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Dating an older rich woman ... who's gonna break up with me soon. Should I fight?


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Posted

Hello,

for the first time in my life I am dating someone that is 11 years older than me. I am 31, and she is almost 42.

 

She is very rich and successful, and I am very poor and unsuccessful. Ha ha, I've just struggled within the last few years of my life going to school and fighting debt. I came from a working class kind of childhood, and am trying to build up to something big. Really big.

 

We have been dating for the past month or so, and mostly have a sexual relationship. She is a very sexual person, just broke dramatically from a 7 year marriage, and is doing the single thing. She dates multiple men, mostly for sex, and is very open to telling me this.

 

I am not that way. YES, I am very sexual, have loved the single life, but was and have been insecure a bit with this whole in-my-head competing with faceless guys out there (probably way more successful than me).

 

I know that she really likes me, thinks I'm sweet as well as good in bed, .... but I do sense that it's coming to a close ..... even though she invited me for a weekend away that's 3 weeks out. She also pays for everything, offered to help me out with A LOT ... and I just feel wrong about it sometimes. To tell you the truth, I sometimes feel it's a break I need, like this is something meant to happen to give me a leg up.

 

My feeling with this whole thing is .... I am mostly a sweet type of guy that sends her texts to check up on her, and wants to get closer. She has only hinted that this might be a possibility, but it's just not feeling good lately. I sense that she's gonna end it very soon. We've had very intimate and fun, laughing moments together ... but that hasn't happened for about a week.

 

I don't exactly know what advice I'm asking for, but any would be nice.

 

Thank you everyone!

Rob

Posted

There's nothing wrong with what you're doing. You're both satisfying each other's needs for the time being. Enjoy it while it lasts. I wish I had a sugar mama to pay the bills. :)

  • Like 3
Posted

shes happy, your happy, just make sure you dont get sued for anything... (like the money back)

  • Author
Posted

Ha ha, apple. Yeah, she's a lawyer.

 

I just talked to my friend. He said it's DEF temporary, trust him. So don't get attached, and just be cool about it.

Posted

Problem is... You are getting attached, right?

Posted

I'd have the same advice if the sexes were reversed. Enjoy it for what it is but don't plan your future around this person. More to do with where you two are in your lives than age gap. She just got out of a long relationship and wants to have fun.

Posted

Definitely get your sh-t together but she may really like you and it just might be that her ego makes her give off the impression of being a playgirl. Maybe she is trying to protect herself. If you really like her tell her so. What have you got to lose?

  • Author
Posted

Yeah, getting a little attached. I really do like her. The problem is I'm trying to find the right balance of talking to her strictly sex like, and being sweet like it's a growing relationship. We've talked about possibilities in bed, but she just keeps going back to "I'm enjoying our time so far"... that's it.

 

I am being honest, I am having anxiety about doing the right thing to get her. Give her space, or stay in touch daily. I'm always trying to analyze what she wants.

 

I really only text her about once a day .... just to keep things glued. I don't blow up her phone. Her responses have been just "XO" lately .... so I get the feeling she's pushing away.

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