I once dated a girl I'll call "A" who was a couple years older than I was. The relationship was based purely on lust and sex - we never went anywhere really, except to have a private place to make out, and the rest of our interactions consisted of phone sex. "A" came over to my apartment one day and I locked my sister out of our shared/divided room. We started fooling around like usual...
At one point, she got on top of me - this was new. We started dry humping, I undid her bra, and she took off her shirt. "A" had probably the nicest breasts of any girl I ever dated. They were nicely shaped, with a little upturn at the end, and relatively large for her size (she was really thin with a C Cup).
While she was gyrating on top of me through our clothes she looked down at me and said "I can feel THAT!" and started grinding really hard. After a while, she stopped, dismounted and looked down at my jeans, then started undoing them and pulled them down, along with my bikinis. (Yes, there once was a time when I wore bikinis. At this time, I was in denial that I could fit in them, but my junk would hang out on every side. I finally realized that I was too large though, I just couldn't fit in them, so I had to change to boxers.)
Anyhow, since "A" was doing the depansting my cock pretty much gracelessly flopped out, and when it landed she grabbed it. Now, "A" had held and rubbed me before, and said repeatedly that I was big, but she had never actually seen my package before. She looked at it and said, "Oh my god, you're massive!" and just held it for a while. I just sat there pulsing and expecting her to do something, anything, but she just held it for what seemed like forever.
Eventually (really probably after about 30 seconds) she calmly said, "I want it." I got up and grabbed a condom. She was undressed by the time I got back to the bed and she rode me really hard - probably the hardest grinder that I've ever had. I also found out that she was a moaner, but didn't think to cover her mouth so others wouldn't hear - I was too busy playing with her beautiful tits. She continued to ride me until I came - and I waited until after she had an orgasm. After I came (and maybe she did too - if she wasn't faking), we just laid there in my bed for a while, "A" resting her head on my chest.
Two days later, "A" broke up with me and told all the girls in her circle of friends in our shared class about her experience. (Which I guess was positive, since I went on to get a few dates from within that group of friends.)
The afternoon that "A" broke up with me, my sister's best friend "C" (who also happened to be my ex-girlfriend) came over. My sister decided to take a nap, and instead of leaving "C" decided to stay and watch some TV. Even though "C" and I had dated and broken up several times, we remained friends, so it wasn't unusual for her to just hang out with me.
So, we were sitting there watching the tube, and she leaned over and kissed me. I kissed her back, and it was very nice. It was familiar - comfortable, not nervous but passionate. She got on top of me, and we were off - really heavily making out. At some point we decided to quietly sneak past my napping sister and go over to my side of the room.
So you'll be able to picture the situation better, the room was really big - like 25 feet by 15, and was divided down the middle by bookcases, with a doorway-sized opening at one end. I couldn't see into my sister's side of the room and vice-versa, but it was open above the bookcases, so you could hear what was going on on the other side.
Anyway, one thing led to another with "C" and she reached down into my pants and started giving me a hand job, while my sister slept not 20 feet away. Actually, at one point, my sister woke up and started talking to "C" across the room, and she kept on jerking me off under the covers - and I don't think my sister ever knew.
My sister eventually went back to sleep, and "C" got under the covers and started giving me a blow job. It didn't last very long though, and we were cut short. Later that night, "C" said that she was really sorry, that she wished that she had been able to make me cum. She thought that it was her fault that I hadn't, that she wasn't sexy enough, or that she had been doing something wrong - which I assured her she wasn't.
In fact, since I wasn't attached to "A" anymore, "C" and I started dating again - for like the fourth or fifth time. Of course, it didn't last, but "C" and I had a bunch of good times together.
At the end of the day, while I felt a bit used by "A" over the whole episode, I felt like quite the stud getting busy with two girls in three days. The latter feeling outweighed the former.
At one point, she got on top of me - this was new. We started dry humping, I undid her bra, and she took off her shirt. "A" had probably the nicest breasts of any girl I ever dated. They were nicely shaped, with a little upturn at the end, and relatively large for her size (she was really thin with a C Cup).
While she was gyrating on top of me through our clothes she looked down at me and said "I can feel THAT!" and started grinding really hard. After a while, she stopped, dismounted and looked down at my jeans, then started undoing them and pulled them down, along with my bikinis. (Yes, there once was a time when I wore bikinis. At this time, I was in denial that I could fit in them, but my junk would hang out on every side. I finally realized that I was too large though, I just couldn't fit in them, so I had to change to boxers.)
Anyhow, since "A" was doing the depansting my cock pretty much gracelessly flopped out, and when it landed she grabbed it. Now, "A" had held and rubbed me before, and said repeatedly that I was big, but she had never actually seen my package before. She looked at it and said, "Oh my god, you're massive!" and just held it for a while. I just sat there pulsing and expecting her to do something, anything, but she just held it for what seemed like forever.
Eventually (really probably after about 30 seconds) she calmly said, "I want it." I got up and grabbed a condom. She was undressed by the time I got back to the bed and she rode me really hard - probably the hardest grinder that I've ever had. I also found out that she was a moaner, but didn't think to cover her mouth so others wouldn't hear - I was too busy playing with her beautiful tits. She continued to ride me until I came - and I waited until after she had an orgasm. After I came (and maybe she did too - if she wasn't faking), we just laid there in my bed for a while, "A" resting her head on my chest.
Two days later, "A" broke up with me and told all the girls in her circle of friends in our shared class about her experience. (Which I guess was positive, since I went on to get a few dates from within that group of friends.)
The afternoon that "A" broke up with me, my sister's best friend "C" (who also happened to be my ex-girlfriend) came over. My sister decided to take a nap, and instead of leaving "C" decided to stay and watch some TV. Even though "C" and I had dated and broken up several times, we remained friends, so it wasn't unusual for her to just hang out with me.
So, we were sitting there watching the tube, and she leaned over and kissed me. I kissed her back, and it was very nice. It was familiar - comfortable, not nervous but passionate. She got on top of me, and we were off - really heavily making out. At some point we decided to quietly sneak past my napping sister and go over to my side of the room.
So you'll be able to picture the situation better, the room was really big - like 25 feet by 15, and was divided down the middle by bookcases, with a doorway-sized opening at one end. I couldn't see into my sister's side of the room and vice-versa, but it was open above the bookcases, so you could hear what was going on on the other side.
Anyway, one thing led to another with "C" and she reached down into my pants and started giving me a hand job, while my sister slept not 20 feet away. Actually, at one point, my sister woke up and started talking to "C" across the room, and she kept on jerking me off under the covers - and I don't think my sister ever knew.
My sister eventually went back to sleep, and "C" got under the covers and started giving me a blow job. It didn't last very long though, and we were cut short. Later that night, "C" said that she was really sorry, that she wished that she had been able to make me cum. She thought that it was her fault that I hadn't, that she wasn't sexy enough, or that she had been doing something wrong - which I assured her she wasn't.
In fact, since I wasn't attached to "A" anymore, "C" and I started dating again - for like the fourth or fifth time. Of course, it didn't last, but "C" and I had a bunch of good times together.
At the end of the day, while I felt a bit used by "A" over the whole episode, I felt like quite the stud getting busy with two girls in three days. The latter feeling outweighed the former.
