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Comments:
I thought she might be teasing me a little but did wear it and sent me an instant message to thank me - to quote her "I love the skirt Thank you". I definitely get the feeling that she is attempting to steam things up a bit, but have niggling doubts because we have to remain professional.
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I can speak in my case that despite my self-evaluation being precisely the same, i can more "naturally fake" (see what i did there!?) some confidence and this is noticed.
If we're talking someone from online then no way will he pick me up - I'll make my own way to the date.
Obviously, she should not be hanging around with a guy she used to sleep with and who wants to have sex with her now. I think she is asking you if it is OK to see how much you actually care about her/the relationship.
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A friend of mine asked me and my wife to double date with him and a new girl he met. He was complaining that all previous girlfriends ended up saying that they liked him as a friend, not a boyfriend.
I wasn't positive it was a troll until the last one. You sound like middle schooler. If you are going to troll at least make it more believable also even if it was real the I'm so horrible text is designed to make the boy feel sorry for you and over look the **** you did. I'm a sucker for it sadly and I regret it but grow up. Also you're a troll.