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Man just get some confidence. Women love a confident man. Take some risks. Go up to the hottest girl you can find, one you think you could never have and tell her you want to take her out. You won't know till you ask and if she says no, then move on, there are millions out there. Girls/women are so horny they just don't want you to know.
I found out a bunch of times later in life that girls I though were totally out of my league, though I was out of there league. What a rude awakenig. I decided then to not care about my stupid curiousities and just went out and had a great time. I gained so many more friends and I didn't have to try anymore, they usually were forcing me into sex.
I finally settled down and have a wonderful wifem but never had any more regrets.
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