u/WritingAPreScription

[M]y Virgin Self’s Goth Trainee [F] Part 3: First Pussy on the Business Center Couch

[M]y Virgin Self’s Goth Trainee [F] Part 3: First Pussy on the Business Center Couch

*I think there are 1-2 more sections worth of interactions we had, so let me know if you want to read more!

**If you want to skip to the sexy stuff, jump to the three asterisks ***

Where could a guy with too many roommates and a chick who lived with her parents get messy? Neither of our cars were exactly spacious, and I wanted to be able to have room to move as I figured out maneuvering my first time. For my 24 years of life, I had been (mostly voluntarily) a technical virgin. Morgan, the 18-year-old resident polyamorous-shortstack-goth trainee at work, most certainly was not. 

It was Friday, October 7th, three days after the business trip where I let her see and taste my dick for the first time. Obviously with our finances, another AirBnB was not an option. The first time she'd made me cum, we were in my apartment complex’s business center, an option I tried to avoid because anyone with a fob could technically interrupt us at any time. Now, we were both trying to check off the extra work things that always cropped up so we could find the best place to get nasty.

We texted back and forth daily, sending updates on our days and flirtatious compliments. Sometimes we’d share selfies, or evidence of our trysts that we now had to hide at work. I turned things into puns, dad jokes, innuendoes. She would write coyly, as if she weren’t trying to get into my pants and knew I wanted in hers. The day tended to run late, and we discussed our schedule after work.

“bye dork. u look cute tonight btw,” she messaged.

“Bye cutie. Thank youuu you look fab,” I responded.

“thank u thank u
Im just chilling w my emo ass outfit
what r u doin after networking?”

“Grabbing a couple things from the store,” I texted back, adding I’d also be taking the car-less coworker roommate home. “What about you?”

“probably nothin honestly”

“That’s not true”

“hm?” 

“The question is where...”

We agreed we would try to figure out potential places until we were both free to meet up. I had a quick “network” with some face from the industry, asking enough questions to satisfy my boss. Then I dropped by a large, sketchy CVS. Never having had to buy them from a drugstore, I was previously unaware that sex supplies were locked up. One button push and an embarrassing alarm later, an employee unlocked the case, and I grabbed the most average-looking bottle of lube and 3-pack of condoms. 

“i’m headed towards the apartments and we can figure it out from there,” she texted.

“Heyyy sounds great, i was picking up… Supplies…”

“care to tell what u got?”

“I’ll give you a hint… They come in threes :)”

“atta boy”

“Let me change so i don’t mess up my suit”

I changed from my work suit and button-up the office required into some comfy white sweats and a tank top. She texted me to meet her at her car, so I walked out to her cute little red hatchback, covered in Hello Kitty and anime stickers. Clambering in, I saw she was wearing a teal sweater and a black skirt, her short, curly hair down. We kissed for a bit and then discussed location plans.

“So… it might have to be the business center,” I decided. No one would likely be going there at this time of night anyway. We went inside, occasionally giving each other’s round asses a squeeze. I had a bag with me that included the “supplies” I got from CVS and a towel for clean-up. My heart pounded in my chest just a little bit more the closer we got. 

Fob swiped. Door clicked open and closed. The business center was dark and deserted. On went the warm lighting of the lamps sandwiching the white, firm couch. Closed went the blinds. Down went the bag. 

“Are you interested in starting with a massage?” I asked.

“Ooh, I’d love that."

***

I knew that focusing on her would help relax me–I was a natural pleaser. In fact, I had long planned the moment I would be in front of a woman’s naked body, and make sure she felt everything was all about her. She took off her sweater, her black bra cradling her tits, and I took off my tank top, showing even more of my chest hair and newly-forming abs. She lay chest down on the couch, and I straddled her ass, working my way down with my hands. I started working my way gently from her shoulders, down her back and arms, making small circles in alternating directions with my palms and fingers. This was one of the few areas where having small hands as a guy worked to my advantage. I leaned over and whispered gently into her ear, “Is it okay if I undo your bra?” She nodded.

I unclasped her bra, fumbling for a split second but not as much as I feared. I massaged the area under the straps where I knew it would itch, and worked down to the sides of her tits. Slowly, I worked down her back until I got to her ass, by which point I had moved. Again, gently into her ear, “Can I take off your skirt?” Affirmative nod, so I slid it completely off, showing her white panties. I worked her ass with my hands, kneading it like bread. Down her legs, working as best I could. 

When we cuddled on the business trip a few days prior, I vividly remembered how she kissed me all over my face, making me blush and feel warmth all over. That had never been done to me before. Well, I wanted to return the favor… all over her body. I started kissing my way up, making sure to cover each part of her legs. I reached her ass and gave both cheeks delicate kisses all over as well, making her giggle. Kissing up her beautiful back, I reached her shoulders. Now I was stretched out on top of her, kissing her neck and pressing my hard dick into her ass. She could definitely feel my erection throbbing through the three thin layers. 

“Are you ready to flip over?” I breathed into her ear.

She turned to lie on her back, ditching her bra to the floor and now wearing only those thin, white panties. Her tits gently splayed out deliciously, framing the little black hearts she had tattooed below each one. I sat atop her again, gently massaging her shoulders and collarbone, her arms… and then her tits. I couldn’t help it and played with those for a while, but I knew I’d come back, so I moved down. Her tummy gently, then her hips, intentionally avoiding her crotch for now. Down her legs, I moved awkwardly to position myself, then… time to kiss my way back up. Up her legs I went, keeping it simple when I got to her thighs because I knew I’d be back later. Up her tummy, around her belly button piercing. Around her tits, up her neck I kissed, and then around her adorable face, her cheeks, her forehead, and finally spending some time on her lips. 

Time to go back back down. I kissed my way to her tits and kissed them all over hungrily. I wanted those pierced hard pink-eraser-nipples on my mouth again. One at a time, I adored each one as I fondled and gently pinched the other. After a minute, I worked my way back down across her soft tummy, and finally got back to her little white panties, hiding treasure beneath. I settled into a sniper position to kiss up and down the inside of each thigh, avoiding the little growing wet spot each time… My confidence grew as I realized that for once, I had some control, and boy, was I going to use it. 

Up and down each inner thigh I kissed, then licked, teasing. Finally, I knew I wasn’t going to ask her to take the panties off–she would because she wanted to. I started licking her pussy through the panties. Gently, pressing through more and more each time. My tongue was drying out and the cotton taste infused my tongue–but it  was worth it because I knew what it was doing to her. I heard her start to moan gently, saw her squirm, and kept going. She surely must have been waiting for me to pull her panties down or ask to take them off, but I was going to keep her right on the edge for now.

My saliva was soaking into her panties, which were also soaking in her wetness, and finally she cracked. “Ugh, you’re such a tease,” she moaned, and reached down and slipped off her panties. Her pussy now faced me, shaven and rose-pink and perfectly gleaming. It looked so tasty.

I added the rest of my clothes to the fully-dressed floor, and dove in hungrily. Although it was my first time, I had read plenty of tips, and knew that if any weren’t working, this pussy-haver who sometimes also ate it would guide me. I inserted my tongue gently, moved it up and down, around. I knew about the ol’ alphabet trick some men swore by (trace the letters of the alphabet with your tongue, then repeat the one that makes her moan the most) and tried that. I heard her start chuckling, and I knew she found the alphabet attempt amusing, so I moved on. I heard online that some women swore by a side-to-side zigzag moving from top to bottom, so I started trying that. More moans. Bingo. 

I buried my mouth in her pussy but still had eyes on her movement. Trying to stay in tune with her, I listened and felt carefully for which area, which movement caused her to squirm and moan the most. Her thighs started to clench a bit around my head, and her moans got louder. As she started trembling, I picked up my hips a bit from the couch, and realized I was throbbing and dripping down there. Her arousal vibrated from her body right into mine. If she came on my mouth, I would make a mess right on this couch.

She started bucking her hips, driving her pussy harder against my mouth. I licked and tried to stay consistent, because I knew that was crucial now that I had found what was getting her close. Suddenly, I realized I was getting even closer. For the first time in my life, I was making a woman cum, this adorable goth slut was about to orgasm from my tongue in her pussy. One more moan sent me over the edge, and I started shooting cum right there on the couch beneath me, flooding onto my belly. I moaned, vibrating and humming into her, and she crossed the point of no return. Warm, squishy thighs tightly sandwiched my face. Her quiet moans, echoing late at night in the business center, were music to my ears. 

“That’s so hot,” she said, when she saw that I came while eating her out. I grabbed a towel from the bag and tried to soak it up from the couch. 

We had a bit of a break, but I was still hard, and her pussy looked so inviting. I fumbled a bit opening the condom; I had put one on before out of curiosity, but never when someone was watching me. The lube was even worse; I put what I thought was a good amount on my dick, spread it around, then realized I had a sticky hand. I toweled it off as best I could.

She was lying on her back, inviting me and ready for my first time. I climbed on top, thinking of the tips I had heard. Should I rub her entrance with just the head of my dick for a bit, teasing her again until she begged me to put it in? I didn’t think she would ever beg, and she seemed a bit impatient and the right amount of eager. I slid it in, awkwardly not going far enough back at first. It felt good, or as good as it could with rubber between us. I picked up pace, trying to find out rhythm. My dick seemed confused by the sensations, even though my mind was swinging between nervous and excitedly cheering. It wasn’t quite how I expected it to feel, although I knew it would feel better with practice. She was tight, and warm, but I felt mostly the condom at that point, which both of us insisted on. Although every awkward move made me feel self-conscious, we were having fun with each other, which was what counted. And finally, I was no longer a virgin.

Neither of us came from the penetration, but we enjoyed sharing that fun moment, up until the friction of my stomach against hers messed up her belly-button ring. We called a short break while she figured it out, and talked about our experiences and kinks. I shared with her that I was interested in her doing whatever made me orgasm until I couldn’t take it anymore. Very soon, the towel was spread out on the couch, I was sitting to her left on it, and she had the lube out.

She spread the lube on my dick and started stroking me, up and down, slowly at first. The lube was cold but warming in her hand. I watched her hand at first, then locked eyes with hers, bright and blue, framed in winged eyeliner. She talked to me in this soft yet dominant, almost belittling voice, with a gently pouty expression. She whispered sweet nothings, phrases like “yeah?” and “be a good boy for me,” nodding as I nodded with her. Stroking up and down, faster and faster, as I felt my excitement start to build. Her left hand on my thigh, her right hand pumping me, her eyes entrancing mine. She was going to empty my balls all over the place.

I moaned gently enough to let her know I was going to cum, but quietly enough that those in apartments couldn’t hear. My body tensed, my balls tightened, and I erupted. Cum shot up and out, mostly on me, a lot on her hand and some on the towel. She kept pumping, the same expression as before, while the rest of the fluids drizzled out. My hips started to buck, and my dick got hotter and hotter, then it was red hot, and I couldn’t take it anymore. I grabbed her hand and asked her to stop. She slowed, smiled, and removed her hand to wipe it off. I was buzzing yet exhausted. We cleaned up and cuddled naked for a bit.

In my head, I was struck by how comfortable I was naked with her. I used to be self-conscious about my skinniness. Now, I found someone who embraced it, who was actually turned on by the slender hairy pale guy. We lay on each other on the couch during aftercare, talking deeply for a while about things, my head on her bosom. We got dressed eventually, then I snuck back up to my apartment and she snuck back home.

"get some rest sweet boy... home and eating mochi"

"Perfecto. Night cutie," I texted back.

Two things I knew: I wanted more sex with her, but I’d have more things to hide. 
One thing I didn't know: who might have been watching us fuck in the business center.

u/WritingAPreScription — 14 days ago

[M]y Virgin Self’s Goth Trainee [F] Part 2: First Blowjob on the Business Trip

*This is another slow burn (but not as slow), following up to Part 1. Let me know if you want Part 3!

The sales job I worked at several years ago liked to hold frequent business trips, code for tabling at storefronts in another city for a couple days and seeing how much of the product we could sell. It was time for me to go on one. Lo and behold, I found that Morgan was joining the trip, and I got extra excited. Since things had gotten a bit steamy between us, we had been meeting up for makeout seshes, complete with hickeys that I tried in vain to hide from coworkers. The weekend after the business trip, I thought, would bring something more intimate.

It wasn’t just us on the business trip, however. Morgan’s main trainer, Harley, was joining. Since a trainer seeing a trainee was a taboo relationship in the office, I would have to keep our attraction under wraps the entire trip. Evan, another trainee, would also be along for the trip.

The day before the trip, Morgan was teasing me through text about the outfits she’d bring. She sent me a photo of a canned drink between her thighs in sexy black fishnets, captioned, “imagine you are the can.” I responded with excitement but added “...after the trip. Focus.” We texted more about whether she’d have an opportunity to wear a swimsuit I could see her in again, and her challenges with temperature and nipple piercings.

Harley drove the day of the business trip. Morgan showed up wearing a black thigh-length dress, lacy and complimenting her petite yet curvy figure. Her cute, round ass and eye-catching cleavage were highlighted perfectly. Morgan and I continued to flirt in quiet ways, texting compliments when Harley and Evan weren’t looking over. We pulled up to our AirBnB that evening, a four-bedroom in a bit of a dumpy area. I purposely let Evan and Harley walk ahead of Morgan and me so I could sneak a squeeze of her ass under her skirt. Inside, we chuckled at the “porn couch,” a black leather loveseat in the living room.

We cooked dinner, discussed work, and got to know each other a bit more. I was having fun with the group as a whole, but Morgan and I were also anxiously waiting for everyone to wind down. Evan went to bed first, but Harley was evidently a night owl. Eventually, Morgan went to her room, keeping the light on. Once Harley was done planning for the next day, she went to her room. Her light was also still on, so I hung out in the living room for a while. Morgan and I texted for a bit, and I sent her a meme about me being the little spoon. She responded, “just like cmere and do it :P.”

I responded, “Whenever the parents aren’t watching :P.”

Harley’s light went off. Finally. By now we were texting about silly Tiktoks that led into joking about roleplay. I texted, “How about we do the one where we’re on a business trip and I come say good night for a few seconds but then i go to my own bed because we’re patiently holding off the crazy stuff until this weekend.”

“That sounds like a great idea to me idk”

In my naive mind, we would make out for a bit, then I would sneak back to bed, because what would happen if we woke Evan up? Or worse, Harley? Was some sexy time worth risking my job and hers?

Gentle knock. She opened the door. After dinner, I had changed into some comfy gym shorts and a t-shirt, my choice of sleepwear. She was now in a graphic t-shirt and soft pink pajama pants. As soon as the door closed, we shared a sly smile and a soft kiss. Before I knew it, however, I was on the bed, and we were making out.

“I can be dominant sometimes, you know,” I said during a break to catch our breath.

“No, you can’t,” she laughed, “Try.”

“Oh, yeah?” I got on top of her, and she laughed up at me.

Her smile showed that she didn't believe me. However, I could also tell she wasn't into switching roles. I stuttered, unsure of what to do next. She rolled me over, and suddenly everything felt right for both of us as she settled in on top of me. Both of my wrists were pinned down, her face inches from mine.

“You want to be dominant, huh? Try to get up,” she whispered.

I strained but felt as if she were sapping my strength. I didn't want to get up, didn't want to move out from under her hands on my wrists, her crotch straddling mine, her tits dangling over my chest. I don't even remember the rest of what she asked me, but I remember how she said it–in control, confident, and weakeningly sexy. I shook and nodded my head in agreement with every word she said, and she took a kiss from my trembling lips.

Then her tongue caressed mine as her hips moved up and down. She knew what she was doing. Next thing I knew, she was riding me so hard the bed was squeaking. I started to worry–would Evan wake up? But she didn't seem to care. She pulled away and sat up so she could focus on grinding her crotch on my erection. Her grips on my wrists loosed, so I reached for her hips, helping her move up and down.

Her shirt was loose and tempting–I slipped my hands under it, up her smooth, warm skin, and fondled her soft, squishy tits. She let out a gentle laugh of appreciation, and soon took off her shirt and let them hang so I could see them fully for the first time. They were glorious, one slightly larger than the other, with hard pink nipples pierced with the infamous cold metal. They looked delicious.

I moaned, “Let me taste them,” and she raised her eyebrows, indicating her excited approval. They tasted exactly how I hoped: sweet, slightly salty, slightly tangy from the steel. I held them both, taking turns putting them in my mouth, as she softly continued rubbing her pussy against my increasingly hard length. The squeaking noise occasionally poked through my concentration, and I found myself slowing my movements, even gently shushing us both, but my impending orgasm kept bringing me back. A hot, shirtless goth baddie was in my lap. Her hot-and-cold nipple was in my mouth. And I was about to cum in my blue gym shorts.

I moaned softly that I was about to cum, and Morgan leaned forward and breathed heavily in my ear, her speed increasing and with it the squeaky volume. No longer able to help it, I throbbed and tensed up and let it happen. I had no other choice. Hot, sticky cum filled my underwear as the pressure of her crotch weighed against me. Ripples of pleasure flooded my body as I gave up physically, relaxing into the bed.

She sank on top of me, and I breathed a sigh of relief as I felt my body against hers. She had told me she would be on her period until after the business trip, so I figured that was off the table for now; however, I also innocently thought that was as far as we were going for now.

She moaned gently into my ear, “I want to put it in my mouth.”

My dick, spent but still humming from excitement, perked up; but my heart, not used to the same, shook. My mind raced. Was this already too far? We were on a business trip, and I was already risking a lot by seeing a trainee. Besides, I had never even been this far with a girl. Was I ready for her to see, touch, and taste my dick for the first time?

I whispered back, “That sounds like fun, but I think we should wait. When we get back this weekend.”

She made a quiet whining noise in disappointment, then silence as she weighed her head on my chest. She was pouting in my arms.

There was no pressure to convince me, but I felt it all the same. Amidst the doubt, my excitement peeked through.

Another moment of silence. “Okay.” I told her she could put it in her mouth. “But just so you know… I'm a virgin.” I told her I hadn't even had a blowjob before. She paused, surprised at first but decided it made sense.

She clambered down to the foot of the bed in quiet happiness. Somehow my shirt came off, and I braced myself for her to see my hairy, cum-soaked member. I was average, just over five inches, curving towards me and to the left. My erections tended to be stiff and inflexibly erect.

On her knees, she gently tugged down my shorts and underwear, and it poked up at her. I saw her smile up at me from between my knees, then I let myself sink back onto the bed. A shiver ran up me as she held it and licked my length. Then into her mouth. I felt the warmth of her hot, wet mouth, and then the slight occasional cold touch of her tongue stud. Unfortunately, with the angle of my dick and her placement, I occasionally felt her teeth graze the head, a sharp pain punctuating the pleasure. I looked down so the erotic sight would soothe the disruptions, and the sight of her between my legs with my dick in her mouth would overwhelm my brain so much I would sigh and fall back again. Back and forth this went, as her little slutty mouth went up and down on my dick and I sat up and lay down on the bed. My moans kept choking in my throat because I was terrified of waking the others, but I let some through so she would hear my gratitude.

Eventually, I reached down to stop her, as I knew I wouldn't cum again and couldn't take much more stimulation. Spots were starting to appear in my vision from the overload. She looked satisfied with a job well done, her toy of a man stretched out and shaking at her touch.

We cuddled and talked a bit in our states of undress, and I fell asleep in her arms. At o’dark-thirty, I woke up and snuck back to my bed. The next day, we confirmed that Evan and Harley were none the wiser.

It was a long, tumultuous day once we set up our table at the assigned storefront. However, in the hubbub I remember how she chose a bright green calico dress, unusual for her typical color palette–but one that framed her figure, and each view of her cleavage brought back the memories of those tits in my hands and mouth. We shared sly looks and inside-joke texts throughout the day whenever we had a spare moment and no supervising eyes.

The drive home was also long, but punctuated by such blessings as a shoulder massage from Morgan while the others were distracted and more texts. She sent me a meme about slippings hands into shorts while cuddling, captioning it "probably the other way around... only if you're good for me.”

“Yes please,” I replied, “I definitely will be.”

“my good boy <3”

Finally as Harley pulled up to the garage where we had all parked, I texted Morgan, “My body needs rest from multiple things.” We texted joking about the laundry I would have to do from the messes she caused, and how I would like some more.

“what can i say i like making messes out of pretty boys like you,” she messaged from her car.

“We'll have to figure out places where we can get messy,” I later responded.

She lived with her parents, and I had too many roommates without a room to myself, so the problem would have yet to be solved.

“give me a kiss before you go”

We stepped out of our cars, kissed each other for a while, then drove back home to our separate places. She had me like putty in her hands now, willing to give her whatever she wanted; I was ready to be a good boy and surrender my virginity.

u/WritingAPreScription — 16 days ago

[M]y Virgin Self’s Goth Trainee [F] Part 1: Making Me Cum after the Pool

In the desperation of the pandemic years ago, I joined a sales office that tabled for different clients. A couple of years later, I was still sold on a pipe dream of fortune, even while the turnover rate introduced new faces to me on a daily basis. Long story short, that's how I met the coworker I'll call Morgan. She was as tiny, adorable, and as goth as they come--pale, pierced multiple places in her face, tatted, and with the make-up and clothes to match. She had a very impish, playful energy about her, as she was young– despite bragging often about her polyamorous sex life, she had turned 18 only a handful of months prior. I, on the other hand, was laughably different: 25 years old, a lover of bright colors, unpierced and untatted and a “goody-two-shoes” virgin. She struck me as not my type at all, nor would I have believed that I was somehow hers.

In my first few weeks of knowing her, I tried to view her as just a trainee, but she would find ways to make it difficult. As I had friendly conversations and joked around with her at our tabling events, she would find reasons to stand very close to me or put her hands on me. Sometimes she'd grab my chest randomly. Once she stood just so that her boobs were brushing against my arm. Every conversation turn became a sexual innuendo or flirtation, although sometimes that flirtation was veiled as attempted bullying. Early on, she established very clearly that she was a “top” and could tell that I was unmistakably a “bottom,” despite my insistence that I might be a “switch.” I playfully refused to confirm or deny facts about my sexual history, so she never knew I was a virgin. We exchanged numbers to text about work stuff and share work-related pictures, but as we texted casually she started sending selfies, and I sent a few back.

One of her hobbies was cosplay, and she would send me pictures of those as they came up in conversation. One evening she mentioned through text she was currently dressed as a bunny character (I was not familiar with much anime, so I did not recognize the character). She sent me several pictures, and my breathing quickened as I opened them. The first picture she sent, the inspiration, was already revealing enough, but the top she chose in the selfies was even more so. The outfit was skimpy, her breasts covered by narrow, fluffy bows. I could see not just her areolas but the clear edges of her nipple piercings. It felt like an escalation of our exchanges, as she had never shown me something this risque before. I responded with nonsexual compliments but jokingly called her “anime Playboy bunny” when we texted good night. As she and I continued to hang out after work alongside friendly coworkers, I became curious whether this tension might build into something else if we were alone.

She texted me one evening after work, venting about a coworker and asking what my plans were that evening. I explained that I had just a few boring plans, laundry then picking up my roommate from his trip late that night. When I asked what her plans were, she responded, “literally nothing. i wanna do something, but i have no idea what.” She added that she was going to go with her friend to the gym, but the friend was also on a trip. I saw an opportunity, and replied, “I’m prolly gonna go to my apartment pool, maybe work out first… If you want to swing by, let me know.” She responded casually but immediately, and I started to get excited. She lived close by, so about 20 minutes later she rolled up. I was wearing a pair of Hawaiian swim trunks that would double as gym shorts and a graphic tank top. I was average height and had been working on becoming less skinny in the gym lately, and it was just starting to show. She showed up wearing a black lacy dress, presumably with a change of clothes to swim but not work out, her shorter black hair pinned back. She was just over five feet tall, with enough nice curves to make her soft but not fat. The dress immediately caught my attention because it highlighted her ample cleavage, and I hoped my trunks wouldn't show too much of my interest.

I greeted her in a friendly manner and walked her back to the gym. We chatted about work and interests in between the various exercises I was doing. She seemed content from the start to simply watch me work out, which I took as a sign; she sat and bounced on the exercise ball on the corner while watching me amusedly. “Lucky ball,” I kept thinking.

She went to change into her swimsuit, and we went to the pool, technically after hours but with no one to stop us. She was now wearing a black two-piece that made it hard to keep my eyes off her tits and ass. I ditched my shirt and we hopped in, both laughing and complaining about the cold. She pointed out that she was extra cold thanks to her nipple piercings, which I appreciated knowing existed. I in turn joked, “Well, I'm so cold, it's like a shy turtle right now!” Although we both laughed, I kicked myself mentally for the weirdness of the joke, and came up with a smooth line to recover later. I told myself I would ask her, “What does it feel like to kiss with your lip piercings?” and after she had answered, tell her, “Show me.”

However, after some more jesting we found each other looking up at the stars. I drifted closer to her, and she seemed to respond. I pointed out Orion, how I could only find that constellation because of the stars in his belt, and joked, “Terrible waist of space. Three stars.” She laughed, and then we turned to each other. Our faces were so close, and I went for it. So did she. To answer my own question, she had soft lips, but if I focused on the metal, I could feel it and taste the tang. We put our arms around each other and kissed some more. I became very aware of how our bodies were pressed against each other in the cold pool water, her boobs against my torso, my dick at attention in my trunks. After we kissed, we laughed, talking about all the hints she had dropped for me, and the line I had planned just then. She confirmed that the line would have worked just fine.

It got colder, and we decided to evacuate the pool for the indoors. The problem was, I was poor and had more roommates currently in the apartment, so with not a room to myself, my options for privately hanging out were limited. “Let's go chill in the business center,” I decided, since at this hour there shouldn't be anyone in there.

I dried off and reshirted, and she changed back into her dress before we went into the business center, a relatively small room with a couple of computers, a coffee table, and a couch. I closed the door, closed the blinds, and we sat down on the couch, ready for our lips to reunite. We were kissing again in seconds, and I was flying. Our tongues got involved, and I felt the fire really start inside me. As we made out, I started to let my outer hand drift down from her head to her outer thigh. I still had no sexual plans beyond making out, and I was enjoying myself. As her studded tongue continued exploring my mouth, in my excitement I realized I was really gripping her thigh, pulling her more and more into me. Suddenly, in one swift motion she paused from kissing me and straddled me on the couch. There was no time to react. She started making out with me again, more fiercely, and I felt my excitement grow. I grabbed her hips and pulled her into me. Back and forth, she started rocking her hips, grinding on my full erection. Concerns about whether she could tell started to cloud my naive mind before I allowed myself to just give in. I felt her hot, wet tongue trading places with mine, and her hands gripping the sides of my head. I felt her crotch, thanks to the dress separated by only her panties and my trunks, grinding up and down my shaft. The trembling, shaking heat was approaching. Very soon, I was going to make a mess in my swimming trunks. But she showed no signs of stopping, nor did I. As her hips and lips continued working on my inexperienced body, I gave up the ghost. I felt my dick shooting hot, sticky cum in my trunks, and moaned into her mouth. I didn't know and currently didn't care whether she knew that I had orgasmed; all I wanted was to keep kissing her. She must have felt me need to catch my breath though, because our devouring of each other's faces started to slow. She shone a triumphant look on her face in response to what was probably a dazed one on mine. I felt spent and dizzy and warm. She climbed off me, and we complimented each other's kissing before joking casually again. I was now late to pick up my roommate, so she got her stuff and I walked her to her car, where we shared one last hungry kiss.

It wasn't until texting later that week that we acknowledged the fact that I came. She knew. She made it clear that she was aware the whole time that the first night we kissed, all she had to do was rock her hips a little to get me to cum in my shorts. She was, in fact, several steps ahead, as I would see later; I was just a checker-player, and she was playing chess with the goal of my virginity.

*Following the main events of how this relationship transpired, I envision this as a 3-5 part story, with me losing my oral virginity in part 2 and my full virginity in part 3. Would anyone be interested in me writing a part 2?

u/WritingAPreScription — 18 days ago