dare: only orgasm the number of times equal to the date of the month.
on the 1st? Once.
On the 31st? 31 times.
Simple.
Hardmode? Every orgasm must come from the same masturbation session.
VERY HARD MODE: You may masturbate multiple times in a day, but you have to cum equal to the date in each session.
So you can earn 4 orgasms tomorrow, just by cumming twice.
But if you touch yourself more than once on the 31st, you have 62 orgasms to look forward to. Have fun with that.
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