Sexy Trouble in an Older Man's World

7 hours ago

My first time having sex was with an older man. He was 45, and I was 14. I was thin, gawky, had even at that age a pretty big cock. He said I had a cute butt too. It started off he wanted to suck my cock. I was anxious and didn't really think about having m2m sex ever. He brought out some smoke, some liquor and put on porn. Straight porn older female and younger male stuff. She was sucking on his cock, swallowing cum, he recouped and was fucking her, then she started telling him to stick it in her ass. By that time the man had a finger up my asshole. I didn't realize what it was but he was rubbing my prostate while sucking on me. I shot off for my first time with another person and he swallowed it. He came up with a smile thanking me, still rubbing my prostate but now with two fingers. I was zoned out, it felt so good and I was definitely high for my first time. He moved up to me and put his thin cock in my ass instead of his fingers. He was sucking on my nipples while fucking me. When he came up my butt he was grunting and breathing hard like I did in his mouth. He grabbed my hips and pushed himself even deeper into me and then it was over. I was hard again, and he got on top of me sticking his thick cock up his ass. It took me quite a while to cum again but I did, in his ass and it felt so good.

He and I continued to have sex as much as I could sneak away. We made excuses of working together, he paid me even. He said it wasn't for the sex it was so that my parents would see me making money for the "work". I was getting fucked, sucking, and fucking him and sucking him then one weekend that all changed. I was with him for the weekend and we fucked and sucked friday night, sleeping in the same bed we got up late. He made some phone calls then very matter of fact in tone said "Some other guys will be coming by, I want you naked and ready for them". I didn't understand till he told me. "They are going to pay you to fuck you and get sucked, maybe suck you, at least one will want that beautiful, big cock up his ass". I still didn't understand he told me just to do it, go to the bedroom with them one at a time, give them whatever they want and they will each pay $300. He was to get half and me half.I asked "how many?"- 6 or 7."Don't you like me anymore?"Of course I do, how could you ask that?""You want to have other people do the things that I've only done with you? don't you like what I do?""I love it, and love you but I lost my job and need money, you will too. It won't make any difference with us, we'll still have each other""But you were the only one I've ever done anything with, you really want others doing those things to me.""It will never change anything between us"

Then he lifted my shirt and sucked on my nipples, something that always got me horny. I got hard and he said I needed to save it. Then he said we needed to get me ready. Again, I asked. He wanted to make me more appealing to them. I was already naked, he sat me down and styled and teased my longish hair, put eyeliner, eye shadow and lipstick on me. I had to admit I did look pretty good, young and feminine but with a big cock. Then he slipped on a pair of girlie panties on me, they had little flowers on them against the white cotton. He tucked in my cock between my legs and there was someone at the door. It was a man in his 60s. He was wearing a wedding ring, married to a woman. His wife wouldn't suck his cock to cumming, nor let him anywhere near her ass. He paid then stripped, he had a 6 inch long but 2 inch thick cock. I'd never had anything that thick in side me. He looked at my man and asked "Never had anyone but you right?" my lover told him that was correct and that I'd be really tight for one as thick as he so be gentle the first time. I sucked him hard in the bed with the door closed, he was very vocal, calling me names, moaning, groaning yelling out how good a cocksucker I was. Then he pulled out and rolled me onto my stomach and got on top of me. My lover lubed me up with vaseline so it stayed longer and soon I was being stretched to my grunts by his thick spear up my ass. I felt like the first time again, but soon he was hitting my prostate and I was bucking back into his cock thrusts. "Shit you're good baby, damn you're a good fuck. That ass is so damn tight" he was yelling then announcing it to everyone he came pushing that 6 inches probably 8 inches up my ass and shoot cum so hot I could feel it." Stay there" he said as he yanked his cock out of my ass grabbed his pants and opened the door. He threw another $300 at my lover and shut the door again. I got fucked again. He left, I went to the bathroom interrupted by my man who douched my backside out for the next customer. That afternoon and evening I got fucked by 7 men, 2 wanted me to fuck them and I did that also. I sucked them all and 4 came in my mouth before they took my asshole for their second round of pleasure.

At 18 I went to work for an agency as an escort. I was sold to a few single women by my then lover. One was in her 60s with a really hot body, prettiest pussy I've ever seen, only her E cup tits drooped and sagged but I fucked her and ate her pussy a lot. Another was a girl of only 23 but she was really fat and I only found out after we were done that she'd broken her hymen at a young age, but never had sex. I took her virginity. she had me come back about 6 times. So at the agency I did men, women, couples, gay couples even two lesbian couples. I would do mf shows posing as a married couple with one of the women. I now have several regulars, most of my calls are men or couples with a bi husband. I've been buttfucked with a wife watching, sucked cock while the wife strapon fucks me, did a gay gangbang 18 guys. I watched while 8 guys in a bachelor party fucked my pretend "wife" then ate her pussy after, and fucked her in the ass while they all watched. They paid over double to all fuck her in the ass, she was willing, the groom met me in the kitchen while all the others were banging the whore. It wasn't easy but I do it, it's a lot of money, and to tell the truth, I'd rather have sex with a female than male anymore, but none of it is really satisfying. yes I cum, but it's really just a job.

My first time having sex was with an older man. He was 45 I was 14. I was thin, gawky, had even at that age a pretty big cock. He said I had a cute butt too. It started off he wanted to suck my cock. I was anxious and didn't really think about having m2m sex ever. He brought out some smoke, some liquor and put on porn. Straight porn older female and younger male stuff. She was sucking on his cock, swallowing cum, he recouped and was fucking her, then she started telling him to stick it in her ass. By that time the man had a finger up my asshole. I didn't realize what it was but he was rubbing my prostate while sucking on me. I shot off for my first time with another person and he swallowed it. He came up with a smile thanking me, still rubbing my prostate but now with two fingers. I was zoned out, it felt so good and I was definitely high for my first time. He moved up to me and put his thin cock in my ass instead of his fingers. He was sucking on my nipples while fucking me. When he came up my butt he was grunting and breathing hard like I did in his mouth. He grabbed my hips and pushed himself even deeper into me and then it was over. I was hard again, and he got on top of me sticking his thick cock up his ass. It took me quite a while to cum again but I did, in his ass and it felt so good.

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