Halfway house manager has its perks

First off, I want to say that I take recovery very seriously, but I’m a horny, single fat guy with not a whole lot of options. I get laid, but I’m not fucking 8, 9 or 10s. Being in charge of the 6 halfway, 3 women’s, 3 men’s, I’m the only male allowed in the women’s houses and only one allowed to have a woman in my room. There’s been a couple circumstances that I’ve done stupid shit with women. One was this weekend, I decided to make yet another confession.

The first stupid thing was with Karlee. She’s from Jersey and looks like Sammi from Jersey Shore, they could be sisters. Karlee had failed a drug test and got kicked out. She called everyone for help, that week she texted me too. When I called her, she was high. I said I wouldn’t give her anything except food. She wanted a hotel room. I said it was too expensive, she asked if she could suck my dick for it. Well worth the $100. When I picked her up, I could tell how high she was. When we got in the hotel room, she went in the bathroom and came out even higher than before. “Let’s do this” she tells me and hits her knees. I asked for her tits out, besides that, I got good head and she seemed into it.

I got called back before checkout. She begged me for another night there. She said how she would have a place tomorrow. Her and a girl needed the room to make money. She moved on the bed and pulled her shorts over to show me her pussy. She asked if I wanted to fuck her. I couldn’t have moved faster to fuck her. Karlee was sexy, and me cumming so fast proved it. I told her I wanted a little longer. She just said okay babe and straddled me. I’m not very big but she came on it. Well, I felt bad about it. Then it happened again with another girl. Except I was the one that suggested that we fuck for food and a room. I know it’s not the right thing to do. Besides food, I hadn’t helped anyone else til this past weekend.

Lindsey was a sexy little lesbian that had relapsed some time ago, but wanted back, looking for a free month grant. Usually we don’t do that, you have to go to a program. The owner liked her, but said cash is the only way to slip her back. I talked to her trying to figure something out for her. She told me how her girlfriend had broke up with her for sleeping with men for money for both of them. Now, she was out of money and out of time unless she wanted to keep doing what she was doing to make money. She told me all about it. How she had sex with a man when she was 14, then again at 17, but she always knew she was gay. Being with men now was only for money, and she hated it. She said how she wanted to work something out with me, maybe we could help each other. I brought her to my room, she was still coming down, but still looked sexy. She’s a very feminine lesbian. She said how she would rather sleep with me for a month rent than strangers that probably have drugs. She knew it was a lot, the whole month, she would be indebted to me, anything I wanted.

She was close to me on the bed when she put her hand on my cock and told me that she was still so tight. She told me to relax while I think about it. She started sucking my dick. She coaxed me, “Come on, don’t you want me?”. She knew most did, I was no different. I stood up and told her I was cumming. She took out her tits and told me all over them. I grabbed her head and as soon as I started, I let go and watched her spit it on her tits and play with it. I pinched them too, such nice tits. She kicked off her pants and used her fingers to show me her pussy. It was seriously small like she was still a virgin. I got on top, she was so tiny under me, but put on a good show telling me she loved my dick, it wasn’t too big, she actually enjoyed it. I thought she was just being nice, I told her I’d pay for a month, if she wanted my dick all month, she said yes, one full month, deal. I wanted to fuck her non stop, I’d take a month of it. She wanted to get on top to cum. She did twice saying she loved my cock. She bent over and told me not in her pussy, that was her only rule. I said I’d pull out, but she insisted on her ass to be safe. I wasn’t too big she said. She seemed like it hurt but she liked it at the same time. I came in her ass. She was back the following day. Yesterday I texted her to stop by. She was busy but said she would. Sure enough, she got naked in my room and picked up where we left off. I watched her waddle to her clothes with an ass full of cum, she kissed me when she got my clothes and told me next time she wanted all pussy and ass. No head, pound her holes good. I want to marry her I think lol

By Anonymous Jun 28

Work CONFESSION

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