He WILL
Any boundary can be overcome. Just give it time and teasing, and soon he will BEG you to cross that boundary!
Rewards
Simple diagram of the rewards of chastity!
So easy
Ladies... If you are still on the fence about femdom, just take the plunge. It is so easy, and so rewarding!
Internet history
Women... Use his internet history to know what turns him on, and look for ideas. Men... Let her review your history. You're looking at what turns you on, so don't be a wimp by trying to hide it.
Simple math
this is a great caption to teach you both how to think.
It IS what he wants
His pleasure should be merely to serve you and desire your pleasure, but an occasional reminder who chose submission is beneficial.
New bra
What is it about a new bra that makes a man so weak in the knees? Just a little show and tell, and he is a reinvigorated obedient slave to any slutty little suggestions
Beckon
Beckon him to the bed with a crop. Command the position you want him in, and how far you want him to spread his legs apart.
Double bliss
You can suck on a cock in his mouth to make him hard in his cage, while ridding his strap on making him feel like he's having sex.
Beg for it
Test his submissive resolve. Don't just give it to him... Make him BEG to suck your strap on, or BEG to have you own him