokes to take him to full mast. He was big. Erin began to suck as he continued to fondle Brianna's ass.

"What do you think, honey?" Erin asked Hank, "is she what you want?"

His short, greying goatee pulled away from Brianna lips, "she's perfect." Brianna felt her legs turn to jelly with the exchange and, thinking of safety dropped to her knees next to Erin. Erin pulled her husband out of her mouth and offered it to Brianna. She joyfully accepted.

As Brianna worked Hanks large erect cock Erin went back to the couch to drink champagne and reached down to rub her beneath her dress.

"We used to swing but found that a lot of them are too conservative up for the gender bending fun we like to have." She hiked up her dress to expose her shaved vagina. It was slick and engorged as she began to bury her fingers in it. "Ernie told us you were interested in this type of thing."

"Mmhmm" Brianna grunted around a mouthful of Hank. Her pink chemise began to show her wetness. Hank picked her up off the floor in a dead lift. His cock fell out of her mouth and he embraced her with a kiss, tasting his precum on her tongue. He was a bear of a man, easily 6'5" with a strong, hard body. She rested in his arms, feeling her sissy clit strain against the flat cage.

"I want to share my gift with my wife" he said as he spun Brianna around putting her in front of Erin's spread legs. Erin spread her sopping wet cunt with two fingers, the lips parted for Brianna like a flower blooming. Hank pushed her forward and Brianna began to lap at her wetness, covering Brianna's face with her sweet fragrance. Brianna felt Hanks fingers begin to probe her back side.

"My hand bag," Brianna came up from licking Erin's pussy, "check my hand-" her voice was cut off by Erin pushing her face back into her pelvis. Erin moaned as Hank walked over to retrieve the bag.

"What do we have here," Hank chuckled as he withdrew the dildo.

"Looks like it's the opening act to me," Erin purred with pleasure.

The cold lube dripped down Brianna's ass crack as Hank slid her g string to the side. He withdrew the princess plug that Brianna had put in earlier and she felt a single digit replace it. His hands were big and she could feel his knuckles as they popped inside of her. Her body instinctually pushed back against his hand, burying his finger all the way in. She pulled back and felt him add another finger which her hole immediately swallowed.

"Can I fuck her first, honey?" Erin grabbed Brianna's hair and pulled her head up. They kissed deeply, spreading Erin's sweetness to her lips. Hank lifted Brianna off the floor, again and put her on her knees on the couch facing the back rest. He went around back and forced his precum leaking cock into Brianna's mouth. Erin moved behind her and Brianna felt her tongue flick around her hole. It was bliss.

"Mmm you know how to suck a mean cock," Hank told Brianna in a sultry tone. Brianna felt Erin withdraw her tongue and the lube bottle squirt a little more onto her hungry hole. Brianna stroked Hank while continuing to suck.

Erin used one hand to spread Brianna's cheeks as she fed her her dildo. The pressure on her prostate pushed a thick gob drool-like precum out of her cage and onto the leather couch. Erin began to work the silicone dong in and out with an increasing tempo.

"Am I hitting the spot?" Erin asked, fiendishly. Brianna could only reply with a moan. Erin used the hand not working Brianna's hole to grab the base of her sissy bulge below the cage. She gave it a squeeze and Brianna felt that white hot light eminate through her body again. Erin began to squeeze and release as she pushed the dildo in and out. Hank began to match the thrusts as he pushed deeper into Brianna's mouth.

"This is the best birthday present I've ever gotten," Hank said caressing Brianna's hair as he continued to face fuck her. "Maybe we should move her in to the empty room and keep her as our fuck toy," he looked down at Brianna, "do you want to be our sissy sex doll? I need to cum at least three times a day and Erin gets sore after an hour or two..." He stopped mid sentence as Brianna increased the intensity of her suction. Being a kept sex pet was a major kink of Brianna's. Were they serious?

Hank pulled his spit soaked cock out of Brianna's mouth and she smiled at him, her mascaras ran down her face and drool ran down her flat chest. He stepped over the back of the couch and joined his wife behind Brianna. Both of their hands caressed her as Erin kept working the dildo in and out.

Brianna's body was trembling with pleasure as Erin gave one final thrust down to the dildo's silicone balls. With a quick yank she removed the fake dick and Brianna could feel her backside gape for a short moment. Her hole closed again and Hank stood her up on her heels still facing the couch. Erin sat in front of them, spreading her legs to work her clit and cupped a breath. She looked on as Hank bent Brianna over and grabbed her hips.

Brianna felt him push into her. He was thick and hard as steel. Erin's eyes lit up as she watched her husband begin to pound Brianna from behind. It took everything in Brianna not to let out a gutteral scream of pleasure. She wasn't sure if it was his is thickness or the position that was causing the sensation but she had never been fucked like this.

"Keep going, babe, she loves it," Erin cooed as she pushed her juiced stained fingers into Brianna's mouth, sitting up on the couch to get a better look into Brianna's eyes. "Let's take her home with us and use her every day."

Brianna felt a sensation welling up deep inside her. Hank increased the pace of his long, deep strokes. He pulled all the way out until Brianna could only feel his head only to drive deep in again and again. His balls slapped against the back of Brianna's cage every time he thrusted. She began to feel weak.

Erin picked up Brianna's dildo, still slick with lube and replaced her fingers with it. Brianna's choked a little as she felt the skin like material in her esophagus. Erin removed it causing spit and lube ran down Brianna's face.

"Such a pretty girl," Erin ran her hands down Brianna's body as Hank held her in place, "we could have so much more fun together."

Brianna could feel Hank's hands wrap around her waist to keep her standing as he began to grunt like a wild animal. Erin traced the dildo down Brianna's chemise stopping in front of her soaking wet panties. The tip of the dildo met Brianna's cage with a soft thud. Then another. Erin plapped the dildo against Brianna's cage as Hank's balls continued to slap her from behind. Something was building deep inside Brianna, something she had never felt before.

"Ummm," she tried to speak, "I think, fuck, I think I need to...ughnn, I think I need to pee." She managed to get her thought out, unsure if they understood her. The plapping and fucking continued, seemingly uninterrupted by her declaration.

That's when it happened. Brianna felt an orgasm build out of nowhere. Hank furiously pounded her from behind, his cock ramming deep. She opened her eyes and looked down to see a huge rope of cum squirt out of her cage, and on to her dildo still plapping against the underside of her cage.

Then another spurt.

Then another.

She was cumming in her chastity cage with a limp dick and couldn't stop.

"You made her squirt!" Erin squealed in delight. Brianna could hardly focus as the pleasure washed over her body. Every time Hank pushed into her another volley of cum was forced out onto her dildo or Erin's waiting hands. Erin gripped her cage at the base and Brianna felt another uncontrolled spurt fill her shoot out covering Erin's hands up to her elbow. Her cum leaked down to her thighs as she began to pant from exhaustion.

Hank made an animalistic grunt and Brianna felt his cock pulse inside of her. He filled her with his seed as Erin pushed her sissy squirt covered hands into Brianna's mouth. Hank's thrusts began to shorten in frequency as he bottomed out each time, pushing his cum deeper inside of Brianna. With his final push she felt his grip loosen, she wobbled and collapsed on the couch next to Erin.

"Happy birthday, baby," Erin stood up and kissed her husband, his thick cock, still dripping, began to lose its rigidity. Covered in lube, semen, sweat, and pussy juice, Brianna tried to catch her breath on the couch as the married couple embraced. It was actually quite a touching moment, Brianna thought.

Erin leaned down and kissed Brianna on the forehead, "you should come over some time. I'll leave our card in your bag."

And with that the couple put their discarded clothes back on and went back to the main floor holding hands. Brianna tried to regain her composure. She would need a shower before doing any drink service. She looked down at her cum soaked chemise and winced at the thought of having to wash it again.

"Every damn week" she muttered.

To be continued.

Or the deflowering of Erica

When I was in the army I was lonely and a bit horny in a central coast area of California so I decided one Saturday to go to a local adult bookstore for some “spank” material. At the time, I was young and naive. It was my first time ever going to one. As I was walking around the store I notice an older guy watching me. It made me a little nervous being alone so I kept moving away not realizing what he wanted.

As I stopped to look at some magazines I looked over and he had squatted down so only I could see. He had on some loose denim shorts that were extremely short and had pulled them to the side so I could see this huge soft cock he had hidden. It was as big as mine soft (7”) but thicker. I immediately started shaking. I’m still not sure if it was excitement, fear, or nerves but I quickly made a small purchase and walked out back to my car and put the purchases inside.

I looked up and noticed he had followed me outside. Out of nerves I quickly went back inside and used the restroom. I came out to a note on my windshield that said follow me. I looked over and saw the same man, older but handsome smiling. Nervously I nodded yes and smiled.

As I followed him I thought to myself what am I doing and you know what you’re doing at the same time. My dick was semi swollen from excitement during the drive. Even now I shake as I’m writing this.

When we pulled up to his place no words were spoken. I followed him to the door and he gently took my hand and followed him inside. This wasn’t my first time being with another male. When I was in HS I had experimented at sleepovers but no actual sex. This time I was legally a man but this would be more.

He took me to a bedroom with soft sheets on the bed and started kissing me. The first time I had been kissed by a man and when his tongue entered my mouth I thought I would pass out. Thankfully his arms were around me holding me, supporting me, then he started feeling my ass, squeezing it, parting my cheeks and rubbing where he intended. Rubbing my cock through my pants.

The next thing I knew I was on the bed totally naked. He was above me kissing me hands caressing me. His shorts and shirt were off. (How did that happen?) his massive cock agains mine and I was stroking his. Sounds were coming out of me. Soft, moaning, was that me? Then he got a bottle of lube and started prepping me for what was next. Ample amounts of lube on two fingers. Sliding into me, in and out, so wonderful that feeling. Next I raised my legs and I felt his well lubricated tip against my opening pushing.

Pressure at first. Then some pleasure and pain. Not pleasure. Then the pain hit. Oh my god it hurt. He was huge. Larger than anything I could ever have imagined. For what seemed like eternity though he was gentle, patient, in a little further, a little more paint, more pressure, more pleasure, then some movement that eased the pain and increased the pleasure.

In and out. Each downward thrust a little more in. Then I felt him against me. His base against me. His balls tickling me. Him grinding a little as he gave little tiny thrusts. Small kisses as he proudly announced that he was all the way in. That I had taken all of him. Then he started to thrust. Slowly at first. In and out. My eyes locked on his, our bodies moving together. I felt him starting to swell. Then a moment of panic as I remembered we didn’t have protection. Thrusting faster. Pounding me. Familiar smacking sounds but this time it’s against me. Then he suddenly pulls out! Thick liquid warmth on my chest, face, stomach. I’m so turned on!!! Body writhing still!!! Then his mouth takes me all in. Swallowing me whole. Sucking. My balls tighten as I scream out in pure pleasure. He swallows every drop. And as soon as it’s over he caresses me and kisses me. We dress and leave.

For 4 years on and off we meet. Then I moved and never saw him again. I long for him or someone like him. I need to be taken like that again. Loved like that. Used like that again.

I miss it.

Please be patient with me as I’m very nervous to share this but do want to because I think this is too hot not to. Please don’t ask for personal details, but otherwise would love feedback on if people like this and want more! I will go ahead and share part 2 as well, let me know what you think and what your favorite parts are if you like it.

I remember the first time I heard his voice, speaking to me in a video, saying “good boy, I want you to worship this big daddy cock like a good little bitch”, I audibly, to myself with no one else in the room, moaned “uh oh”. The next video, his cock waving around, stiff as a bat at least 9 inches I swear. I audibly said “oh no”. I knew, even before I did, that I was obsessed.

His profile said 8.5 but I think he’s modest. I really didn’t know what I was doing when I messaged him. His profile read “8.5daddydick”, the profile a picture showing a man with grey hair taking a very dad style selfie. Mature, adorably bad at the internet, or so I thought, and honestly not my typical type.

I hesitated to message him at first, not even sure where my curiosity lied. I had only really hooked up with people my own age, and to this point, bi but mostly topped. I had a lot interest in bottoming recently so that part wasn’t so surprising I guess, but the older and interest in size… that was kind of new. I couldn’t get the number out of my head… 8.5 inches??? So big. What did that even look like? What would it feel like in my hands? Or in my face…

Woah, my dick was so hard. All these thoughts gave me this numb feeling in my head, butterflies in my stomach, and most importantly a straining, throbbing hard on to my cute 7 in “boy friend” dick. Fine, I’ll shoot him a message, and send a picture of my cute bubble butt. I had always been told my ass was nice, literally starting in middle school when the girls ranked me “best butt”. I had always felt good when people talked about it, and it made me so curious once I learned that people loved the feeling of having their ass fucked. I figured an ass this nice would be a waste not to at least try it.

ANYWAY, the butt does its trick, the man with the 8.5 inch cock is interested. He’s very confident and immediately sends me an album and my. Fucking. GOD. It’s perfect. The moment I set eyes on it my cock was leaking. Immediately I started jerking off, like mindlessly. I start loosening my grip because I don’t wanna come to fast, edging myself for maybe 5 seconds before I blast the hardest cum shot I ever had before. I let out a soft moan that was definitely louder than it should’ve been (I HAD ROOMMATES).

My heart is pounding, I can’t believe that just happened. I’m embarrassed, a bit ashamed. I clean myself up, I go get a drink of water. I come back. All I can think about is his cock. I immediately pull the chat back open, and nervously type out a response. First, I try to be a bit coy, “wow that’s a nice cock 🥰”. He immediately responds,

“you like that don’t you boy?”

“Woah I’ve never been called boy before… why do I like it?”

what did I just say??? I like being called boy?? I’m already hard again though, so something is happening. We keep chatting and he immediately begins the process of putting me in my place. I can’t describe how sexy he was, he was just so sure of himself and so sure that I would be fine just being a total sissy for him. He asked me for more pics and I told him I’d rather chat on a private app and that’s where he had me.

We start messaging, and that brings us to the beginning of this story. The video, my god i was hooked. It wasn’t just his beautiful cock which he was stroking in each one, but his voice. And what he was saying. It was the most demeaning shit I’ve ever heard. Calling me a fag, telling me I love that big dick, telling me he knows how to make a sissy out of me. All of this is rushing over me, and I just start flooding his inbox with pictures of my ass. I’m flexing and arching my back as much as I can, hidden in the bathroom, hoping my ass looks good enough to keep getting my videos.

I notice for the first time pre cum has been oozing out of my hard as rock dick. Like oozing onto the ground as I take photos in positions he asks me to. I feel so out of control. I need to stroke.

I throw some clothes back on and sneak back to my room, immediately strip them back off. Before I touch my dick I can feel I’m ready to burst. I pull up one of the videos he generously let me save, and I’ll never forget his words

“I’m gonna have you obsessed like a good faggot slut for this big daddy cock”

CUM. Every. Where. I blast so hard it hits my ceiling I’m not even kidding. My poor dick is red and purple from being so full of blood. From that moment… I was hooked. He lived far away, so it took some time to meet up. Between then we chatted almost everyday I swear, him teaching me more and more about submission to a perfect, beautiful daddy cock. But that’s a story for another day….