I was on spring break from college with some friends. Two of my good friends, including my roommate at the time, his girlfriend and 3 of her friends were all staying at our condo. The place we were staying at in Florida was crazy.
We were drinking all day every day. It was a lot of fun. And even better were the girls. Every one of them was walking around in a bikini. So looking at hot girls all day was definitely a plus. However I am not the best at talking to girls, so I was never able to talk to many of the girls on the beach.
That left me to go after the girls that were staying at our condo. The one that really got my attention was Kayla. Kayla was a real head turner. She is at least a 9 out of 10. She is about 5 foot 4, has long wavy brown hair and is always tan.
With us being in Florida for a week, she was very tan. Her smile is always sincere and is to die for. She has perky B cup boobs that lead down to her flat stomach.
She has perfect wide hips and a big tight ass. She was a cheerleader and cross country runner in high school so her body definitely fits the part. I have known her for about a year and I have always thought she was a babe. And seeing her in a bikini all week has definitely made my mind wander.
I have tried talking to her in the past but she always seemed disinterested. Nothing changed this week and I was getting nowhere with her.
By Thursday I had pretty much given up on hooking up with anyone that week, I was just going to drink and have fun. I think all of us had a little too much to drink on the beach that day. Kayla ended up puking and I felt like I was on the verge of it.
The sun went down and we went back to our condo for dinner, and to get ready to go to a club at night. Once I ate, I did end up puking and I definitely didn't feel very good. Kayla was in the same boat as me. She was just sleeping it off. My roommates girlfriend woke her up when they were about ready to go, but Kayla told her that she just wanted to stay there and sleep. I still wasn't feeling good so that gave me an idea.
I could tell them that I felt bad too and didn't want to go to a club that night. I would be able to spend some good time with Kayla. Maybe even convince her to go down to the hot tub, or something better… So everyone went out and it was just Kayla and I back at the condo. She was awake now so I went to the girls room and sat on the bed next to her. We talked a little but it was mostly silence.
I was still a little drunk and sitting next to her definitely made me horny.
I tried flirting but she was having none of it. I couldn't stop looking down at her legs. I was getting a boner and I knew I needed to stop before she noticed. She eventually got under a blanket and I was able to get rid of my boner. After a few more minutes, she asked me if I could go get an advil for her out of her bathroom stuff.
I went to the other room and looked around for it. I found her advil, and right underneath it was some sleeping pills.
That gave me an idea. If I could get her to take that instead, I would be able to have some fun. This isn't the first time I ever thought about fooling around with a girl that was asleep. Back in high school my older sister would have sleepovers and sometimes I would get a good view of her friends.
I ended up jacking off a few times while watching them sleep. My mind was racing. Should I try it? I opened up the sleeping pills and noticed that they were almost the same as the advil.
That was all the convincing I needed. It was almost like it was meant to happen. I grabbed two for her and went to the kitchen to get a water. She took the pills without hesitation. Holy shit that was way too easy! I looked at the clock and saw it wasn't even 10 yet. I had at least 3 hours before anyone would be home. It was almost too perfect. I sat down next to her and waited for it to take effect.
Within a few minutes she was yawning and told me that she was going to go to sleep. I told her ok and that I was going to go sit by the pool downstairs. I took my time and put my swim trunks back on and grabbed a towel. I never had any intention of going downstairs but I wanted it to seem like it. I peeked into her room and saw that she was passed out already. Perfect, I thought. Just looking at her from outside the room gave me a boner. I knew it was so bad but it made me so horny, thinking about seeing her naked.
I waited a few more minutes, so that she would be fully asleep. Then I went and knocked on her door. She didn't move. I walked in and called her name, almost yelling. Then I went over and shook her a little, but she still didn't move. By now my dick was throbbing in my pants, pushing the light fabric of my swim trunks out all of the way.
I pulled the blanket back from her and just stared at her for a moment. I put my hand on her cheek, then slid it down her body. I ran across her boobs lightly, always looking to see if she would wake up.
I could feel her nipples through her shirt; she wasn't wearing a bra! This added to my horniness. I wanted to fuck her so bad.
I checked one more time to see if she was asleep. Once I was sure she wouldn't wake up, I laid down in bed next to her. I kept exploring her body with my hand. Then I leaned over and kissed her softly. Eventually I pushed her lips apart and stuck my tongue in her mouth.
I kept making out with her in her sleep. It was so hot! Slowly, I moved up on top of her. I pulled her shirt up and exposed her beautiful body. Her tits looked perfect. I kissed each one, then started licking her nipples. Without taking my mouth off her tits, I slipped my hand down her shorts. I felt her shaved pussy and then slipped my finger right in. She was surprisingly wet and tight too. My dick was the hardest it has ever been. I then slipped her pants off, looking back up at her face to see if she had made a noise.
She still hadn't budged. At that point I knew that I had to fuck her. I moved down, kissing her the whole way. The smell of her pussy was absolutely intoxicating. I started licking her lips, and moving my tongue inside of her. She tasted so sweet. Now I had waited long enough. I took my shorts off and rubbed my dick along her outer lips. But before I stuck it in, I needed to lube myself up a little. I stood up and tilted her head over towards me.
I kissed her again, then opened her mouth. I grabbed my dick in my hand and slowly poked it into her mouth. Her lips felt amazing. If only she could actually suck my cock. Trying to be as gentile as possible, I put my hand on the back of her head and started pumping in and out of her mouth. I can't believe this is happening. After a while of making her give me a blowjob, I pulled out. Then I reached my hand into her mouth and pulled out her tongue.
I rubbed my dick all over her tongue.
Now I was good and wet, and ready to fuck her for real. I positioned myself with my dick right up against her lips. I pushed myself halfway inside of her, and that was as far as I could get. Her pussy was gripping onto my dick with so much force that I couldn't go any farther.
Eventually I was able to force myself all of the way in. I could feel the tip of my dick up against the back wall of her vagina. Her pussy felt warm and tight. It was such a good feeling and it was the first time I had ever fucked a girl without a condom. I had a strong urge to cum inside of her right then, but I knew I couldn't do that. I just held myself inside of her for a while, until that feeling passed. Then I started fucking her, trying not to shake her too much.
She hadn't made a sound so far but I didn't want to push it. While I fucked her, I couldn't stop looking down at her body in awe. She is by far the hottest girl I have ever had sex with.
If you would even call this sex since she had no idea. I kept forcing her to take my whole dick inside of her. And I could tell that I was stretching her out a lot. After a short while I didn't have any problems with getting inside of her.
I kept pumping, harder and harder until I felt the cum start to make its way out of my balls. I started sucking on her tits again, and fucking her as hard as I could. I was just about to burst when I pulled out and got up. An orgasm hit me like a truck and I came harder than I ever had before. I didn't want to get any on her so I jizzed all over the blankets next to her. By the time it was over I had a hard time standing up. I sat down on the ground next to the bed and looked over at her.
God she still looked so sexy. Eventually I was able to get up and go to the bathroom. It was only 11:30 by then. I still had a lot of time. I went back into the bedroom and started fooling around with her sleeping body again. I fucked her again and came on the blankets once more. Then it was time for me to clean up. I put both of our clothes back on, and tucked her in. I kissed her one last time and left the room.
I sat down on the couch and just thought about what I had just done. She will never know. I took a shower and when I got out everyone was coming home for the night. They didn't suspect a thing. Then the next morning we all went back out on the beach for our last day. It was as if nothing had happened the night before. However, I couldn't stop looking at Kayla that day. Just thinking about the night before would make me hard again. She never said anything about that night.
When I think back on it now I wonder why I had never done anything like that before.