I didn't have a healthy sexual development at all. I was an extremely horny teenager like most but I spent a lot of time jacking off to porn and getting rougher and rougher myself. I liked trying stuff like jelqing, edging, and occassionally I would try cuming without an erection (a consequence of edging too much, after losing your erection from masturbating too much I found you could orgasm with a semi flaccid penis).

To add to this, I have phimosis, which is a tight foreskin. Over the years I've managed to stretch it past the head but it is still tight and it makes my erections uncomfortable sometimes. The head becomes visibly irritated.

I'm 27 now. I lost my virginity at 23 because I was "religious" and into abstinence (I still masturbated profusely). All my sexual encounters have been disappointing. My dick won't stay hard. I only seem to get pleasure from my own hand, masturbating fast and in a specific way. I usually play with it as I go down on the girl and then try to get it in when its finally hard, but it only stays hard when I'm close to cuming, so in order to have sex I have to hold it in - right at the edge, which is extremely hard to do.

So I either have sex feeling like I'm right about to cum, or the erection goes away and I have to play with it some more. I can't do cowgirl and I can't do doggystyle... My boner just disappears. I feel limited to misionary which is very lame. I also hate the feeling of being aroused without a boner. I hate having to masturbate to get an erection at all, and they are not even great boners.

Healthwise, I've gotten lots of tests done and I seem to be fine. I'm quite fit, with a slim waist and some muscle. I don't smoke and eat a relatively good diet. I exercise daily but I know I could do more. My hips do feel tight though and I feel like my bloodflow in the bottom half could be better.

So this is my plan: Do phimosis stretches twice a day.
Cut out porn completely (I'm on my second week without porn or instagram hotties). Stop masturbating for some time, and start again once I regain some sensitivity. Change the way I masturbate. I will try doing it as softly as I can and thrusting to simulate the real thing. I won't sleep in a prone position so as to not hurt my morning wood (Which I get after a day or two of cumming). Meditate. Pelvic floor stretches and leg stretches to help with blood flow.
Increasing my cardio and lifting harder. And I will keep trying to have proper sex.

Has anyone had similar issues? Am I missing something on this list? I'm ready to fix this problem once and for all.