In search of a little input:

I'll be headed to Sin City later this year and will have the time and oportunity to meet with one or two of the wonderful ladies of Vegas.  As a general rule I like to spend two to three hours with my companion, be it dinner, dancing or just a drink so we can get to know one and other and feel more comfortable.

So here's my dilema; when I hit Vegas I love to gamble!  Nothing real heavy but I love the thrill of the chase.  If my date and I go gambling on my suggestion, say to a black jack table, do I pull out money for both of us to gamble with?  Do I buy one stack and play two hands with her watching over one of them?  If I buy her a stack and she wins money should I expect my initial buy-in back? some or all of the winnings?

This might seem silly but the last thing I want to do is spoil our evening right out of the gate by appearing cheap, I would just like to know what to expect.

cheesewiz, BigPoppaPumplv help me out here!

You have got to be kidding, you don't want to sound cheap?? I think you just told everyone who reads this, that you are cheap!! Since YOU are the one who wants to gamble, and wants to try and impress the people around you with an attractive lady by your side,,,,,then YES, you must pay for her to gamble. Since your initial amount of money for her to gamble is a GIFT, not a loan, she gets to keep all of the winnings. I suppose if you take her to dinner, you would want her to pay for her meal also!!If you want to play, then you need to do it in a classy way, as you are paying a provider for her time, and if she is lucky enough to win, more power to her.

Pay for the time, buy in for you both.  If she wins, you get back your buy in; if you want to quit before she has more than that, it's hers; if you win, give her half of your winnings.

Of course, you could be cheap and worry about that money used for gambling but, then, you should probably be ready to accept the caveat of other hobbiests, YMMV.  For some reason, I seem to always have a date that would make any conservationist extremely happy (for those who are a bit slower, high mileage)

For me, I only want a beautiful woman on my arm for me to enjoy.  I'll take them to dinner but never seem to notice who else is in the retaurant.  Why show off when you can be entertaining each other in a much more enjoyable way.

DrX

You don't want to be noticed with a lovely lady on your arm, even just a little bit?.........bologna. All guys are competitive to a certain degree and having either the charm, looks or money to have quality companionship is something guys are gonna show off.

I spent two days with Baylee Lefever in Vegas earlier this year, she in a sexy black cocktail dress at dinner or in a string bikini by the pool, and yea, I enjoyed the looks we got, why not.......

As far as the gambling, I offered her money to gamble, she chose not to take it. I think different ladies have different policies on whether they take clients money to gamble with. MfSD.

Knowing the Dr. like I do I think he is being quite honest. He has never struck me as the type who needs to show off. I may be off base here, but there are many gents who take us ladies out and seem not to notice anyone or anything else. And although I do feel as though I am attractive, I am not the head turner some of the ladies are, but I have never had a date where the gentleman I was with in public seemed to mind that the night revolved around just us.

When it has come to gambling with my clients I either play with my own money or just watch them play. This will eliminate any issues when I lose horribly or I win big. The 2 times I did gamble with my dates money I always paid back what he gave me, and the gesture was always apreciated. Each Lady has their different set of rules. It's just a matter of asking them when you book the date.

xoxoxo
Lass

You pay the whole way! If she wins, she keeps it.  If she doesn't win, hope you don't loose too much.  If you're really concerned about the who's money it is, but still want to gamble, play craps, your money, your bets~she can shoot, and if you win give her a portion of the winnings.  I would never think of taking money back or expecting her to pay.
Good luck

CelticLass,
Maybe I'm old school, but you would not pay a dime if we were out together.  And if you won on my money, I would never dream of taking any of it back, not even the original amount.  To me, it's all part of the date.
ryjay

Hi there Lass, I will accept your defense of the good Dr. I hope all is well with you, send me an IM sometime, I miss ya. See you in October ( : MfSD xoxo.

I agree 100%, if someone has to ask these  types of questions, I would be concerned how the entire meeting would transpire. Since it his his suggestion that they gamble, and he puts a lady in that position, then he is responsible to fund the event. I don't think that any lady should have to either sit there and look silly or twiddle her thumbs, or even be put in the position of having to gamble with her own money, alot of these ladies just don't have the funds to gamble... You just simply do not put someone in that position, if you do, then you should put up, or not have even suggested that type of entertainment. If you want to play the big shot role, then act like one...