Sissy Captions 131-140

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Here are 10 brand new Sissy Captions for the secret panty-wears, the closet wannabe-cocksuckers, and the full-on frilly dress wearing sissies among us!

He's going to enjoy that gift several times a day.

Every day.

They say it takes 10,000 hours of practice to perfect a skill.

You better get started.

Pink satin ribbons go with any delightfully

feminine Halloween costume.

Wasn't it nice of your ex to enroll you?

It's an important milestone.

You should celebrate by posting an ad on Craigslist looking for a "mean daddy".

Of course you couldn't just wear dresses, stockings, and panties.

Three lacey pink ribbons? Three? Really?

 Your mouth + hard cock + her ass = massive cumload 

Your mouth + hard cock - her ass + massive cumload = your future

The sobbing will only make her want to hurt you more.

So maybe you do want to keep crying.

I'm not here to judge.

Bad sissies get punished.

Good sissies also get punished.

It may not be fair, but it makes for obedient sissies.

Try not to let them fuck you in that 

patch of poison ivy they're leading you towards.

Sissy Captions 121-130

My most recent set of Bailey Jay captions were very, very popular... So I thought I'd do a brand new set of 10 shemale captions, featuring Bailey Jay!
Enjoy, perverts!

Well, at least Bailey Jay's your girlfriend.

That's something.

She treats you like she does like or respect you.

That can't be it though. Right?

Silly nerd. Comic cons are about being a fan.

They are not about scamming pretty girls.

If you try to do that, bad things might happen to you...

Sissy Captions 111-120

I went on a very nice trip for a few weeks (hadn't been on vacation in years, so it was wonderful), but I'm back now, so no worries, perverts! Here's a set of 10 brand new sissy captions, for those of you with swishy thoughts dancing through your heads...

 Sissies get the best punishments.

I mean, how could you say no?

 

OMG! Don't be so dirty, pervert!

Pink panties covered in bows and lace, of course.

But the hairless and painfully separated balls are the cherry on top.

"Cuckold Cum Cleaner" has a nice ring to it, doesn't it?

How could you possibly prove how attractive she is?

Every sissy should be cockslapped several times a day.

You're going to look adorable.

And you won't have to worry about any of them respecting you ever again.

The perfect sissy look... 100% bimbo.

She'll make sure you try each and every one.

And then again in reverse order, just to be thorough.

Sissy Captions 101-110

I'm back with 10 more brand new Sissy Captions, perverts! Let me know what you think and what you'd like to see in future posts ;)

You're so jealous, aren't you?

Either way, you... win?

 You're gonna love it.

You're a natural!

You're such a jerk sometimes!

 It puts yours to shame, so you better do a good job servicing it...

Sissies are so gross sometimes.

But if that's what he needs...

Being groped while you deliver drinks is NOTHING

compared to what will happen to you in that private back room...

One way or another, she's going to break you of your weird fetishes.

Even if it takes years and years of nightly anal torture.

That's how much she cares for you!

 My favorite caption of the bunch! Love it!

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!