I'm 26 now and am also dry humping. But I do it a bit different from you guys. I am on my belly, tip of the penis facing up towards my head. My hands are to the left and right of my groin and I wear underwear. Between my penis and my hands I have a blanket. I slide back and forth and thereby create stimulation. I can orgasm and cum quite easily in this position as it is the only one I have been using my entire life. I tried to jerk off by hand, it never worked for me. As many of you guys I started when I was quite young, like 10-ish.
After finally managing to get the most beautiful girl there is as my partner I was worried about sex (obviously) as I never managed to cum during sex. Still to this day it sometimes feels as if I orgasm without ejaculating. If it is possible when you are touching yourself, why shouldn't it be possible when you are sleeping with somebody else?
Now one big big big advantage I have found, since my partner told me as she is quite sexually active (we are in an open relationship), is that I can go on forever. Since I don't come easily I never jerk off prematurely and am "useful" for a very long time. She certainly enjoys it. Now one thing that does concern me however is how hard it is to cum when having sex. It is next to impossible for me to cum with a condom. My guess is that stimulation is simply not high enough or the condom restricts my blood flow. I managed to orgasm and cum really intensely a couple of times in doggy position, pulling back her arms and doing it without a condom a couple of times but I had to work so hard for it that one time I thought my heart just stopped beating xD
The sensation was that it felt as if the channel/pipe/tube through which the sperm needs to travel is either too tight or restricted. As in the doggy position my penis is at an 90° angle towards my body, while when dry humping my bed sheet it is usually flat against my body.
Which is why I guess that over the years my penis has taken on a bit of a different shape. It "stands quite proudly" if I may say so and is curved slightly to the left.
Getting aroused when having intercourse is something I needed to learn, my partner also can not jerk me off, but I have learned to enjoy it a lot more.
I tried not masturbating during NNN but after three weeks it basically started to drive me crazy. I stumbled upon this thread after having masturbated the third day in a row. Which is too much. Which is why I will stop now and concentrate on the future with my girl