Sissy Jenny's Captions

What’s the point of having a sissy if all they’re going to do is whine and complain? 

Talking sissies over some sundaes sounds like a great way to spend an afternoon. I wonder what other great ideas they can cook up for their husbands?

Life can be hard for a sissy. On the other hand, it’s worth if it you get to spend time with such pretty ladies!

A sissy gets what a sissy deserves. But more time in chastity is always a good thing!

She looks like she has a few devilish ideas of what to do with you.

What a kind and giving Mistress. Any sissy would be lucky to have her.

Looks like that’s the best outcome you could have wished for!

Little does sissy know, none of them have it!

What’s a sissy to do in situations like this? Say yes, of course!

In, of course.

It turns out even superheroes have fetishes sometimes.

It never hurts to be prepared!

Most women can tell you’re a sissy almost straight away. Don’t embarrass yourself by pretending otherwise.

There’s nowhere I’d rather be

Seems like a pretty good deal to me. But she probably wants a little more than a kiss, you know.

She can see right through you, you little sissy!

The secondary prize sounds pretty darn good if you ask me!