Sex 103: Connie, Paul and Me

One of the best sexual adventures I ever had was with a young friend of mine named Paul. He was the son of a divorced female friend I knew, and I had let him stay overnight with me, if she had a hot date. After we got comfortable with each other, he started asking me a lot about sex, so I told him I’d answer any question he asked. He asked a bunch of stuff about anatomy, gender differences, etc. I also showed him some hot pictures, from my personal collection, (girlfriends I’d had over the years.) He asked me if I had any of guys, so I showed those to him too. He was particular fascinated with guys giving/receiving oral service. In the course of our conversation, I asked him if he wanted to give it a shot, and he did. After a fair amount of experimentation, he wanted to know what sex with females was like and asked me if I could get one of my girlfriends to come over. So I told him I’d see… I had one particular female friend in mind, who would definitely be interested. She was a true blond, in her mid 30’s, nicely built, largish chest, and a VERY attractively trimmed down below.
I had zero idea if she’d do anything with us, but I decided to give it a shot anyway, and invited her over for a Friday night date. She had no inkling that Paul would be there at all. The doorbell rang about 8:00; I opened the door to the room, and she stepped in. She looked beautiful in a pale gray, silky dress that buttoned down the front. She looked a little surprised to see my young friend sitting on a chair across from my couch. But, just as natural as anything, I introduced him to her and offered her a place where I had been sitting, behind a sturdy coffee-table. She still had zero idea of what was going on, so I walked into the kitchen, poured her a nice (large) glass of wine, and brought it back out to her. She said, “No thank you”, but as a handed it to her, she took it anyway. I sat down on the couch beside her and started some small talk.
I told my young bud that my girlfriend is ‘the’ sexiest woman I’ve ever been with. I added that, - I had had sex with her so many times over the years; I get aroused just being in the same room with her. My girlfriend was a little surprised at the open language I was using, in front of a young guy she had never met. In fact, she was so uncomfortable, she got up to leave. I grabbed her elbow and pulled her back down beside me and said, “Relax, baby… we’re all friends here, and you might even like the attention.” She settled back onto the couch but still looked apprehensive as to what I had in mind.
Then, I turned to my girlfriend and said, “My young friend here… has a problem that you might be able to help him out with. It turns out, he’s never been with a woman before; I was wondering if you would like to help him out.”