I’ve never thought of myself as much of a looker. I wouldn’t say that I’m ugly, but I never thought girls talked about me and I wasn’t really sought after. I was more of the gal pal. I was always hanging out with girls, but I didn’t think that any of them were interested in me. I’m 15, about 5’11”, 150 pounds, and nothing really special. Brown eyes, brown hair, almost entirely average. I was pretty fit, due to my playing soccer, and very successful in school.
I’d gone all the way to the ninth grade without a serious girlfriend. I hadn’t even made it to first base. I’d had my eye on one girl since about the fifth grade, Elly Hickey. She was perfect to me; long, dirty blonde hair, with beautiful blue eyes and a smile that lit up the world. She was about 5’4”, maybe 105 pounds, and she was a star soccer player. It and school were basically all she did, and she was like me, very fit and very smart, but she never dated. I didn’t understand why, because she could have had anyone she wanted, but I never asked. We had most of our classes together, because we were pretty much the smartest ones in our grade. Neither of us knew it was our brains that would bring us together.
My ninth grade year, the school had a competition to try to improve grades. The top 20 kids in the freshman class would get to go on a 4-week trip to a beach house in Florida. By the end of the year, Elly and I had become good friends, studying together and doing homework, and we were number 1 and 2 in the class. While we had spent a lot of time together over the year, nothing romantic had bloomed like I had hoped it would. It seemed I was stuck in the friend zone, and I was doomed to stay. This meant I had mixed feelings about the Florida trip, because I thought it might be awkward, but I was determined to make the best of it.
We left for the beach house on a charter bus on June 1 at 6:00 in the afternoon. Me and Elly sat together for the 10 hour drive, talking about random stuff until about midnight, when she fell asleep on my shoulder. I knew it didn’t really mean anything, but it gave me a crazy rush. I just sat smiling until 4 in the morning, when we arrived at the beach house. I didn’t want the moment to end and wake her up, but I had to if I wanted to get off the bus, so I slowly shrugged her off of my shoulder. She was really groggy, so I offered to carry her bags in. The teacher assigned to the trip told me where her room was, and I wandered around the house looking for it.
The house had four floors. There was a kitchen and a bunch of living rooms on the first floor. The rest of the floors were all bedrooms, 7 to a floor, with one bathroom on each floor. We were roomed by our class rank, so Elly and I were on the very top floor, at the end of the hall across from one another. The chaperone was on the bottom floor. After lugging Elly’s bags all the way up the stairs, I went back to get my bags, and she was still on the bus, fast asleep. I didn’t want to wake her again, so I just lifted her out of her seat and carried her up to her room. She looked so beautiful and peaceful in my arms, and I knew at that moment that I was in love with her. I set her down on her bed, then went down a third time for my stuff. I got it all, carried it up to my room, stripped, lied down on my bed, and crashed.
I slept until about 12 the next day, when Elly walked in to wake me up. I was still asleep, and as usual, I was sporting my morning wood. I don’t know if she noticed, but it was probably pretty obvious. I’m about 7.5 inches, but I was lying on my side. She woke me up, told me to go down for breakfast, then rushed out of the room.
I got dressed for the beach, wearing just my swimming trunks, and went downstairs to the smell of sausage, bacon, and eggs. The teacher had prepared a feast for all of us, but she said not to expect this for the rest of the trip, that we would be on our own. I ate about 3 platefuls, and when everyone was done, we headed down to the beach.
Elly was wearing a white slip on over her swimsuit, but it came right off as soon as we got on the beach, revealing her gorgeously tan athletic body. She’s a nice C-cup, but her butt is her body’s main attraction. Perfectly firm from her soccer training, it stuck straight out and didn’t sag at all. All of the guys were staring as she ran into the ocean, and I think I noticed a few guys adjusting as they made their way down after her. Every guy and most of the girls went to swim in the ocean; only a few girls set down towels to tan.
We played around in the ocean for about an hour, before everyone got out so we could play soccer on the beach. Elly and I were captains, but the teams didn’t really matter since we were the only ones with soccer experience. We organized our teams and got ready to play, but it wasn’t really a serious thing. It was basically me vs. Elly, but it was a little hard to focus because her body was so distracting. She was sprinting pretty hard, and her boobs and butt were bouncing all over the place. I could tell that most of the guys were paying attention to her instead of the ball, and I also saw that some of the girls had jealous looks. Elly didn’t fit in well with this crowd (although neither did I) anyway, and I knew that wouldn’t help. About thirty minutes in we declared next goal wins, and everyone kind of got into it. It was back and forth for about ten minutes, and then I got the ball and raced downfield. Me and Elly had a one on one before I got to the goal, but I didn’t want to hurt her so I gave up the ball. I think she noticed, but she took it anyway and went on to score. My team was a little angry I had cost us the game, but no one cared too much since it was a pickup game. After that, everyone got back into the ocean to wash off.
After spending all day on the beach and in the ocean, everyone came inside to wash off and prepare for dinner. Luckily, the house had a large water heater, because twenty one people had to shower. Elly and I had raced back up to the house, but I was feeling courteous and let her shower first. I went ahead and set my clothes out for dinner, then went to grab a towel from one of the closets. To my surprise, Elly was in the hallway, just having left her shower, and she was naked as the day that she was born. I had never seen anything so beautiful in my entire life. She just glowed. Her skin shone like gold, and her cute full breasts were topped with the pinkest nipples I’d ever seen. She looked like a goddess. Naturally, she hadn’t been expecting anyone in the hallway, and we both rushed to our rooms. I was incredibly embarrassed, and I hurried into the shower before I had to confront her.
I tried to avoid her throughout dinner, but after dinner it was decided that everyone was going to play Pictionary, and of course we were picked to be partners. We both were trying not to make eye contact, but once the game was over, I asked her to come into one of the living rooms with me.
“Elly, I just wanted to apologize for walking out and seeing you in the hallway. I should have realized you would be there when I heard the water go off. I swear I wasn’t trying to see you, I just was getting a towel from the closet.” I prayed that she would believe me.
She sat there for what seemed like hours to me, and then said:
“Thomas, I am not mad at you. I shouldn’t have been naked in the hallway in the first place. I know you better than to think that you would be trying to catch a glance of me naked. You’re my best friend, and the reason I ran so fast to my room is that I didn’t want you to see me like that.”
“That’s what I thought. I wouldn’t want some random guy looking at me either.”
She blushed, and looked down towards the ground.
“No, you don’t understand, you aren’t some random guy. I didn’t want you to see me naked because you would think I wasn’t good enough for you.”
It was my turn to be silent. Elly Hickey, the person I loved most in the world, the most beautiful human being I had ever seen, was afraid to be naked in front of me because I might think she wasn’t good enough?
“Elly, why would you ever think that? I can honestly say that I have never met anyone as amazing or beautiful as you, but why would you care what I thought?”
“Because… I think I am in love with you. Ever since we started studying together, I got to know you so well, and I realized how cool you are, and so nice to me, and even though you had all those girls wrapped around your little finger you never made a move. All of the girls in our grade were trying to seduce you, and you were so sweet and didn’t do anything about it, and I had this little hope that maybe you were holding back for… me.”
Again I sat in complete silence, watching her face as she stared into my eyes. Finally, I said,
“Elly, I have never loved anyone so much as I love you. Ever since I saw you the first day of fifth grade, I knew you were the one for me. I have never dreamed of another girl. But I need to know you feel the same way.”
“I do Thomas. I truly think I am in love with you.”
We stared into each other’s eyes, and then I was sure our love was real. I moved in towards her, and we began to kiss. Her lips were so soft and she tasted so sweet, and as we began to get more passionate I realized how lucky I was to have her. We kissed for what seemed like hours, but then she broke away.
“Thomas,” she said, “before we go any further, you need to know I have never done anything like this before.”
“Neither have I Elly. Let’s just let it lead where it does,” I replied.
With that I began to kiss her again, but this time I let my hands wander. First I just put my hands on the sides of her face, feeling the smoothness of her skin, but then I started to move down. I stroked her neck, felt her shoulders, then reached her incredible chest. She was wearing a button down shirt, and I started to unbutton it. She hesitated at first, but then let me continue until she was topless except for her bra. I began to squeeze and stroke her breasts and reached around her back to find the clasp. When I undid it, her bra fell away to reveal the most beautiful set of breasts I had ever seen. Round and full, with no sag at all and the most delicious nipples I had ever seen. I had to suck on them, and so I pulled her right nipple into my mouth and suckled like a newborn. She started to quietly moan, so I said:
“Maybe we should go to my room.”
I carried her upstairs, kissing the whole way, then laid her down on the bed. I began to kiss her breasts again, then I started to drift down south. First I kissed her navel, but then I unbuttoned the cutoffs she had been wearing. I inserted my finger into her pants, and felt the treasure I had lusted after for 4 years. She stopped me, and began to remove her pants and panties, and then my clothes as well.
I was fully erect at this point, and I thought she looked a little intimidated, but then she did something that surprised me. She put her head between my legs and began to suck on my penis. She couldn’t fit the entire length into her mouth, but it didn’t matter to me. I was in heaven. I felt bad for her not getting anything out of that, so I turned her around so we could 69. I got my first view of her magnificent pussy, and needless to say it was incredible. It was completely shaved, and it smelled incredible. I stuck my face into it, and began to lick around her opening and on her clit. I felt her sucking increase in intensity and I felt myself begin to approach cumming.
“I am going to cum Elly!” I said, but she just continued bobbing up and down. I felt my orgasm shoot up my dick, and I shot several loads into her mouth, which she swallowed like a champ. I continued my oral assault on her pussy, and soon she began to shake and cum as well, drenching my face. Her continued blowjob had gotten me hard again, so I turned to face her, but she rolled onto her stomach and got on all fours.
“I am ready Thomas. I want you to take me.”
She was already soaking wet, so I just lined my head up to her pussy, and pushed in. The tightness was incredible. She was so hot and wet, but I couldn’t make any headway because of her tightness. I slowly worked my way in, and soon felt a barrier I knew was her virginity.
“Keep going!” she said, so I pushed through. She gave a little yelp, but then got back into the rhythm we had going. I started to stroke in and out of her, feeling all of the depths inside of her. I picked up my tempo, and soon was jackhammering in and out of her. Her juices were squirting everywhere, and I knew I was close to cumming.
“Elly I am going to cum, are you on the pill?” I said.
“Yes, cum inside of me!”
I stroked in and out of her as ast as I could, and both of our orgasms were approaching. Her muscles clamped down around my cock and it was all that I need to push myself over the edge. We came together, and I flooded her insides with my cum. I stayed inside of her for a bit, then slowly pulled out, my cum leaking out behind me. I layed down beside her, and said:
“Thank you so much Elly. You were incredible.”
“Just wait Thomas. We have only just started.”