A Serious Talk

Megan Gwynn's Custom Caption Prize

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Missy Sissy's Custom Caption Prize

For Missy's custom cap she asked for me to use this photo to make a father/son caption. I definitely took it in a dirty direction.

Gym Partners

Quality Time With Stepdaddy

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.

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.

Roadside Assistance

Still very little action on the caption contest. I hope you're all just procrastinators. If you need to see all the fun details, check out this post.

House-Warming

Slippery's Custom Caption Prize

Slippery sent me this great picture and asked for a custom caption where one of my sissy characters dominates another sissy - demonstrating a hierarchy of sissydom. 

TheSickness' Custom Caption Prize

Anybody who has read any of the captions TheSickness has done for my blog knows that he likes to go extreme and he asked me to try and match him. For his prize he asked for a caption where "Bobbi is sent to work on a farm and ends up having to 'tend' to the horses."

Game Over

Sorry I've been away a few days but I return with some good news. Blogger is apparently backing down from their original threat to kick us all off (I hear). So the plan for now is to continue on this site until they change their minds again. As you were.

My Two Daddies

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

Volunteer Chaperone

Remember, you have about 24 hours to get your captions in for the Explicit Caption Contest. I have so many great entries, this is going to be a lot of fun. Don't miss out. Cobble one together and email it to me (or just the story and pick an image and I'll make it for you) after checking out the details here.

Matty's Custom Caption Prize

Matty asked for a caption featuring Bobbi and Britney where Bobbi "gets the cum fucked out of him" while the sluttier and more willing Britney is left frustrated and forced to do the most degrading things. Enjoy!

Elena Starz Guest Post: White Boi Career Day

I was going to start posting my custom caption prizes for the last contest today, but I realized tomorrow is the end of the mini contest and I'll be posting the entries. So, instead, I'll email and post prizes starting Thursday.

I thought today would be a good day to post something I was going to post a few weeks ago but forgot about. I try to participate in as many of Elena Starz's caption contests as I can and I was fortunate to win a prize in two consecutive contests. Rather than give me two custom captions, she went above and beyond and made me a 4-part series using my characters from my blog. I absolutely love it and I wanted everyone who reads my blog but maybe doesn't check hers to be able to see how awesome it is.

Enjoy!

Happy New Year

Happy New Year, everybody. Enjoy this series.

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