Not sure what to make of this guy?


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spicytunaroll is offline spicytunaroll Post #1  October 4,2010, 12:30pm
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Hi there,

I've gone out with a man from EH a couple of times, and I'm a bit confused about what to make of him. He's different from anyone I've ever dated. I'm wondering if anyone has insight/experience into a man of this sort?

This guy is fairly good looking, very fit, tall, apparently incredibly wealthy, and slightly dorky with boyish charm. He was married for 20+ years before; he's divorced now - has been divorced for a few years. He is 13 years older than me. On Saturday he took me to a super nice steak house and a semi-formal dance party. He must have spent $300 on the dinner, plus whatever the party cost. He wore an Armani suit and mentioned that he has 20 of them. He dropped references several times to various million dollar transactions, etc. Clearly he wanted me to know/think that he has tons of money. He talked about how gorgeous and spectacular I am; about how he wants to get married and thinks we're a great match, and really, this seemed sincere to me. We had good chemistry, but not overwhelming (which is the way I like it!) and he didn't do anything that I didn't like in that regard. He seemed to be head over heels about me... I don't think he was playing me - he seems to be genuinely really super into me - more than I have ever experienced after going out with someone just twice. It freaks me out a little bit. I talked to him last night on the phone and it was more of this "you are so awesome" thing, and I was like "don't go overboard" and he said, "ok ok... but I AM overboard!" In general he seems like a boy in a grown-up body - cute, and sincere... kinda inappropriate and maybe doesn't have good boundaries.

I am a 43 year old woman - attractive, pretty fit... good mom, intelligent woman with decent, passive income. I grew up in a moneyed environment, but not the really huge money that he seems to be putting forth. I am not a supermodel, and I'm not used to this level of attention. My real question is: How does this guy sound to you? Am I getting myself into trouble here? Has anyone been out with someone like this before?
 
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ami1uwant is online now ami1uwant Post #2  October 4,2010, 12:42pm
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At your age...and his...the age difference doesnt matter much.....but having children could (especially if your kids are under 10).



Why are you impressed by him buying you stuff. He is abviously trying to buy your affection...probably has done this in the past....

only to see this change after he has you.

are you the first one he has dated since his divorce?

If you dont feel comfortable with him parading you as a prize on dates or you are uncmfortable in going these multimillionaire functions you will have issues in this geting serious.
 
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Wiseman2 is offline Wiseman2 Post #3  October 4,2010, 12:45pm
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Interesting that you are questioning all this. I think your gut is right
1) Too fast, too soon.. go at your pace, not his sweep you off your feet whirlwind approach.
2) The harder they come, the harder they fall.
3)You know your bottom line , his is "apparent"..and brags. interesting...gigilos are taught to act "monied", so they attract certain women, then oops... they fell on bad luck.
Even that dinner and clothes may be from the last woman.
4) Let him be as smitten with you as he likes, but if his charm is sincere, he won't suddenly fall on bad luck.

This is all just worst case scenario speculation, since you seemed to intuit something, otherwise, just enjoy the attention and dating


I've gone out with a man from EH a couple of times
This guy is fairly good looking apparently incredibly wealthy, He was married for 20+ years before; he's divorced now - has been divorced for a few years. He is 13 years older than me.

He talked about how gorgeous and spectacular I am; about how he wants to get married and thinks we're a great match, and really, this seemed sincere to me.

he seems to be genuinely really super into me - more than I have ever experienced after going out with someone just twice. It freaks me out a little bit.
I am a 43 year old woman - attractive, pretty fit... good mom, intelligent woman with decent, passive income. I grew up in a moneyed environment, but not the really huge money that he seems to be putting forth. I am not a supermodel, and I'm not used to this level of attention. My real question is: How does this guy sound to you? Am I getting myself into trouble here? Has anyone been out with someone like this before?
 
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Emme0264 is offline Emme0264 Post #4  October 4,2010, 12:45pm
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Can't say if you're getting yourself into anything here, but I went out with a guy like that recently. First date was tickets to see Conan O'Brien live on his recent concert tour, outstanding seats, and a pricey dinner. He drove a VERY expensive car. Talked about his millions in investments, too. Was all over me. He is 62. He had tickets for (wait for it) the Backstreet Boys for a couple nights after Conan. What 62 year old guy buys Backstreet Boy tickets? He asked if I wanted to go. Not only have I no interest in the Backstreet Boys, I had other plans for that night. So then he asks me if he can ask out my best friend, whom he has never met or spoken to, because I'm an intelligent and understanding woman and should have no problem with this. Turns out he spends a TON of money on tickets to just about every show that comes to town, but only if he can get tickets in the first 10 rows center. Then he apparently lures women into dates with him. Oh, and to add to this, on the way home he mentions he had had prostate cancer and could no longer acheive an erection but had a manul pump located in his testicles. Asked me if I wanted to play with it. While he was driving. Lordy how I wish I was making all of this up.

So, I would say, if you like this guy and he's not exhibiting any creep tendencies, try to slow it down a bit, tell him you need more time to go overboard and then see how he reacts. The guy I was with was clearly desperate for a woman and was trying, I guess, to buy one. Makes me worried about any guy who's touting his wealth.
 
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DancingFool is offline DancingFool Post #5  October 4,2010, 12:46pm
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So the man is successful, treats you well and seems to like you so far and your problem with that is????

How about just relax and go with the flow. It's just been a couple of dates and you don't know each other. Seems like he is interested in getting to know you more and you are too, so go with the flow and don't jump into anything that you normally wouldn't.
 
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BabyYoda is offline BabyYoda Post #6  October 4,2010, 12:46pm
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Seems like he is using his wealth and status to woo you. Do you think it is working?

I don't think he is coming off as a bad person. I am curious in knowing why does he have to mention his wealth to you? I also don't agree with the amount of money he has spent, but that's my personal opinion.

In all, he is just saying things to you that has worked for him with other women. He figures that his status is all he needs to win over your heart.

Maybe you can continue to date him and see what happens.

B.Y.
 
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spicytunaroll is offline spicytunaroll Post #7  October 4,2010, 1:01pm
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ami1uwant wrote :
At your age...and his...the age difference doesnt matter much.....but having children could (especially if your kids are under 10).



Why are you impressed by him buying you stuff. He is abviously trying to buy your affection...probably has done this in the past....

only to see this change after he has you.

are you the first one he has dated since his divorce?

If you dont feel comfortable with him parading you as a prize on dates or you are uncmfortable in going these multimillionaire functions you will have issues in this geting serious.
I'm comfortable with money and people who have lots of it, just not with him talking about it a lot, and spending too much money. People with big money don't usually do that.

Do you really think there isn't a big difference between 43 and 56? I don't know about that. But he seems young.
 
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spicytunaroll is offline spicytunaroll Post #8  October 4,2010, 1:04pm
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Emme0264 wrote :
Can't say if you're getting yourself into anything here, but I went out with a guy like that recently. First date was tickets to see Conan O'Brien live on his recent concert tour, outstanding seats, and a pricey dinner. He drove a VERY expensive car. Talked about his millions in investments, too. Was all over me. He is 62. He had tickets for (wait for it) the Backstreet Boys for a couple nights after Conan. What 62 year old guy buys Backstreet Boy tickets? He asked if I wanted to go. Not only have I no interest in the Backstreet Boys, I had other plans for that night. So then he asks me if he can ask out my best friend, whom he has never met or spoken to, because I'm an intelligent and understanding woman and should have no problem with this. Turns out he spends a TON of money on tickets to just about every show that comes to town, but only if he can get tickets in the first 10 rows center. Then he apparently lures women into dates with him. Oh, and to add to this, on the way home he mentions he had had prostate cancer and could no longer acheive an erection but had a manul pump located in his testicles. Asked me if I wanted to play with it. While he was driving. Lordy how I wish I was making all of this up.

So, I would say, if you like this guy and he's not exhibiting any creep tendencies, try to slow it down a bit, tell him you need more time to go overboard and then see how he reacts. The guy I was with was clearly desperate for a woman and was trying, I guess, to buy one. Makes me worried about any guy who's touting his wealth.
OK, that is TOO funny! No Backstreet Boys or manual pumps here... thank god. Sort of hilarious and tragic at the same time.
 
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spicytunaroll is offline spicytunaroll Post #9  October 4,2010, 1:08pm
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BabyYoda wrote :
I don't think he is coming off as a bad person. I am curious in knowing why does he have to mention his wealth to you? I also don't agree with the amount of money he has spent, but that's my personal opinion.
Yes, Little Yoda, this is the exact issue that I have. Thank you for saying that this is what has worked for him with other women - that's probably exactly what is going on.

I'm going to still go out with him - we have plans on Thursday. Just not sure.

Thanks everyone who has replied!
 
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Emme0264 is offline Emme0264 Post #10  October 4,2010, 1:15pm
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OK, that is TOO funny! No Backstreet Boys or manual pumps here... thank god. Sort of hilarious and tragic at the same time.
We make a lot of jokes from SNL about "We want to PUMP YOU UP". And call him a one pump chump. I feel badly for the guy, clearly trying to buy a woman, but it is also funny in a sad way. If I were a better person I wouldn't giggle at the memory.

I'm not sure if your guy is anything like that, but I'd be looking for signs that guy I met. The talk about money makes me uncomfortable. Most of the truly wealthy people I know never mention it. Only the insecure or wanna-bes seem to bring it up. But, what is the harm in giving it some time? Maybe he's fabulous!
 
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