Showmance – Part I

So Jenna and I never really did make it all the way, but we did have some fun together.

We met in drama class working on a show together. I wasn’t particularly interested in her until she texted me one night out of the blue. We got to chatting and I realized she was pretty cool. We started hanging out together during rehearsals.

One day, I was showing her the upstairs rooms of the theatre. It’s off-limits to students (most don’t even know they exist; those of us who do only show them to a select few people). We were up there by ourselves, where no one would walk in on us or come looking for us. I hadn’t brought her up there specifically to be alone with her, I just wanted to show her around. But as we got up there, I realized we were indeed alone and could basically do anything we wanted. This thought churned in my stomach and made me nervous. Was this an opportune moment? Would she think I was being forward? Was she thinking the same thing?

We were up there for about five minutes before deciding to head back down. As we started for the ladder though, we looked at each other face to face… and didn’t stop. We probably stared at each other for about 30 seconds. This whole time my mind was racing whether I should go for it. So I did.

I leaned in and kissed her. She immediately wrapped her arms me and I wrapped mine around her. We held each other close and kissed passionately. Our tongues rubbed each other and felt around each others’ mouths. We pressed our bodies against each other, my dick quickly erecting and pressing into her crotch. We held each other tighter and tighter, our breathing getting faster. My hand slid down to her lower back and I pulled her tighter to me, making sure she could feel my now-fully erect cock. I’m pretty sure she enjoyed it because she began slowly thrusting her crotch into mine. She began moaning softly, making my cock throb even harder. This was the best make-out session ever!

After a solid five minutes, we slowed down and eventually let go of each other. We wiped the slobber off our faces and burst out laughing. Did we really just do that?! Even in the dim light, she had this twinkle in her eye that made her look so cute right there. We talked for a minute or two(I forget about what now). We soon fell silent, looking past each other (we were still feeling kinda awkward and nervous). When we made eye contact again, we could tell we both had the same thought.

We jumped right back into each others’ arms and began kissing again. She slid her whole tongue into my mouth as I gently sucked on it – God that was a great feeling. She sucked on mine and we went back and forth. Somehow, we had managed to shift ourselves closer to a wall with her back to it. I realized this and gently moved us up against the wall (I made sure to place my hand on the back of her head so she didn’t bump it). When she felt her back against the wall, she let out a satisfied “Mmmm”, which sent a whole new wave of throbs through my dick. I pushed it into her a bit harder and she let out a slight gasp. She spread her legs slightly, then resumed her gentle thrusting. Her breathing began to match our thrusts and I could feel my boxers get wet with my precum.

By now, her hands were running through my hair. I slid my hands up and down her arms, then down the sides of her torso and along her thighs. I slid back up, my left hand resting on her ribcage, my right hand going for her breast. As I followed her supple curve, she let out another slight gasp and I could feel her lips form a smile. I caressed her breast, feeling all around it. They were the perfect size – not too small, but not a pair of balloons. Soon, my left hand joined in on her right breast. By now, we had lost sync with our thrusting and I was just pressing my cock into her while massaging her breasts.

I fondled her a bit more before sliding my right hand up her shoulder, underneath the strap of her tank top, then down her bra strap to her cup. It was a loose-fitting shirt so it went in easily. She let out a slightly louder moan this time. I fondled her left breast for a bit then added my left hand in. Eventually, I worked my way back up her shoulders and slid both of her straps down around her arms. She let out a low moan in anticipation. I slid down, right hand and then left, and caressed her sweet breasts. She let out a louder moan, almost a yelp, and her chest heaved with her deep breathing. I fondled her passionately, taking care not to squeeze too hard (a tip my uncle gave me). I played with her nipples and could feel her smiling again.

As I was doing this, I began to kiss her cheek, then her jaw, then her neck, working my way down to her left breast. Her skin was hot and sticky and she smelled like a perfect mixture of sweat and perfume. My tongue finally made contact with her puckering nipple and I slowly licked it. She let out an audible cry and began to shudder. I immediately pulled back, but she just as quickly pushed my head back into her breast and told me to keep going. As most of my face had just been smooshed into it, I used my whole mouth to suck on her breast while my tongue wet her nipple. I ran it all over her tit – which was also the perfect size – as she began to moan repeatedly. I took her nipple between my lips and gently pulled on it. She inhaled sharply, puffing her chest out and making her breasts seem even larger. I kissed my way over to her right breast and did it all over again, still playing with her left nipple with my hand. Every now and then, she’d let out an “Oh God!” or “Fuck yes!” as she stroked my hair. I couldn’t tell for certain, but I’m pretty sure at one point she reached down and was rubbing herself.

I worked my way back up to her lips and we embraced again. I thrust sharply into her and she gasped a breathy “Oh!” She reached down, grabbed my ass with both hands, and pulled me into her hard. We dry humped against the wall, both of us pushing my cock as hard as it could go into her crotch.

At this point, it was pretty obvious how far we wanted to go. And we would have, except, A.) there was no comfortable furniture up there on which to sit or lie down on, B.) our teacher would probably start wondering where we were soon (we’d been gone from rehearsal almost half an hour at this point), and C.) neither of us had a condom.

We kept humping, one of her hands centered on my ass, the other sliding up the back of my shirt. My left hand was behind her head, pushing our lips together hard, my right back down on her breast. We kept groping each other, both moaning, until we almost reached our climaxes (being virgins, this was a lot for us). We began slowing down, our arms making their way back to around each others’ necks, our breathing returning to normal. We broke our kiss and just stood there hugging each other. Eventually, we broke back into laughter. We looked at each other, laughed, then kissed, then laughed again, then kissed again. She pulled her top back up and we adjusted our clothing, wiping slobber off our various body parts. We stared at each other, kissed some more, then decided it was time to go back downstairs. For real this time.

* * *

Next story (for another night):

Showmance – Part II: Our First Date at the Movie Theatre

A week later, we went to see How to Train Your Dragon. We saw it the last week it was playing; as a result, the theatre was completely empty except for us. Needless to say, we didn’t watch much of the film…

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