Where it happened: my bedroom
Langauge: english
Sex: Female
Rating: 5
Category: Straight
My first time happened over Christmas break during my freshman year of college. It was the first time I had been away from home for so long and it felt good to be back. Not only had I been away but so had a few of my friends. One in particular, Leo, was a senior in high school and in town visiting his dad. He had always been a good friend of mine. Our parents used to joke all the time about how the two of us would get married. Well one night, a few of my girlfriend and I decided to go out to a club and have fun. It happened to be the day after Christmas and we all got dolled up. The boys decided not to go because Leo was only in town for 2 weeks (most of us would be in town for 4 weeks) and couldn’t get into the club anyways since he was 17. It was a fun night. We danced and drank. One of the bartenders happened to be my friend’s sister so she slipped us a few shots. We decided to leave around 12:30. As we were leaving, one of my girlfriends found out the guys were hanging out, so we decided to hang out with them too. We got there and they had all been drinking too. When I saw Leo he told me how he’d never seen me so dressed up. I was quiet a tomboy in high school, mainly because I played sports so my guy friends never really saw this side of me. The whole night, there had been a few times I caught Leo look at me. Not that it made me uncomfortable, to be honest I was glad I had his attention. He was a very handsome guy and I’ve always had this small crush on him. He had also always been the only guy besides my older brother and dad, that I ever trusted.
When the liquor was gone and everyone was all partied out, we decided to call it a night. I was going to get a ride home from one of my girlfriend until Leo told me he was going to walk home. I figured we just walk home together since we lived across the street from each other. We talked about the most random things heading home. It made me realize how much I missed him and his company. I kind of got on his case about being a manwhore and started giving him a hardtime about it. He had slept with some random tourist girl a few days before.
To be honest, I was kind of hurt that he slept with her. I never known Leo to be a manwhore type of guy but his sister said since he and his ex-girlfriend broke up he was enjoying being a bachelor. I guess I was jealous and he called me out on it which upset me. When we got to my door, he asked if I was mad at him because I got quiet. I told him no but he knew I was. I told him bye and as I walked to my door, he pulled my hand and kissed me. And at that moment, all the anger I had just felt towards him went away.
I asked if he wanted to come in and he said yes so I told him to go to my window and that I’d open it. As soon as I got to my room I saw him outside the window. He climbed and I shut the window and closed the drapes. We began kissing again worked our way towards my bed. He slipped of my dress and I pulled off his shirt and unbuttoned his shorts for him to take off. We then fell onto my bed, him on top. He pulled back and looked at me and I nodded and gave him the “ok” sign. I could feel that we both wanted it bad that night. He undid my bra and pulled it off, then leaned down and kissed me. His kisses started lowering between my breast then I felt his tongue on one nipple then the other. His lips began getting lower and I could feel his tongue on my belly button then slowly down to the top of my panties. He got up and pulled of his boxer. That was the first time I saw a guys penis in real life. It was a lot bigger than I thought it would be and I was wondering how painful it would be. He then started rubbing his penis with one hand and fingering me with the other.
He then lowered down and started kissing my inner thigh. I slowly felt his warm tongue as he began kissing my clit. It felt like I was on exstacy. I think I started moaning and he told me I was getting loud. I definitely didnt want to wake anyone up so I did my best to quiet down. I was so aroused at that moment and I felt like I was gonna explode and then I did. I could feel the come come outside of me and his tongue as he licked it off. He then got up and I could see his hard penis. He then told me to tell him to stop if I wanted him to. He then thrusted his penis into me and I was in so much pain I gasped. He asked if I was ok and I said yes but I wasn’t. It was hurting but I didn’t want him to stop. I began tearing. He leaned down and began thrusting hard and slow. I remembering trying to adjust myself so that it wouldn’t hurt as much so I spread my legs wider. He then began thrusting harder and faster and put his face into my neck. He hurt so bad but at the same time it started feeling better and better. I remember feeling like I was bleeding. I began to feel like how I did when he went down on me and knew the pain was soon going to go away. I then pulled his face up and kissed him hard I wanted him deeper inside and he preceded to give me that. He keept thrusting harder and deeper until I could feel us both come. I felt his warm come shoot up inside of me and kissed him hard so I wouldn’t scream. He layed on top of me for awhile as we kissed.
Afterwards he laid next to me and I layed in his arms. We stayed up whispering to each other about what had happened. At about 7:00 am he had to leave and sneak on home.
It was definitely a memorable night. So many emotions came out, so many feelings. The next few days, things were back to normal except when we were alone. We’d get affectionate with each other. We had sex 4 more times before he eventually he went home and two weeks later I did. About 2 weeks after I got home, I found out I was pregnant. Yes, we didn’t use a condom and we didn’t bother two. I guess both of us were at fault. He didn’t bother putting on a condom, which he didn’t have. And I didn’t bother asking him to put one on.
After he graduated that following June, we both moved back home. We both took the fall semester off to have the baby at home where we’d get help raising him for the first few months. September that year, and a week early, we were blessed with a beautiful baby boy.
We’re still together. Both now in LA for college. Raising our son. Besides the stressed of school, life couldn’t be any sweeter.
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