You stood up for me again. Thank you so much for being you and being my friend and knight in shining armor.
You’re very special Dan and always will be to me. I hope you find a wonderful girl and I hope she will appreciate you as much as I do.
Fondly,
Jean
I was a little shocked and surprised by it but sure liked reading it, which I wound up doing many times.
I definitely did have more confidence with girls and wound up with several dates through the course of the school year.
The first sex I had after Jean was with a very nice and pretty girl. We had gone out several times and finally one Saturday when her roommate was gone we wound up in her bed. I played with her tits and pussy but she was reluctant to play with my cock. I knew she wasn’t a virgin but she was obviously not very experienced either. Her cunt seemed to be very tight but it did get pretty wet while I was playing with it. I put a rubber on and then climbed on top of her. Her legs were spread and her knees were bent slightly. I pushed my cock up through her bush and pushed hard to get it to enter her tight pussy. She was slippery but entering her was hard. She grimaced as my cock pushed into her. I was able to get most of it in but she just laid there with her eyes closed, groaning softly and grimacing as I slowly thrust back and forth. I closed my eyes and found myself thinking of Jean. I began thrusting harder and longer and her groaning became louder. Soon I was ejaculating. After I had cum she caressed my back and then pushed me slightly to have me get off of her. She smiled and sighed and we both dozed off.
We fucked a few more times but each time the foreplay was pretty much all up to me. She didn’t grimace any more when I entered her but she always seemed happy when we were through and I was pretty sure it wasn’t because she had orgasmed.
We were together a couple of months and then mutually departed ways as friends.
In the spring semester I met a girl that was bubbly and extroverted. We wound up having sex on our first date and she definitely loved my cock. On the second date I found out the true meaning of fellatio. And I liked it! The sensation of her tongue licking the head of my cock and her soft lips opening to engulf it was amazing. She slid her mouth up and down on 4 inches of my cock with her hand running up and down on the remainder. I could actually feel her moans and groans. I tried to warn her when I was about to cum but she just ignored me and kept pumping. It turned out she loved my cum too. She swallowed most of it and used what little escaped to rub over her lips and face with my cock.
We fucked many times over the next several weeks, even to the point of my grades being affected. We never came at the same time like I had with Jean but it was certainly enjoyable. It was just sex though. There really wasn’t much of an emotional connection. Toward the end of the school year she let me know she wanted to see other guys and I didn’t have any problem with that.
I found that when I was thinking about sex I wound up thinking about Jean. But when I was thinking about Jean I wound up thinking about her pretty face and the pleasant conversations that seemed to came so easily. This was especially true as the school year drew to a close and summer approached. I was really looking forward to getting back to work and especially seeing Jean. I didn’t expect a repeat of the night we had together but I knew I would enjoy seeing her.