Kelsey wanted a caption "about Britney Valentine where she is caught shoving a dildo up her ass and her pathetic dad walks in."
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Sunday, May 31, 2015
Saturday, May 30, 2015
Friday, May 29, 2015
eXtreme's Custom Caption Prize
For his custom caption, eXtreme wanted me to caption a picture of this model with the storyline of a sissy who is seduced away from his white "boyfriend."
Thursday, May 28, 2015
Megan Gwynn's Custom Caption Prize
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Wednesday, May 27, 2015
Slutty Eve's Custom Caption Prize
Eve wanted a caption of this particular photo and wanted me to take it in whatever direction I wanted. I decided to go the obvious (but fun) route.
Tuesday, May 26, 2015
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.
Monday, May 25, 2015
Sunday, May 24, 2015
Saturday, May 23, 2015
Thursday, May 21, 2015
Wednesday, May 20, 2015
Tuesday, May 19, 2015
Sunday, May 17, 2015
Saturday, May 16, 2015
Friday, May 15, 2015
Thursday, May 14, 2015
Wednesday, May 13, 2015
Tuesday, May 12, 2015
Sunday, May 10, 2015
Saturday, May 9, 2015
Thursday, May 7, 2015
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.
Tuesday, May 5, 2015
Monday, May 4, 2015
Sunday, May 3, 2015
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.