A Serious Talk

Calendar Bois

I was hoping to have Sissy Tamer's Custom Caption Series done and posted today but I need another night to finish it. Enjoy this new caption instead.

Minor Compromises

Body Shop

I'm still waiting to hear back from TheSickness and eXtreme about their custom captions. If you two read this, check your email and get back to me.

Substitute Instructor

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.

Watching the Show

Okay, you have about 24 hours to get any captions for the prison caption contest emailed to me. The extra week of submissions (and my minor guilt-tripping) seemed to have helped quite a bit. If you're one of the stragglers, you can still find all of the details right here.

New caption!

Sin City Sissies

Well, at least 767 of you read my post yesterday and completely ignored my instructions. I take that to mean that you're all furiously toiling away on your captions for the prison sissy caption contest and you just needed a bit more time to finish. In that case, I have heard your implied cries and I grant you all until next Wednesday afternoon (April 22) to get your captions to me. You're welcome.

In all seriousness, I only have a handful of entries in this contest so I was going to give everybody another day or two, but I'll be out of town this weekend and unable to do anything but post a few captions I've prepared ahead of time - so why not just extend it a full week? But I am curious why the sudden drop off from the most entries ever to the fewest. Is prison sissies not an appealing topic? It won second place in the last topic poll but maybe I could do a poll before each contest just to make certain. Is it caption contest overload? I try to space them apart by a month and a half but maybe it could be longer. Are we not friends anymore? I just told you I liked your shirt.

Anyway...new caption:

Getting Waxed

Hey, you - yes YOU, I can see you - stop looking at porn on the internet and make a caption for my current "Prison Sissy" themed caption contest. All the details you need are right here. When you've emailed it to me, then you can come back here and read this new Nikki caption. Also, clean your place up. Also, I like that shirt.

New Shoes

Slutty Eve's Custom Caption Series

Slutty Eve, who has won two contests in a row!, asked for a sequel to her two series she submitted for the hardcore contest. One was about Chrissy becoming an absolute, unrepentant black cock slut, and the other was about Britney trying to outdo him by getting into porn. Eve wanted me to continue the story by having Chrissy also get into the business. I had fun with this one, I had an idea of what I wanted to do layout-wise and I think it ended up working pretty well.

Making New Friends

Frat Security

Wardrobe Inspection

Mind Breaker

Rumors

Family Entertainment

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Buy One, Get One Free

Casting Call

Back from a quick couple days off and back to regular posting. New contest will be up in the next few days.

Smiles Davis' Custom Caption Prize

Smiles wanted a caption that involved Petra Lix and Chrissy. I struggled to come up with a reason why they would meet but then landed on this idea. I'm happy with how it turned out.