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Outdoor anal

little sissy boy

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This is how you cum now

EnviousGloomyBuzzard-mobile

Remember to moisturize!

Some get into fights, others drive drunk, but your "Wait, I did whaaaat yesterday?!" moments are always seriously something.

[video] All you did was lose a stupid bet, and this happens!
![[video] All you did was lose a stupid bet, and this happens!](/thumbs/27/a2/CourageousImpracticalArrowworm.jpg)
[video] When one has a pussy, SURE it "isn't that tough"
![[video] When one has a pussy, SURE it "isn't that tough"](/thumbs/81/4b/IgnorantEthicalAlbacoretuna.jpg)
[video] It's the "people skills" that always get you the job
![[video] It's the "people skills" that always get you the job](/thumbs/26/38/WatchfulIncompleteKookaburra.jpg)
What are you waiting for?

A little chastity wordplay

Slut For Cock

Sissies look best when they're covered in cum

Take hormones, stay limp

Love at first sight

You need ALPHA cock

Which type are you?

Someone's getting a Halloween treat

Make Sure To Get Every Drop

It's my favorite time of year again

If you haven't done this before, now's the time...

Show Her Off Sissy

Time for dessert, slut

Thick, creamy, gooey, delicious

You didn't realise what you were getting into when you swallowed that first load of alpha cum... But since then, you haven't been able to forget about how good it felt to swallow every drop of it!

She's looking for a cute, effeminate boy to dominate and prove how much fun the sissy lifestyle is... I think that cute cock between her legs would just make you fall for her even deeper <3

If only you'd read the fine print before signing away your manhood... The Sissy School doesn't let their students go easily, you should know that!

Change Is Good!

Joining The Right Team

Meeting Daddy: Part 6 [Finale]
![Meeting Daddy: Part 6 [Finale]](/thumbs/c5/73/IncredibleGlaringBonobo.jpg)
Big City Sissy

Becoming a Sissy Secretary

expose your sissy hole for men to penetrate

You should have done your research - Everyone knows that once the Sissy School takes on a new student, there's no going back to who they used to be...

Your mouth was made for this, slut

How do you keep making the same mistake? You're so bad at this game, you should quit already... But it's too much fun to say no at this point

How much longer are you going to deny who you are? Every caption you watch is only pushing you closer to the truth...

How it all began

Daddy knows best

You'll never escape your bully

At this point, you can barely go a week without pounding your prostate with a huge rubber intruder. How long until that clitty gets caged for good, like it deserves?

When in doubt, put a bow on it.

It's been months since they removed the collar from around your neck, but you still can't fight the sissy urges it has introduced to your body. But maybe that's because you don't want to anymore...

I know who I am

You feel so lucky to have met her, especially now that she's brought out this new side of you... You never thought you'd be anyone's girlfriend, but you're so glad you tried it

More than Friends

Made Over
