I have been trying for a two pops in one day, go home take a nap then jump back on the horse. No luck with two times in one hour and no success with two times in one day. Though I did get two different woman to orgasm in one day. That is the best I have been able to do.
I have had a couple of woman try to get me go a second time in one hour, I think? But, I don't know what the tipping protocol would have been if I did.