Escorting
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Testing123
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Escorting
So my wife has been sleeping with this guy in his late 50s she met at the gym.
So the other week he asked if he would travel with her to a conference as he had a dinner he wanted to take a date to. She had to work but he said he would make it worth her time.
She went, relaxed by the pool, fucked him multiple times a day (guy loves using viagra) and went to the dinner with him.
He hands her an envelope at the end of it with $3k cash. This is way more that she makes in a week. After some arguing she accepted it.
He then mentioned that he had some more opportunities like this if she was interested, and that he had 2 investment partners who would happily pay her to accompany them.
Thoughts?
So the other week he asked if he would travel with her to a conference as he had a dinner he wanted to take a date to. She had to work but he said he would make it worth her time.
She went, relaxed by the pool, fucked him multiple times a day (guy loves using viagra) and went to the dinner with him.
He hands her an envelope at the end of it with $3k cash. This is way more that she makes in a week. After some arguing she accepted it.
He then mentioned that he had some more opportunities like this if she was interested, and that he had 2 investment partners who would happily pay her to accompany them.
Thoughts?
- Photo Cuck S
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Re: Escorting
I've read quite a few stories over the years by people who fantasized about wives escorting, and some about wives who did so, or were otherwise paid or given gifts for their companionship. Besides the obvious concerns, the thing I seem to remember from those earlier stories was whether the wives would do it even if there was no money or anything else involved. If they would do the exact same thing with the men they were considering being with, then it might be worth considering.
In that regard, it is almost like other kinds of hotwifing. It is just at the end, they are given gifts or money for what they did. So, I think that is a place to start the discussion. Would she consider being with the guys if there was no money or gifts involved?
In that regard, it is almost like other kinds of hotwifing. It is just at the end, they are given gifts or money for what they did. So, I think that is a place to start the discussion. Would she consider being with the guys if there was no money or gifts involved?
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Testing123
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Re: Escorting
She would, and did fuck this guy without money involved. The one guy he mentioned would also be interested is attractive and she said she would be open to hooking up with him. The money is just a bonus. This is no money to these guys considering their financial situation.
She (and I) also find the escort aspect very arousing.
She (and I) also find the escort aspect very arousing.
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Very Hot Wife
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Re: Escorting
We know that in some countries it is illegal but ignoring that issue, it's something that Becky has done when the circumstances are right.
As mentioned above, would Becky have done it if there was to be no reward at the end..?
Yes, of course she would and that's about it really.
She's had many weekends away with guys where they have pampered her with gifts. So whether it's an expensive bottle of perfume, clothing, shoes or $3k in cash, the principle is the same. She is being rewarded for sleeping with them. Many times the gifts have been way above what we'd expect. But the core reason for having sex with them is because she enjoys it. And I, as a Stag, enjoyed the experience. So why not combine the sex and the reward..?
The only thing that we'd be wary of is if any guys tried to pimp her out. That's something we'd never get into. But as long as she is totally in control then we would enter into that arrangement without a doubt.
As mentioned above, would Becky have done it if there was to be no reward at the end..?
Yes, of course she would and that's about it really.
She's had many weekends away with guys where they have pampered her with gifts. So whether it's an expensive bottle of perfume, clothing, shoes or $3k in cash, the principle is the same. She is being rewarded for sleeping with them. Many times the gifts have been way above what we'd expect. But the core reason for having sex with them is because she enjoys it. And I, as a Stag, enjoyed the experience. So why not combine the sex and the reward..?
The only thing that we'd be wary of is if any guys tried to pimp her out. That's something we'd never get into. But as long as she is totally in control then we would enter into that arrangement without a doubt.
Hot wife looking for young guys...
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armyguyot1
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Re: Escorting
She was fucking him anyway and making some money is not a sin. Why not. She would accept a gift if he brought her flowers or perfume. What's wrong with some cash? She has the possibility of a couple more guys and if she wants that fine and if not back out but she sounds OK with it all.
Re: Escorting
Many years ago my wife used to get dressed up in sexy clothes and broadcast cam sites. There would usually be a few hundred people watching. Sometimes pick out one of the guys, that was watching and then exchange Skype info and they would meet and play one on one. It was interesting at the time because the site she was on would have both amateur and professional broadcasters. We had talked a bit about what it would be like to take money. For me I was a bit concerned that the money would start driving my wife's actions. Instead of enjoying what she was doing she would slowly start moving towards doing things that brought in money.
Re: Escorting
Seems to me to be more of a Sugar Daddy kind of thing going on.
Escorting, placing ads to find random sex partners, or working for an agency that does the leg work for you is a job. It's hard work and can be very taxing both physically and emotionally. My ex- worked as an escort for several years, so I have some experience here. The reality is that professional escorting is not the fantasy job that people role play in the privacy of the bedrooms.
That said, a Sugar Daddy relationship can be great with the right guy. If you're already a hotwife and were fucking the guy anyways, getting paid for it sounds like a winning play to me.
Escorting, placing ads to find random sex partners, or working for an agency that does the leg work for you is a job. It's hard work and can be very taxing both physically and emotionally. My ex- worked as an escort for several years, so I have some experience here. The reality is that professional escorting is not the fantasy job that people role play in the privacy of the bedrooms.
That said, a Sugar Daddy relationship can be great with the right guy. If you're already a hotwife and were fucking the guy anyways, getting paid for it sounds like a winning play to me.
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Wifewithothers
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Re: Escorting
It is a fantasy some women have, including my wife. She had a few experiences where she gave her landlord blowjobs for rent breaks when she was fresh out of college, traded a few blow jobs for a piece of jewelry she wanted from a wholesaler who supplied the jewelry store she managed, and once hooked up with a guy she met in a hotel bat while on a business trip afterwards she went to clean up in the bathroom of her hotel room when she came out he had gone but left a note saying thanks with a bunch of cash. She has no idea why he thought she was a hooker , they never discussed anything even close to her wanting payment. She didn't know if she should be pissed, flattered or just to find it funny, so she did all three.
Later fir about three years when she was in her early 40's she worked part time at a massage parlor, yes the happy ending kind.
Later fir about three years when she was in her early 40's she worked part time at a massage parlor, yes the happy ending kind.
Re: Escorting
Several years ago, gift cards from two of my then-wife's boyfriends (coworkers) kept her and our daughter clothed. School clothes, normal outfits, it was nice and went on for many years. She is a flight attendant, and the two guys knew each other. One introduced the other to her.
Escorting? Probably not, but it was nice compensation for spreading her legs on layovers, and I certainly encouraged it.
Escorting? Probably not, but it was nice compensation for spreading her legs on layovers, and I certainly encouraged it.
Last edited by eyespy2 on Mon Dec 29, 2025 7:08 pm, edited 2 times in total.
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Long Lurker 34
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Re: Escorting
WWOWifewithothers wrote: Mon Dec 29, 2025 5:47 am It is a fantasy some women have, including my wife. She had a few experiences where she gave her landlord blowjobs for rent breaks when she was fresh out of college, traded a few blow jobs for a piece of jewelry she wanted from a wholesaler who supplied the jewelry store she managed, and once hooked up with a guy she met in a hotel bat while on a business trip afterwards she went to clean up in the bathroom of her hotel room when she came out he had gone but left a note saying thanks with a bunch of cash. She has no idea why he thought she was a hooker , they never discussed anything even close to her wanting payment. She didn't know if she should be pissed, flattered or just to find it funny, so she did all three.
Later fir about three years when she was in her early 40's she worked part time at a massage parlor, yes the happy ending kind.
- Anything you could expand on? There must have been some interesting experiences. And of course why and how she felt about doing it. Was it full time or a part time thing?
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Wifewithothers
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Re: Escorting
Short version is she has the fantasy of being a "working girl" as she put it but of course safety concerns , possible legal ramifications kept the fantasy just that. Then a friendship she made with a woman who worked in the same office building as her (different company , just same building) led to Mary finding out the woman (Marci) also worked part time at a "body rub spa" , yeah a rub and tug/happy ending place.Long Lurker 34 wrote: Mon Dec 29, 2025 5:15 pmWWOWifewithothers wrote: Mon Dec 29, 2025 5:47 am It is a fantasy some women have, including my wife. She had a few experiences where she gave her landlord blowjobs for rent breaks when she was fresh out of college, traded a few blow jobs for a piece of jewelry she wanted from a wholesaler who supplied the jewelry store she managed, and once hooked up with a guy she met in a hotel bat while on a business trip afterwards she went to clean up in the bathroom of her hotel room when she came out he had gone but left a note saying thanks with a bunch of cash. She has no idea why he thought she was a hooker , they never discussed anything even close to her wanting payment. She didn't know if she should be pissed, flattered or just to find it funny, so she did all three.
Later fir about three years when she was in her early 40's she worked part time at a massage parlor, yes the happy ending kind.
- Anything you could expand on? There must have been some interesting experiences. And of course why and how she felt about doing it. Was it full time or a part time thing?
A few more discussions about and Mary decided she really wanted to try it. No idea going in if it would last a day , a week, a month ..
Owner of the place was cool, no "tryout", pretended not to know what the women did, didn't demand anything(though might ask but NO was an acceptable answer), place was clean, clients for the most part decent, other woman who worked there were mostly cool.
Set up was the client paid a few for the time they wanted which just got them a basic body rub. Tips would be required for any extra, hand job, getting the woman in various states of undress, being allowed to touch her, etc. yeah there was more on the menu, tit fucks, ok some might give blow jobs, and occasionally full service (though that was not common and usually only very trusted regulars of the woman).
Mary was somewhat unique in that she was there not because she needed the money, though it came in handy, but more for the experience.
I trusted her enough to draw her own limits and be safe. Starring out she just did basic hand jobs, would get topless or even nude letting guys feel abd finger her if the tip was right and the guy was not creepy.
Eventually (okay a month or two after she started) she did give blow jobs occasionally, tit fucks, and yeah even did some full service.
Re: Escorting
A couple time when touring on my Harley
we would settle in at motels with active bars
Not too much effort Hannah would dress very sexy and flirt with guys as we visited She would encourage the guys to grope her as they got turned on ( Hannah knew she was being sold for sex ) I would offer her to them in our room to use her to cum negotiate a price after going over what they wanted to have her do for them
Hannah could cover our room , bar bill and fuel for the day quite easily Mouth or pussy never anal too much prep for her
it was a lot of fun the confident guys would come back to the bar and visit with us after , the insecure guys would Cum and go
we would settle in at motels with active bars
Not too much effort Hannah would dress very sexy and flirt with guys as we visited She would encourage the guys to grope her as they got turned on ( Hannah knew she was being sold for sex ) I would offer her to them in our room to use her to cum negotiate a price after going over what they wanted to have her do for them
Hannah could cover our room , bar bill and fuel for the day quite easily Mouth or pussy never anal too much prep for her
it was a lot of fun the confident guys would come back to the bar and visit with us after , the insecure guys would Cum and go
Re: Escorting
A couple time when touring on my Harley
we would settle in at motels with active bars
Not too much effort Hannah would dress very sexy and flirt with guys as we visited She would encourage the guys to grope her as they got turned on ( Hannah knew she was being sold for sex ) I would offer her to them in our room to use her to cum negotiate a price after going over what they wanted to have her do for them
Hannah could cover our room , bar bill and fuel for the day quite easily Mouth or pussy never anal too much prep for her
it was a lot of fun the confident guys would come back to the bar and visit with us after , the insecure guys would Cum and go
we would settle in at motels with active bars
Not too much effort Hannah would dress very sexy and flirt with guys as we visited She would encourage the guys to grope her as they got turned on ( Hannah knew she was being sold for sex ) I would offer her to them in our room to use her to cum negotiate a price after going over what they wanted to have her do for them
Hannah could cover our room , bar bill and fuel for the day quite easily Mouth or pussy never anal too much prep for her
it was a lot of fun the confident guys would come back to the bar and visit with us after , the insecure guys would Cum and go
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vette19690
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Re: Escorting
so if the original guy that gave her money have some friends that want to sex with her for mony, isn't that kind of pimping her out? if the original is getting a cut of the money from his friends,,That's DEFINITELY pimpingVery Hot Wife wrote: Thu Dec 25, 2025 11:04 pm We know that in some countries it is illegal but ignoring that issue, it's something that Becky has done when the circumstances are right.
As mentioned above, would Becky have done it if there was to be no reward at the end..?
Yes, of course she would and that's about it really.
She's had many weekends away with guys where they have pampered her with gifts. So whether it's an expensive bottle of perfume, clothing, shoes or $3k in cash, the principle is the same. She is being rewarded for sleeping with them. Many times the gifts have been way above what we'd expect. But the core reason for having sex with them is because she enjoys it. And I, as a Stag, enjoyed the experience. So why not combine the sex and the reward..?
The only thing that we'd be wary of is if any guys tried to pimp her out. That's something we'd never get into. But as long as she is totally in control then we would enter into that arrangement without a doubt.
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Testing123
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Re: Escorting
Wife did it. Met the colleague for a drink one night to introduce herself. They hit it off and ended up back at his place hooking up.
She then went with him to an industry event a few nights later. There fucked. She left with an envelope full of cash.
She then went with him to an industry event a few nights later. There fucked. She left with an envelope full of cash.
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Very Hot Wife
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Re: Escorting
That's rightvette19690 wrote: Sun Jan 04, 2026 5:30 pmso if the original guy that gave her money have some friends that want to sex with her for mony, isn't that kind of pimping her out? if the original is getting a cut of the money from his friends,,That's DEFINITELY pimpingVery Hot Wife wrote: Thu Dec 25, 2025 11:04 pm
The only thing that we'd be wary of is if any guys tried to pimp her out. That's something we'd never get into.
Hot wife looking for young guys...
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Testing123
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Re: Escorting
It’s basically that she’s a hot good fuck and no strings attached, so guy wants to let her get passed around. She said there was another guy at the event that had to have known she was a Hotwife because he flirted and gave her his nimber
Re: Escorting
I think she should slowly and carefully expand her business!Testing123 wrote: Wed Dec 24, 2025 9:44 am So my wife has been sleeping with this guy in his late 50s she met at the gym.
So the other week he asked if he would travel with her to a conference as he had a dinner he wanted to take a date to. She had to work but he said he would make it worth her time.
She went, relaxed by the pool, fucked him multiple times a day (guy loves using viagra) and went to the dinner with him.
He hands her an envelope at the end of it with $3k cash. This is way more that she makes in a week. After some arguing she accepted it.
He then mentioned that he had some more opportunities like this if she was interested, and that he had 2 investment partners who would happily pay her to accompany them.
Thoughts?
My wife has two “friends” that she hooks up with 2-3 times a year each where she is paid for sex. $1500 a day or less than a day and when travel is involved it is plus expenses and time starts when she arrives at the airport. She loves it! Yes she loves the money but she really like the two guys and the sex! She was introduced to the guys by another escort.
Re: Escorting
My wife hasn't done it for cash as far as I know, but she did fuck her bike mechanic and he always serviced the bike and her for free.. Fluids were always filled to correct levels on the bike but she was usually overflowing.
A nicely filled wife is a happy life
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kellycuckoldsmark
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Re: Escorting
A long while Kelly did something like this.
We had been seeing a much older and very wealthy couple and over time as he and Kelly both worked in NYC and I was outside the City they started meeting on their own 2-3x a week and then maybe 1x every week or two as couples. He began buying Kelly dresses, lingerie, jewelry and other gifts. In itself him paying could be seen purely as him treating her well and no question she would have had sex with him regardless.
They would often go out for dinner in the city as their nights were not just sex - but always ended with sex! Sometimes his friends would join them, especially after they had all completed business dinners and they would meet somewhere for drinks which is where Kelly showed up. One night her guy told her that one his friends really wanted to be with her. At the time I would describe us as swingers so she wasn't surprised at him being ok with sharing. She didn't that night but another night she agreed and took the guy back to our apartment and they fucked. When he left he left an envelope with $1k in it. She asked her guy about it and he said that his friend was just appreciative.
She would have fucked this guy under the right circumstances but found it a little weird although I thought it was a turn on. Almost every time she went out with her guy and his friends, her guy would mention that one of them would like to fuck her. She didn't always say yes, sometimes she just wanted to be with her guy but sometimes she said yes - she fucked four of his friends over time - and they all left an envelope. Kelly never felt pimped out or that she was escorting just being rewarded for what she would have done for free!
It did turn her on though and - this was in the days of Craigslist - led to her advertise to escort women only. In NYC that was very popular.
We had been seeing a much older and very wealthy couple and over time as he and Kelly both worked in NYC and I was outside the City they started meeting on their own 2-3x a week and then maybe 1x every week or two as couples. He began buying Kelly dresses, lingerie, jewelry and other gifts. In itself him paying could be seen purely as him treating her well and no question she would have had sex with him regardless.
They would often go out for dinner in the city as their nights were not just sex - but always ended with sex! Sometimes his friends would join them, especially after they had all completed business dinners and they would meet somewhere for drinks which is where Kelly showed up. One night her guy told her that one his friends really wanted to be with her. At the time I would describe us as swingers so she wasn't surprised at him being ok with sharing. She didn't that night but another night she agreed and took the guy back to our apartment and they fucked. When he left he left an envelope with $1k in it. She asked her guy about it and he said that his friend was just appreciative.
She would have fucked this guy under the right circumstances but found it a little weird although I thought it was a turn on. Almost every time she went out with her guy and his friends, her guy would mention that one of them would like to fuck her. She didn't always say yes, sometimes she just wanted to be with her guy but sometimes she said yes - she fucked four of his friends over time - and they all left an envelope. Kelly never felt pimped out or that she was escorting just being rewarded for what she would have done for free!
It did turn her on though and - this was in the days of Craigslist - led to her advertise to escort women only. In NYC that was very popular.
- Angela Plays
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Re: Escorting
I know a woman that is a “recruiter” for an escort agency. we run into her at certain functions, several times a year, and she knows we engage in ENM, and are in the HW lifestyle. She always tells me how in demand I would be and how much money I could make. I’ve never taken her up on the offer, but I’d be lying if I said it’s not intriguing.
- Angela Plays
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Re: Escorting
Haha…don’t hold your breath. While it may be intriguing from an eroticism standpoint, I don’t ever see a scenario in which I would do it.
Re: Escorting
When we were dating one of Ann’s friends asked her to go to a party with her and some older guys she was seeing, she said they were generous and hinted that they would pay her. When Ann declined because she didn’t want to upset me, her friend told her it was only sex so didn’t see why it would affect our feelings for each other.
Ann asked me what to do and I said no, but I must admit I felt a weird tingle of excitement. I thought afterwards that she didn’t have to say anything to me, she could just have told her no, so I did wonder if she actually wanted to do it and was asking for my permission.
After we married it became a fantasy that she would have a small number of regular paying clients, she thought three would be ideal, so with a bit more self-confidence I could have enjoyed sharing her years earlier. Disappointingly our fantasy never became reality.
Ann asked me what to do and I said no, but I must admit I felt a weird tingle of excitement. I thought afterwards that she didn’t have to say anything to me, she could just have told her no, so I did wonder if she actually wanted to do it and was asking for my permission.
After we married it became a fantasy that she would have a small number of regular paying clients, she thought three would be ideal, so with a bit more self-confidence I could have enjoyed sharing her years earlier. Disappointingly our fantasy never became reality.
Re: Escorting
If the wife decides to give sexual favors to secure business contracts/orders, but does so without discussing with the husband or without his consent or knowledge, is that cheating or other category?