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Well, it's probably the lack of success over the years that's brought that mindset haha. I suppose my thought with cougars is that they'll see something worth while since they're older and they'll likely have a different mindset than younger women.

Frankly, I don't think my luck would be any better. I really don't pursue women and from I've gathered they don't care to pursue me

When it comes to women around my age(21), it seems I don't instill any sort of sexual interest whatsoever. I just don't understand the whole interaction. I guess I don't get how it works. With that in mind I've considered attempting to pursue older women rather than bothering with women around...

How exactly do you make it not a date?

I have considered getting a prostitute haha. Part of me says "Why the hell not? Have some fun" but, then the other side of me says, my pride really, "You shouldn't have to resort to that. You should be able to get a woman to want to have sex with you without having to directly pay her for it"...

Yeah, I'm definitely lost in how to shape myself. One thing I think I need to do is bring down the thoughts in my head and trust my gut more. Working on being more social is going to be a btch because I'm a naturally introverted person but, with baby steps, at first, I believe I can get there

I do have that ambition except no direction for it. I have no idea what I want to do but I don't see why I can't do both

My social circle consists of pretty much all guys.

Well, I do know that I need to be more social. I'm a more shy socially reserved type of individual. I really don't go out of my way to interact with other people which I know is something I need to work on, not just for attracting women, but other aspects of life. From what I've read, having...

I'm nearly 21 with little experience with women. I've never had a girlfriend before. Hell, I've never really kissed a girl before. Those few women that I have pursued ended in utter failure. It never bothered me in high school I guess because I thought it would just happen at some point. Now...