Where it happened: My girlfriend's house
Langauge: English
Sex: Female
Rating: 1
Category: Straight
Kesha, my then 16 year old girlfriend was my first lover. We were the same age, but Kesha was far more mature than I was. She was no virgin, and hadn’t been in some time. She was so eager to have sex with me. I suppose we were together for about 4 months before “sex” ever came up in our conversations. She always talked about “our” first time. Little did she know that “our” first time would be “my” first time as well. I did my best to keep my virginity as secret, but one day it finally slipped out. Kesha was absolutely orgasmic over the fact that she would be my first. It made her all the more anxious about “getting it on”.
A few weeks later she invited me over to her house because her parents were out of town. Her aunt picked me up on a Saturday morning, in fact, it was so early Kesha was still in her pajamas. We went back to her house and sat around for a while watching television. I soon discovered that Kesha’s older brother was also at her house. “Great!” I’m sitting at her house waiting to have sex with her aunt and her older brother in the basement. I was horrified. After an hour Kesha invited me upstairs into her room. We went into her room and she closed and locked the door behind us. “uh-oh”…
She motioned for me to lay on my back on her bed while she help me get comfortable. Then she began undressing me and stood over me admiring my body. She told me I had a model’s body and she got very, very horny. Monents later I was in my underwear watching her undress. Kesha was so sexy! I’d never been with anyone quite as shapely as she. Kesha’s breasts were about a C-cup (which was good for a high school chick at the time), thick thighs, and the fattest ass on this side of the Mason-Dixon. My dick, about 6″ x 1.5″ at the time (not bad for 16), pushed every last thread of my underwear. I was so hard I couldn’t stand it. Still a little miffed by the situation I lay there motionless. Kesha removed her bra and panties and slowly climbed on top of me cat-like. I was so scared I’d forgotten to take my underwear off. No problem. Kesha removed then for me. Now my 16 year old dick was exposed. She crawl further on top of me and tried inserting my rock hard dick into her pussy.
No such luck.
Kesha was even the slightest bit wet. That didn’t stop her though. She positioned herself directly on top of me and began swiveling her hips to get it in. It wouldn’t go. I don’t know if it was too big or if she just wasn’t wet enough. It hurt like hell! Felt like someone was skinning my dick with a paring knife. I lay there in agony trying to conceal my pain. I never said a word as she tried countless times to put it in. After about 5-6 more minutes elapsed I’d gotten in. Unfortunately it didn’t feel any better. She rode me well though in spite of the pain. She bit her lip and rode the cowboy shit out of me. It really didn’t do anything for me. After a while she got tired and I climbed on top. I slid inside of her and began thrusting ever so gently. She urged me on telling me do it harder. It was awkward at first not knowing what to do but after a while I caught on. Soon it was like a vintage porn flick. I was pounding away at her pussy. Thrusting forcefully as though I’d been fucking for years. It still didn’t feel like anything but I sure enjoyed her moans and groans. We went on for what seemed like hours. Actually hours had gone by. Two hours. Honestly, I could have never imagined sex took that long. Two hours is completely out of the norm for first time sexual experiences, but it was simple to me. I’d seen this before on television and in the movies my parents kept in their closets. You just hump. That was a simple concept so I did just that. Never knew anything about climaxing or coming too quickly. It was just humping to me.
In the end I never came. I just went on until she got extremely tired and wanted to stop. We stopped and shortly there after she took me home. She got back and went straight to sleep. I thought a great deal about what had happened that Saturday afternoon. My first time. Sex wasn’t anything I wanted more of anytime soon. It was horrible. I was in pain and it didn’t feel good. Honestly I could’ve gotten more sensation from laying a warm hand towel on my dick. It wasn’t worth my virginity. I felt cheated, but eventually it got much, much, much better.
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