Yes, he can. Sometimes it's a question of age. When I was 18, I made it eight times at one day (usually two times).

At my age 42, I can still ejeculate 2/3 times a day if I only masturbate. If I had sex, probably 2 time would be enough. During my younger years, I used to masturbate 5/6 times a day depending on what thing I have for my arousal..i.e. bra or video

Just to clarify - are you talking about orgasm or ejaculation? They're separate bodily functions and do not necessarily have to happen together. Regarding orgasm - in some men, the refractory period is very short, while it's longer in others. Those with shorter refractory periods are able to orgasm again sooner than those with longer refractory periods. Interestingly, the refractory period disappears for many guys if they don't ejaculate when they orgasm. This is why a number of boys are multi-orgasmic before puberty, but lose that ability after their first ejaculation. Some guys learn to separate orgasm from ejaculation, and also enjoy multiple orgasms after puberty. Regarding ejaculation - most guys will temporarily 'run out' of ejaculate after some number of ejaculatory orgasms; however they can still experience more orgasms without actually ejaculating anything. Usually, the supply of semen will be replenished after a few hours or so of wait time. When I was in my 30s, I once had sex 10 times in one day. (My g/f at the time was multi-orgasmic, really enjoyed sex, and could pretty much go all day.) I had an orgasm each time; however there wasn't much left to ejaculate after the 5th or 6th orgasm. I'm now in my 50s and can still have 4 or 5 orgasms in one day. The shorter the period between my first & following orgasms, the less I will ejaculate during the subsequent orgasms.