Where it happened: At her place
Langauge: English
Sex: Male
Rating: 6
Category: Straight
At the time I was 21, I was in a steady long distance relationship with my childhood sweetheart for the last two years. Before her I had 2 other girlfriends. I did all there is to be done except for the actual intercourse; somehow it never culminated to that because of our conservative surroundings. My girlfriend wanted to take it slow and wait for ‘the right moment’ which seemed hard to come by since she was in college in a different part of the country. But since she meant a lot to me emotionally, I decided to wait till she was ready.
Meanwhile I had a best friend in college with whom I shared a really close bond. There was always an irresistible mutual attraction between us, but since we were both in committed relationships elsewhere we decided not to date each other but stay as friends.
Until one day we were at a party, got pretty high and when our friends had left us alone, we shared a really slow passionate kiss. That broke the floodgates and for the next few days we literally couldn’t take our hands off each other. All we did was make out, pet and mutually masturbate each other. [All commitment ethics flew out of the window for the moment] But still intercourse seemed like the unspoken barrier she didn’t want to cross. I knew her resolve would breakdown eventually so I kept my intentions clear.
Two months into our secret affair, we finished a really tough project we had been working together on and decided to treat ourselves. We partied hard, had a lot of drinks and eventually retired to her place at night. She lives with her parents, but I have a good clean reputation with her folks so they had no problems with me staying over for the night (in different room of course).
I knew in my mind that was was going to be the night. After making sure everyone has gone to sleep, she came over to my bed. We were still pretty buzzed from our drinks and I had a raging hard on. We kissed and petted for sometime in the darkness and I kept going on and on with the foreplay until she couldn’t take it any more and literally begged me to fuck her. I hurriedly lifted her loose skirt above the waist and pulled down my boxers. Lying on top of her, I started grinding my hips up and down, holding her tight in my arms. My cock slipped in easily because she was sopping wet at the time. I relished the feel of a tight slippery pussy clinging to my cock for the very first time. In my mind, the though was racing – “yesss, I’m not a virgin anymore!” I started thrusting harder and harder and she began to moan louder with every thrust. I had to remind her that her parents are sleeping in the very next room. Eventually she had to bite her own hand to keep quiet. I kept the tempo going until she climaxed and her entire body convulsed. I could feel the ripples in her body from my position and the way her pussy spasmed around my cock. After a while, she relaxed, fell back and her pussy dried up and I was having difficulty in continuing. I was still hard as a tower and with no sign of coming. After that it became painful to continue, so I pulled out and she jerked me off and I came on her belly. She spread it around and we relaxed in the afterglow. Soon she got up, cleaned up, kissed me good night and went back to her room. And I fell asleep with a smile.
It was not her first time and we agreed it was not our best performance either. Since then we have done it in every possible position just about everywhere. It helped me with confidence and experience when I finally did it with my girlfriend when we were both 23 [she had miraculously remained a virgin till then]. Now I’m engaged to be married next year. My love for her is strong as ever and all my subsequent affairs in college did nothing to harm that. My best friend is still my best friend albeit with benefits sometimes but we stopped shortly before my engagement. We still laugh about our first time and how clumsy and clueless and not to mention drunk we were!
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