Personal story time, I've never had a problem with that.
How did you have sex your first couple of times?
Alone... In all seriousness my First GF and mines first time was a damn disaster. Her sister shared a room with her, fortunately there was a lock on the door, but her sister kept coming in so we kept having to stop; and her parents were home so it's not like we couldn't just keep her sis locked out. The whole experience was quite frustrating, getting going feeling really good and then having to stop for a few minutes. I finally just gave up and went home, she wanted to keep trying but dammit my sanity, and blue balls, couldn't handle the stop and go. We were all alone then next time, that was much better.
How did you convince another person to do the do with you?
Actually it was her idea... not that I was opposed. When two people are close and like each other and all that, it's not really about trying to convince; more about letting them want to and allowing them the freedom to be open about it.
Were you boyfriend/girlfriend? Yep
How did you meet? School. Ann's best friend was a girl I had bathed with as a baby, suffice to say we were friends until about 2nd grade when Sarah's mom died. She moved across town with her Father and we didn't see each other again until middle school, 8th grade. As I got reacquainted with Sarah I also became acquainted with her friends. Sarah was instrumental in Ann and Courtney's scheme to get Ann and I together, not that I was aware of anything.
How did you get close enough to permit the act? We spent a lot of time together and whenever we were alone and we weren't talking we were making out, exploring boundaries, wondering hands and all that, over the months we were together I was able to... discover a lot. Eventually she was more sexually frustrated than me.
How long were you together before? We went out for 2.5 months before sex and went out for over 5 years. Not a pleasant break-up, if such a thing is possible.
My current problem is I don't meet a lot of women, I've been out of school for 5 years. Work has zero prospects, I'm the IT guy for a couple middle schools so nothing but kids 13 years younger and parents at least 13 years older. When I'm not at work I go the the gym, I thought it was a good way to stay in shape and potentially meet women, unfortunately whenever I'm there seems to be the obese crowd's fitness hour... and my Mother is living with me now because right after earning her teaching degree the jobs dried up and she got laid off, she is subbing but that only covers food and gas. I'm to good a son to kick her out in the street, regardless of how I try to phrase it all the women I meet just hear "I live with my Mother". Sigh... woe is me and so forth.
