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Sugar Daddy?


Moneymike68
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My arrangements were college boys with a built in ending. They would graduate (hopefully), move on with life, possibly re-locate, enter the work force, etc. I provided a set monthly stipend for a certain number of days/nights per month. No exclusivity. Two of them posted ads and were hired by other clients; they gave me scheduling priority. The other collegian saw no other clients (as far as I know); he was satisfied with the stipend.

 

These arrangements worked well because of the character of the young men, which I vetted through several meetings/hiring situations before terms were offered and accepted. All three of them went way beyond the minimum requirements in terms of satisfaction, scheduling, and number of meetings. Each ended amicably. They moved on to professional careers, and my interaction/communication with them ended.

 

It's a privilege to help aspirational young men. ;)

 

If the opportunity were to present itself I would gladly take up a relationship like this one.

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My arrangements were college boys with a built in ending. They would graduate (hopefully), move on with life, possibly re-locate, enter the work force, etc. I provided a set monthly stipend for a certain number of days/nights per month. No exclusivity. Two of them posted ads and were hired by other clients; they gave me scheduling priority. The other collegian saw no other clients (as far as I know); he was satisfied with the stipend.

 

These arrangements worked well because of the character of the young men, which I vetted through several meetings/hiring situations before terms were offered and accepted. All three of them went way beyond the minimum requirements in terms of satisfaction, scheduling, and number of meetings. Each ended amicably. They moved on to professional careers, and my interaction/communication with them ended.

 

It's a privilege to help aspirational young men. ;)

 

Interesting concept, I like it. Did you (or the escort) experience a sense of loss when it ended? I know the ending was built in, but I imagine you get to really like somebody and then it's all over. How did you deal with that?

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Have any of you self proclaimed daddies ventured into being a sugar daddy? Does it include exclusivity with your favorite escort? Pros/Cons?

Nice question. I offer myself on grindr and growl as a sugar daddy. I have some flexible money and I don't mind spending it on my enjoyment. Now while not exclusive, and I do wish there were more opportunities in my area, Ihave been seeing a certain person for 15 years; we travel together, spend nights together but I know it's a business arrangement. As I've mentioned previously, wish there were others around..

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Nice question. I offer myself on grindr and growl as a sugar daddy. I have some flexible money and I don't mind spending it on my enjoyment. Now while not exclusive, and I do wish there were more opportunities in my area, Ihave been seeing a certain person for 15 years; we travel together, spend nights together but I know it's a business arrangement. As I've mentioned previously, wish there were others around..

 

You can always travel... Location Location Location!

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Interesting concept, I like it. Did you (or the escort) experience a sense of loss when it ended? I know the ending was built in, but I imagine you get to really like somebody and then it's all over. How did you deal with that?

 

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.

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I was 35. He was 32. We really clicked....

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.

 

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.

 

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I have no plans to ever be a sugar daddy. As much as I like/love my friends and family, I have to have my large doses of alone time. I don't necessarily want someone dependent on me. Not at this time anyway.

 

My experiences somewhat echo what Jawja wrote. I get along exceptionally well with a small number of working guys and have hung around with them off the clock mainly platonically. I like being single... do what I want, when I want. :)

 

I must admit though, there are 2 working guys in particular that if they came to me and said let's give a serious relationship a go... I'd strongly considerate it. They both, at various times, hinted/said as much. I find that flattering and a huge ego boost, but I'm reluctant for many reasons.

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  • 2 weeks later...

I have been on both sides of this coin. Early in my college career as an impoverished student, I had a wonderful arrangement with a banker with whom I enjoyed frequent weekend trips out of town, all expenses paid by him. He was French and very interested in American culture. In my youthfulness, I taught him a lot about spontaneity and eagerness while he taught me patience, expanded my horizons, and taught me to kiss like the French. Our time together passed far too quickly and I graduated college, but with deep appreciation for him and out time together. He purchased an expensive fragrance for me (that I still wear now some 30 years later) as a thoughtful sentimental gesture of something to remember him by which I do to this day.

 

Now in more recent past, I met a cute young man at a Barnes & Noble who I found was also running an escort ad in a city I frequent on business. He was thoroughly mired in debt and living on a friends sofa. We had initially some great times in bed and out, but all on the clock and tab. Eventually, he initiated wanting to see me whenever I was in town, regardless if it was beyond what I could afford for his escort fee. We settled on a mutual agreed amount for our times together with perks for shows, trips, and gifts that came his way. Less than 90 days into it and following a trip to the Carribean, the sex stopped, his behavior changed, and his resentment at his day to day situation versus when with me drove him to anger and the end of our arrangement. It wasn't healthy for either of us, and I wished him well.

 

Haven't repeated since.

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Less than 90 days into it and following a trip to the Carribean, the sex stopped, his behavior changed, and his resentment at his day to day situation versus when with me drove him to anger and the end of our arrangement. It wasn't healthy for either of us, and I wished him well.

I was just recently in a situation with a lot of similarities to that. It started out well but after a while, he was frustrated that he wasn't going anywhere, and said he needed someone who would push him more. I'd done a lot to give him a base where he could push himself, but pushing other people as opposed to supporting isn't my style, and he seemed to need that. He's off on his own now, not sure if he's going to live up to his potential or not.

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