Dated An Escort

It was about 25 years ago, I was working in Florida in the Jax area. I was in my hotel, alone, stoned and horny as hell. I called an escort and asked for one that would do anal. When Peg arrived she was nice and tall, 5ft. 8in, dyed blonde on top, short hair which I normally prefer brunettes and long hair, but she was a looker. She had a big rack that at 32 after two kids was barely sagging at all. She had nice dark nipples that were just the right size to suck on for a long long time. Her pussy hair was dark brown and covered her pussy lips and above but trimmed to probably a quarter inch in length. To the inside of her legs from her pussy lips she shaved it off. She had incredible looking and well shaped legs and a perfect, plump ass.

We took care of the money first, and then got naked and shared some wine, before we got down to it, we'd used up over 40 minutes of the hour, and she didn't want to rush and didn't want any more money for staying. She wanted to kiss, and let me suck her tits, finger her pussy and she was getting really wet. She mentioned during out make out session that she'd like to see me personally. I wasn't sure I heard right but when she said it again, I said I'd like that too. With that she bolts out of bed, calls the service and checks out saying she wasn't feeling well and was going home, she couldn't take more calls. Since she had mentioned it was only her second day doing escort work and the day before was 3 guys all with rubbers, I ate her pussy. She came several times then more when I fucked her missionary in her pussy, I witheld cumming as I wanted her ass. She rolled over on her side and got spooning behind her and inserted very slowly massaging her clit, pussy lips and lightly pinching her nipples while doing it. I pumped her very slowly and shallowly, she asked me to pull out and I did. she reached back and pulled off the condom and said I didn't need it. Then pushed my cock back to her butthole.

I fucked her ass slowly for about 20 minutes then asked if I could cum in her ass. She said I could do anything I wanted. She even suggested that she was open to ass2mouth. She'd do anything. I wanted to cum up her ass and after she cleaned my cock totally with her mouth. I kissed her after. She said that she'd only done it with her ex husband and he was always rough and fast in the shower using soap for lube.

Two nights later we were on our first "personal" date. It was weird sitting across from someone you'd already fucked, eaten, gotten sucked by and buttfucked for money! Now on a dinner and movie date. I told her that I didn't expect that just because we'd had sex before we'd have to now on a personal basis yet. She said it was OK and after the movie we were at her house fucking in every way possible.

She was perfect, I got to where I liked her stories of what the guys and some women, one couple who hired her wanted to do. I didn't think anything of it. She and her ex used to go around the house nude, even in front of their 9 year old son and 8 year old daughter. When on the couch watching a TV show with her and the kids, I mentioned that we should go to the bedroom. She started sucking me right there. Got me hard and got on top of me fucking herself up and down on my cock. The kids looked, but the boy turned back to the movie, and girl came and watched her mother vag on my cock and her mothers moaning and grunting.

A few days later, I was under a cover on the couch and she wanted it again, I reached behind and tapped her on her ass and she said it was fine. She let me fuck her in her ass and her daughter saw that it was in her ass and asked if it felt good.

I did finish, but that was the last. She didn't care about doing it in front of the kids, hell, she even blew me in front of two of her sisters. I couldn't. The sisters I didn't care but not the kids. I just couldn't do it, it felt too Wrong to me. So my staying late in Flordia for an extra 5 weeks, where I thought I had a girlfriend who was an escort, but I couldnt' do it anymore.

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