by
gbr2004
on Oct 8, 2019
BDSM
It was our first actual meeting. We had emailed back and forth about what we were both looking for and found we had similar interests. He wanted to take a straight acting guy, take his masculinity away and turn him into his submissive sissy bitch. That is what I had been thinking and fantasizing about continually but could I actually do it? From our email ex...
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by
SissyTwinkleToes
on Feb 4, 2020
Transgender & Crossdressers
Susie wonders if she'll ever get used to the horn honks. The gasps. The shouted comments. The whispers. The cruel laughter. She is stood with her sissy sister, Tinkerbell, in her pink OTT sissy dress she's been trapped in for over two days now, on the corner of the bad neighbourood where she now lives. It's 7:45, and she's been stood in public for almost two...
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Bonus chapter added to keep this story moving forward. I felt it should be told and enjoyed.
*****
Chapter Twenty One: Sluts at a Party.
Our Masters always looking at ways to get the word out about us three sissy sluts all to make sure we become looked for and hunted street walking sluts for sex starved and horny males leads them to putting us out in very...
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by
Sissy_Chantel
on Sep 15, 2017
Transsexuals & Crossdressers
Chapter Five: Oh, Oh, My Surprise.
"Ohh, Ahhh...Wha...what." I say as I wake up and am lost with where I am and what is going on. "What the... What the Hell? Where am I and what is this? Huh, what the Hell? Why am I chained and padlocked around my waist?"
I'm groggy and very confused as I look at the room, dimly lit with a single hanging light bulb, I'm on...
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by
Sissyhalo
on Dec 12, 2018
Transgender & Crossdressers
My name's Sonny and well life's been pretty damned golden for me.
I used to be a hockey jock in high school and was a defenseman so I was kinda big and tough and had all the usual good stuff going for me.
Middle classed family, decent money for all of that, lots of high school pussy and even more in college.
Being a jock in college doesn't prepare you for...
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by
Sissyhalo
on Sep 13, 2017
Transsexuals & Crossdressers
Finding a place in the city is rough sometimes for a good place honestly and I spent two years in a real shitty studio apartment with not even a laundry room in the building and just no room or increasingly no room.
And my luck turned around after I won money.
Seriously there's a 50-50 draw at work and just sort of on a whim I put my name in and I won. Not...
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by
Sissyhalo
on Mar 13, 2018
Transsexuals & Crossdressers
Re-tool your life.
Re-tool yourself.
Sick of not getting what you should?
Sick to fucking hell of all these assholes getting with hot people they really don't deserve?
Sick to hell of Liberals and Feminists making impossible to jump through hoops so that only the privileged people get to be happy?
Sick of being a goddamned incel?
Look we all know that...
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by
Sissy_Chantel
on Sep 19, 2017
Transsexuals & Crossdressers
Chapter Twenty Two: Satin, Ruffles and Lace, Sissy Maids contracted out to Work.
Monday morning and I arise as typical at 7:30am, enema, shower, shave do my makeup and put on a maids dress for the day. Today it's back into a black satin one. Master told me though to put on black back seem pantyhose for today which I dutifully do and make sure the seems are...
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by
Sissyhalo
on Nov 25, 2017
Transsexuals & Crossdressers
They say you're born gay, they say you can't catch gay, that you can't be made into something you don't want to. That somewhere deep, deep down you really want it.
It's somewhere in between and none of it either.
It's actually so much like dominatingly slick, sinking, drowning...so very like that first time you sink into sweet sissy ass.
It started for me...
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Transgender & Crossdressers
Chapter 15
Only 10 minutes had passed since they left from the homeless shelter and they were already pulling up in front of CC's. Mark had had no time to process the humiliation he just experienced yet while he was already getting confronted by a whole new sense of dread creeping up to him. He knew Lisa meant well, but he was also sure she would get corrup...
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