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  #41  
Old 11-21-2021, 09:33 PM
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Default The Last Time - Part 7

PART 7

I closed the door and Tony asked if she was all right. I said she was, and she wants to go through with this. He just looked and I said to enjoy the party. We kept on looking at the door to the bedroom and the door to the hallway where his friends would appear. We waited about fifteen minutes when Tony got a call that his buddies were in the parking lot. He let them in and they came to my ex’s apartment. They must have been Tony’ s construction buddies, because they all were relatively well built, a bit rough looking, and all in their mid forties. I introduced myself as an old friend of the woman, and one of the guys said, “So, are you her pimp?”. I laughed and said not really, I had to pay as well. But – the way he said if I was her pimp made me think of my role in all of this.

Another asked what the deal was, what was with this women. Tony explained she was a high school English teacher who happed to do tricks every once in a while. The guys all laughed and remarked that she had an interesting side hustle. We all talked a bit to get to know each other. I looked at all these guys – and thought they may be a bit rough for my ex. They sounded like guys who didn't care what you wanted – they took what they wanted. Suddenly, we heard movement at the bedroom door, and the guest of honor - the prostitute, my ex wife - would soon appear, The room got a bit quiet as the door opened.

The door opened and we heard a rather stern and professional voice. “Good afternoon gentlemen”. My ex appeared in the doorway and our mouths dropped. We weren’t looking at someone dressed as a hooker or something exotic; we were looking at someone dressed as a prim and proper school teacher. My ex had round glasses on, a simple button down white blouse, a blue pleated skirt, and simple penny loafers. Everything offset by a simple strand of pearls. She looked like she was ready to teach a lesson, not offering herself as a gangbang prize.

“Well, gentleman, shall we begin todays’ lesson? Come in!”, she said, and slightly waved to escort everyone in. The guys had dumbfounded looks on their faces, and one guy said this was his fantasy, He always wanted to fuck one of his teachers. A few of the other guys agreed and said this was too good to be true. My ex was making more than one warped fantasy come true that day.

Everyone got in the room and she said, “Before we begin, please put your money on the dresser”. She pointed to where Tony and I had put our money. The guys did what she asked, and they begin to close in on her. She, however, had other ideas.

“Now, let’s see what you have brought to class today”, and she dropped to her knees and began to open the guys pants and pull down their shorts. She went around, pulling out each of their cocks , sucking on each one for a bit before going to the next. She kept on making comments as she moved around, like this is better than you bringing an apple, stupid teacher remarks, but they were working. Everyone was hard as rocks. She played the teacher role perfectly, and each of the guys, even though they were paying for her, were mesmerized by the matronly women in front of them. I knew this women was not that experienced, and wondered just how far she would go.

She got to the last guy, and asked him if he had been good in school. He just said take a look and let me know. She pulled down his pants to unveil a cock that was not that long, but was as wide as a beer can. The other guys knew what he was like and stated to laugh. One of them said, “Well, teach, does he get your approval?”

This was the first time my ex got out of character. She just gasped, and the guy pushed her head closer to his cock. She looked up at him and he said to her, “Go to work!:” This was official – she was not performing – she was working for the money they gave her. She opened her mouth and stretched as far as she could go. She got about a inch or two on his cock, and while hew as starting to pull her head deeper on his cock, she pulled back a bit and said we will have it work on this after school. The group laughed; the teacher bit was still working.

She stood up, gave the beer can cock guy a tug, and told the guys to get undressed. The guys ripped off their clothes, and as we all stood naked in front of my ex, I wonder what was going through her mind. She was controlling this – at least for now, and she had six naked guys about to fuck her like there was no tomorrow – and she was turning her first trick. She asked which one was going to unwrap their purchase. She said that specifically; “unwrap their purchase’. She talked about herself as an object, not a person. She was really being bought for other people’s pleasure. Still, it seemed to me that she really had no idea what she was in for. Yes, she knew she was going to be fucked by a group of guys, be paid for that privilege, but she had never been in a gang bang, and these guys seemed rougher than her approach was letting her in on.
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  #42  
Old 11-21-2021, 11:45 PM
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Default The Last Time - Part 8

PART 8

As she stood there, one of the guys walked over and began to unbutton her blouse. She began to breathe a bit heavier, now knowing this was it. The fantasy she kept hidden for years was now reality. He got her blouse almost unbuttoned when another guy unhooked her skirt and pulled it down. Within a few seconds she was naked, except for garters and stockings – she had kept some of what we bought years ago! She kicked off her penny loafers and went under the bed to retrieve the heels we had bought – three inch high heels that made her hooker look all come together.

There she was. The transformation was complete. Just a few minutes before, she looked like your very prim and proper English teacher, ready for today’s lesson. Now, she looked like a high priced call girl, ready to service the men who paid for her assets – and from the look on the their faces, they were ready to take all of those assets and more. She stood there with her hands on hips, cocked and with a look that said pure sex. Still, I didn't think she really knew what she was in for.

They all seemed fixed in their positions, not really knowing what to do – it was kind of weird. It was if these 30 and 40 year old guys reverted back to being teenagers – and this was one of their teachers from high school! Perhaps her act was too good!.

So my ex decided to get it started. “You guys like what you bought?” Again, she was paid for! One of the guys went to her to kiss her, and she pulled away, ‘”No kissing! That’s my one rule. You don’t get to kiss me. Working girls don't give kisses” Clearly, she had watched Julia Roberts in the movie Working Girl. The guy just looked at her with really cold eyes and said “ All right, teach, if that's what you want, we’ll just fuck your brains out” With that, he grabbed her, turned her around and slapped her ass a few times. She yelped a bit as he hit her ass a few more times, and I knew this was going to get rough.

“You ever get paid to fuck anyone? Have you? He kept on spanking her ass and she tried to squirm away. She muttered something and he said he couldn't here her. She responded, “Yes, I have”. He jus said. “Good. We don’t pay for amateurs!!” I didn't know what he meant by that, but I knew I would find out as the evening went on.

He then threw her on to the bed, and the rest of the guys were on her. They pulled her out flat, and the first guy who pulled her into the bed ad began to face fuck her. Tony immediately went to fuck her, and just jammed into her wide open c*nt. He shouted I didn't get to come in her earlier, so I need go first. Two other guys got on her side and grabbed her hands and out them on their cocks. Here it was, my ex wife, who wanted to be a gangbang wh*r*, finally got her wish. She was a bit confused as I looked at her, her eyes went from closed to scared to rolling back in her head.

The guy in her mouth kept shoving it in, almost causing her to gag. He would pullout every once in a while and wiped his cock on her face, telling her she was a b*tch and to keep on sucking. She didn’t disappoint, as she lunged for his dick every time he pulled out. The guys on the sides kept pinching her tits and twisting her nipples, telling her to grade their performance. Meanwhile, Tony had about enough, he started to come in her and then pulled out, squirting his cum all over her belly, but as he pulled out you could see he had put some in her pussy.

The beer can cock guy immediately moved in my ex’s pussy replacing Tony, and it was then my ex realized she was in trouble. As she looked at his dick getting ready to enter her, she said, ‘I don t think I can!”, but before she finished the guy whose cock was in her mouth sprayed his come all over her face. Beer can guy then moved into position and rammed his dick into her somewhat wet pussy.

“ Oh God, too big!”, she screamed, and one of the guys in her hands moved up and shoved his dick in her mouth. “He said, ‘ Shut up teach, you want your neighbors to know you turn tricks?” She looked at him with a look that said I’m in trouble. You can see in her eyes what she was thinking – did I have these guys kids in my class? Would I see them at parent teacher night?. She then realized the lesbian rumors might be a bit better than the English teacher next door turns tricks on the side rumors.

It really was a site to behold. She now had a cum covered face, and had the biggest cock she ever had tearing her insides out. I decided to torture her a bit. “is this what you wanted? A roomful of guys to fuck you for money? Too bad their not your co worker! But maybe after this you can do one with all your male teachers? Some of the guys laughed, but she had a huge orgasm to that fantasy, to which beef can cock guy yelled :” Holy shit! She can work that pussy! She’s worth every penny” The guy in mouth heard that and immediately came on her face as well. It was dripping off her face onto the side of the bedspread and her bedroom carpet.

At that point, the guy in her c*nt couldn’t stand it any more, and he came all in her pussy. Everyone stopped at the point, and caught their breath, I think my ex may have thought it was over, because she kind of breathed a sigh of relief. But just after that, one of the guys who was in her hand pulled her over to the top of the bed, and got her to sit on him cow girl style. She didn't resist; she was kind of in a trance to what was being done to her. When she got on top, a hug gob of cum came out of her pussy, The guy who she was about to fuck took the cum and wiped it all over her mid section.

He slid into her pussy with no trouble – beer can cock guy spread her out wide. She moved slowly ,up and down on his cock, and then he stopped her and got her to turn around and face the other way. I wasn’t sure why, but I was about to find out.

Another guy walked up to her face, grabbed her head and shoved his cock into her mouth, It was in all one motion, He vicsously face fucked her, making her gag and pulling her face into his public hair. I looked at my ex, and she was now a piece of meat, getting abused at every turn. I don’t think she had any idea of what would happen in the next moment, the guys were using her in ways she hadn’t imagined.

She was about to find out. The guy underneath looked at the guy fucking my ex’s face and said double her. Now I was thinking dp, and immediately thought how would they do that in that position. The guy underneath her pulled back and held her by her shoulders. My ex stared to wimper a bit, and the guy holding her shoulders told her to shut the hell up! They were getting what they paid for. I then realized what was going to happen. The guy who was face fucking my ex lifted her legs up, and one of the other guys held a leg wide open, as the guy lined his cock up with her pussy. They were going to put both of their cocks in her pussy - what they meant by doubling her! He began to slide in and move around to get his dick in her already stretched c*nt.

When my ex felt that, she began to scream, ‘ No, no, I cant do that. Please, please don't, no I can't!.” They paid her no mind, They shifted and began to double fuck her. They were somewhat clumsy at first, but then the guy on top slid in and then heard my ex gave a guttural noise only animals make. She fought to get up but it was no use; they were going to keep both cocks in her pussy for as long as they liked. Her screams were uncontrollable. She was bucking in between them, her legs every which way, and I almost walked in to break it up. I was thinking it had gone to far. Her yells were become really loud, and at that point someone said to shove a dick in her mouth so the neighbors didn't heat. Well. I was near there, so I moved to her head, turned it to me, and in mid shriek shoved my cock in her mouth and face fucked her for all she was worth. After all, I did pay for her that night too!

She took my cock being shoved in, deeper and deeper, all the while she was grunting and screaming under a closed mouth. The other guts who weren’t part of this were whooping and hollering at the sight of the prim and proper English teacher being treated like a 2 dollar call of port wh*r*.. You could hear yells of fuck that b*tch and make her scream more – all the way as two guys shoved their cocks into her now well worn pussy. She started to settle down a bit and her muffled screams became gutteral moans. I let her hair go and my cock popped out of her mouth.

She took a deep gasp and just yelled, ‘ Oh Christ! Fuck me! God give me those cocks! Double fuck me! Fuck this wh*r*! Fuck me! Get your moneys worth!" That was it – if she wasn’t in it before, she certainly had gone over the edge and was liking fucking for her payday. One of the guys on the side started to rub her clit, and within a few seconds, she squirted all over the two in her pussy.

“We’ve got a squirter!” one of them cried out . Her head rolled to the other side, and another guy moved to that side and shoved his cock in her mouth. Just then, the guy on top stared to cum, and she screamed out yes as her pussy got full. The guy on the bottom still hadn’t come, so the beer can cock guy stepped up and tried to shove his dick into her. She stated to yelp in pain, and the other guys pulled her deeper into his cock. The beer can cock guy wasn't in there that long when the guy on the bottom started to come. He started to tense up and I moved to see what it would look like. As he was cumming in her, there was a river of cum pouring out of her pussy on to the bed.

The guy on the bottom wanted up, so everyone got up and began to resettle. A this point, my ex realized she has no say in what was happening, so as she got off the guy on the bottom, one of the other guys slid underneath her and slipped his cock into her. He pulled her down , forcing her ass a bit in the air. I got an idea to slip behind her and fuck her ass. I looked at her asshole and realized no lube would be needed; cum made it an easy entry. With one push, I was deep into her ass. She grunted, but moved in unison with us as she was doubled again. Beer can cock guy moved to her head, as did Tony, and both of them shoved their cocks in her mouth. First Tony, then the beer can guy, then the two one at a time again. The beer can cock guy grabbed her head, shoved his cock in one side, and told Tony to join in. He held her head from the top of her head and the chin, opening it wide. Tony was able to get a bit of his cock in. I couldn’t see all of it, but one of the guys just shouted, ‘ “Holy shit! Her mouth is as big as the fucking Holland tunnel! “ All I could see was her head stretched so far wide and her cheeks bulging that it looked almost inhuman.

We stayed in the position, with the other two guys in her hands. There it was - she was airtight, every single orifice used, every possible limb taken to its advantage. Then the beer can guy stared to yell I’m coming, and started to shoot in her mouth. She backed up a bit, and Tony slipped out of her mouth and began to shoot on her mouth and face. The two of them just collapsed on her. That would do it for me. I pulled out of her ass, and shot cum all over back, the guy in her pussy shot into her. The two guys in her hands pulled away and moved to her head, began to shoot all over her face, shoulders, tits and stomach. Each of us wiped our dicks on her body so she was completely covered in cum.

This went on for a few hours. When one guy finished with her, another one stepped in. A few more times being ass fucked, another time with two dicks in her pussy, a few more face fucks. The six of us got our money’s worth and then some.

And I still wasn’t done. If she really wanted to be a wh*r*, then I would help her be the biggest wh*r* there was..
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  #43  
Old 11-22-2021, 10:19 AM
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Default The Last Time - Part 9

After a few hours of this, the guys started moving around to pick up their clothes; they were finished with my ex. They got their money’s worth. The scene around the room was surreal. Here were a roomful of guys, getting dressed, and talking about the day of work tomorrow and the football game they missed ,laughing, telling jokes, almost if they were in a locker room at the gym. But what was different was the fuck toy laying on the bed. It was quite the site.

What made it more surreal was what on the bed. On the bed laid my ex. I looked at her and was shocked by what I saw. She was flat on her back, cum dripping from every hole on her body. Her body was matted with cum, her face crusted over, and her hair was clumped together with patches of dried sperm. Her c*nt was a gaping mess; it was wide open, red, and so stretched it was like she had given birth. You could see her expanded, bright red asshole as well. She had spit strains from her mouth down her neck mixed with our loads of cum. One eye was even slightly closed shut with dried cum. Her shoes had long disappeared, the stockings were ripped, twisted, and half off, and she had nothing in common with the sweet young girl I brought home to Mom. This was a fuck pig.

The room was a juxtaposition of two worlds. One was the cute little parlor of a 50 plus year old teacher – family pictures, cute little table statues, some flowers. There was a picture of her son near her bedside, and I wondered if her son knew what a wh*r* her Mom had become, that she turned tricks for a side hustle. The other side – six men cleaning themselves up to leave after fucking and abusing this old wh*r*. The room smelled of cum and sweat; it was worst room in a brothel. I looked at my ex again and saw something never thought I'd see – a used tramp. And once I thought that, I started to get mad – the way I did when we played this game as kids. She was a wh*r* –not only a wh*r*, but a paid for, gang bang wh*r*. Maybe I was mad because I was the one who could get who to do those things.

So, like I did when we were younger, I decided to go further. I asked the guys if they had any more money. They said they did. I turned to my ex wife and said, “ So, wh*r*, want to make some more money? “ She just laid there, turned her had to me and in a small squeak yes came from her well fucked body. The guys just laughed and said lets go for it.

“Well”, I said, “ why don't you go over to the middle of the floor and lay on your back!” She started to get up but her legs were weak. She went down to her knees a bit, and I told her she should crawl to the middle. She started crawling, and I noticed her head as down. She was not only paid for, but totally submissive. She knew had a job to do, and was servicing her masters. As she continued crawling, one of the guys remarked she was leaving a trial of cum from her dripping pussy to the carpet.

As she continued to move, that guy continued, “That’s an interesting walk of shame! The guys laughed as my ex got to the middle of the floor and laid on her back,. We moved into an interesting stage – they didn’t just want to fuck her, we were moving into a bit of degradation as well. And I would lead it.

She got on her back and I looked at her. “So, wh*r*, did you enjoy tonight? She replied yes. “ Do you want to make more money” She again said yes. The guys started yelling a bit, about how this women was insatiable. I looked to the guys and said everyone give me a twenty. I collected the money and put them around her head. If she wanted to play paid for girl, she was going all the way. I had no plan, so I just said, “How about you play with yourself for us” She slowly moved her hands to her pussy and began to rub her clit.

As she stated rubbing, I grab the hairbrush and said I think you need a little help. I gave it to her and told her to fuck herself with it. She was sore, but she had been paid, and knowing my ex, she would do what she was paid to do. She slowly began to move it in and out. One of the guys said it looked like it was not even close to filling that stretched out pussy. That gave me an idea.

“wh*r*,” – at that point wasn’t calling her by her name – she was a thing, a paid for wh*r*, and she needed to her that, because if that was she wanted she wanted to be, then she needed to embrace that name – “wh*r*, what was your favorite part tonight? She didn't say anything. “ Was it two cocks in that teacher pussy of yours?’ She looked at me with a concerned look like we were going do that again. I continued. “I think your pussy is so stretched out you need more. You won’t be able to feel anything. I went to her drawer and pulled out that dildo we used earlier. ‘ Here, let me add this to it” I slowly pushed the dildo in, and she took both tools and began to slowly move both in.

She moved the dildo on further, and then slid the hairbrush on top, moved that in and out. Her hips began to help, grinding a bit in rythmn with her hands. She started licking her lips and my ex was getting into performing for a crowd again. That aspect of being a sex performer was coming to the forefront and she was being paid to do that as well.

The guys couldn’t believe what they were seeing. The came closer and surrounded her as she laid on the floor fucking herself with two fake cocks. “Jesus” , Tony said, “This one really loves sex!”. Another one said, “What a fucking sl*t”. She squeaked out a quick little. “If you've got money then I like sex”. You could see the guys getting hard again, rubbing their crotches. She was trying to take a little control, and that gave me an idea.

“Ok guys – whoever has any juice left, twenty bucks to the person who can jack off into her mouth!” My ex didn't look at me, just kept fucking herself. She was there to make money, and she didn't move until her job was done. The guys dropped their pants, threw twenties out on the floor, and began jacking off. I looked at my ex and said “open wide”. She stopped licking her lips and did as she was told. I then yelled .” “Okay – target practice”. My ex was now an object for them to come n – a target like a greasy, slimy, dive bar dartboard.

None of us had much left, but the site of six guys jacking off over some mature English teacher was enough to get us going. Someone asked her of this was what parent teacher conferences were like; my ex just grunted and closed her eyes as that thought got hot. Another asked of she had ever done this with with her students. ‘ “Wouldn't you like the football team to jack off all over you, c*nt?’ She simply nodded, grunted a bit and rubbed her pussy more. The guys just laughed, called her b*tch, c*nt, sl*t teacher – anything to degrade her as she laid there as a target. She had moved beyond paid for wh*r* – she became this tradeable commodity with no redeeming features.She was nothing.

Her mouth was wide opened when the first one – beer can cock – yelled, “ I’m coming” – and my ex dutifully opened wide as he leaned in. Within a few seconds he shut directly into her mouth,. I immediately shouted in my best Bill Murray voice, ‘ “It's in the hole!”, and then a few more of us shot all around her mouth, face, and chest – not to mention around her sides and just stained the carpet more ,Like a trooper she kept shoving the dildos in and out faster and faster, kept her mouth open, as she raised her hips and clinched her thighs, and let a low guttural scream as she came hard. I looked at her as she came down, and just said to her, “Swallow’, and she closed her mouth and took the mix of cum down her throat.

By now we were all spent. The guys got dressed and shuffled out. Even though he won our little competition, Beer can guy said to leave the twenties on the floor for her, and as he was leaving the room, said to my ex, “Hey teach, that was great! I’d love to do this again! You let me know when and I'll get a few more guys who will pay!” My ex just laid there, coming down from her orgasm but also realizing she had been used in ways she never thought of in her wildest sex fantasies, certainly not to be used as cum target. Tony came up to me and asked if she would be all alright. I told him to go and I would take care of her.

As they left for the living room, I leaned over my ex and said, “ Congratulations! You did it! You went from English teacher to gang bang wh*r*. You made more in a few hours than you make in a week!.” I grabbed the money from the dresser and said, “Here’s your pay” She opened her eyes and slowly raised her hand to grab it. She started to get up and realized there was more money on the floor. She grabbed the twenties that were there, crawled into the bathroom and close the door.

I stood at the door for a bit. I wanted to see if she needed help, as now I realized what I had done. I got my ex to turn a trick, and not just a trick, a roomful of guys who treated her not like a person, but an animal. This wasn’t us playing like we did years ago, this was real, and she had crossed a line. I wondered what she was thinking and feeling about all this, so I wanted outside the bathroom door. I heard her turn on the faucet, and not the shower, so she was taking a bath. I was going to leave but decided to stay to and make sure she got in the tub ok – her legs were so weak, I thought she might fall. Then I heard her speak.

“ Look at you”, she said. “Look at you, you wh*r*, You are a fuck sl*t. You did it, You finally did it. You made money for fucking. You knew you could do this. You got six guys to come all over you, you little c*nt!”

I was shocked. Even after this type of abuse, she went right back to the day she said that similar language in the mirror. It never left her, and she was proud of what she had done. She wanted to be paid for fucking, and the number of guys didn’t matter. I shook my head and headed out to the other room to get her a glass of wine for her when she came out. I was also curious to see what she would say after she washed the river of cum from inside and outside her body.

When I got of the room, Tony was still there in her living room. The other guys had already left. Just as well – nobody there just made the whole thing complete: they pay, they fuck, they leave. She’s a piece of meat to them, just customers, and she had to feel that aspect of it as well. He looked at me and asked me if she would be alright, I said I thought so. I really wasn’t sure; what she said in the barroom was one thing; the day after would be another thing entirely.

Tony responded,“ You know, I never would have guess she would be that great in bed. Jesus, she was like a real pro! I’ve been part of gangbangs before- but shit, she was better than any of the girls I hired! I can’t believe someone like her –I’m mean – look at her – the quiet teacher, man, she is really a gangbang wh*r*.She could easily do this for real if she wanted!” He then stopped and said, “What am I going to say to her when I see her in the halls tomorrow?”

Reality hit us both right in the face. I hadn’t really that about it. After all, I would probably never see her again, but Tony would see her almost every day.. “Well, I said, “ I might bring her flowers tomorrow evening. Tell her things got out of hand, that it was all my idea. Say you are so sorry, and if she needs you to move so she doesn’t have to see you again and be reminded of today, you’ll move. He looked a bit incredulous to the last part. “Don't worry, “. I said, “She won’t make you move, but the offer will be enough. Trust me, she had a good time tonight, and maybe will be sore tomorrow, but she wont hate you for it.”

We shook hands and he left. I stood at the door and turned to the kitchen, and realized while this was her first trick, it was my first time as a pimp. I wasn't getting money out of it, but I got someone to fuck a roomful of men for money. Not bad for a day’s work! I went and got two glasses of wine and went to collect my things. I called the airport and booked anew flight for the next day. I even called home to let my wife I was delayed – for some odd reason. She asked of I had a good time; I said it fun. Meanwhile. my ex wife was cleaning up after I pimped her out to strangers. I told my current wife I loved her, hung up and smiled at the oddness of it all, and then I went to the bedroom and waited for my now prostitute ex wife to come out.

I figured it would be an interesting conversation..
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  #44  
Old 11-22-2021, 02:23 PM
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Default The Last Time - Part 10

I went into the bedroom and got a good luck at the room. It still smelled like a wh*r* house, but the room was a complete mess. Sheets were tossed aside, there was dried cum all over the bed, the mattress was half of the frame. There was puddles on the floor, and the trail of cum from her pussy stained her carpet. This must be what it looks like after a frat finishes with one of their house wh*r*s.

I heard her emerging from the bath, so I figured it wouldn't be long before she came out. I looked around to see if I should clean things up, but I wouldn't know where to begin. The mean streak in me wanted her to see what she was left with – part of me still couldn't believe she did what she did, and that she ,after the event, would see she did it.

She came out a few minutes later. It felt like an hours. She came out of the bathroom and once again, you would have never known she had just been in a gangbang. She had a towel around her head and towel around her mid section. She looked fresh, clean and cute – like the English teacher who loved Shakespeare and unlike the skank who crawled into the bathroom about a half hour ago with cum dripping down her legs.

She looked at me somewhat surprised and said, ‘What are you doing here?’ She said it such a way it sounded that she expected her customers to pay and go. I said I wanted to see how she was. She walked past me, whipped off her towel, and went to her drawer to put on panties. Now – when we were married, she never get undressed in front of me. I was guessing that she had lost that shyness after a group of men fucked her brains out.

I looked at her back as the towel came off, and her body really took a beating. Her ass was still red from the times the guys spanked her. She had bruises on her back from where people pushed on her, scratch marks on her back where she was grabbed. She turned around, and it looked the same. Her tits were twisted beyond recognition, her pussy lips were expanded and swollen, and her neck had red marks from bites and hand grabs. She had not had the money as a reminder of her gangbang, but her body bore the bruises to remind her as well. I kept on thinking she will need a lot of make up to hide all the marks from her students and fellow teachers the next day.

As she looked at me – coolly – she put on panties, grabbed a simple skirt and quickly followed with a sweatshirt over her upper body. She walked toward me, grabbed my hand, and took the wine in the other. I figured this was a good sign as she took me to her dining room – the first place we fucked about eight hours ago. She sat down, motioned to me to sit as well, and then finally spoke.

“Look, “ she said, “ I know I bring this on myself. I get going and then that sl*t really takes over. I started to speak, but she told me to interrupt. “ The things is, I don't do this unless I’m with you. The only way I get to these types of sex and situations are when you take me there. You’re not good for me.”

Well, I knew that. That’s why we got divorced. She continued, “ I try to keep that side of me under wraps. I’m a teacher and a Mom. But today was too far. You used me like some hooker you find on the street. I could have gotten fired today with the underwear stunt. I don't know how I’m going to explain tonight to anyone in the building!"

The reality and after effects of what we did were coming into very clear focus to her. “What if they heard the things I was saying? The noises of those guys! Do you know I didn't even know their names! I screwed complete strangers! You gave – no, sold me – you sold me! Sold me to men I don't know!? And what if those guys talk? I can't walk down an aisle in the store and have talk! Hey – you know who that is? That’s the English teacher who turns tricks!” and then there’s students – what if they hear? Look at my body - people will know i was in a gang bang!! You only wanted to see how far you could push me, to get your fantasy of selling me to really happen! I did – hope you got you jollies!!

Okay – that made me mad. She never did anything she didn't want to do. “ Hang on!, I yelled, “You wanted this! I heard you years ago say you wanted to be a paid for wh*r*. I heard you tonight! I gave you plenty of times to stop. Don’t put this all on me – you’re the one who got paid to be in a gang bang! You’re the call girl, not me!”

With that, she stood up, and simply said, “ That me be, but the only way that happens is you. So – leave. I don’t want to hear from you ever again.” I started to say something, but she interrupted, “ Go, leave, and don't every call me every again.” She walked to the door, opened and stood behind it so no one could see her. I looked stunned, but got up, left and didn't say a word.

I drove north toward Newark airport and really stating to fume. I though about calling her – I didn’t; I thought about calling Tony as I still had his number; I didn’t. I thought about turning around to see her – I didn’t. The only call I made was to a hotel near the airport to spend the night.

I went home to the Midwest and acted like nothing had happened. Still, I stewed about this for a few days. I started getting mad that she was blaming me for her being a sl*t. She was the one who had a gangbang, got paid for it, and I gave her every chance to stop it or get out. She didn’t have to go through with it. The fact was she did, and that made her more responsible than me. She was the paid for hooker, not me.

I got angrier and angrier as the week went on, and I would call her to see of we could talk. She blocked my number – she meant what she said. So I decided to be a little mean and like me, get the last word. I sent her a check for 250 dollars, with the phrase, “ For Services Rendered” in the memo section of the check. This way, she knew she was paid extra for being a hooker. I then put it in a note that simply said, “ To my favorite prostitute, From your favorite john”. I wanted it to be a reminder – a very formal reminder - of her new career

I mailed it and figured one of a few things would happen. She would get the check and immediately tear it up. The other option was she would cash it, but would take a week or two. She would battle i her mind that accepting a check for services rendered – even a few weeks later – would officially make her a prostitute.

Wrong on both counts. The check cleared into my account in less than 48 hours. She immediately cashed it as soon as it arrived. It was official – she was a working girl, a prostitute, someone who fucked men for money. I put her out of my mind, and decided she was a part of my very buried past.

And then a few months later, a letter came..
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Default The Last Time - Part 11

We are almost to the end guys - thanks for staying with this. And yes, to answer a few who have sent me notes, everything about my ex in this story and the others are true

PART 11

One day toward the end of February I went to get the mail – nothing spectacular. I grabbed a few things and ruffled through them, only to see a very simple letter. There was no return address on it – but I recognized that handwriting. It was from my ex. I got into the house, my wife asked if there was any mail, and I shouted only bills. I threw the rest of the mail on the table and went downstairs to see what she had sent.

I wasn't sure I wanted to open it. My guess was a hate filled note, of making her a wh*r*, of ruining her life, that she was going for counseling because of me, that she became frigid – a million thoughts went through my head. I opened it and this is what it started with:

To My Favorite John…”

My favorite john? She was using the line I used in the for services rendered check. – the one I sent to hurt her. The rest read; “ You are cordially invited to a ten man night with your favorite prostitute! Please RSVP. And it was signed Carolyn – and then in parenthesis, Tony. Tony? Was she with him now? Was he pimping her out? What the hell was going on?

I reached for my phone to immediately call her, but then realized I still might have Tony’s phone number;. sure enough , I did. I texted him, reminded him of who I was, and asked him to call me – and not tell my ex.

He got back to me in a few minutes. I answered with a hello, and he responded with so you go her note! I said yes, but before I went into that, I had to ask about him and her.

“ So – are you two together?” He said yes.

“ How did that happen? The last time you saw her you had a cock in her moth”? I was a bit angry, but he still answered.

“Actually, it was your help that made it happen.

“How so?”

“ I did what you told me. I brought flowers over the next day, along with a bottle of wine. She didn’t look mad, just a bit embarrassed. I got it, last time I saw her she was a cum covered mess. I told it I was sorry for what happened, that it got out of hand. We sat and talked and said she didn't mind what occurred, perhaps a bit too much, but overall she enjoyed it. Then she said she hoped I didn’t think less of her.”

“What did you say?’

“ That I thought more of her. That it takes a person really sure of themselves to do what she did. I told her the whole teacher thing was incredibly exciting and erotic , and that the guys were amazed at your style and prowess. I then told her that getting paid wasn’t a big deal, that I hire girls for some of my business deals, and that some of them a regular people like her.”

“How did she respond to that?”

“ She smiled and let out a breath of relief. She then asked she how she measured up, and I told her she was the best. She laughed at that and said I knew I would be!”

“So are you dating?’

“ Yea, more than that actually. We’re with each other all the time. Thinking about moving in together. In fact, she kind of works for me’

“Doing what?’

“ She’s become one of the girls I hire for clients.”

I gulped. She was doing this for real.

“Wait, you are telling me that..”

He interrupted. ‘Ya, she’s been, of alack of better word, a call girl for me. Helped me close a lot of deals in fact.”

I could not believe my ears. My ex went beyond the fantasy, beyond the one time event, she was living it for real! She was being paid for sex, being sent out on sales calls to fuck strange men!

“ How many times has she done this?” I wanted to know more – a lot more!

“Well, I really shouldn’t tell you the details, that’s up to her. You need to ask her.”

“ Okay, I get it, So, you don’t worry about people finding out? She was really concerned when I left her that day>”

“Well, what she does for me is really quiet. Nobody in the area. But two weeks after we spent with you, she was with me one day at the grocery store. She and I were walking down the aisle and ran into one of the guys who was there – the guy with beer can cock, Jim, and his wife.”

I thought the worse, some guy saying things to her in public. “What happened?”

“ They were surprised to seem me with someone. I said hi to Jim, and you needed to see his face when he saw Carolyn. She then said hi to him and that it was good to see him again. I almost fainted. Jim kind of looked quizzical and she said you know, from the football game a few weeks ago, He stuttered and said right. Then Carolyn introduced herself to Jim’s wife, said she was dating me, and then Jim’s wife said we needed to come for dinner. Carolyn then just pull out her phone and set a date for the following week. I thought Jim was gong to have a heart attack. This girl he paid for gangbang sex was now coming to dinner, and his wife could never know!

“We turned round and walked way. As we did that, Carolyn just turned to me and said, “He’ll never say anything. We’re in the clear.” She just realized guys won’t say anything if they are married. They have too much to lose – even more than the girl.

I was stunned. My ex was turning tricks for real. I still couldn’t get that part out of my head. “ So”, I said to Tony, “what's the deal for this ten man party?”

“Kind of a last fling. She wants to do another gangbang, and wanted to invite you since you got her started in this new lifestyle. But, and with that he paused, “

I thought it was about me. “What?”

“ It’s funny. A few weeks after the gangbang a few of the guys mentioned doing it again. I asked her if she wanted to have a small group party. Just a few of the guys and have some sex. She said no, not unless it as for money. She put her foot down on that. She won’t do anything wild unless someone is paying. A bit odd, no?

I smiled. I knew what was happening. “ No”, I said”, it’s perfectly her. It's that good girl in her saying all the wild sex is for sl*ts, for fuck toys. But if you are paying, then it’s all acceptable. It's her way of rationalizing what she’s doing. She want to be in gangbangs to be used, treated like a sl*t – but it has to be part of a job. It’s all in a days work then – and the good girl teacher just can’t do it, but a paid for girl can!

Tony laughed and said that explained a lot. I asked what he meant, but he said you ask her. I said I would, and asked him not to tell her I called – I wanted to get the details from her and see what she would tell me.

He agreed, I then hung up the phone and decided to call her. I needed to find out what my prim, proper Catholic school teacher ex was doing turning tricks and being a hooker…

Last edited by oney3232; 11-23-2021 at 05:52 PM. Reason: grammaar errors
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Old 11-24-2021, 01:16 PM
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Default The Last Time - Part 12

PART 12

I gave it a few minutes before I called my ex. I needed to compose myself and think about what I was going to say to her. I wanted details, lots of them - but I knew – go too fast and she would not get into it. It was kind of like sex – she had to be brought into it gradually, or she would revert to the very conservative school teacher she basically was.

At that point, I remembered she had blocked my number. Still, I gave it a try and low and behold, she unblocked it. She was waiting for my call. The phone rang and she picked up.

“ Well, if it isn’t my favorite john!, she cooed into the phone. She was playing the part right from the get go.

I responded in kind, “ If it isn't my favorite prostitute. How’s tricks?’

She laughed a bit at the bad pun, “ I’m fine. Their fine.. So – I guess you got my note?”

“ Uh yea.” Now I figured if I jumped into the ten man gangbang invite, I would miss how she starting turning tricks for her new boyfriend’s business. So I jumped into that part of the note.

“ So I’m guessing you are with Tony now? How did that happen? “

“ He’s a nice guy. He came over the next day after our little, well, event, and we hit it off. We’ve been together almost since then.”

“That’s great, I’m happy for you.”

“And Tony helped make my fantasy come true?”

“ What fantasy?” I thought I knew, but she was going to say it.

“ Do you remember that night we played call girl and customer? That whole bit? I said yes. “ Do you remember what I told you in the morning? What I wanted to do?

“I think so.”

“ Well, I’m doing it?”

“Hold on – doing what?”

“Professional teacher by day, first class call girl at night!” She smiled like she won the lottery. Tony basically told me the same thing, but hearing her say it – and the way she said it – made me stop and stammer.

“ Wait – you’re a hooker?”

“I don’t like that word. Too rude. And I don't call myself a prostitute, either. That’s just too clinical.”

“Then what do you call yourself?” I had a few thoughts, but I kept them to myself.

“ An escort. A high priced escort.”

Okay – so she was turning tricks. The question was how she got into this line of work.
“ How do you get into this?”

“ It was quite innocent actually. I was at Tony’s apartment one Saturday morning about two or three weeks after our event. He got a phone call and it didn’t sound good. He kept on saying I understand, sure, but you knew he wasn’t happy. When he got of the phone I asked what was wrong?

“He said the women he usually got for this guy couldn't make it. He went on to explain this customer was his biggest, and losing his account could kill his company. I knew he would get girls for customers – usually from an escort service – but this one apparently was special.”

Okay, I was intrigued. “ How so?”

“He explained this guy – besides being a wealthy important businessman – had lost his wife several years ago, and wanted an older woman. Someone who he could take to events, look good on his arm and be closer in age to him that didn’t raise sucspisions that he hired a hooker. Tony said where am I going to find it that woman now, and I looked at him and waved and said , right here sweetie!

I gulped. She didn't get forced into it by her new boyfriend – which was how I had imagined - she volunteered for the job!

“ So, you..”

And she jumped right in. “ Yep, that night I had my first customer! Tony was a bit taken aback, but I said I was in, and when he told me it was 1,000 for the evening into the morning, I was so in.”.

I wasn’t sure I wanted to know more, but I couldn't help myself. My mind was spinning. We had played the game of call girl and customer, she even had been paid to be in a gangbang, but that was all spur of the moment. This was taken a gig - gladly – to fuck a stranger for money.

“I have to ask – how was it?”

“ I was a bit nervous, but he was a perfect gentleman. We were out to an event in NYC, he introduced me as his date, we then spent the night together. He was very controlling. It was more like making love, but he took me in every way possible. He was like you – he loved my ass – he took that first!!It didn't feel like I was selling my body until the next morning when he came to me and gave 1,000 dollars. And then he asked m a question that threw me.”

“What was that?”

“ He asked me what my regular job was?’ I told him I was an escort, and he said he didn’t think so. He said the usual woman was in pharmaceutical sales, so he figured I was one of those who had a real job and escort was a fun side project. I then told him I was a high school teacher, and that turned him on – that I was a teacher by day, selling her body at night. And we he said that, I got hot and gave him oral sex right there! I told him that was a freebie for the wonderful night! He them asked if he could book me again, and I told him to call Tony and we could arrange it”

Wow! Book her! She was setting appointments! This was no cute sex game – this was real!

She continued. “I got back to my place and Tony was waiting at the door. ‘ He had already had heard from the guy and booked me for the next weekend. And that’s how it all started,. Tony was so excited he fucked me right on the floor almost as soon as I walked in! He likes when I go work and tell him what happened!

This was mesmerizing. She was following her dream –okay, a weird one, but a dream none the less.

“There was an issue though” she said, and let it trail off that it seemed she wanted me to ask follow up questions.

“What issue?”

“ Tony told me he and his late wife were in a lifestyle. I had no idea what that meant, so I asked, what lifestyle? Tony hemmed and hawed a bit, then blurted out that the guy was a cuckold. I really didn't know what that meant, so I asked what he was talking about. Tony filled me in that this guy used to like watching other guys fuck his wife. That is what he would with the other girls Tony got for him.

I just looked and said, “ And..?”

“ I was a bit dumbfounded, but I had already committed to next weekend – I was booked as they say – and asked how it was all going to work. Tony filled me in that sometimes the guy would find someone, sometimes he created a scenario, sometimes the woman would pick someone up at the bar and bring him back to the room. And the scenario might change –sometimes the girl played his wife, sometimes she played his secretary, other roles as the night fit. Tony said he’ll take control and let me know.”

“What did you do?’, I asked, no dying to hear how far she went.

“ What else could I do? I was a working girl –and the money was great! He paid me from 1500 to 2000 a weekend. One nigh I picked up a guy and fucked him right in front of him. Another time he brought people into a hotel room, made me dance and strip for them and blow them all, but no screwing. One time he had me in the back of a limo, and screwed two of his colleagues - and we drove around while these two guys fucked my brains out! We actually stopped near a school - and he made sure I knew a school was there, kids were coming out, and that made me come so hard, that this good teacher was being fucked right near the school - and getting paid for it!!"

“ Wow’ was all I could muster. She continued.

“ But here was one weekend. He called me and said he wanted to take me to Cancun for a four day weekend and would pay 10,000 for my company. I laughed and said company, really? He said I would enjoy it, bit the rules were that he was in control. I had to do everything he said. I agreed, because I trusted him and he was a regular. I also didn't want Tony to lose any business, but I think our business relationship moved on from Tony's. This was me as an escort, making money for sex on the side.I asked him what I should bring, and he said nothing. He would take care of everything – clothes, jewelry, everything. That made me a bit nervous, but I was in.. All I had to was dress very conservatively for the trip down and back. He said to dress like I was teaching in school or PTA meetings. It was the school teacher kept woman scenario again! That wording got me so hot I masturbated as soon as I got off the phone!.

Jesus! $10,000!! For four days!! I didn't want to say anything more than please continue because I wanted to hear everything as she would tell it. “ So how was the trip” was all I could get out without drooling.

And she went to tell the tale of her four days as a paid for call girl with her regular customer who had a bit of a control fetish...

Last edited by oney3232; 11-24-2021 at 01:22 PM. Reason: Typos
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Old 11-26-2021, 11:01 AM
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Default The Last Time - Part 13

She asked if I wanted to her all the details – she was getting off knowing I would want to her how she was a paid fuck toy. She was going to tell me what I got her thinking about years ago – getting paid for sex.

She started, “ We got down there like nothing was different. We went up to our room and he gave me wedding and engagement rings - pretty big too! I looked at him and he said we’re playing husband and wife – and we need to complete the look. I almost thought he was proposing, but then thought that customers don’t marry hookers – and least that’s what you said that night!” Okay – my fault.

“I looked in the bag of clothes and things he brought for me. To say the least, I was wide eyed. In the bag and then laid out in front of me were the skimpiest and sl*ttiest things I had ever seen – and I never, ever, wore things like that!. The bathing suits – if you can call them that – hardly covered a thing. The skirts were leather or very flimsy cloth and so short you didn’t need to look far to see up them. Blouses that were transparent. And the biggest thing was what was missing: there was no under wear! None!.

“I turned to him and said is this all you brought for me? He just looked at me sternly and told me I was his for the weekend and I was to wear what he brought. Besides, I wouldn’t need most of them anyway.” I looked at him with a look as if I really was his wife, an if you think I’m doing that you’re nuts type look. He just looked at me and said, time to start earning your money. He pushed me down to the floor and pulled out his cock. I had no choice but to suck his cock and get him off. He never talked to me in that tone or acted that way, and I knew this would be different than what we had ever done. But – I was pad for; had to comply.

"When he was done, he told me to strip. I got naked, and he looked at me like I was being inspected like a piece of meat. Just when I started to feel really cheap, he said you look great! That made me feel much better. I knew I was paid for, but you still need compliments! He then said, just one thing, and gave me shaving cream and a razor, and told me to shave myself. Looking at the bathing suit, I knew I would have to be naked under there!

After I was done, he looked at me and nodded approval. He really was controlling, and I wondered what his late wife went through behind closed doors! He then told me to get a bathing suit on. Suit? This thing hardly had any material. I’m not as young as I used to be, but I never wore something like that! The bottom was a thong, and the material barely covered my pussy. The thing ran right up my butt. I looked in the mirror and hoped to God he brought sun tan lotion, I didn't want to burn in those areas!.

I was listening to this and not believing what I was hearing. She never even wore a bikini when we were together – just a one piece., She never showed skin in public, and here she was almost naked – and for strangers? She was caught on an island, and this guy planned all of this. It was like he was training her for this very weekend appearance.

She continued. “ I walked out of the bathroom and turn for inspection. He whistle a bit, I smiled and turned so he could see my ass, and I thought we were back to our escort level relationship. I knew I would be sleeping with other men, but that was our deal and I was ok with that. He gave me a mesh type covering to put over the bathing suit, so it wasn’t too bad, grabbed suntan lotion, and then pulled a pair of, well, I’d guess you'd call them hooker heels, and told me to put them on. I really looked like a street walker when the outfit was complete. He added one more thing though.

What was that? I asked

He went to his briefcase and pulled out a bracelet – an ankle bracelet. I never wore those so I looked at it, and then saw why he wanted me to where it. It was a little anklet that had the words sl*t wife on it. Everyone who saw it would know I slept around – as his wife, he had a sl*t wife. I looked at him with concern, as this was the first time I felt really cheap, and really didn’t want to go through with this. The idea of being trotted out in public, almost naked, with people looking at me like I was a sl*t wife who slept around was a bit too much.

I jumped in and perhaps I shouldn't have, “ But that’s different than being paid for?”

She answered immediately, “Yes. I know what being paid for is all about. If I have customer, then it's a business relationship. But playing the sl*t wife, the woman a husband controls and makes sleep with whoever he says, that made it different. Don’t know how to explain it, I wasn't his wife, but I was reverted back to when I was married and thinking I could never do that!”

I didn't follow up. I knew she wanted to do that when we were together, but the typical constraints of marriage and her good girl approach to life always stopped her from being a sl*t wife. But being paid for made it all ok. Kind of, anyway!

She kept going. “He just looked at me, told me to put it on, and then lead me out the door. I was paid for, and had to do my job. I really wondered were this was going”.

I actually started to worry about her – I don't know why – but asked her, “Were you scared? ‘ She admitted, “Kind of. But I kept on thinking I was here for sex, I was getting a lot of money, and I should just go with the flow. I figured we were going to the beach so he could show off his sl*t wife.”

“And boy, was I right! We went through the lobby and every eye was on me. Most of my body was available for everyone to see. We walked very slowly and he stopped at the gift shop, leaving me out in the front. A few guys came over to talk to me – which was what he wanted. Others I think noticed the bracelet. I could hear whispering about ‘that sl*t’ or “you wonder if she’s paid for!”. While I was a bit embarrassed, I also got a bit hot as people were seeing me as a sexy b*tch! Maybe even a trophy wife. Whatever, I felt I was excelling at my job!

I was very quiet, didn't say a word and let her go on. “Well, we got to the beach and I knew I was in trouble.”

It's a beach, why would you be in trouble?. I asked.

“Because the sign at the beach sad clothing optional, and as soon as I saw it, he turned to me and said, “Strip’ “Nothing romantic, nothing playful, nothing kind of naughty, just a command to his employee. Strip. I did as I was told. But he kept his suit on. I was the one who was naked, the one everyone got an eyeful. Just made him feel even more in control, I guess.”

We walked across the beach so everyone could see me in my birthday suit – my freshly shaved pussy, my ass, everything. We went over to a place a bit away from people and we laid down. He told be to lay on my back and he would put on sunscreen That lasted for a few minutes, and I stated to get comfortable being naked. After all, I wouldn’t see any of these people again."

"That doesn't sound so bad.”, I said, trying to make her feel more comfortable. I wanted to hear all of it, and I couldn't take any chances of screwing this up. I wanted to hear the stories of my ex wife turning tricks! My image of her still went back to college, when she was a virgin, and being very prudish. I wanted to hear how she evolved to this!

She stammered a bit, “ Well, a guy walked past, and my customer shouted at the guy to come over and asked him to help. I started to get up but my customer push me down. He introduced himself and me as his wife, and he told the new guy he had a bit of a cramp and if he could help.”

“Suddenly, I get a different pair of hands rubbing me, and then the idea of this weekend really sank in and why I was paid so much. He wanted to share me with everyone he could find. If I could, I think he would have me fuck everyone at the resort, Well, I was paid for. So I laid back and let the hands continue."

The visitor stated rubbing my around my thighs, then went between them. My customer pulled my legs apart, and the visitor started rubbing my pussy, slowly on the outside and then right on the seam. He stopped and began to squirt more lotion on me; I really wanted it to be his cum I was hot. The idea of being shared with total strangers began to appeal to me – as long as I kept in my mind I was someone’s wife!”

“The visitor turned me over and began to rub lotion on my tits, squeezed them and then moved to my legs and pussy. He was really good, and I looked over to my customer who had a raging hard on and a great smile on his face. He looked at me and said, “ Enjoying this dear? I just moaned, and then he told the visitor thanks for your help., I have it from here! I looked up and saw the guy – he was young, and while in a bathing suite, you could tell he had a nice big cock.

The young man thanked us, was glad to help, and left. My customer said give him a few minutes , then follow him. And do it naked. Get him to come to the room. I’ll be there so I can watch you two fuck. Then he got up and left.”

And that was the beginning, I was being given to the first man of the trip, to parade naked in front of everyone and anyone. That was my job for the weekend. I thought about leaving, but I couldn’t leave. I was stuck to be paid for fuck toy for the weekend.”

I was still. What amazed me was how matter of fact she was about all of this. She had changed over the years. I mentioned in other stores she really didn’t like to use or hear the graphic terms for body parts or sex. Breast instead of tits, vagina instead of pussy, and others – but she was using the graphic terms as if she learned them in first grade. They just spilled out of her mouth. I wondered of she ever let the language slip when she was teaching junior English!

“What did you do?’, I asked.

“What could I do? I wanted a few minutes, then got up and went down the beach. I got looks, and more than a few guys trying to walk with me and grab my ass. I was starting to feel comfortable with all of this when I found my new friend. We chatted for awhile and told him to come with me upstairs. He didn't object. “

“When we went to where my suit was, all that was there was the top and bottom. My customer took the mesh part. So I had to walk through the lobby with this skimpy bathing suit, hooker heels, and a young buck in tow. And – the ankle bracelet which said sl*t wife. I might as well had a neon sigh that said for sale above my head!”

My cock was raging hard. I couldn’t have come up with these types of scenario for her in our lives together. I don't care how hot she got, this type of exhibition would just never happen. Something – perhaps having a regular customer and getting a lot of money wiped away any morals she had left, and now being a full time wh*r* as her current profession.

Excuse me – escort.

“So?” I asked. I was waiting on every word to hear about her life as an escort.

“We went up to the room, and my customer was there with a drink in his hand like he was lord of the manor, that was his style – very patriarchal, very aloof. The new guy was taken a back, not sure what to make of it, so my customer got into his version of details”.

“He said this is my wife, and he grabbed me by my naked waist and hugged me close. I like to see her get fucked – men, women, doesn't matter! I thought women – uh, oh – I’m in trouble! So – she’s yours for the afternoon – I like to watch. And if you and your fiends what to come over, just stop by, I’m sure we can accommodate you”

And there it was. His game was complete. I was being paid by him, and he was giving me away to anyone he wanted. I may not know them, I may not even see their face, and that’s how we began the weekend. The young kid was very good, and we fucked for about a hour. He called my dirty names – actually, I told him to – if my customer wanted to play, I figured I would play along.

And that was start of my ex wife’s kept woman trip. I was to find out there was much more to come of her time as a paid for girl – a lot more…
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Default The Last Time - Part 14

Thanks for those who are staying with this. I am keeping the parts short to make it easier to read - and it allows me to get all the facts and language straight. As I've mentioned, what amazes me about all of her telling me this was her matter of factly style of speaking - an that she wanted to tell me about all of this. From a virgin until 20, the very prudish dresser, now telling me every detail of her turning tricks as a side hustle. My words in here aren't much as I honestly didn't know what to say.

PART 14

She continued with her escapades on the first day:

"That evening we went to dinner, me once again with a very loose shirt, extremely short skirt and no underwear. The ankle bracelet was as visible as before, and you could see the looks and hear the whispers. At that point, I didn’t care. I was there to do my job, and this was my uniform. I looked at some of the women and actually felt sorry for them?”

“Really?”, I responded.

“Yes. They were stuck with a guy, doing it their usual way, and paying for it, not getting paid. Here I was, an older woman, getting fucked in all sorts of ways by all sorts of people - and the best part..

I interrupted, “You're getting paid for it”

“Yes. I’m making big money for it. Spread my legs and the money goes in!’

I thought about adding the phrase “and a lot of strange men’s cum!”, but figured that would kill the conversation right there. So I just asked about what happened at dinner.

She jumped right in – it was evident she was very proud of her new life, and wanted me to know every single detail of her paid for adventures!. ”Our waiter came over, and he was a good looking young black man, very well spoken. He looked at me, and was trying to see down my blouse. You could tell he knew I had no underwear on. In fact, the second time he came over, my customer told me to pull my skirt just up to my pussy to give him a look. I did, and the poor kid almost doubled over. I kind of laughed, as I was having a fun time teasing – you know I like that.”

I knew what the answer would be, but I pressed on: “What next?”

“My customer saw me getting in to it, so he decided to take it to another level. He leaned across the table and told me to follow the young man once he came back, find a place and blow him. Again, this was my job for the weekend; I couldn’t disobey my employer! So I made some excuse to follow him and he led me to a back area. I looked at him and asked if there was something more private, he looked around, and opened the door to a broom closet. He pulled me in, and as soon as we got in, I just dropped to my knees. I opened his pants, and there, well, I..

“I what?”

“Honestly, it was the biggest cock I had ever seen. It was like a lead pipe., I had never seen a naked black man before. I heard stories, but this was beyond true. I looked at his cock, then looked up at him and he just smiled down at me. I immediately moved my mouth onto the head of his dick,. I got maybe an inch down and couldn’t go anymore. He started grabbing my head and moving it faster and faster in my mouth, and very quickly he shot down my throat, it felt like gallons!! He held my face on his tip until I swallowed every drop! I got up, licked my lips, adjusted whatever clothes I had on, and walked over to the table. As soon as I walked in, every eye was on my ass and tits. You knew people were thinking what had I done; I looked like that type of woman. Actually, they were right; I was that type of woman. And I felt really good about it too!

“When I got to the table. My customer just looked at me and smiled and said, “Good girl!., and we continued eating. I remembered thinking I was his, he knew it, and I would do whatever he came up with. When the waiter came over to give us the bill, he kind of looked at us a bit sheepishly, like he was in trouble. My customer looked at him and said not to worry, I know what she did; how was it? He said incredible and I just blushed. I don’t care of you’re getting paid for it, when someone tells you that you gave a great blow job in front of you husband well, it is kind of embarrassing."

"My customer smiled at the waiter, looked at me and then said why do you come to our room after you get off work – and bring some friends. He looked at us with a stunned look on his face, so I grabbed his hand and said, yes, bring some friends. I’d like that. He was being a very complete gentleman. My customer then sent me on my way – again to get the room to watch me walk – and set things up with the waiter."

"We were upstairs in the room, and a few hours later, there was a knock at the door. My next fucks were here. My customer answered it, said hello and called me out to the room. He had me dress special for this event. The mesh top I wore during the day, the hooker heels, the bracelet – and – nothing else. I came out and me and the boys gasped at each other. Me – I saw three very large black men. Them – an almost naked white woman for them to use. I knew I was done for.

I was about to get on the bed, but my customer had other ideas. He introduced me as his wife, grabbed my hand like a husband and wife, and then said, “Honey, why don't you get our guests some drinks” So now I became an almost naked waitress! I was going to serve them, and then I was going to serve them!! I got their drinks and then my customer summoned me to his lap.

“You see, guys”, he said as he grabbed my thigh, “ We’re in a lifestyle. I like seeing this my wife get fucked by others. And to be honest, she is so insatiable, I can’t keep up with her. So I let her fuck whenever and whoever she wants.” He looked at me, and said, “Isn't that right Carolyn” He called me by my name, that seemed too personal. But I went along with it. I said yes, I love having sex – especially with strangers”. And with that, I went to one of the new guys and pulled down his pants to release another giant black cock. I then walked over to the waiter, and asked if he had told his friends what I did. He said yes, he said he told them I was the best white wife he’d ever had! I thanked him, then grabbed the crotch of the last one.

The night went on from there. The three of them took me on the bed, and while one ate me out, the other two brought their dicks to my face. They slapped their dicks on my face, and I sucked them one after another and then I came as the guy at my pussy licked me to a huge orgasm My customer – like always – just sat back and watched. He pulled his cock out like he was a cuckold watching his wife, except he as watching the woman he paid for pretending to be his wife!

“It’s a bit weird isn't it?”, I said.

“Yea, but I was playing a part, and I was enjoying my work, so I went with it. We fucked for over two hours. I took one in my pussy and mouth at least three different times. I actually took all three at one point – but they were just too big for my ass. I got it in there – but it didn't go far!. My customer kept on cheering me on, telling me to take those black cocks, that I was a black cock wh*r*! The young men just kept fucking me, asking me if I was a black cock wh*r*. I grunted and said I was, told them to fuck this white b*tch wife! I was a complete mess by the time we were done. And, when they left, like usual, my customer fucked my very well worn pussy. I couldn't feel him in me; my pussy was a gaping hole after those three big dicks! I barely felt him dump his load into m. I remembered thinking I must have had a gallon of cum dumped in me that day!

She seemed to stop. I really wanted to hear all of it. but my mind was a blur and I thought about her past and now her present. Her past – Dean’s list scholar. Her present – a black cock wh*r*. Her past – the valedictorian at her Catholic high school on the Jersey shore. Her present - getting paid for sex like a cheap common hooker. Her past – teacher of the year at her high school molding young minds. Her present – A side hustle of being an escort molding the cocks of complete strangers! I needed to hear more, so I just blurted out:

“And that was day one?”

“Yea, she said, day one. I fucked five different men in the first day." She said it very straightforward, like it was all in day’s work.

And there were three more days for her to tell me about…
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Default The Last Time - Part 15

This part and the next ones are all in her words. They are about 99% accurate – it was so wild to hear I have it all committed to memory. I didn’t add much –again, it was just too stunning to hear.

“The second day started the same way. I knew what the drill was – we were going out to find men. Men for me to fuck. All I didn't know was what the process of picking men up would be.

We started to the beach, me in the skimpiest bathing suite ever, getting those same looks as I walked through the lobby. My customer actually held my hand as if we really were husband and wife – and that threw me! I was ok being paid to fuck him and others, and even role paying is wife, but holding hands like we were married, now it was starting to feel strange, like I was his wife and he was getting off seeing his wife get fucked! I had to keep reminding myself I was doing a job, getting paid for my services!

We got to the beach, stripped, and we walked down the beach. He then told me the assignment – to pick some up while he was with me. I had to do it with my husband present.

As we were walking together, we saw the guy from yesterday - my first guy of the weekend. He was with three other friends, and I looked at my customer and he smiled. He didn't have to say anything; my next customers were here. Not bragging, but I think he was looking for me. He came up and said hi, introduced his friends and we all did some small talk. It was a bit weird as they all had suits on, and here I am standing with five guys clothed and me the only one naked – and knowing what was going to happen in a few minutes.

My customer pulled on my hand, and I took that as a sign to get this started. I looked at the guy from yesterday and said, “Did you tell your fiends about our little adventure yesterday?” All the guys smiled and I knew he had. I looked at all of them and said, anyone want to get what your friend got yesterday? “, I said in my sl*ttiest tone, and felt a bit in power as the four just nodded. We started toward our room, and my customer– the one who paid for all this – told us to head up – he’d be along in a bit. I explained to my next group of men that he liked to watch – a lot!.

So, once again, I walked through the lobby, this time with four young men in tow, all trying to hide their very hard cocks. If the people in the lobby didn’t know yesterday that I was taking men to be fucked upstairs, they certainly knew now!.

I got to the room, and they came at me like I was lunch! They stripped me, threw me on the bed, and went to work. Within seconds I had one cock in my mouth, two in my hand and after a quick few fingers, a cock in my pussy. They weren’t as big as the black guys last night, but they were big enough . And just big enough to fill my ass more than once!

My customer came in just as they were trying to put two dicks in my pussy! Thank goodness we did that before – I knew how to move to get them in. Actually, I don’t think they cared if I could do it, they just did it and hoped for the best. As those two dicks got into my pussy and I yelled for them to fuck the shit out t me, one of the guys looked at my customer and said. “Jeez ,dude, you are one fucking lucky man!”. She ‘s like a professional the way she fucks”. My customer just smiled; in between my orgasms all I could think is only they knew! And – I liked hearing I was a professional! I always knew I could be!!

The boys left and I feel asleep for a few hours and I was awoken by a telephone call. I grabbed the phone and it was my customer. He asked if I as ready; I said for what? He said, clean yourself up, I’m sending two more guys upstairs. Then he hung up the phone.

Within ten minutes, two strangers walked in. They said hi, and I did as well, and they looked at me. I simply said who wants to fuck? That was it - they didn't wait – they walked in, grabbed me, threw me to the bed and began to fuck. There weren’t any introductions. They took me any way they wanted – ass, mouth, dp’d, you name it. I took facials from both of them. When they were getting dressed, and I was laying there, exhausted, one of them took out his wallet and pulled out a 100 dollar bill. I kind of gasped, because this wasn't part of the deal. Did my customer sell me? Was I real call girl? The guy looked at me and stopped. He said, hey lady, I’m sorry. I was told to leave this here. In fact, the guy downstairs gave me this to leave for you.

Now I got it. My customer was playing the idea of selling his wife, but in reality he was paying for that little scenario. I kind of smiled and the two guys left. I took a quick shower when the phone rang again. It was my customer who simply said “ You ready”. We were down that road again. But this time, I changed the game a bit. I told him, Yea, send them up but tell them no talking, Just come in and fuck! My customer said ok and within ten or fifteen minutes another two men walked in, just took of their clothes and started fucking me. No words, no names, nothing,. I was a paid for piece of fuck meat – and because I controlled it, I loved every damn minute of it!! The idea of being sold by your husband and being a cheap wh*r* really got me off. It always did!

Another two guys came later – singles, not together. I started thinking this was like a brothel. You had a room and men just walked in and out. I really started to think this type of sex life could work for me as well..

As the last guy left, the phone and and it was my customer again. He said I was done for that part of the day. I was thinking I couldn’t take much more. In my head I added up how many different men I had sex with: it was 15! I had sex with 15 different men is less than36 hours. I didn’t think I had sex with fifteen different people in my entire life –and here I had done it in a day and half!"

And she then continued with the rest of Day 2 and the remainder of the trip - and we hadn't gotten to why the invite to a ten men gangbang...
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Default The Last Time - Part 16

PART 16

This continues in her words –

“ I was spent after that afternoon. I went to sleep and woke several hours later. My customer was acting like a dutiful husband. He ordered dinner for us, a bottle of wine and acted like everything was normal between a husband and wife. – except I was paid for! As we ate, I asked him about his late wife; I never really did that as it would make us closer, and our relationship was strictly business: he paid, I’d fuck. Found out it took her awhile to get into this life style, but as she got into she really started to enjoy. He said it was about being controlled and having sex like a bad girl. Now where had I heard that before!

It was late, but he suggested we go down to the club in the resort and get a drink. Once again, I put on the sl*tty items he brought for me, including that bracelet. We went down and the club was dark. I felt glad about that – the bracelet part was starting to bother me; I would rather have it said paid for versus sl*t wife – the idea a wife doing that bothered me; don't know why; guess it’s the good girl bad girl thing.

We sat at a table near the back and music was playing, so my customer asked me to dance. He held me close, grabbed my ass and spun me around. I grinded into him and we danced kind of provocatively, nothing outrageous, just like a husband and wife, but we got the attention of a few men in the room. That’s what he wanted, and I knew what was coming next.

We went to sit down and a man came over, good looking and seemed to be in his thirties and introduced himself. My customer invited him to sit with us and he said yes. We chatted a bit when I song I liked came on, and I wasn’t trying, but just said, “Ooh I love this song!, and our new friend asked me to dance, and then asked my customer if it was ok. Of course he said yes.

We went to the dance floor and danced close, close enough where he could paw may ass. I gave him no resistance, so he slipped his hand into my blouse just enough to feel my nipples. The song changed and we stayed out here – with his hands getting more adventurous as it moved along. By the time we got back to the table, a few of his friends joined us for a drink. I danced with each of them as my customer said I was ok and I got more of the same. More roving hands over my ass, tits, and a few into my pussy on the dance floor. The in public thing was something I didn’t do, but in the dark and with the nodding approval of my customer, I let more than few fingers into my pussy while dancing.

I ended up sitting between two of them, and looked at my customer, and he just nodded, so I knew what that meant. They already had their hands on my thighs, so I started my hands on each of their legs, right up to the crotch and then rubbing their dicks – all the while talking with everyone at the table. I pulled each of the cocks out and stroking them – in public no less.

People started to shift around and a few of the guys left for the bathroom and the bar, including one that I was stroking. That gave me the opportunity to slide under the table; and blow the guy next to me. It didn’t take him long to shoot all down my mouth. I got up, settled in, and the rest of the table got back. They missed their chance – at least in the club!

My customer then suggested we walk the beach – and I knew I was done for. More strangers, more men I didn't know. I started to wonder if his late wife died of exhaustion or embarrassment. My pussy was already sore, and it was going to get worse. I thought about telling my customer I couldn't, but something in me wouldn't let me as it meant failure. The good girl meets the bad girl!. So, I got up, and with all the dancing and grabbing it felt like half my ass was hanging out of the flimsy skirt – you could hear the whispers and see heads turn.

There were five guys, my customer and me walking the beach – until we got to a somewhat desolete spot.. My customer looked toward me and said, Hey, Carolyn, why don't you get more comfortable! He came toward me, removed my top and said is that better? The guys said absolutely, and we walked some more. When I felt we were far enough way from the resort, I said I don’t think I need these, and proceeded to remove my skirt and walked in front of them. They couldn’t see it, but I had a big smile on my face as I had six guys in tow, all following my ass as it wiggled in front of them. My pussy was tingling, I could feel the wetness really build, and suddenly it didn't feel that sore. I was ready to fuck - I was ready to do what I was hired to do!

One of the guys then blurted out to my customer, “ So, guys, what's the deal with you two?’ My costumer said we were in a lifestyle, that my wife is a sl*t wife, that she fucks anyone I say. He then turned to me, grabbed my face, a bit rougher that I like, and said, “Dear, how about fucking these guys? “ I said sure, and the guys started to strip – very fast – and I had five new cocks for me to service!.

They all surrounded me, started kissing me, grabbing my tits and pussy, then laid me down on the sand. Within minutes I was flipped onto my knees, with one guy in my pussy and two at my face, both trying to mouth fuck me at the same time!. My customer and the remaining guy were jerking off at this site, and I put my hand out to grab both remaining cocks. I was in a gang bang – again! Of all my fantasies that have come true, the one I truly wanted was a gang bang!

A few of them came pretty quickly – one on my face, another in pussy and then guys rotated. My customer pulled back – he was waiting to the end. As I was getting railed by one of the guys, I looked up from the cock in my mouth to see another group of guys standing there. These were new guys – they weren’t from the club. They had been watching and now wanted in. One of them said it looks like she needs more cock – and my customer said absolutely. Someone shouted that his wife, and I kind of waived as I did have my mouth full.

There were now ten guys here – including my customer. I was being fucked from behind when one guy said to my costumer. “ You are so lucky! I wish I could get my wife to do this! I’d love to see her face full of cum!” My customer looked at me – I knew that look – and said well, let's create that now! He said ,”Hon, would you like to show then what it looks like to have all their cum on your face! I couldn't say no, so simply nodded yes, and my customer summoned everyone around my head.

Here I was – a high school English teacher who found a new calling – being paid to have ten different cocks jerking themselves off in front of me. For some reason, my mind went back to my high school days on the Jersey Shore. The most I ever did on that beach was kissing. Now, I’m on the beach, and being part of a blow bang. I didn’t know it was called that – they said it while it was happening.

I thought of the change – the virgin on the beach to being a cum dump was too much, and I started to have a huge orgasm. “Holy shit!, one of them shouted, “She’s getting off being a cum dump!” That did it. One guy started to cum over my face, and then the rest of them shot all over me. Stream after stream, landing on my face, my hair, all over me! I could feel the warmness of their cum, their grunting as they told me to take their cum, that I was a cum sl*t, and I had another orgasm as I was being degraded. I could feel them finish as they shook their cocks so I would get every drop. I started to open my mouth to ask if they were finished, but one guy started shooting and landed into my wide open mouth,. I just stayed there and let it drip in. I could all of their cum dripping off my face and onto the rest of my body as I just knelt there. I heard a camera click as a few took their mementos. I don’t do pictures, as you know, but I wanted to see what I looked like after! So I asked my customer to take one as well. I sat there dripping as a few more clicks happened.

My customer leaned over to me and said ‘ You need to clean yourself up!” , and I began to take my fingers, gather the cum on my face and put it in my mouth. The guys stood there, watching me eat all their now mixed cum. That went all for a few minutes, until I licked my fingers clean.

As was still kneeling there, not really knowing what to do, the guys started getting dressed and began to leave. They shook my customer’s hand, thanked him for the good time, and said good bye to me., Telling me thanks didn't occur to them. When they all left, I started to get up but my customer said there was more. I squinted through my cum covered eyelids and saw him jerking off in front of me. I just sat there, hands on knees, as he dumped his load on my face. I licked that up as well.

We realized we didn't have anything to clean me up, so we kid of used the blouse and skirt and did our best to look presentable. I had to walk through the front of the resort and then the lobby as a cum covered mess. I have to tell you, this was the one time that I felt ashamed. I don’t mind getting paid for sex, doing wild things and being told to do things – that was my fantasy come true – but being paraded like piece of trash for everyone to talk about was a bit too much. I kind of stopped walking in, but my customer said we had no choice. The front desk manager took one look at me, cum covered, gobs of sand and cum twisted together in my hair with most of my body exposed for all to see, well, he almost fainted. A few guests gasped in shock as I walked past with my mild mannered and still put together customer. It was pretty clear what happened to me – they didn't need to see the bracelt to know I was a sl*t.
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