There's this girl called Jennifer, who is an HB 8 or even an HB 9. The thing is that she's unbelievably insecure about herself. It's crazy. I knew that hot girls worried about their looks, but i'm just mind-boggled by this girl.

We both live in the same college and we have been hanging out here and there. I've teased, flirted, and kinoed her quite a bit. We hung out, just me and her and had a good time the other day, taking silly photos on the webcam, etc. I don't know how to advance our friendship to more, especially considering her insecurity. She is about 5 foot 3 (63 inches) and has huge tits, a great face, and just an overall beautiful body; a great personality too. She does not think she is hot, at all. She does not think she can go into a club and pick up a guy. It's mind-boggling because she is absolutely gorgeous and sexy. She actually said, "if i went out, i probably wouldn't be able to pick up any guys. They'd probably reject me." When she said that, i didn't know how to react.

Just in general, i don't know how to advance our relationship. I think if i come up with an appropriate response to her perception of herself, it will greatly help. Any suggestions or advice would be greatly appreciated!! Thanks!!

Well for one...escalate normally. If she thinks she can't get guys, she should be stoked to get u! I like playing the picture game too sometimes n u can use that to escalate. Basically keep it sexual, escalate kino, n u will be fine. The real question is r u secure enough to get her, not if she's too insecure for u. Do u feel me? If she has felt like an ugly duckling, n she doesn't find herself attractive, this should be a layup. Treat her as a sexual being, not as a girl you need to make think is beautiful. She will appreciate a bunch of orgasms more than u telling her she's cute. Instead show her a great time n make her want to keep coming back to you for it. Remember she doesn't think she can get guys...you are a big fucking catch my friend, ACT LIKE IT!

Same shit happened to me years ago. I knew this beautiful cheer-leader esque chick that was insecure. I regret not having to escalate even when I knew she liked me. I was a stupid mothafuka. I don't know if this is a shit test, but I say go with it and escelate. Create confort and kiss close!

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