Frat Security

Musta's Custom Caption Grand Prize

Musta Had a great idea for the custom caption series. He wanted a young sissy growing up and going through all the things a girl normally goes through (discovering boys, slumber parties, prom, dreaming about weddings were all things Musta suggested). I decided on Jessie Rogers as the model (Musta wanted a blonde without huge tits) and I had so many great pictures I decided to make a double-image caption series. I hope you all like it, it was a lot of work and I'm really pleased with how it turned out. Enjoy. 

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.

Detention Dumpster Diving

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

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. 

Caught After School

I lied. The contest will be up tomorrow*. Just read this caption for now.

*Maybe. I'm not making any promises.

Meet Suki

A lot of people have asked for this so here it is - my Asian sissy character. Enjoy!

And the voting is closed for the theme of the next caption contest. The results are:

Winner: Gym sissies - 15 votes
2nd: Cheer Bois - 14 votes
3rd: Yoga Pants and Tights - 12 votes
       Bondage Bois - 12 votes
5th: Sissy Nurses - 8 votes
6th: Bikini Bois - 7 votes

As you can see it was VERY close. I'll have pictures up for the contest soon.

Working Bois: Part 16

Here it is, the next part of my collaboration with the amazing Elena Starz. Our 25-part opus is attacking your ass like Solange in an elevator. 

Part 16: Sammi's Extra-CUM-ricular Activities
We illuminate another area of Sammi's life where Jamarcus has taken control, we see who's on the cheer squad at an all-boys school, and we wonder who this "new coach" is...

For chapter 17 click here.

For previous installments check my blog here and her blog here.

Working Bois: Part 8

Here it is, the next part of my collaboration with the amazing Elena Starz. Our 25-part juggernaut is scoring like if Tom Brady and Peyton Manning had a baby and it was raised by Johnny Unitas!

Part 8: Sammi's Casual Friday
We find out that Mr. Blackstone has a schoolgirl fetish on casual Fridays and we meet his son, and Sammi classmate, Jamarcus.

For chapter 9 click here.

For previous installments check my blog here and her blog here.

Tiffany Bay's Custom Caption Prize

Tiffany won with a very sexy caption about Bobbi being dominated by his roommate at an all black college.

For the custom caption, Tiffany wanted a college boi  unwilling to admit he's a sissy until a fateful day he's abused in front of his girlfriend. 

Peer Pressure: Part 2 of 2

Here's Part 2. I hope everyone enjoyed this one.

Peer Pressure: Part 1 of 2

Private Lessons

Racial Sensitivity Training

So we're one day into the caption contest and I already have some great submissions from some really talented people - a few first-time captioners and even some veterans. There's still plenty of time to get your captions submitted so be sure to check the post below for details. Until then enjoy this new cap

Hidden Message

New Curriculum

The Tutor, Pt 2: Exposed

So you'll notice This one doesn't look like my previous ones in terms of border and color scheme. I'm having trouble getting Photoshop back on my computer so I had to use Paint (ugh). I don't like it but I wanted to get something up sooner rather than later.

I'm Back!: The Tutor

Yeah, so....It's been awhile, I know. I won't bore everyone with the details of the computer virus hell that rampaged through my life for the last few months, lets just skip ahead to me saying "problem solved" and I hope to get back to posting on a regular basis. Assuming it hasn't been so long that no one remembers this little blog even exists. 

Anyway, here's one I made months and months ago on the night everything went downhill:

More to come!

Watch and Learn

New Trainee