Sissy Jenny's Captions

This is my blog for posting captions based on fantasies I have about sissies, chastity, feminization, etc. You get the picture.

[sissyjennyscaptions]

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

[sissyjennyscaptions]

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?

[sissyjennyscaptions]

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!

[sissyjennyscaptions]

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

[sissyjennyscaptions]

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

[sissyjennyscaptions]

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

[sissyjennyscaptions]

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

[sissyjennyscaptions]

Little does sissy know, none of them have it!

[sissyjennyscaptions]

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

[sissyjennyscaptions]

In, of course.

[sissyjennyscaptions]

It turns out even superheroes have fetishes sometimes.

[sissyjennyscaptions]

It never hurts to be prepared!

[sissyjennyscaptions]

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

[sissyjennyscaptions]

There’s nowhere I’d rather be

[sissyjennyscaptions]

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

[sissyjennyscaptions]

She can see right through you, you little sissy!

[sissyjennyscaptions]

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