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know the ledge
Where do you get your ideas about gigolos? I'm not sure thay are based on any facts.
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OK, hold on to your hat because this is going to be wild. My ideas are based on personal experience with gigolos.
I never married and am not rich, but am doing well enough in my career to attract male attention. Some guys want an easy life; I can't blame them for it because there are women who act the same way. Not every guy I go out with is solely interested in money, of course, but two different men I've dated have both been explicit about wanting to me to pay them for their time in addition to picking up the tab for dinner/movie/vacation etc.
One guy, at the peak of his gigolo career, happened to be between clients and realized I was very attracted to him. He liked me enough to name a dollar figure and terms for being with me. He wanted either $100k over a two to three year period or $10k plus a hot car and all his living expenses paid. He had a small business to provide him with pocket money and the appearance of income. The offer came as a shock because I'd known him for a few years and hadn't realized he was a gigolo. He'd had girlfriends during that time, and I thought he'd just had bad financial luck and bad luck with the ladies since he kept living with one after another (while still casually dating on the side) and never kept a place of his own. I thought his girlfriends just bought him cars and clothing to be nice; I genuinely didn't see the pattern until it was pointed out to me. OK, I was young and stupid. So sue me.
Of course I was tempted. But the guy was out of my price range so years passed and we stayed intermittently in touch as friends. Then he called me up one day to suggest that we get together and talk, maybe to get back into our old relationship and possibly become more than friends. He said at first that it was because he missed me. In reality, he knew I was doing way better financially than I'd been doing before. By this time he was in his 40's. His hair was starting to gray and there were lines on his face, so he could not attract the caliber of clients he'd had before even though he was still in great physical shape and fairly attractive. He was still very intelligent and articulate even though his standard of living had slipped. I was in a position to pay more, and he was prepared to settle for less. At this point I was wondering what diseases he was carrying. I didn't think he was carrying anything, but read up on STDs so I could protect myself while still having fun, just in case he was giving out freebies. He wasn't. As it worked out, there were too many deal-breakers. We live in different cities at this point, he wasn't really willing to relocate because his small business couldn't be easily moved, and I wasn't willing to relocate either. Nor was I interested in paying for a long-distance relationship. I still see the guy once in a while when I'm in town. Yes, I do pay for dinner. Last time I saw him, he was driving a new car and insisted on meeting me very discreetly, so he's not doing too badly.
Out of curiosity I surfed around the Net checking out other male escorts and found out that the serious professionals are very expensive and very up front about what they will and won't do. The male escorts with the biggest Web sites also tended to cater more to gay men than to women.
I also started discreetly asking around, and you'd be surprised how many professional women pay men for their time in the form of "loans", gifts, etc. You'd also be surprised at how many women support a stay-at-home boyfriend, which is where the line between a kept man and a serious romantic relationship starts to blur. Sometimes these guys get tagged with the "gigolo" label although I don't think they really earn it, any more than a stay-at-home girlfriend deserves the "prostitute" label.
As far as the tax implications of prostitution go, I went to school with a young woman who later became a prostitute. Since I wasn't judging her or trying to force her to change, she was more than willing to talk about herself and give me information about all aspects of prostitution. She's the one who told me how advertisement via adult personal ads works. While it's not something I plan to do myself it was interesting.
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