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Old 10-02-2007, 12:27 AM
highlife highlife is offline
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Join Date: May 2004
Location: South Florida
Posts: 2,797
Default Impressing (Hot) Older Women

I recently met an incredibly beautiful single older woman through my good friend's fiance. I was invited to my friend's engagement party at this woman's house last weekend. Before the party all I knew about her was that she has been divorced for at least 3 years, is 41 years old, drives a Benz, has a vacation house with two boats and also a big "main" house with a pool just outside the city, has a 19 y/o daughter, and has had horrible luck with men lately and was actively looking for a "good one".

I was also warned that she was attractive, but I was way underestimating it. She is a 9 in my book, can't imagine anyone else rating her lower than an 8. She looks like Demi Moore from about 6-7 years ago, accept bigger breasts (large Cs) and she is latino.

It happened to turn out that I was the only single guy at the party, so that worked out pretty well for me. I talked and flirted with her the whole night as often as I could without making it seem obvious, and was getting it back just the same. She was playing hostess so it was difficult to get her alone, and my plan at the end of the night to be there after everyone else left failed.

I left the night figuring it was just a fun night flirting with an incredibly hot woman. Well, today I find out from my friend that she thought I was great and wants to hang out with me again soon. Apparently the two girls are planning a scuba diving trip double date for some weekend soon.

Honestly I am wondering why this woman is interested in me. She is way hotter than me (I'm average looking at best), and she is already rich. Plus the 14 year age gap (I'm 27) and her having a 19 year old daughter. Whatever the reason, I don't want to screw this up. Any suggestions on how to make a good impression on her? What could she be looking for in me?

Cliff Notes:

I (27 y/o avg looking) met and flirted with an incredibly hot 41 year old divorced mom (with some nice bank) at a casual party. To my surprise she wants to hang out with me, how do I not screw this up?




She looks very similar to this picture accept less makeup

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