You go Bill.

Sorry that you posted this because it has made us see you in a different light even though we don't know you.

I (female) have had a very successful work career and perhaps it makes me more judgmental of such arrangement.
I'm ok with whatever opinion people have.

You mentioned your successful work career. That path is chosen by many women. Millions right? Doctors, lawyers, dentists, business owners...

Well there's lots of women who don't wish to have a career. That doesn't make them any better or worse of a human. And some of these women enthusiastically pursue wealthy men. They think dating money, marrying money, or collecting alimony is a much finer life than 40 years of going to work. And as Marko mentioned, besides $ throw in the VIP activities, hobnobbing with celebrities....etc.

You're judgmental about it, you say, and I'm not.

When your young and beautiful like the woman this thread is about, some women choose to leverage that youth/looks into wealth. I don't look down on them for this decision. They can make their own choices.
 
So SeekingArrangement was not a long term success for you? :p
I won't mention the site I was on, safety first.

What do you consider a long term success? If you define it as marriage, I had no intention of a long term success. Wouldn't get married back then, wouldn't get married now.

If you define it as enjoyably meeting 38 women (36 were pleasant, 2 not so much) then I was very successful. I enjoyed getting to know them. They all have a life story. One girl I sold my car to (full price, of course). I babysat one woman's kid once.

Besides the 38 I met, there were several hundred conversations online. Quite entertaining.

More or less the 38 women was over a span of 3 years, so that's an awful lot of social activity if you ask me. Lots of value for a small app fee.

Would I do it over again? Sure would.
 
I won't mention the site I was on, safety first.

What do you consider a long term success? If you define it as marriage, I had no intention of a long term success. Wouldn't get married back then, wouldn't get married now.

If you define it as enjoyably meeting 38 women (36 were pleasant, 2 not so much) then I was very successful. I enjoyed getting to know them. They all have a life story. One girl I sold my car to (full price, of course). I babysat one woman's kid once.

Besides the 38 I met, there were several hundred conversations online. Quite entertaining.

More or less the 38 women was over a span of 3 years, so that's an awful lot of social activity if you ask me. Lots of value for a small app fee.

Would I do it over again? Sure would.

Hmm. If you have such fond memories, why'd you stop?
 
Hmm. If you have such fond memories, why'd you stop?
Was on several sites. Besides the rich guy app, I was on Match amongst others.

The other sites were far less fruitful, to be honest the women generally (not always) had bad attitudes and put forth near zero effort. Many were quite flawed. These dating apps are why people speak so poorly about online dating. And why would they put forth no effort? Because they get 100's of messages from men, they said it was impossible to respond to them all. So actually it's easy to understand why they put no effort into things. There's a never ending line of men waiting online, so they don't feel any need to put in effort. I get it.

I met 20 women from one site, and another 13 from Match (a total of 71). Lucky #13 from Match was worth keeping around for 6 years and 2 months. She's 17 years younger than me (and knows she's the oldest I've had a relationship with) but is the best GF I've ever had. I have no intention of returning to my "favorite" app but who knows what the future holds.
 
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As tightwad has said, it is not usually a long term relationship that is sought... more of a business transaction... heck, look at the movie Pretty Women... (well, I think they did stay together but it was so long ago I do not remember)...

Most of these women will get older... and the guy has no reason to keep them when he can go get another... even if they are a stunning 35 YO... 23 is 'better'? Right...

You can see it in many old rich guys... some have been married, a few time... but also cheat on their wives..
 
If they are both truly happy and committed to each other until the end why does it matter? It could be possible this is a mutually beneficial relationship but materially Bill has more to lose.
 
Was on several sites. Besides the rich guy app, I was on Match amongst others.

The other sites were far less fruitful, to be honest the women generally (not always) had bad attitudes and put forth near zero effort. Many were quite flawed.......

Whereas you are.....perfect in every way?
 
A friend said years ago he had strict dating rule... No one older than his mother or younger than his daughter.
 
That girl looks cray-cray. Don’t forget the Wedding Crashers!:

“ Gloria Cleary: My father warned me about people like you Jeremy, I'm just another notch on your belt.
Jeremy Grey: What are you talking about? It's not like that.
Gloria Cleary: Then what's it like Jeremy?
Jeremy Grey: No wait! I just feel very strongly that we're starting only to express ourselves in a physically sexual specifically way and I just want to play some catch-up on finding who's inside here.
Gloria Cleary: Jeremy, you're amazing.
Jeremy Grey: I think you're amazing
Gloria Cleary: Don't ever leave me.
Jeremy Grey: Ever.
Gloria Cleary: Good. Because I'd find you.
 
I won't mention the site I was on, safety first.

What do you consider a long term success? If you define it as marriage, I had no intention of a long term success. Wouldn't get married back then, wouldn't get married now.

If you define it as enjoyably meeting 38 women (36 were pleasant, 2 not so much) then I was very successful. I enjoyed getting to know them. They all have a life story. One girl I sold my car to (full price, of course). I babysat one woman's kid once.

Besides the 38 I met, there were several hundred conversations online. Quite entertaining.

More or less the 38 women was over a span of 3 years, so that's an awful lot of social activity if you ask me. Lots of value for a small app fee.

Would I do it over again? Sure would.
Not for me, but surely understand and am not against the concept. Everyone understands the starting premise and it goes from there I presume.
My fiance is 1 year younger than me but looks many years younger as the SWFLA get together group can attest to. lol
 
Whereas you are.....perfect in every way?
Never said I was.

When you go car shopping, do you select the vehicle with dents and a bad motor?

When you buy a house, do you consider dilapidated homes to be as good as new beautiful homes?

Bill Belichick wasn't looking for flawed when he got together with his girlfriend. A couple posters mentioned Al Pacino doing something similar. Look at Leonardo DiCaprio. He's had about a dozen girlfriends all younger than 25.

These men aren't perfect either. But they are all rich and famous. And they can date whoever they want, and you see who they choose.
 
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As tightwad has said, it is not usually a long term relationship that is sought... more of a business transaction... heck, look at the movie Pretty Women... (well, I think they did stay together but it was so long ago I do not remember)...

Most of these women will get older... and the guy has no reason to keep them when he can go get another... even if they are a stunning 35 YO... 23 is 'better'? Right...

You can see it in many old rich guys... some have been married, a few time... but also cheat on their wives..
I agree with you with one clarification: in my case there were no business transactions. If any women brought up money, (and yes some did, maybe 40%) they were told "no chance" and conversations died at that point. They were part of the hundreds that messaged me that I never met.

The ones I spent time with, whether a few days on up to a year's relationship, all never discussed anything monetarily.

The takeaway is for many of these women, it wasn't all about money money money. They wanted a man in their life. And a rich man was far better than a broke one. Would Belichicks woman be with him if he wasn't worth 70 million? No, but that doesn't mean he's paying her. I never did.

But to the point of "transactional", nope, I really am a "Tightwad".
 
Mr Tightwad,

In your profile did you provide net worth/income data?

Also, was your handle "Mr Tightwad"? Do you think "Mr Moneybags" would have been more effective? Or do you try to keep expectation$ low?

Curious...
The website has a space for your net worth. I put down two million. The truth is 5.5 million. I figured some things are best not disclosed.

So if two million garnered hundreds of responses, you can imagine what 5.5 might have attracted.

Another interesting thing, at least to me. Guess how many of the women verified my net worth? If you said zero, you would be correct. All they did was notice the home I live in (you can tell I'm not broke from seeing it, but it's not a palace). This supports what I said upthread: many (not all) of these women just wanted a man to be in their life. Yes a rich man, but money wasn't transacted...or even spent on them. I bought food for a grand total of three of them. The rest were just spending time together.

I wasn't Mr.Tightwad on that site, or any other than this one. I used an interesting name that might get some attention.

Moneybags would have emphasized the finance part of things. I tried to minimize that.
 
I say transactional for a reason... you might not be given them money (though from what the TV says Sugar Daddies are expected to do so) but you are giving them let's say 'adventures'...

I knew one girl who was divorced... started dating a guy who took her out to nice place, took her on nice trips and spent money doing other things... he never did give her money directly or pay any of her bills (she did earn a good salary)... but one day talking to her she said that she was 'over' him as he did not want the relationship to 'grow'... IOW, he LIKED what he had... and she said it was transactional... BTW, they were the same age...

Now, if that is not what was happening, then good for you... but I have my doubts...
 
I say transactional for a reason... you might not be given them money (though from what the TV says Sugar Daddies are expected to do so) but you are giving them let's say 'adventures'...

I knew one girl who was divorced... started dating a guy who took her out to nice place, took her on nice trips and spent money doing other things... he never did give her money directly or pay any of her bills (she did earn a good salary)... but one day talking to her she said that she was 'over' him as he did not want the relationship to 'grow'... IOW, he LIKED what he had... and she said it was transactional... BTW, they were the same age...

Now, if that is not what was happening, then good for you... but I have my doubts...

If he said he only bought FOOD for 3 of the 38, I doubt he bought trips for any of them.
 
I say transactional for a reason... you might not be given them money (though from what the TV says Sugar Daddies are expected to do so) but you are giving them let's say 'adventures'...

I knew one girl who was divorced... started dating a guy who took her out to nice place, took her on nice trips and spent money doing other things... he never did give her money directly or pay any of her bills (she did earn a good salary)... but one day talking to her she said that she was 'over' him as he did not want the relationship to 'grow'... IOW, he LIKED what he had... and she said it was transactional... BTW, they were the same age...

Now, if that is not what was happening, then good for you... but I have my doubts...
Nope. I wish I had adventures. I wasn't a sugar daddy as you refer to it, I didn't dispense cash or anything else. No vacations. Nada.

I was simply who they were seeing. If any brought up money I moved on. The majority didn't.

The woman I'm with now, we take turns paying the dinner bill. It was her turn to pay today, bill was $105 at Bacardi's in Glendale. I'm a believer in equality.

The women I met from the Rich Guy site I treated like the women I met from Match and the other sites. No different.

However I'm sure what you speak of takes place Texas. I asked a few women from the Rich Guy site how much they were offered by other men, and the highest number I was given was 9K a month. That conversation ended quickly after that.

If that's what somebody else does, that's their business. I'm not into that.
 
But I will say I have wondered how the people (both male and female younger) are attracted to the older person? I guess all cats look the same in the dark my mom always said.

But I mean I did hook up with DH because of how he looked and I'm pretty sure he said the same when we were young and in our 20s...and really into the physical.
 
Hypergamy, no more or no less and has existed since humans started walking upright, and likely even before that. With people living longer, the age differential gap in relationships has simply become greater and more noticeable by society.
 
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