I was recently on a business trip to Orlando. One evening, I went into the lounge for some refreshments and had a seat next to a very well dressed professional business woman. We engaged in a conversation.
About an hour into the conversation, I asked her if she was married. She said she wasn't; she was divorced and had been single for about three years. By the way, I've been divorced for about five years.
She said it was tough, and she said most men were afraid to ask her out. Apparently, she has a really good job and she said many men felt threatened by that, although that surely wouldn't bother me! She sighed and said, 'I've become a masturbating machine!' I almost fell off the stool backwards!
If I have a fetish about anything, it is that; I love to masturbate, and especially in front of and/or with a woman. I told her, 'Me too! I've been divorced five years and I've become a masturbating machine!' Becoming a bit bold I added, 'I especially love doing it in front of someone!'
I could feel the sexual tension in the air. The seeds had been planted. We had maybe 30 more minutes of conversation and she turned to me and said, 'I think we need to go to my room now!' BOING! I couldn't believe my good fortune!
We went upstairs to her room and almost immediately, we were in an embrace kissing. I was so hard! 'Ummmm ... so you want to watch me jack off, huh?' I asked her.
'Ummm hummm,' she replied.
'I'd love to watch you please your pussy too,' I told her.
'I can do that,' she said.
'OK, take a good look at this,' I said. I stood in front of her and unzipped my pants and dropped them, then my underwear, and I pulled my shirt up so she could see my throbbing hard dick close up.
'Ummmm, that's nice!' she told me.
'I want to see your kitty now,' I said. She stood in front of me and completely undressed. Oh my gosh! She was lovely. Her breasts were small but very nice nevertheless, and her nipples were the size of silver dollars, brownish with baby-bottle-tip nipples. Her pussy was covered in dark brown hair trimmed about a half inch long. I went ahead and pulled my shirt off so I was naked, too.
As she was standing, she started rubbing her pussy while she looked at my dick, and I started slowly jacking as I watched her. In a few minutes, we got on the bed and she spread her legs apart and gave me that wide open XXX rated view all men love. Her lips came apart and her inner pussy was pink and wet and her clit was larger than I thought it would be.
I kneeled between her legs as she began using her fingers on her clit and inside, and I slowly jacked loving every second of my 'in person' XXX live show.
'Oh God, I love your dick! It's so hard, so big ... oh how I'd love that fucking the Hell out of me right now!' she said as she was getting carried away. I told her I didn't have any condoms and this would have to do for now. I love jacking off in front of and with a woman as much as fucking anyway.
I made myself jack as slowly as I could. I wanted this to last for hours if possible. Nevertheless, a man reaches that point when he says, 'What the hell; it's time!' and you go for it. I told her I was going to cum and she watched carefully as I pumped gobs of cum all over her tummy. She resumed working on her pussy and in minutes, she too was cumming.
We made out a while on the bed naked and got cleaned up, we thanked each other for a perfect evening and I left. What a night! That was maybe the best masturbation experience I've ever had. It's surely something I'll jack off fantasizing about for the rest of my life!