I've got a hot date tomorrow/hope for guys struggling

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Well done!

You'll not get any judgmental words from me, in my case I was able to get my sexual experience from "amateurs", but it was certainly a necessary prerequisite to getting the necessary confidence.

Having said that, it's a LONG way from being able to "get laid" consistently and actually having a stable long-term relationship. I've managed to get my material sh*t together too, but even at my advanced age and after a horribly failed marriage I still am quite unsure if I will ever achieve it. I sometimes wonder if just "getting laid" is as good as it gets for me...

Good luck on your date, hope it goes well...

thats a steriotype, not everyone with AS believes the same thing

This is just an over-generalization. In this case, the OP should slow down a bit and put things into perspective. But not all age differences need to be creepy. each case should be based on it's own merit.

And once again, let me state my distaste for the overuse of the word creepy.

Second that.

I know that she's 20 and that he's 27, and the things OP had said in the opening post had given some clues about the situation. People aren't always that unique. Somehow, I'm pretty sure I know what this 20-year-old is like.

I admit, though, that I had misused the word "creepy." What I meant to say was OP is a creep.

Nothing wrong with a 27 and a 20 year old imo

Escorts... I wouldn't go there myself tbh

I don't get the whole emailing 100s of women on dating sites though. That just seems desperate. I'm only interested in sleeping with women I actually like. Not just any random women

I'm not a creep. I'm an honest, hard working nice guy just trying to find a woman. If I wasn't, I wouldn't be posting here. Any woman I've dated will probably say the same. And yes, I "dated them." IE, we went bowling, mini golfing, to dinner, concerts, etc. and did things that normal people do. And they were stone cold sober when we had sex, as was I. The whole creep thing is funny, you can't please everyone I guess.

I'm not gonna pass judgement. If prostitutes find having sex for money degrading, they wouldn't do it. Free country.

If it helps his confidence, and he keeps it in the dark from potential dates, I don't see it as an issue. He's treating his gf with respect, anyway.

Women hire male and female escorts too.

This is an interesting story. If sex were all I was interested in from women, then this seems to be as good a strategy as any. It's logical, based on small concrete achievable steps, etc. It breaks down a social process to it's utterly simplest terms. Some may be offended by the idea that sex is the point of a relationship, but to a lot of people it is, either implicitly or explicitly. If it's among consenting adults that both know what they're getting into, who are we to judge.

Seven years age difference is nothing. Where I live, a lot of women won't date a man 1 year younger than they are but think nothing of marrying a guy 10 or more years older. This was a royal PITA when I was trying to date in college because I was mostly interested in women who were past the parties and drinking phase when I actually had a chance to be interesting to them.

These things are subject to cultural differences and we shouldn't be so quick to judge. One of my childhood friends (younger than me), married a guy in his 40s. Her family and everyone were very supportive and thought there was nothing at all wrong with this. This seems illogical to me based on the relative lifespans of men vs. women, but as I've often had to learn the hard way, cultural norms are often illogical. Yes, I do live in the American south and Yes, things are somewhat different here. It's not necessarily better or worse, just different.

I don't think what the OP is doing is creepy or even necessarily wrong, as long as he's honest and up front. Not everyone wants a happily ever after romance. Some people are more interested in passion and excitement, and when those dry up, they move on. To each his own I say.

I've got a success story. One day I went into pizza hutt and made myself a snow freeze cone, then smushed it into my face. True story.

I definitely feel that this describes me at my current stage in life. Though I can find attractive both 18 or 19 year old women, and women in their 40s and 50s. Interestingly, women who are my age or just a little older actually tend to be least attractive, in a personality sense. But whom I will end up with will likely depend on which age group the women are in who want the same sort of passion that I do, with me...

Entering a relationship without a history of sexual practise will be the death of happiness with the partner. She will find someone else if the male is crap in bed.

So, what a male does before entering a relationship is his business, even if he sleeps with a prostitute and paid for it.

Women don't have the right to question a man's sexual past when she keeps her own obscene escapades hidden from him

They can question if they like. Obviously you don't have to answer, but they can still question.

And she may not have any "obscene escapades" to hide.

I can kinda understand a woman wanting to know if her partner had ever paid a prostitte for sex.

If the guy is clean, I don't give a crap whether hes been with a prostitute.
Some people are overly moral tbh. I am only against using prostitutes when the woman is forced or pimped into it. In that case, I would never date a man who willingly had sex with a woman who was forced to get raped over and over again.

I would date a clean guy who has been to prostitues who do it out of their own free will. I however fail to see how the person need be affected by that unless it involves them. It's still consensual sex, whether money changed hands or not.

would buying a woman dinner then her "rewarding" him sexually be the same thing?

Which I have, 3 times with 2 women. I will just say that I couldn't get a girlfriend, so I had to compromise and get some experience before she came along. What I did before I met any women is my business. Just like her business is hers. I don't care how many men she bedded, I don't care how many abortions she may have had and I don't care if she has STDs.

Yes, Hale Bopp, I practise clean sex with prostitutes. But I am not responsible for her health, just like she isn't respobsible for mine. We both go in, regardless of the consequences. Neither of us knows what the other really is.