I'm 43, good-looking, and reputedly sexy, funny, and easy to hang out with. I got laid almost daily in my 20s. But my last steady relationship was in 2007. My confidence is at an all-time low. I masturbate way too much to movies with Asian women and men who are hung to the floor, which makes me feel very small. I'm in a bad place right now and I don't see the point of approaching women since I won't be able to satisfy them like in the movies.
I'm a little under five inches. I've never felt comfortable with my size, although I did become very imaginative, creative, and kinky to give women pleasure. But I have never made a woman shake or moan with my penis. I miss female companionship, but I don't feel man enough to try anymore. I just don't have the confidence. Now I just fantasize about the kind of women I used to get.
Back when I used to answer questions at San Francisco Sex Information, we used to hear from a lot of guys who assumed that intercourse ought to go on for 90 minutes, penises ought to be at least 8 inches long, and all women achieve dramatic and very noisy orgasms from straight-ahead pounding and enjoy nothing more than a nice refreshing facial. What these guys had in common, was over-exposure to (mainstream) porn and little or no real-life experience from which to develop the kind of bullshit-o-meter one needs to protect one's fragile sense of self-worth from most artifacts of popular culture, including Hollywood movies and all those songs about doing it all night till the morning light.
Those guys were virgins or recently devirginated, though, and were dismayed when real life failed, as it so often does, to match its own hype. You have no such excuse. You have actually done it with a real girl. Lots and lots of real girls, to hear you tell it. So buck up and back away from the giant-dick porn. Maybe try some amateur stuff, which, while still porn and still rife with porny conventions, may at least be more realistically scaled.
You do know that porn, like advertising, is aspirational and relies on a viewer's ability to project himself into the imagined scenario, right? And it probably doesn't work so well on people who already feel as rich, thin, powerful, well-dressed, and sexually satisfied as the people portrayed. Messages designed to make you feel unsatisfied with your own lot can be especially persuasive when you're feeling vulnerable. So I assume that you also know that porn, however powerful, does not possess secret witch-doctor superpowers and cannot reach through the screen and SHRINK YOUR PENIS. So what the hell, dude? You were the same (admittedly smallish but hardly pathologically so) size back when you were in like Flynn. And all those women were not complaining then. Something has changed but it's not the equipment.
I stopped making art when I stopped having the time and space (I hear these two are related somehow) to really spread out and do stuff, and I lost some confidence in my skills along the way, but a few weeks ago, sick of being a person who doesn't do art, I dragged all my supplies out of storage and made something. If I can make art, you can ... screw (despite the set-up I just could not, in the end, bring myself to say "make love").
I usually tell the unhung that they'll have to develop mad skillz instead of relying on brute size to do the work for them. And then I add that everybody else would do well to do the same, since brute size is never a replacement for the skill that you, reportedly, already possess. And I usually throw in the fact that, speaking of not much penis, the people who report the most satisfying sex lives in all those surveys tend to be ... lesbians.
To shake bad habits of thought and bad habits, period, find a cognitive-behavioral therapist.