Hi There Cheyenne,
Well the best thing to do is to wrap your hand around his penis closer to the base(nearer the testicles) as there is more skin to pull up there..and then slide the skin on his penis back and forth...
if you just slide your hand up and down it it will get a friction burn... which will be uncomfortable... so get a good grip and then just move your hand at first slowly and then build up speed when it gets hard... then he should ejaculate and have a great orgasm...
you could also lick the tip / head of it occasionally or something if you are bored
I hope this helps!
V.
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