r/SensualPeggingStories

I was devirginized when I was 18 years old by a 30-year-old man. He was a dominant guy who taught me the art of being a submissive girl. What made our situation more thrilling was when I found out that he was already in a relationship. He was engaged to his girlfriend of 3 years. Cheating had always been one of his kinks.

Instead of being turned off by him, it pushed me to become his favorite pet. We explored many kinks together such as golden showers, edging, vibrator play like he put vibrator on my pussy for an hour while I'm tied in bed or when we're on outside, anal play, role dynamics, double penetration, and many other things. There was a lot more that we experienced together. We eventually ended our FUBU setup when he got married.

But anyway, I thought being submissive was the only thing I could offer in bed. Then there was this guy I met on OKC. I swiped back because I thought he was a dominant too, but when we started talking, to my surprise, he was actually a submissive one.

At first, he asked me if I knew what rimming was. I thought he meant that he wanted to rim my ass, so I got turned on. But then he asked if I could rim his ass instead. Out of curiosity, I agreed.

As our conversation continued, we eventually talked about golden showers, which wasn't new to me since my ex-FUBU used to do it with me. Later on, he told me he wanted to send me a video. I was surprised when I saw a butt plug play video of him. He was also wearing unwashed lingerie that was full of dried cum. He even sent me a hands-free cum video.

He brought out my dominant side, and I agreed to peg him. So we met the next day, and he told me that he didn’t have a strap-on, so I suggested that I could use a cucumber instead, which he bought before our meetup.

When we got to the inn, he was already wearing the butt plug and lingerie. I made him suck my boobs first while spanking his ass. I also slapped his small dick and teased him about how small and useless it was. I even found something to tie with and tied his balls.

Before our meetup, he also suggested that I should go to the gym first so I’d get sweaty. Apparently, one of his kinks was the smell of sweat, so he started licking the sweat off my body.

After the foreplay, I removed the butt plug from his asshole. I embarrassed him by saying, "Ang luwag mo na, mas maluwag pa sa puke ko, tang ina mo." I noticed that his dick got even harder.

I suddenly shoved my three fingers inside him without any warning. I saw the pain in his eyes at first, but eventually, the pain turned into pleasure. After that, I put the cucumber inside his hole. He really liked it and said I hit his G-spot. It made him cum hands-free without saying anything.

I got so mad at him, saying, "You're a useless pet, you don't obey your master." As punishment, I gave him post-cum torture. He felt ticklish and ngilo on his dick. I also made him eat his cum and the cucumber that fucked him.

That was the first sexual experience where I felt pleasured and satisfied, even though I didn’t cum.

After the play, he praised me and said that for a beginner female dom, I did a good job degrading and dominating him. We met up several more times, and the most intense play we did was when he encouraged me to have a threesome with a trans.

I quickly rejected the idea because I wasn’t really into it. But he kept begging me, so I gave him a condition: he had to put his dick in a cage for one week and always wear a vibrator at work for 8 hours.

He passed the challenge, so I agreed.

You know what the dirtiest part of our threesome was? We double penetrated his asshole. The trans used his dick while I used a strap-on. The trans also fucked me—yes, I agreed to be fucked by a trans.

We also did train fucking. I was in the middle, and in front of me was my FUBU.

I'm 23F and my boyfriend (24M) has been into the idea of me pegging him for a while now. Last month we were at a friend's house party and I decided to go for it. I had packed my strap-on and some lube in my bag just in case. Around midnight when everyone was drunk and loud in the living room, I pulled him into the downstairs bathroom. He bent over the sink and I slid it in slow at first, then started thrusting while the bass from the music shook the door. He was trying so hard to stay quiet but couldn't. I reached around and stroked him until he came all over the counter. After we cleaned up I caught him watching me talk to this cute guy from the party and I could tell he was getting hard again in his pants. We ended up bringing the guy home with us and I fucked my boyfriend again while the new guy watched, then used his cum as lube to peg him one more time. I still get wet thinking about how turned on he looked the whole night. Might try something like this at the next party we go to.

A few weeks had passed since Lila (F22) and I (M18) hung out at her apartment, watched Amadeus that turned into a make out session, and eventually led to me losing my pegging virginity. We slipped into a comfortable Friday rhythm. She would invite me back to her apartment, we’d order pizza, cuddle on her couch for movies, and then eventually make out if we weren’t getting into the movie. This was followed by her inviting me to sleep over, which I never refused. The intimacy was pretty vanilla compared to my first visit to Lila’s apartment but was very enjoyable. Sometimes she would ride me deep and steady while I gripped her hips, her moans filling the room as she grinded down on me, or I would take her from behind with her face buried in the pillows, thrusting hard until we both finished together, sweaty and satisfied. It was always intense and passionate, but something was missing — that raw edge of her dominance that I couldn’t stop craving.

During the week we also started sneaking quick,
risky moments in the practice rooms after rehearsal. I’d look forward to her surprise
visits while I was trying to practice. Sometimes Lila would sit and give some constructive
criticism and other times she would play with my hair while I played, which was
her playful hint that I needed a break. She would push me against the wall,
drop to her knees, and give me slow teasing blowjobs. The thrill of possibly
getting caught made those stolen minutes incredibly hot, but they only left me
wanting more of her control.

That night we were halfway through The
Blair Witch Project when she suddenly paused the movie. She turned to me
with that playful, knowing smile and ran her fingers slowly up my thigh.

“Joseph… I’ve been thinking about that first
night you came over…” she murmured. “Have you?”

My heart jumped. I nodded, heat already rising
in my face. Trying to keep my cool.

“Good,” she whispered as she reached over,
cupped my chin and gave me a quick kiss. “Go to the bedroom. Strip and wait for
me on your knees.”

I obeyed quickly, heart pounding as I knelt naked on the carpet beside her bed. Moments later Lila stepped in wearing only a tank top and panties. The Doc Johnson UltraSkyn strap-on was already buckled around her hips, the thick, realistic dildo swaying heavily with each step. She lit a purple candle before walking towards me.

She stopped right in front of me, the tip just inches from my lips. “Don’t just stare at it cub” she giggled. I froze. I had never sucked a dildo or anything before, and a wave of nervous hesitation hit me hard.

Lila noticed and gently cupped my cheek, her
thumb brushing my jaw. “Hey… it’s okay,” she said softly, her voice warm and
patient. “This is new for you. Just relax. Breathe through your nose, keep your
jaw loose, and take it slow. I’ll guide you the whole way. You’re safe with
me.”

Her reassuring words helped. She lightly rested
a hand on the back of my head and brought the warm tip to my lips. I opened my
mouth tentatively. The smooth silicone was surprisingly warm from her body heat
and had a faint, clean, slightly sweet taste. It felt firm yet soft against my
tongue as I wrapped my lips around the head. The texture was incredibly
realistic — velvety skin-like material with subtle veins that dragged lightly
over my lips. I sucked lightly at first, unsure, but she murmured gentle encouragement.

“That’s it… good boy. Use a little tongue. Nice
and slow. You’re doing so well for me.”

Bit by bit, with her soft guidance and steady
praise, I grew more confident, taking more of the dildo into my mouth. The
weight of it on my tongue, the faint scent of her skin mixed with the scent of
her candle she had lit (it was purple so I think it was lavender), and the
quiet, wet sounds of my sucking filled the room. She gently rocked her hips,
guiding me until the hesitation melted away.

After a few minutes she pulled back, eyes dark
with lust. “On the bed. Face down.”

My heart hammered as I rose unsteadily from my
knees, the taste of the warm silicone still lingering on my tongue. The carpet
was soft under my bare feet for the few steps it took to reach the bed, but the
moment I climbed onto the mattress the sheets felt cool and smooth against my
heated skin, a sharp contrast that made me shiver. I slid the pillow under my
hips like she’d taught me last time, then lowered myself flat onto my stomach,
arms stretched out ahead of me, cheek pressed into the cool fabric. The
position left me completely exposed, ass slightly raised, every nerve already
tingling with anticipation.

I heard Lila step closer, the soft creak of the
floorboards under her bare feet. The mattress dipped behind me as she climbed
up, her weight shifting the bed in a way that made my stomach tighten. Then she
was over me. I felt her knees bracketing my thighs, palms planted on either
side of my shoulders and the heat of her body radiated against my back before
she even touched me.

She lowered herself slowly, deliberately, her soft, warm breasts pressing first against my shoulder blades, then flattening fully as she settled her full weight onto me. The smooth curve of her belly molded to the small of my back, her hard nipples dragging lightly across my skin with every breath, and her smooth thighs squeezed gently against the outside of mine, pinning me helplessly beneath her.

She reached toward the nightstand without
lifting off me. I heard the quiet clink of the lube bottle being picked up,
then the distinct click-pop of the cap flipping open. A thick, wet
squelch followed as she squeezed a generous amount onto her fingers and onto
the dildo. The sound of her stroking it—slow, deliberate, coating every inch
with slick, glossy lube—filled the quiet room, each pass making a lewd,
slippery noise that sent a fresh wave of heat straight to my cock.

A cool droplet of excess lube landed right at the top of my crack and slid down slowly. Then her fingers were there, warm and gentle, rubbing the slippery gel in slow circles around my hole, teasing the sensitive rim until it glistened and relaxed under her touch. The lube was cool at first, almost shockingly so against my flushed skin, but it quickly warmed as she worked it in, the wet, slippery pressure making me involuntarily push back against her hand.

“Relax for me, cub,” she whispered, voice low
and husky against my ear. “That’s it… good boy.”

Only then did I feel the thick, now-glossy head
of the strap-on nudge between my cheeks, sliding easily thanks to the fresh
layer of lube. She pressed forward, slow and steady, the stretch deep and full
in this prone position as the realistic ridges dragged against my walls. Inch
by inch she sank into me until her hips were flush against my ass, her entire
warm, soft body blanketing mine.

Lila let out a low, satisfied groan right against my ear, then pressed her lips to the back of my neck in a lingering, open-mouthed kiss. Her hot breath fanned across my skin as she began to thrust—long, powerful rolls of her hips that drove the thick dildo deep inside me with a slick, rhythmic pressure. Each stroke pulled almost all the way out before sliding back in, the velvety silicone dragging deliciously against every sensitive spot. The weight of her body pinned me completely; her soft breasts flattened against my shoulder blades, her hard nipples tracing little lines across my back with every thrust. Her thighs squeezed tighter around mine, locking me in place.

She kissed me again, this time lower between my shoulder blades, her lips soft and slightly damp. “Fuck, you feel so good like this,” she groaned, voice husky and ragged. Another kiss, then another slow, affectionate presses of her mouth scattered across my neck and upper back as her pace gradually deepened. The wet sounds of lube and skin filled the room: the quiet schlick-schlick of the strap-on sliding in and out, the faint creak of the bedframe, and our shared breathing growing heavier. I could feel the heat of her arousal against my ass, the subtle tremble in her thighs, the way her hips rolled with smooth, controlled power.

Her hand slid underneath me, fingers wrapping firmly around my aching cock, stroking me in perfect rhythm with her thrusts. Every time she bottomed out, she’d grind her hips in a slow circle, pressing the base of the dildo against her own clit and letting out a soft, needy moan right against my skin before kissing me again. Sometimes a gentle peck, sometimes a hungry open-mouthed kiss where I could feel her tongue flick against my spine.

The pleasure built fast and overwhelming: the relentless fullness inside me, the hot drag of the dildo against my prostate with every stroke, the crushing weight of her body molding perfectly to mine, and the constant rain of kisses that made me feel utterly claimed and cared for at the same time. Sweat began to slick our skin where we touched. Her hair spilled over my shoulder, tickling my cheek, carrying the faint scent of her shampoo mixed with lavender from the candle and the growing musk of sex.

I gripped the sheets hard, moaning helplessly into the pillow as the pressure coiled tighter. Lila’s thrusts grew faster, deeper, more urgent, her kisses turning into little nips and breathy whimpers against my neck. “Come for me, baby,” she whispered hotly, lips brushing my ear. “I want to feel you fall apart underneath me.”

The orgasm crashed over me hard. I shook uncontrollably, crying out into the pillow as I pulsed in her hand, spilling across the sheets. Lila stayed buried deep, grinding slowly against me to draw out every tremor, her lips never leaving my neck and shoulders. Kissing, soothing, praising me in soft murmurs the whole time.

She stayed on top of me for a long moment afterward, still buried inside, gently kissing the back of my neck and trailing lazy kisses down my spine while we both caught our breath. “You were so perfect tonight,” she whispered, her voice soft and full of affection. “Taking me like that… letting me have all of you. I love how you trust me.”

Slowly, she eased out of me and rolled to the side. She grabbed a warm washcloth from the bedside table and gently cleaned me up, her touches tender and caring. Then she pulled me into her arms, my head resting on her chest as she stroked my hair and back.

“How are you feeling?” she asked quietly. “Any
soreness? Was that too much?”

I shook my head, still floating. “It was
incredible,” I murmured against her skin.

She smiled and kissed my forehead. “Good.
Because I’m already thinking about next Friday.” Her fingers continued tracing
lazy patterns on my back. “We should watch Hereditary next weekend.
It’s supposed to be even more intense than this one… and I have a feeling
you’ll be nice and relaxed afterward.”

I let out a soft laugh, already excited. “Yeah…
next Friday sounds perfect.”

A couple years ago, my wife (F38) was in a wedding and she had the idea of Pegging me (M40) during the reception, she wanted to sneak away to a bathroom, unused area of the build, stairwell, or somewhere. She packed a bag with a starpon and lube in it and took it with her the day of the reception when they bridesmaids went to decorate. It was summer time so the idea of a coat closet came to her, figuring no one would be using it, that's if the venue even had one. While setting up for the wedding she found the perfect spot. The coat closet was L shaped and had a shelf above the coat racks. She snuck into the closet and stashed her bad in the back part of the closet on top of the shelf. She texted me and told me to make sure I put a butt plug in before leaving the house. She also keeps me locked up in chastity. I went to the wedding, and then to the reception alone, while she was with the wedding party. While dinner was being served she sent me a text and told me to meet her in the coat closet. I almost ran out of my seat! She was waiting for me already wearing the strap on, she told me to bend over and she pulled the plug out of my ass. Next thing I know she lubing me up and sliding her strap in my ass, she started thrusting and pushing me up against the wall! The music from the reception started and she started moving to the beat of the music. She told me to hurry up and cum so she could get to the dance floor! After a few more seconds she reached around and grabbed my nipple and started pinching them, she knew that would make me bust. I started cumming and it felt so good. She pulled out of me and dropped the strap-on to the floor and said take this stuff out to the car and clean yourself up. When I got back to my table after a few minutes she was dancing and grinding on a nice looking young man. I knew instantly she was planning on trying to bring him home and fuck him while I watched. I could see her looking at me while whispering in his ear. I was already starting to get excited in my cage again knowing what kind of show I was going to get later that night. After the wedding was over her and her new friend got into the backseat of our car and I drove them home for a night of fun! When we got home she had me strip and get them drink to bring to the bedroom, I walked in to them already fucking. She told me to get the strap-on out of the bag because she wanted to Peg me again after he was done with her. She used his cum as lube to peg me and I ended up cleaning the rest up from her pussy. It was an amazing night that I still have dreams about. Would love to recreate that night again at the next wedding we get invited to.

I'm 25, I have been going to kinky munches with my friend Angela who's 32. After one munch, a group of us went to a cyber punk themed rave party. She mentioned one of the guys named Sean is coming back to her place to be dominated. She said I can come too. I said I'd think about it.

Sean looks like he's in his thirties, over 6 foot tall and had a bigger build. He didn't say much but was still easy to talk to. He really surprised us by dancing really well and sometimes doing funny dances like flossing.

The rave was really fun. I just wore a bright green shirt and a purple skirt, nothing too revealing or anything. I danced mainly with Angela and some other people in our munch group. I danced with another woman named Tina, she was curvy, had long curly black hair and we eventually made out with each other. It was only lips at first and she put her tongue in my mouth toward the end. I put my tongue in hers back. After we made out, she squeezed my cheeks with her hands yelling "You're just so damn cute!

People in our group were slowly leaving. Angela looked at me with Sean at her side and I nodded and kind of skipped toward them. It was only a 10 minute walk to Angela's apartment. Right when we walked in the apartment Sean was taking off his clothes and lying on the bed. Angela pulled handcuffs out from her bed and hooked them on to his wrists with the other ends tied to the headboard.

Angela stripped down to just a black laced thong. She is very thin, a little taller than me, and I'm 5'1. Has wavy black hair down to her shoulders, and she has very small boobs with perky nipples and small shapely butt. She went into a drawer and pulled out her strap on harness and put it on. She walked over to me, pulling off my shirt and then reaching under my skirt to pull my thong down. She walked behind me and pushed me toward the bed, I climbed on it with her still nudging me until I threw my right leg over Sean's arm, I lifted up my left leg over his head and held on to the headboard. I felt his tongue going up and down my labia, I started grinding on his face and he just left his tongue in place while I slid back and forth. He eventually used the tip of his tongue to rub my clit. His head was completely covered by my skirt. I could feel him breathing hard through his nose on to my pubic area sometimes letting out a gasp of breath through his mouth.

I looked behind and I could see Angela stroking his hard cock while she was holding the base of the dildo hooked into her strap on harness. She was slowly pushing against his ass until I saw it kind of pop in. Sean made a muffled moan into my pussy. Angela was humping him slowly at first going all the way in then out. She was stroking his shaft with one hand and playing with his balls with the other. She was whimpering too and I could hear she had a vibrator on her clit behind the harness. Sean was distracted at first but then focused back on my clit. My whole pelvis and legs were tingling until it built up and shocked me making me come. Sean knew it and took it easy until I stopped shaking and moaning.

I turned around to face Angela and give her a kiss. Sean moved his tongue up to my asshole and I nearly jumped off of him with surprise. "Not there please!" I gasped. He apologized and thought I wanted him to eat my ass by turning around. He resumed on my clit while I made out with Angela. She immediately shoved her tongue in my mouth and we exchanged back and forth for a while. Sean was whimpering more, I sat back as Angela stroked and humped him faster and faster until streams of cum shot out all over his stomach with the rest on her hand. It was a lot of cum and I was amazed how much came out of him.

The rest of the session was Angela sitting on Sean's face. He ate out her pussy and her ass making her come multiple times. I sat at the side of bed with him fingering me and rubbing my clit, making me come a couple more times.

I ended up staying the night, we all slept in the same bed. Angela's cat kept me up all night by walking all over me, I tried to push her down to lay down but she would just snarl at me. I left her apartment in the morning right away and really felt the walk of shame wearing my rave outfit back to my car during the sunny morning.