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Comments:
Experience x Time = Confidence.
This is the biggest red flad to me. You keep finding out more and more stuff that she lied about in her past. She probably lied to make herself look better than she was...she doesn't want to come out and tell you the full truth because she's afraid that you'll think less of her and maybe wouldn't have gone out with her in the first place had you known.
Then we had to see eachother again and we had the best conversation and I had to ask her out again and this time she agreed and we went out for coffee. I had the best time of my life. I know she did too. I wanted to kiss her but I held back. I showed her my house and played pool for a while.
gorgeous little snippet of underboob
I asked him if he remembers me and the girl I was talking to, and if she comes in there a lot. I normally don't talk about my sex life. But he wanted to know why I was asking about her. And I told him well, man to man, I went home with her and I kind of like her. But I don't know how to contact her.
I find this behavior very weird. I feel like there is maybe someone else in the picture she doesn't want to run into? Not really sure how I should handle it or if I'm thinking too much into it...all I know is I'm racking up so many miles, and I feel like I'm not home half my days off because I'm always out her way.
Hell naw. Abort ship.
This is simple. Tell him you find his behavior inappropriate, douchey...however you want to frame it. You care for him but his fixation on money for whatever the reason is a turnoff. Site specific examples, how it makes you feel etc. I would NOT bring up his gift to your daughter as it was just that, a gift. But all other scenarios you mentioned are appropriate. Personally, if someone I was with continued with that kind of behavior I would have to exit the relationship as it wouldn't work for me.