In my early twenties, I could get up and cum repeatedly throughout the day if my partner was willing to let me. But each time, the cum was smaller. I had a cutie blowing my cock throughout the day a few years ago. I was taking a supplement to assist with my erections, and I seemed to be cumming much heavier loads. This is the only time I've known this to happen, but the second blow job almost choked him as I was firing the largest load of my life. At age 52.
Depends on what you mean by “during sex.” Can I get hard enough to penetrate again, immediately after cumming? No, and I never could. I’ve always needed a few minutes between rounds, so I could never go a second time “during sex” unless you count going down on my partner for a while or engaging in pillow talk as I recover.
Do I need more time now, in my fifties? Probably. But if the situation is stimulating enough (as might be the case, for example, with a new partner) I’m sure I could go again before long.
Newest: Steam Mates | Ool Arty | Back Forty | Heartbombing The Heartland | Traction Trouble
Hottest: Skiing with Keith & Kate | Amy's Mom | Band Camp | Lewd Beach | A Hole New World
I was very well into my 30s, practically 40 years old when I fucked this one girl and it was a very unusual experience. Even in my 20s, my refractory period was quite some time. Meaning once I came, I wasn’t good to go again for several hours. But this one girl I was with when I was 39, I fucked her, and blew an enormous nut. We cuddled for a little bit then went at it again within an hour, and once again I blew another enormous load all over her for the second time. I fucked her again a couple years later and to get things going she gave me a blow job that ended in a 2 foot geyser of cum. She always had an extraordinary way of extracting huge loads from me.
The last time I came twice during a single sex session, they were both very large loads and I was about 38 or 39. Not that I couldn’t have done it after that point, but I don’t remember having done it again quite so substantially. Plus I was with a girl I was so into she always had a miraculous way of extracting huge cum loads from me.
It's only been in the last couple of years that I've started having sex again (long-term sexless marriage). Unfortunately, age has caught up with me, and recovery isn't quick. I don't remember the last time I was able to cum more than once in a sexual encounter. But I plan to test that theory in a few weeks.