Brett and June wore a guise of a typical high school couple. Brett, an average athlete and a B student, was easy going and lanky. He made friends easily but had very few because of his relationship with June. June, a low A student, came from a strict religious family. Her straight blond hair was always cut to shoulder length and nearly always worn straight down. Even at 17, she struggled with her mother over her style. She wore the conflict daily as her rather plain blouses and dresses stood in contrast to her carefully applied, but secretly acquired, makeup. When left alone things were entirely different, but we’ll get to that.
Alicia and I got along like oil and water. At 17, she was a year younger than me, and because I believed that she had a crush, I picked on her. Alicia, another B student, was the shortest of the four of us at only 5 foot tall. Unlike June small breasts and breasts still make her look like a girl, Alicia had well developed breasts and a pretty hourglass shape. Her junior year had been the year her body really bloomed, unwilling to deal with the jeers and attention from the boys she spent much of her school time, like many of the rest of us in the class, in the programming lab.
The class was taught by two teachers the school’s chemistry teacher and calculus teacher. The chemistry teacher thought our team was the most promising and though academically we had the lowest combined GPA, the project really excited us. While the other teacher, vocally favored another team whose members just happened to be more academically accomplished. As the first round of competition approached the rivalries intensified. My team consistently ranked high among the six team, during mock competitions within the school.
During the first round of the competition, it was decided that the two girls would do all the formal presenting. The calculus teacher imposed this upon us because she felt that the judges would score us higher. Brett and I spent spare time this gave us exploring the school where the competition was held. Brett confided in me that June’s mother had caught them having sex and would not let them go out anymore. They had agreed to sneak away here, but he wanted a lookout so they didn’t get caught.
The competition being on a weekend left most of the school empty. I tried to talk them into doing in in the gym because it seemed like a great idea to a horny 18 year old, but he opted for the uninspiring restroom. June was not supposed to know that he told me. So I hid as they snuck into the restroom after June and Alicia had done their presentation to the judges.
Once they were inside, I cracked the door just enough to listen. Being an virgin my excitement and curiosity were extreme. I could hear June inside saying that she was not ready. They started to kiss. There was a sound of June giggled. She asked what if they would get caught. I could not hear for a bit because they were whispering. I could hear shuffling around and a periodic instruction, “over here”, “yeah, right there”. I started rubbing my own penis over my pants.
No one had told Alicia what was going on. I heard her footfalls before I could see her, and I gave the warning signal. Brett and I did not put much thought into the plan as I was standing outside the women’s restroom. I was also mortified that Alicia came up to me, because though I tried to hide it. I had a full hard-on. Not knowing that June had confided in her months ago, it shocked me when all she said was, “looking for Brett and June. If you find them tell them the judges are making their decision.”
I quickly walked to the men’s room. It was the first time that I ever masturbated in a public restroom. I imagine myself bending June against the sink and sliding inside her. I came very hard that day.
The judges awarded my team 2nd place. It was high enough to move to the next round. Of the other five teams, two got honorable mention, but we alone would travel to second round. The win trigger a big change for us, while the rest of the class got to goof off, the four of us worked.
As exciting and memorable as that period of my life was, another event dwarfed it. Brett and I became closer friends. As I was a clever if not always bright child sneaking out of my house had become something of a game by the time I was a senior. The other neighborhoods kids and I were always find some new mischief after the adults were asleep. When I explained this to Brett, he thought it would be a great idea for him to have a sleep over at my house.
Shortly after 11pm, we quietly exited my 1st story window. Rolled my old Ford Pickup down the driveway and about half a block before jumping in and driving off. June’s house was about 10 miles away. Her family have a ⅔ acre with a relatively wooded backyard. Although her parents were very paranoid, she managed to sneak out that night. The original deal was that they would pay me $100 to be an out-of-sight lookout. But June had snuck some beer from her parents house and we all agreed to drink before their fuck fest. Brett was excited and ready to go. I was hard too having fantasised about June many times since the restroom, but tried to hide it.
As she downed her beer, June suggested that I stay and watch. As most men who have been hard for sometime, Brett thought it was a great idea. He quickly took off his clothes while June stripped in front of me. Now in reality, it was probably just a horny teenage girl quickly undressing, but I remember it as a slow tease. Brett nearly tackled her to get her on her back and started to mount her missionary style. Telling me to watch him, he tried to show off by long stroking her.
June was not improved. She wanted a little spice that night. She offered to give me a hand job which is eagerly accepted. They rearranged themselves into doggy style with Brett still showing off behind her and me laying on the ground. I unbuttoned my jeans and pulled them off, but hesitated at pulling off my underwear as I had never showed a girl my hard on. My high school sport was swimming. I wore speedo style briefs that year. June had only ever seen Brett in his tightly whiteys and approved. My hard on had lifted the edges of the underwear up so she just slid her hand underneath started to rub. She had done this many times before. The way her thumb caressed the vein on the bottom of the penis paralyzed me.
I never told either of them but I had masturbated earlier that evening before Brett arrived. I think that’s how I managed to hold on longer that he did with her magical touch. Brett pulled out of her (they attempted and would later fail at using pulling out as birth control) and began to masturbate to his climax while June crawled forward and pulled down my underwear. She licked the pre-cum off the top and started to suck gently on my head. My penis became filled with fluid and suddenly I was about to cum.
Yeah. Men who have recently cum do not think like men who are about to. Brett pulled June off of me. No longer horny, it stopped seeming like a good idea for his girlfriend to blow me. This started an argument between the three of us that gradually got louder and ended with his running nearly naked with his clothes in hand, me struggling to get my fly zipped as a I ran, and June sneaking back in before her parents caught her. (They did find the beer cans causing her to get a long grounding.)
The team effectively broke up after that night. We stopped working on our project and found excuses to avoid each other. June and Brett broke up. I quit going to class (final grades were in and I was ready to graduate). It would be another month before we came together again.
The 2nd round of the competition happened in DC. The chemistry teacher could not make it, so we were stuck with the very strict calculus teacher. Not knowing the friction between us, she booked us with seats together.
By the time we arrived at the hotel, June and Brett were back together and Brett had forgiven me (to which I attributed to his again horny state). Alicia and June were to share one room and Brett and I were to share another. Our teacher at least had the foresight not to give us adjoining rooming. But she did not put herself close to us leaving us pretty much unlimited access to either room.
After a hectic day of last minute tweaks and planning, we all agreed to watch TV in the girl’s room. June and Brett on one bed with Alicia and I on the other. Before long, Brett’s eye were rolled back in his head and I could just imagine getting a hand job from June. Not thinking with my big brain,I kissed Alicia.
Alicia did have a crush on me. She kissed me back. Our making out became more passionate. Being an inexperienced virgin, I began to dry hump her leg. She helped position me between her legs. She made little pleased grunting noises as I rubbed against her.
June and Brett took the clue and when I looked over she was riding him cowgirl in silence. I came pretty quickly after that. Alicia and I snugged and kissed a lot that night.
The next day was the day before the competition. Brett and I snuck back to our room before our teacher called to wake us. The organizers had given us an extra day to explore DC. A few blocks after we left the hotel, Alicia said that she was not feeling well. Our teacher did not want her going back to the hotel alone, so I “begrudgingly” volunteered to walk with her. We were given the “be good” instructions and took off.
On the way back, we walked about sex. About watching June and Brett. About our histories, she had only had sex with one boyfriend earlier that year. I tried to avoid admitting my lack of sex, but told her the story about June. When we got back to the hotel, we were hot. We made out in the elevator. When we got to her room, Alicia looked at me with breathless excitement. Her cheeks were flush and took deep breaths because her heart was racing. She said that she wanted to give me a blow job.
We agreed to strip first. In a frantic rush, we took off our clothes and met on the bed. I lay on my back and she leaned over and took me in her mouth. She was not as skilled as June had been, but that did not bother me at all because as I started breathing harder she started really sucking. She popped off for a second to tell me to cum in her mouth. I noticed her hand frantically rubbing her clit. As her warm mouth began to suck my penis again, I came. I held her head as I convulsed again and again.
She still had a fire in her eyes and asked me if I had ever licked a girl. I admitted not to have and she talked me through it. The first time is tricky. She explained that I needed to play with her clit. The hood I found myself and soon had her tensed up and telling me to keep going. After I started to understand how to lick her, stopped to tell her that I wanted to finger her. She was panting by this time and just nodded to me. Never having done it before, I was careful at first, too careful. After some quick, initial thrusts, she guide my hand into her. I started going faster feeling more viral and efficacious. Alicia tensed as her orgasm hit. She arched back and started touching her clit herself. I push two fingers in her and got into to it too now fully hard again.
Then we heard June opening the door. Clothes were everywhere in the room and it was all we could do not to pull the covers away from each other as we tried to hide underneath them. It did not matter though, she told us that she could hear us several doors down. She mocking asked if we were having fun and then went to gave our teacher a story about probably being at the pool. The mood was lost, so I got dressed and left.
Our teacher and the four of us dined together night. She discussed her ideas for the next day’s competition. Alicia and I played footsie under the table. We agreed secretly this time and Alicia and I would have the boys room while June and Brett would have the girls room.
When we got into the room, Alicia suggested a shower. We stripped again and hopped in. She suggested that we wash each other. It gave me a great opportunity to suck her breasts something I wanted to do for a long time. We devolved the shower into a bath. I put my feet on the sides of the tub so she could easily give me a blow job. With no warning at all, she popped off and jumped out of the tub. As I followed her into the other room were she was sitting on the bed. She bit her lip and scooted back a little. I stood in front of her and pushed her back onto the bed. She let legs open up and I pushed my body between them.
No one interrupted us this time. I rode her at the edge for a long time. We scooted to the middle of the bed where I could grab the headboard. Having cum already that day, I rode hard to get my next orgasm. The bed squeaking made me more excited and we kept at it. When my penis finally got bigger so I could orgasm, she hit hers.
We got caught the next morning and could not sleep together the final night. We also only won honorable mention at the competition. But over a decade later, even though I have had sex many other times. That first time still seems absolutely amazing.
