Ultimate Hentai Lottery of Denial
Put on a show. Roll a number between 5 and 12 and for that many minutes masturbate sensually. Moan in pleasure, move your hips and beg for permission to cum. Put all your enthusiasm into it, don't be shy!
[Dildos] Incorporate one (or more) dildo(s) into your little private show. Up to you how, kiss it, give it a sensual blowjob, ride it slowly while you stroke yourself, etc.
[Hardcore] You may choose: either add 5 days to your chastity or remove 7 days from your chastity, but record your private masturbation show and keep it. Once you are finished with today's session, you will have to watch it once per day until your chastity time expires. Every day you fail to watch it, you have to add one more day to your chastity. And yes, these days can go over the maximum limit. While you are watching it, you may tease yourself any way you want (you may not remove your chastity device though) as long as you don't cum.