by
silkstockingslover
on May 18, 2020
Toys & Masturbation
Summary: Both Eric(a) and Joan discover the joys of toys.
Thanks to the real Eric who requested and helped plot this lengthy story.
Thanks to Tex Beethoven and Robert for editing this story.
Recap so far:
Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose wat...
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by
sissyjolie4u
on Jul 13, 2020
Transgender & Crossdressers
We had been driving in silence for about 10 minutes, with me reflecting on the changes to my home and the 2 men I was going to be meeting. I was both excited and nervous about meeting with Roy and Ronald. Mistress Di broke my thoughts stating "I think Nikki has done an excellent job with her house transformation work, don't you agree Jolie?"
I looked over a...
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- 4 Comments
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by
Subkoksukr4u
on Jul 16, 2019
Transgender & Crossdressers
It felt like a bad dream. My body was sore from been used by the staff. seems like I'd been fucked constantly the past 24 hours.
I was getting used to my large breast implants now, however, the cage on my new huge penis prevented erections but kept me aroused and dripping pre-cum.
Madeline arrived and entered my room arm in arm with the doctor. I noticed...
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by
Subkoksukr4u
on Jul 31, 2019
Loving Wives
He couldn't wait for her to leave for school. He worked from home and loved to play when ever he had the chance. Sex between them was almost non existent anymore but she still gave him blowjobs when ever he asked.
That was part of the problem, Matt didn't want to ask for sex, he wanted it forced on him. He dreaded taking control all the time, he was secret...
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by
ppeaks42
on Nov 2, 2020
Transgender & Crossdressers
The evening after Jaime's doomed attempt at seducing Julia found the young sissy crying into her pillow as she tried to reconcile herself to the whirlwind of changes she'd gone through. Less than two months ago "Jaime" had been nothing but a shared figment of imagination, a character he dressed as for his regular breastfeedings with his mother. When he'd tri...
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by
SissyCuckMike
on Jan 2, 2021
Fetish
Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...
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Open in SmutMD Reader
by
Sissy_Chantel
on Sep 14, 2017
Transsexuals & Crossdressers
Chapter Twelve: Chantel's day off.
Ohhh, and ahhh as I awake and stretch in my bed. Mmm a blissful sleep where I see the clock and that it's actually 10:00am. At first I freak out a little bit as it normally would be very late for me. But I soon realize Master has allowed me a blissful and free Sunday off. I then get out of bed, my butthole is sore from the...
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by
ppeaks42
on Mar 6, 2018
Transsexuals & Crossdressers
Editor's note: this story contains scenes of incest or incest content.
*****
Recap
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
While raising her son Jim as a single mother, Julia developed a special bond with him by never stopping breastfeeding, which had the side effect of growing her breasts to a monstrous H-cup. Once Jim hit puberty, Julia made him start d...
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by
lapitup_
on Jul 2, 2018
Transsexuals & Crossdressers
I never noticed in the moment, but I had been a sissy my whole life. Growing up I was always the shortest boy, always the weakest, I never had a girlfriend, and I wasn't good at any sports.
My mom always told me I would grow into a man eventually, but that never happened, even during puberty my growth was minimal. By the time I finished high school I was a...
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by
ppeaks42
on Feb 11, 2019
Transgender & Crossdressers
Editor's note: this story contains scenes of incest or incest content.
*****
Jaime clasped a hand over her mouth in horror, but it was too late and she knew it. Chills ran down her spine as Julia sauntered over with a wicked smile, then opened the door to reveal her sissy daughter sitting there wearing nothing but her lacy panties and her steel clitty cage...
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