Megan Gwynn's Custom Caption Prize

This summary is not available. Please click here to view the post.

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.

Dad's Helper

Corporal Punishment

Voting is still up for the Prison Sissy Caption Contest. You can see all the entries here and then vote in the poll to the right.

Demotion Day

If you haven't heard yet, we're in the middle of the submission period for the newest caption contest - Hardcore Sissies. You have about 4 days or so to check out the details here, make a sexy caption and email it to me in time to get in on all the fun.

For today's caption, we have my first ever cap of poor Erika...

The Sissy Bowl

Wardrobe Inspection

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!

The Gloryhole Experiment: Part 2

Ok, here's part 2 (of 2) to my newest multi-part caption story. I hope everyone likes it.

The Gloryhole Experiment: Part 1

My thanks again to everyone who helped make this last caption contest so successful. The winners have been posted on the Winner's Page and should see in email in their inbox tonight.

Notice that there are some new polls on the right side of this page. I'd appreciate everyone's input.

Finally, I like to (when possible) put up a nice long caption series after each contest as a little thank you. This is a 18-part story so the second half will be up tomorrow. I'm really happy with this one and hope you like it.

Happy Thanksgiving

First Day on the Job

Edi's Custom Caption Prize

Edi wanted a caption where a sissy has his anal virginity taken by force. Edi's winning caption mentioned "hazing" so I had that in the back of my head as I created this. Enjoy.

Noise Complaint

The Adventures of Robin, The Boi Wonder

Balls in Your Court

If you don't normally read my "Ask Me Anything" take a look at today's (right below this point) just for the final question as I'm interested in everyone's response. 

Detention Dumpster Diving

Caption Contest is up and running. Check out the details here. Submissions are starting to trickle in.

Lunch Break Shortcut

Learning a Trade

Winners for the Cosplay Caption Contest have been posted on the winners page and will be notified about claiming their prize late tonight or tomorrow. 

Spring Break MILFs

This summary is not available. Please click here to view the post.