Make him put matching panties on

Look what I've got for you! Isn't it so cute? Oh, don't be so shy, we both know that you want to try them on.

Some boys just can't hide their true urges. And this guy definitely wants to have a bit more of feminine touch in his outfit. Luckily, you always have two pairs of the same underwear with you, one for you and one for your sissy. So cute!