stevenkesslar

Yes.
 
Here's one anecdote I can kind of remember from years ago. I showed up at a door of a client who was pretty seriously overweight. He explained to me that he realized at some point it made sense to tell escorts about his weight before they showed up at his door, because several times he had been rejected by escorts who showed up, took a look at him, and said the appointment was not going to work. In some ways I give credit to the escorts, who could have chosen to simply try to stay and rip him off without really providing what the client wanted.
 
To broaden the answer, here's another anecdote. I had a client who was in really good shape for his age - 70's - and liked to pride himself on looking like he was "young 60ish." Having said that, it seemed like he felt compelled to act like a 20-something sexually. He also told me that his expectations for long sessions of flip/flop anal sex so intimidated some well known escorts that they couldn't get erections around him and wouldn't let them hire him, usually after they had tried and failed to meet his expectations (at least by this client's account).
 
During this same period, I recall being hired by a client one night at his hotel who was overweight and could not get an erection due to surgery, but liked to be fucked. He said something like this to me at the start of the session: "Steven, I want you to know that I am not going to get an erection, and you are not going to see me have an orgasm, but I will really enjoy getting fucked by you." He was warm and fun and relaxing to be with, and it was a very fun appointment for me and I think him.
 
I recall thinking at the time that as I age, I hope I age as gracefully and with as much self-acceptance as the second client. And I felt sorry for the first client that he put enough expectations on himself that he often felt let down. And I do mean put expectations on himself, not the escort, because it seemed like at some deep level he really wanted to feel like he was much younger than he actually was.

Thanks. But here's a warning to all of you. I actually consider myself a whore.

Yes.
 
Here's one anecdote I can kind of remember from years ago. I showed up at a door of a client who was pretty seriously overweight. He explained to me that he realized at some point it made sense to tell escorts about his weight before they showed up at his door, because several times he had been rejected by escorts who showed up, took a look at him, and said the appointment was not going to work. In some ways I give credit to the escorts, who could have chosen to simply try to stay and rip him off without really providing what the client wanted.
 
To broaden the answer, here's another anecdote. I had a client who was in really good shape for his age - 70's - and liked to pride himself on looking like he was "young 60ish." Having said that, it seemed like he felt compelled to act like a 20-something sexually. He also told me that his expectations for long sessions of flip/flop anal sex so intimidated some well known escorts that they couldn't get erections around him and wouldn't let them hire him, usually after they had tried and failed to meet his expectations (at least by this client's account).
 
During this same period, I recall being hired by a client one night at his hotel who was overweight and could not get an erection due to surgery, but liked to be fucked. He said something like this to me at the start of the session: "Steven, I want you to know that I am not going to get an erection, and you are not going to see me have an orgasm, but I will really enjoy getting fucked by you." He was warm and fun and relaxing to be with, and it was a very fun appointment for me and I think him.
 
I recall thinking at the time that as I age, I hope I age as gracefully and with as much self-acceptance as the second client. And I felt sorry for the first client that he put enough expectations on himself that he often felt let down. And I do mean put expectations on himself, not the escort, because it seemed like at some deep level he really wanted to feel like he was much younger than he actually was.

'warn' implies that it is a negative ... I would rather 'inform' than 'warn'.

If your of an escort who enjoys what he does, and enjoys his time with his clients - it shouldn't matter if the client is overweight or not.
 
A "true and humble" escort doesn't and shouldn't discriminate over size, race, or creed of any kind.

I not only get so much useful information from this forum but I also get culture. Shakespeare! I am cancelling my membership to Public Television.

Thanks. But here's a warning to all of you. I actually consider myself a whore.

Yes.
 
Here's one anecdote I can kind of remember from years ago. I showed up at a door of a client who was pretty seriously overweight. He explained to me that he realized at some point it made sense to tell escorts about his weight before they showed up at his door, because several times he had been rejected by escorts who showed up, took a look at him, and said the appointment was not going to work. In some ways I give credit to the escorts, who could have chosen to simply try to stay and rip him off without really providing what the client wanted.
 
To broaden the answer, here's another anecdote. I had a client who was in really good shape for his age - 70's - and liked to pride himself on looking like he was "young 60ish." Having said that, it seemed like he felt compelled to act like a 20-something sexually. He also told me that his expectations for long sessions of flip/flop anal sex so intimidated some well known escorts that they couldn't get erections around him and wouldn't let them hire him, usually after they had tried and failed to meet his expectations (at least by this client's account).
 
During this same period, I recall being hired by a client one night at his hotel who was overweight and could not get an erection due to surgery, but liked to be fucked. He said something like this to me at the start of the session: "Steven, I want you to know that I am not going to get an erection, and you are not going to see me have an orgasm, but I will really enjoy getting fucked by you." He was warm and fun and relaxing to be with, and it was a very fun appointment for me and I think him.
 
I recall thinking at the time that as I age, I hope I age as gracefully and with as much self-acceptance as the second client. And I felt sorry for the first client that he put enough expectations on himself that he often felt let down. And I do mean put expectations on himself, not the escort, because it seemed like at some deep level he really wanted to feel like he was much younger than he actually was.

Thanks. But here's a warning to all of you. I actually consider myself a whore.

Thanks. But here's a warning to all of you. I actually consider myself a whore.

Thanks. But here's a warning to all of you. I actually consider myself a whore.

Jesus Christ, jawjateck. Once and for all, would you learn how to spell?
 
You really like helping young men who have a lot of perspiration.
 
http://25.media.tumblr.com/tumblr_lrlef4KW0X1qgpotro1_500.png
 
 
 

It's funny to think about "The Men Who Got Away." This is probably different for every escort - especially ones who have partners - but the same thing happens the other way around, at least for me. There was a client years ago who hired me several times that would meet every standard on the Gay Mr. Manners checklist. Mature. Intelligent. Thoughtful. Same age. Handsome. Successful. Muscular. Loaded with talents. Sexually exciting. Single. At the end of our first overnight, I asked him something like this .... "If you don't mind me asking, why aren't you out, and why aren't you dating?" He really didn't know how to answer the question. I think by the time I flew home I had a long email from him answering it, and saying nobody had ever asked the question. He hired me several more times. We never had the kind of relationship you describe, Jawja. But at least on a superficial level, I thought if there was ever a client to jump at, this is the one Central Casting would chose. I didn't jump, and within a year or so he was in love and married with another guy. Chalk up another one for the Steven Kesslar School Of Sexual Finishing - even if I am actually still very much a work in progress.
 
I have no regrets. I haven't kept in touch, but I suspect he doesn't regret his choices either. We all make our own beds, and sleep in them. Together, alone, or some of both.
 

Jesus Christ, jawjateck. Once and for all, would you learn how to spell?
 
You really like helping young men who have a lot of perspiration.
 
http://25.media.tumblr.com/tumblr_lrlef4KW0X1qgpotro1_500.png
 
 
 

Jesus Christ, jawjateck. Once and for all, would you learn how to spell?
 
You really like helping young men who have a lot of perspiration.
 
http://25.media.tumblr.com/tumblr_lrlef4KW0X1qgpotro1_500.png
 
 
 

It's funny to think about "The Men Who Got Away." This is probably different for every escort - especially ones who have partners - but the same thing happens the other way around, at least for me. There was a client years ago who hired me several times that would meet every standard on the Gay Mr. Manners checklist. Mature. Intelligent. Thoughtful. Same age. Handsome. Successful. Muscular. Loaded with talents. Sexually exciting. Single. At the end of our first overnight, I asked him something like this .... "If you don't mind me asking, why aren't you out, and why aren't you dating?" He really didn't know how to answer the question. I think by the time I flew home I had a long email from him answering it, and saying nobody had ever asked the question. He hired me several more times. We never had the kind of relationship you describe, Jawja. But at least on a superficial level, I thought if there was ever a client to jump at, this is the one Central Casting would chose. I didn't jump, and within a year or so he was in love and married with another guy. Chalk up another one for the Steven Kesslar School Of Sexual Finishing - even if I am actually still very much a work in progress.
 
I have no regrets. I haven't kept in touch, but I suspect he doesn't regret his choices either. We all make our own beds, and sleep in them. Together, alone, or some of both.
 

Boy, it's nice to be able to agree with the Baron for a change.
 
I can't comment on "Sugar Daddy" per se, but I can comment on "Sugar Friend."
 
Another word that I don't like that hits the same idea is "polyamory."
 
Or arguably, another word that describes the same thing is dysfunction, but if so I have set up some pretty enduring dysfunctional relationships with clients.
 
I've had and have a number of clients that I've known for, in a number of cases, over a decade. The boundaries between "client" and "friend" and "on the clock" and "off the clock" are fluid in that all of them at one point or another have crossed the line, all in different ways. It sounds like self-serving bullshit, but I can say some of my best friends are clients, just like I know teachers and business people and other professionals who can say some of their best friends are colleagues. In some cases the paid relationship morphed into simply friendships, in other cases it endures as "paid" relatioships with dollars and strings attached, at least most of the time.
 
The "Sugar Daddy" model is tried and true throughout the ages and the downsides are the ones Baron points to. In particular, it is likely to have a relatively short shelf life. "Sugar Friend" is a different thing, and I think one main difference is that it allows both parties way more psychological (not to mention physical) space in the context of a sort of committed relationship, although the commitment is never formalized in any way. That's actually probably a good thing too, because the commitment to continue being "friends with benefits" is basically as good as the relationship itself, which I think is as it should be.
 
It also probably helps that I'm a bit over the hill and my clients are even more mature than I am. Yeah, it sucks to get older. But guess what? In youth and beauty, wisdom is rare.

It's funny to think about "The Men Who Got Away." This is probably different for every escort - especially ones who have partners - but the same thing happens the other way around, at least for me. There was a client years ago who hired me several times that would meet every standard on the Gay Mr. Manners checklist. Mature. Intelligent. Thoughtful. Same age. Handsome. Successful. Muscular. Loaded with talents. Sexually exciting. Single. At the end of our first overnight, I asked him something like this .... "If you don't mind me asking, why aren't you out, and why aren't you dating?" He really didn't know how to answer the question. I think by the time I flew home I had a long email from him answering it, and saying nobody had ever asked the question. He hired me several more times. We never had the kind of relationship you describe, Jawja. But at least on a superficial level, I thought if there was ever a client to jump at, this is the one Central Casting would chose. I didn't jump, and within a year or so he was in love and married with another guy. Chalk up another one for the Steven Kesslar School Of Sexual Finishing - even if I am actually still very much a work in progress.
 
I have no regrets. I haven't kept in touch, but I suspect he doesn't regret his choices either. We all make our own beds, and sleep in them. Together, alone, or some of both.
 

Jesus Christ, jawjateck. Once and for all, would you learn how to spell?
 
You really like helping young men who have a lot of perspiration.
 
http://25.media.tumblr.com/tumblr_lrlef4KW0X1qgpotro1_500.png
 
 
 

Boy, it's nice to be able to agree with the Baron for a change.
 
I can't comment on "Sugar Daddy" per se, but I can comment on "Sugar Friend."
 
Another word that I don't like that hits the same idea is "polyamory."
 
Or arguably, another word that describes the same thing is dysfunction, but if so I have set up some pretty enduring dysfunctional relationships with clients.
 
I've had and have a number of clients that I've known for, in a number of cases, over a decade. The boundaries between "client" and "friend" and "on the clock" and "off the clock" are fluid in that all of them at one point or another have crossed the line, all in different ways. It sounds like self-serving bullshit, but I can say some of my best friends are clients, just like I know teachers and business people and other professionals who can say some of their best friends are colleagues. In some cases the paid relationship morphed into simply friendships, in other cases it endures as "paid" relatioships with dollars and strings attached, at least most of the time.
 
The "Sugar Daddy" model is tried and true throughout the ages and the downsides are the ones Baron points to. In particular, it is likely to have a relatively short shelf life. "Sugar Friend" is a different thing, and I think one main difference is that it allows both parties way more psychological (not to mention physical) space in the context of a sort of committed relationship, although the commitment is never formalized in any way. That's actually probably a good thing too, because the commitment to continue being "friends with benefits" is basically as good as the relationship itself, which I think is as it should be.
 
It also probably helps that I'm a bit over the hill and my clients are even more mature than I am. Yeah, it sucks to get older. But guess what? In youth and beauty, wisdom is rare.

that Judy Garland clip is full of clever staging and camera work, not to mention her singing.....and to think it was only made for a TV special.....compare that to the crap on TV today:
 
https://www.youtube.com/watch?v=9j5Nm_W9IYg

I'm not relationally-oriented. I'm a happy single guy, so it's not too hard for me to move on. I think they were more nervous about moving on. I was easy for them, that is, until they got those lucrative job offers.....and never looked back. HAHA! But I say good for them. I wish them the best.
 
I had an early test in my hiring career of whether I'm vulnerable to "falling in love". I hired a handsome sexy guy often. I was 35. He was 32. We really clicked. Got along sensually and socially. Spent many nights together. Enjoyed each other's company. Often went shopping/dining/outings together off the clock, and no, I didn't pay for everything. He eventually moved to San Fran and returned to the corporate world from which he took a break. While I missed the convenience and compatibility of our time together, I was not wounded. If I was ever going to be tempted to fall in love with one of these guys, it would have been him. It did not happen.
 
I'm free.........to have fun.

There's probably as many different models as there are people. The better question is, what's your stereotype?
 
My stereotype is of a "kept man" who relies on one person for primary support, whether that's money, housing, food, helping them get through school or start a business, or some combination of the above.
 
"Kept" does not necessarily mean "exclusive" as opposed to "primary." It doesn't necessarily include sex, as opposed to companionship, but it probably does.
 
Those are my stereotypes, at least.