Sissy Captions 91-100

Looks like we got to 100 Sissy Captions, perverts! Here's another set of 10 brand new, original captions - and, by popular request, the "serving shemales" theme is featured as well. Enjoy!

She's got you pegged.

Might as well own up to it, loser.

Does it turn you on to hear her say it?

 Boy, does she have you figured out!

She works out, you clean her up.

It's a good deal.

Getting cockslapped is your favorite, isn't it?

It's so nice of her to point out the differences between you and a real man.

Don't argue. It won't go well.

The more submissive you act, the rougher she treats you.

The perfect way to wrap up the first 100 Sissy Captions!

Sissy Captions 81-90 (Shemale!)

After the reaction to my earlier set of shemale captions, I figured all of you sissy sluts could use another dose of shemale submission. And that's you submitting to the dominant shemale, faggot - not the other way around! Don't get any silly ideas. You're just there to serve everyone's favorite trap, Bailey Jay!

Traps aren't necessarily submissive...
I bet if a sissy like you hit on Bailey, it'd go something like this...

What would happen if you walked in on Bailey while she was stroking her trapcock?
What would she say? And what would you end up doing?

PS: This is my new favorite picture of Bailey. Look at that expression!

What would happen if Bailey caught you stroking your tiny weenis, sissy?
And would you enjoy it???

Sissy Captions 51-60

What's up, perverts? Back by massive popular demand, here are 10 brand new Sissy Captions! And, since I know that some of you out there are especially frilly, submissive sissies, these 10 feature shemale's in the dominant role... Enjoy serving shemales, sissy!

Slightly different than the standard 69.

Just work your face right in there...

And you better do it well!

Down and back, over and over!
What a way to spend a day!

I decided to try something a little different with this set of captions. I did a 6-part caption story using pictures from a single photo set. There's a storyline and everything! Let me know what you think...

Sissy Captions 36-40

Here are another 5 brand new Sissy Captions! And, yes, due to the number of requests I got these are all focused on shemales. Enjoy!

Whatsa matter, faggot?

Want to be in his place?

You'll be a swishy little cocksucker for life...

You love it!

Choke. Gag. Swallow!

And you're not real man!

Sissy Captions 31-35

What can I say? I listen to my readers! And when I had a few visitors ask that I do a set of sissy captions focused on serving shemales, I thought, "Hell, I can do that for the frilly lil' cocksuckers I've got visiting my blog!" So here you go, 5 brand new Sissy Captions! And keep those requests cumming ;)

Can't complain about either, really.

What a way to start the day!

Her cock is SO MUCH bigger than yours.

Crawl. Beg. Suck.

Serving your girlfriend. And her bull.
And your girlfriend, again.