45 F, had sex with a homeless woman

I am 45, keep in good shape, I don't shave down below it's the same as my light brown hair on my head. I have 36D cup tits, nice legs, nice ass, my waist is still a waist not a belly. I am twice divorced from men, no kids, and have had 28 cocks during my sex life beginning at 20. I have also had the most satisfying, meaning more orgasms and multiples, with women. I had a sexual relationship with my room mate in my senior year in college, and then one more with an older woman I met at work. I had two affairs with women during my first marriage, and lived with one of those women during the 3 years between marriages.

I am at the point in my life where I have a home, paid for, a retirement income ready and a good income. I don't have at this point any desire for men or their bullshit possession crap. I also don't want to get into a relationship, I tried one recently, with a younger woman. They want too much, and want to be pampered and seduced, I want to fuck and not get penetrated in my mouth, ass and pussy by a cock. I was staying in a city on the west coast for 3 months for work. I had a nice apartment in a decent enough neighborhood but that city has a big homeless problem. There were people in boxes and tents, some just under anything they could find. They were right around my building. One was noticeable. She looked like she was in her mid 30s and very thin, turns out she was only 24. Such is life on the streets.

I could see sometimes into her blouse she had sagging, loose, empty tit bags. I started taking her food, and water. Then some money. Then I offered her more money. I had a catch. I wanted to take her to my place, have her shower, I'd get her some clean clothes, and wanted to have sex with her. She'd never had sex with a woman before, and I offered again. She had no real plan, and wanted details of what we'd do sexually. I explained what I liked, and she didn't know if she could get off getting eaten by a woman, and also wasn't sure she'd be able to eat another womans pussy. She was afraid she might not react well. So, behind some stairs and out of sight, I dropped my panties, pulled up my skirt and showed her my trimmed pussy. "You can try it right now, I'll give you $20 and if you don't want to do it, or finish after you have licked it for at least 2 minutes you can keep the money and I'll go away". That was what I told her and I meant it. She cautiously moved to it, I was lying down now, and she was moving up my thighs. She rubbed it for me, then cautiously put her tongue to it. She kissed it, and I spread open with my legs, and with my hands to let her see me totally. She licked my clit asking if I liked it there, and I told her yes, and I liked it all over She licked me and I came, she stopped and asked if I'd had one, and I told her I had.

So I asked her if she wanted to deal. We'd do it a few times tonight, and if she didn't like it or like what I did with her, then she would have $200 to come back here and no more sex with me. I took her with me, we both got in the shower, I couldn't keep my hands off her empty, sagging tits, they were so damn intriguing to see and feel, to lift them let them go, grab them, pinch them, slap them. I would even pull one at a time out with the nipple between my thumb and finger, pulling steadily all the way then slap it out of my grasp. Feeling her very hairy pussy I was kissing her neck in the shower as I rubbed her to orgasm. I shaved her pussy, then we fucked that afternoon in bed, then bought her some clothes, and in some sexy undies we went to bed for the night and fucked over and over again.

I kept her for 4 days fucking and paid her $400 before I sent her back. She was crying about it wanting to stay. I liked her, liked the sex, and was there for another 2 months. I made her a deal, that sometimes I'd take her to lesbian clubs where WE would come home with another woman and she'd have to fuck the other women too, and watch me do the same. With her head down, she reluctantly agreed. 2 months later I left, she had a new wardrobe, the last week I got her a job, and I left her with plenty of start up money. However; I think I made her a definite lesbian.