At any older age, probably. It is normal for the head to get too sensitive to be touched when the penis is aroused. If you want to do it twice in a day, go for it. But i would masturbate a stranger.
Which works well to train a male to use less force to masturbate. People can easily order the masturbator toys from these sites and do the payment via credit card, debit card, net banking or cod(cash on delivery). Now, seven years and one son later, victoria was unhappy, unsure, and at a total loss about what to do about it all.