"No, I haven't been that with a girl so close that she wants to see my penis. I'm a shy guy, the fact I hate my size doesn't help my self-esteem. I think I look average, if I dropped weight that would be awesome, but yea life is tough for me, and my small penis doesn't help me at all. "
Then here is what you should do. Find a gorgeous call girl/escort/craigslist what ever. Make sure that you explain the whole situation to her before. Lie, tell her that your smaller then what you really are. That way, she will know you are small, so the will be no akward moment. And also, when she sees its not as small as you said, it will be a pleasant surprise as well.
Besides, these girls see all kinds of guys im sure, you will not be the smallest.
But you should definitely get it out of your system man. Its must be killing you not to know what a woman really feels like, it was killing me and i was a virgin up untill a few years ago, im going to be 25 sooooo.
I know a lot of people will frown on me for telling you to go to a hooker. But what other choice do guys liek us have? Sit and wait around for the girl of our dreams to come? You can wait tilly you are 40. Just get laid, get it out of your system, just make sure you are safe, and no matter how good the broad looks, do not do anything unsafe. Reason why im saying this is because i im sure the man wants to eat pussy too, so seeing a pretty snatch in front of him might make him loose his cool
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