I was a high school sophomore of sixteen when I met the guy who would take my virginity. I knew he would be older because I wanted an experienced lover to teach me the ropes and no ordinary high school boy would be the one to fill that role. I knew sixteen was problematic, but I looked every bit of eighteen and was confident that I could navigate the issue.
Tall and dark-haired with green eyes, he was physically a perfect match for my ideal candidate. I guessed him to be maybe twenty-two or twenty-three, but it didn't really matter, I just knew I was sure that he wasn't in high school.
I'd first noticed him at church about a year ago and since that time I'd become a regular attendee of the 8:00 am mass where I was always able to position myself few rows behind him each week with my impure thoughts. My home was just a short walk from the chapel and my family thought it was wonderful that I was so dedicated to attending on a regular basis, even though they preferred the later 10:00 am mass.
For the past few weeks, I'd felt that my cover might be blown. I'd caught my guy glancing back over his shoulder more and more frequently, as if he was looking for someone that he might be saving a seat for, but who never came. Occasionally, he'd make brief eye contact with me before quickly looking away again like it was unintentional.
Eventually, there came a day where I arrived at my typical 7:58 time, which always allowed me to position myself according to wherever he was sitting, only to find that he was not in attendance. I was bummed, to say the least, knowing that I would have to go a full two weeks now without seeing my fantasy man.
As the service began, I looked down to grab a hymnal when I heard someone quietly excusing himself down our row from the aisle. To my delight (and subsequent terror) I looked up to see my dream guy settle into the vacant seat to my left. With a quick flash of a smile, he reached down and grabbed a songbook of his own before looking straight ahead and joining the chorus.
I didn't know if it was blind luck, an intentional play on his part, or just good old divine intervention answering my prayers. All I knew was that I didn't care, this was the icebreaker that I had waited for but had been too shy to initiate myself.
The priest's invitation to turn and greet your neighbor near the end of the service was the perfect opportunity for an introduction. I offered my delicate hand with a smile and found his to be warm and welcoming with a firm grip by comparison. We made some casual conversation while exiting the church afterwards, before stopping to talk further in the sunshine outside. He soon asked if I'd like to grab a cup of coffee from a nearby coffee shop and I replied that I'd love too!
Thus began an hour-long conversation regarding everything about each of us. My summary of myself was a carefully orchestrated combination of both truth and fiction while I attempted to present myself as an eighteen-year-old senior rather than the younger underclassman that I truly was.
By the time we finished our talk, I had agreed to meet him for a movie the following Friday night, clarifying up front that I would need to meet him there. As I explained it, my parents were a very tough interview, one that would be best experienced at a later time when we knew each other better. I planned to cover myself with my parents by saying that I was meeting my girlfriends at the show and would be home by my usual 11:00 weekend curfew.
On Friday evening, I made sure that I was waiting outside the theatre at 6:45 sharp for the 7:00 movie, looking the absolute sexiest I could manage without causing undue suspicion when I left the house. I was getting a little worried when my phone showed it was 6:55 with still no sign of my date. Just as I looked up from the screen though, he walked out of the theatre doors from inside and said that he had just run inside to grab the tickets since he hadn't seen me there yet. Relieved that I hadn't been stood up, I smiled broadly and said that was great.
We hurried inside and found our seats just as the movie began. I'd read on the trailer for the film that it was 135 minutes long, meaning that with previews we were probably looking at getting out around 9:30 pm if we stayed the entire time. That left me another 90 minutes until curfew, which was a little tight for my intentions but all that I would have to work with.
It was about halfway through the film, when I felt a hand rest on my leg. Startled, I felt a rush of nervous excitement before turning my head to look at my date. Everything in me said to kiss him before the moment passed us by, so I did. Much to my relief, I found my kiss returned with equal zeal.
The next ten minutes or so of the movie could have been blank film for all I would have known. We were lost in each other and oblivious to anything around us as weeks of pent-up lust from our Sunday game of cat and mouse was released. With both of us now indifferent about seeing the rest of the movie, he whispered in my ear if I'd like to take off. I nodded yes and glanced down at my phone. Perfect, I thought, it's only 8:10! Plenty of additional time now to cushion my 11:00 pm deadline.
Exiting the theatre, he asked somewhat cautiously if I'd like to come back to his apartment for a while and watch something on TV that was of more interest.
"Sure," I replied with a teasing smile, "that would be nice."
He said it was only a short walk away, then reached down and took my hand for our stroll. As we walked, I asked if his roommate would be home. Once again I felt a small rush of adrenaline when he smiled and replied that he lived alone.
After arriving at his second-floor unit, we only made it only a few steps inside before the door closed before behind us and he turned to face me. He was quite a bit taller than me and his neck bowed down to look at me just as much as mine tipped back to look up at him.
At that moment, I barely noticed his hands grasp my upper arms because of my intense focus on his green eyes, which grew slowly closer to my own as he moved to kiss me again. His now familiar lips felt soft and warm when they touched mine. He was a really good kisser and I felt my legs weaken just a little in his embrace. As the pressure of his kiss increased, I turned my head slightly and pressed back harder in reply.
One of his hands now slid upward and grasped the back of my neck while his other slid down and wrapped my waist, pulling me tighter against him. I heard myself panting quietly as I was drawn into his advances, then louder to signal my approval. This was much better than the awkwardness and public nature of the theatre.
I didn't know what to do with my hands, so I wrapped them around his waist, resting them safely above his butt. I really wanted to slide them lower and feel it, but I felt shy about what he might think if I made the first move like that. God, why didn't I just put them there in the first place and avoid this dilemma?
Almost immediately, I realized that he wasn't worried at all himself when the hand he had around my waist slid down assertively and then easily cupped one half of my tiny ass. Following his lead I did the same, finding his to be much firmer than I had imagined beneath my small hand.
I felt my body temperature rising quickly as we continued kissing, my blouse beginning to dampen in response to its unwilling separation of our chests. Breaking our kiss momentarily for air, I tipped my head back instinctively to allow his lips to meander down my exposed neck seeking my partially exposed collarbone. My body tingled from the sensation and I felt a heightened excitement I had not encountered before, a craving feeling of surrender, animal desire and need.
One of my hands now confidently slid up beneath his shirt to explore his bare lower back while the other stayed securely anchored to his buttocks, unwilling to give up the territory it had claimed. It was at this moment when I first noticed the growing bulge between us inside his pants. Oh my god, I thought to myself, he has an erection!
I don't know why it surprised me so much, after all, a man needs an erection to have sex, but I'd never seen or felt one in real life before, either inside or outside of a man's clothing. Even more startling to me was my sudden realization that not only was he sexually aroused, but that I was the reason. What was he thinking? Was he imagining me naked? Was he fantasizing about having sex with me? Could he sense that I was a virgin?
I knew that I already that I was wondering similar things about him. Was he as experienced a lover as I hoped he was? How would we do it? Most of all I wondered what his penis looked like. Was it big? From how cramped his pants felt between us it seemed that it must be. I desperately wanted to move my hand down and touch it, but I was much too timid to do such a thing.
Both of his hands moved to my neckline and began to unbutton the top button of my blouse. Oh my god, I thought. This is it, he's going to undress me! He's going to undress me and then he's going to fuck me! The thought of it both scared and exhilarated me. I wondered what it would feel like at the moment when he entered my virgin pussy and proceeded deeper into my unexplored body.
Summoning all of my courage, I drew my hand around his hip and dragged it over the lump that now angled down across his upper thigh. Stepping back from my contact, he created more space for himself more to operate and breaking off my advance temporarily. Didn't he want me to do that? Oh god. Did I do something wrong? Was I too forward?
Standing awkwardly in front of him and still not knowing what to do with my once again empty hands, I stood tall and watched him slowly unfasten each additional button of my blouse in succession as he moved lower. My firm and ample cleavage was increasingly revealed to him in exact three-inch increments, giving him a teasing glimpse of what lay inside.
When the final button succumbed, he gently opened my shirt and slipped it from my shoulders before letting it drop behind me at the waist. Reaching behind myself, I tugged at the cuffs anxiously to pull it free of my wrists before feeling it fall helplessly to the floor.
Standing before him in my bra was both embarrassing and exciting. Did he think I was pretty? Was he pleased with my body? I'd never been with a man wearing only my bra before. Thankfully, he smiled and that was all it took to put me at ease. I kicked off my shoes, making myself even shorter. He laughed and did the same to bring our height disparity back to the original level, before telling me it was my turn.
I reached out and grasped the bottom of his tee shirt near each hip and lifted my arms as high as I could to try to remove it, which still wasn't nearly high enough. He assisted me by pulling it the rest of the way off for me, leaving himself bare-chested. He was athletically muscular and his arms were very nice. Not over the top, just a nice lean kind of build. His abs were well pronounced and they complimented his small waist perfectly.
I felt the tingle again as I stood and looked at him. Oh, I'd seen plenty of men with their shirts off before, I'd just never been the one to make it happen. My mind was racing, constantly thinking about the first real penis I would see soon and what he would do to me with it once I had.
It was his turn again now, but he told me to do it for him. I'd never revealed any part of my body to a man before that couldn't have been concealed by a bikini. I hoped that I didn't appear nervous even though I was. Reaching around behind myself, I unclasped my bra before slipping off each of the shoulder straps and allowing it to drop at my feet.