Wrong Lockerroom

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Dinner Plans

TheSickness's Custom Caption Prize

TheSickness wanted a caption where Nikki is humiliated in a public bathroom by Malik. Enjoy.

Megan Gwynn's Custom Caption Prize

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Public Punishment

Prom Threesome

Role Models

Bois Night Out

Surprise Party

My apologies to Megan Gwynn and TheSickness. I screwed up my post on the winner's page for the winners of the Prison Sissy Caption Contest. I mistakenly attributed TheSickness's caption to Megan and completely forgot to post Megan's caption. All fixed now. No more mixing bourbon and sissy captions for me.

Number One Fan

Surprise Party

It Runs in the Family

New caption contest is coming soon (-ish, stop pressuring me! You're not my supervisor!)

Until then, enjoy this new caption.

No More Pouting

My Two Daddies

Keep voting, two days left to decide who will win prizes.

Sissy Politics

All of the entries for the hardcore caption contest have been posted and wow, they are so good. You can see them all one post below this one. You can then vote in the poll to the right. I ask that you only vote for your favorite three but I see that most of you have ignored that request so just vote for all the ones you like, I guess.

Also, one request I won't abandon is that you post in the comments on that page letting the captioners know what you liked about the captions you voted for. Everyone clearly worked very hard on these and I bet they'd love to hear from you all.

Introducing: Jackie Jizzbucket

Today is the beginning of the unveiling of the three new characters I'll be adding to my site. Thanks to everyone who won a prize and helped me name them and thanks to those of you who didn't win but sent cool ideas on what type of characters they'd like to see in the future.

Up first is a big city, punk-rock sissy who's more empowered and knows his role in the world and how to use that to his advantage. TheSickness turned down his prize of naming this character and chose instead to be able to select the photo I used. So I passed the naming rights on to LilLuvLip who never claimed a prize from the previous contest. Enjoy!

Musta's Custom Caption Prize

Today we begin posting the custom caption prizes from the last caption contest. Check your email if you're expecting a prize, it should be there. That being said, I still have yet to hear anything from Jessica Rivera and LilLuvLip has an IOU if they ever want a caption.

So we'll start with Musta who wanted a caption of this image of three models in 1950's pin-up style clothes and make-up. I have to admit it was a tough one for me to crack but I finally settled on doing an alternate reality take on WWII.

The Spill

Just a reminder that the mini caption contest is up and running, Details are one post down so get to scrolling. Also, there's a very important poll to your right --> Help me decide on the next theme of for the full size caption contest.

Biggest Fan

Happy New Year

Happy New Year, everybody. Enjoy this series.