'Forced' to submit
ORGASM NUMBER 2
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DOMME: all subsequent orgasms should be forced and ruined. SUB's cock will be incredibly sensitive and any other time he'd do anything to stop you from touching it.
Feel free to ride again if you wish... you have free range.
When you're ready to continue, you should force him to cum this time with the vibrator. He'll be squirming and moaning, begging you to stop through the gag; but that's why it's there!
Once he's on the edge, you should have him blow his load in another of your holes this time.
Again, ungag him, and make him eat it before sitting on his face and making him clean you again.
If you rolled a 3+ then remain sat on his face, telling him how he should tongue fuck you whilst you pump back up his cock ready for orgasm #3. Again, if his tongue slips just out of your sweet spot you should be harsh and slap his, again, throbbing cock as hard as you can EVERY time his tongue slips.
ORGASM NUMBER 3
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DOMME: Remain sat on his face, instructing him to simply penetrate you and hold his tongue completely still if that's what you wish, again with harsh slaps every time he accidentally moves (or indeed you just want to slap him!).
Now, this milking might be more difficult, but once he's had 5 minutes to recover whilst you pump and slap his poor cock you can force him to cum in any way you wish.
Ruin it, let him enjoy it (if he can!)... take your time, do it as fast as you can... it's your choice.
With subsequent loads of cum, perhaps splash them about on his face until you're ready to give him his final forced orgasm whilst pushing it all into his open mouth? Or maybe have him eat every load directly from your arsehole before tonguing you clean? Or collect every subsequent one (and decide to force another 2!!) into a glass then make him beg you to pour it into his mouth whilst you continue to stroke his cock over and over. Or make him lick every load from your body; your arsehole, your pussy, your mouth, your feet, your tits! In my horny state right now, they all sound good!
When you're done, ball-gag again before he has chance to say a word.
If you rolled a 4+ continue. If not, then torture his cock for 10 more minutes or so before forcing one last orgasm anyway with that vibrator. Poor SUB, those orgasms from a vibrator are so intense but lacking pleasure... not to mention how sensitive that thing is, every single touch will be torture... but that's of no concern to you!
Feel free to disregard this, but...
AT THIS POINT I'D LOVE THE OPPORTUNITY TO BUY MY WAY OUT OF THE SITUATION AND BE RELEASED RIGHT NOW BY OFFERING TO BUY A CHASTITY DEVICE LIKE THIS http://www.ebay.co.uk/itm/Clear-Birdlocked-Pico-Silicone-spikes-Bondage-Male-Chastity-Cage-Fixed45mm-Ring-/331065126141 AND ARRANGE, IN WRITING, A STRICT RELEASE SCHEDULE WITH YOU. At this point I'd probably agree to be locked up and not allowed a real orgasm until you've ruined a ridiculous amount (100?) of my orgasms into you and then made me eat it from you, starting with 20 right now over and over into your pussy before pushing it all out in my mouth whilst holding me by the throat! The idea of being forced by predicament like this is incredibly erotic for your SUB.