I've always thought of the holy grail of chastity play as getting him to the point where he is so horny and so submissive that he cums in his cage from me pegging him.
it might take a few weeks or a few months but make it a goal to keep him locked and peg him regularly until he cums in his cage.
the exhilaration, is indescribable! too look down at this pile of cum and think admire that I made him do that!
you will NEVER feel more powerful than when your man is cumming from taking your strapon.
make it your goal. if he doesn't cum in his cage from taking your cock, then he hasn't been locked long enough and he hasn't been teased hard enough.
tell him that if he isn't able to cum from being fucked that he doesn't get to cum!
tell him, this is how he gets to fuck from now on so he better get used to it and make the best of it.
tell him that since his cock is locked away, you're the only one with a cock anymore (your strapon) and therefore he's the one that gets fucked and you're the one that does the fucking.
tell him that whoever has the biggest cock gets to do the fucking. measure his tiny locked cock, then measure your strapon and laugh since his locked cock so so much smaller.
tell him this is what it was like all those years he was fucking you. now it's his turn to feel what it is like to be the girl.
make him suck on your strapon EVERY time before you fuck him with it.
make him beg you to fuck him.
smack his ass and pull his hair while you fuck him.
fuck him in fun places (e.g. kitchen, garage, car, backyard, tent, hiking trail, etc...)
make him dress up to get fucked. something cute and degrading like a maid uniform, nurse, or a cheer outfit; beforehand, just look at him and tell him to go get dressed in something sexy and see what he picks! it'll be fun no matter what he chooses.
if he's having a hard time cumming while being locked, then let him use a vibrator on his cage to help
finally, once he has finally cum from being pegged. inform him that he won a surprise! first, congratulations! you little slut you're finally a cock whore. second, congratulations! now you have to clean that up and eat every drop of cum that you made! and third, congratulations! now that you've proven it can be done, this is the only way you get to cum from now on!
stormborns
origamiaround
titsay
ellievsbear
snowghoul
dededos
prguitarman
