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http://daddysfembabysitter.tumblr.com I wish I could just wake up as her one morning. Literally, just wake up as her in a new apartment in a new city. I have to find a job and make by, maybe I would move back to my old city and fuck people I know, like
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dirtyboydirtierthoughts: It might be my biggest (and most kept secret from my gf) goal. I’d someday like to punish a sissy gurl’s ass like she deserves and begs for, but I would jump at the chance to worship a gorgeous transwoman’s member…
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Daniel (now Daniela) complains too much about is red-colored perm. Now he is going bald and he has to wear wigs instead.
“No worries, sissyboy. I’ll pay the salon today. I’m so happy you’re getting your perm for christmas today.”
Baby Lolita: it’s not just for babies anymore.
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dirty little sissy! needs to be punished
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redbottom48: “Your Mother-in-Law invited me over to help punish and humiliate you all afternoon. So lose the pink panties and get over my lap, you naughty sissy boy. You’re going to learn respect, and learn it well…”
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sissyezevening: ALWAYS READY TO TAKE THE PUNISHMENT MY LITTLE SISSY ASS DESERVES!!!
itsybitsysissy: What would you do if you were a #tranny for a day? If you could get your sissy clitty hard for one day - if you were allowed to use it without getting punished and without compromising your training - who would you fuck? Reblog this post
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lovebeinghercpb: sweetnathalietv: Yet another sissy being conditioned to associate pleasure not with her clitty, but with her tight little sissycunt. To make this even more effective, her clitty will be used for punishment solely. Hot Wife’s Controllin
robcuckoz: strictly4mygoddess: The best form of punishment a Goddess Wife will ever give her sissy hubby…a ruined orgasm……..can you imagine going all year long without a real, full orgasm? I expect something like this if mistress feels I earned
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blackbeastandboibitches: White wives sometimes underestimate just how much their sissies hubbies are desperate for dick. They might think forcing their girly men to act like a bitch will punish them, but in the end making hubby girl up and take a black
cicistories: She’s had enough playtime with your mouth, it was rolling you over and getting deep in your sissy pussy that seemed like it would require too much work when you’re supposed to be offering it to her. At least she didn’t punish you for
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