Best approach...

[amoka]

Guys, I've met this 37 years old woman who have a great interest in me. She is not good looking, I'll give her 4.5. I consider her as a friend. She is willing to do anything for me, but somehow deep inside me, I feel it is not right for me to be taking an advantage over her. I'm 26 and have no desire of dating a woman 11 years older than me. This woman definately has money, but last time I took her to a movie, I ended up paying for both of us. I would like her to take care of me, I mean pay for the movies and dinner from now on. Is there a way i can rap her? Should I tell her I've no money and therefore cannot afford anything? What is the best approach?

 

[Natch]

You want to exploit a woman by leading her on so she pays to take you out?
Classy dude.

 

[amoka]

You want to exploit a woman by leading her on so she pays to take you out?
Classy dude.

Well, you can say that. But I'm not trying to exploit her. I just feel it would be great to let her do the spreading next time we go out. That's all

 

[WaterTiger]

You can do this one of two ways, whine about being broke or take turns paying.

If you whine about being broke, order water with your meal (which should be a $5.00 appitizer) She might take pity on you and buy you some dinner. Maybe even pick up the movie tickets, or what ever you guys do.

OR...
How about telling her: "I paid last time, this time, it's your turn."
This has worked out great for me and my "strictly friends" of the male persuasion. He buys the tickets, I buy the drinks & popcorn. He buys one meal, I get the next one. It all balances out.

 

[amoka]

wow.. thanks guys.