If you are edging for quite a while it is possible to stop wanking at a point just before the orgasm sensation and some spunk will come out. As you haven't had the orgasmic thrill, that allows you to start wanking again until you cum with orgasm. You can train yourself to do this more than once in the same session.

I usetacould but not anymore.

i will cum 2, 3 or more times in a good long hard fuck session

Used to be able to when I younger
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Fuck cumming. I am a slave meant to pleasure men. You getting off gets me off. #purpose

If I am in a warm wet pussy, so problems

Depends how long I leave between orgasms. Often find I can jerk another load 15 minutes after a first one if I’ve someone hot exciting me! I’ve found it can be good to masturbate about an hour before anticipated sex because it makes the second later orgasm take longer, that is needing more shagging action, to come.

Immediate follow-up? I don't remember ever doing it. On the other hand, a half-hour later....

As a boy and a teen that was easy. Had a few friends that we had contests growing up to see who could have the most orgasms in a night while having sleepovers

I don't really do this anymore as I am older now and enjoy one longer session, often without any ejaculation. however when I was in my 30's I trained myself to re-erect after orgasm....I cam to the conclusion that it's largely a matter of mindset and the right stimulation. Rather than assume that you will have a long recovery time, just continue some gentle stimulation by squeezing and stretching your penis,..or getting a partner to do it. If you take you mind away from 'trying' to re-erect you will soon just unjoy the stimulation and tehn you will find that it starts to stiffen and swell. Quite soon you can re-erect in a few minutes. I found that the next orgasm was not so urgently thrilling as the first one but longer and more emotional.