Sissification 101 Stories

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Infinite Scroll

Cock Suckers Club President

by greeneyedkity913 on Sep 12, 2017
How To

Okay ladies we have all seen porn... you see the hot buxom blond chowing on some cock and you think... hey I should do that... STOP RIGHT THERE!! I am here to tell you that porn cock sucking no matter how good it looks is not the key... Here's a little background... my fiancé had received oral sex before but he had never cum as a result... (Ladies this is t...

Anal 101: How To Get Pegged

by Tigger_Lilly on Apr 3, 2019
Anal

[Bonus Turn On Trick: If you are dying to have a woman peg you, you may want to start very, very slow. Even a kinky woman may resist anal. Sharing a story like this can be a great way to start talking about your fetish.] Anal 101: How To Get Pegged I'm not sure where the desire came from. Maybe porn? Maybe. The idea of having my butt penetrated seemed to...

Horner Springs, The Institute Ch. 01

by voluptuary_manque on Sep 16, 2017
First Time

Let me know what you like or don't like, people. I can't get better without comments. And naturally votes are always appreciated, too. * Justin Heityme knocked on his academic advisor's door, a resigned expression on his young face. Another older person was trying to manage his life, he presumed, just like all the others he had encountered in his short exi...

Out of Peoria Ch. 03

by RonRyder on Sep 16, 2017
Novels and Novellas

Out of Peoria: A Story of Innocence lost. Chapter 3: Finding a man. A week in the commune taught me just about everything I wanted and needed to know about sex. I experimented with everything (except anal sex which had no appeal for me at all --- and I never have met a woman who would admit on close questioning that she really liked it) and was beginning...

Two Horny Virgins Ch. 02

by KimKim5 on May 12, 2020
First Time

Chapter 2 The next day Cecil told his buddies— no more virgin Sophie. Cecil even bragged about banging her, posting a pic of his love-stained backseat. Sophie was so delighted she texted Cecil a pic of her naked, spread pussy, and told him to share it with everyone... sex fantasy #88. The idea of having her naked pussy splashed across the internet made So...

Alex to Alexis Ch. 01

by TransPrincessMorgan on Sep 25, 2017
Transsexuals & Crossdressers

Thanks to Jack Murphy for being our volunteer editor! Enjoy! ***** Chapter 1: Feminization Alex was late home again. Once, maybe twice would have been acceptable, but this was the third time this month. His mother, Daniella didn't know what to do with him, especially considering her other children, the eldest, Hannah, who was 25, and the youngest, Amelia,...

Sex Magick 101

by Tempest_Wolfsong on Dec 11, 2018
Text With Audio

There's so many misconceptions about witchcraft and the art of sexuality within the religion.... too often bad B horror movies make you think of blood letting and Satanic cults, but none of that is right, at all. And... ew. So, I thought I would give you your first lesson, since I was going to do a ritual anyways.... I was going to petition my deities to se...

Back to School

by Robyn_Skye on Sep 14, 2017
Erotic Couplings

I walked towards the Social Sciences building on the University campus, head hanging slightly. The weather was cool and the air crisp - reminders that summer was rapidly coming to an end. I was feeling somewhat discouraged. The harsh removal of freedom and the installment of regimen back into my life after a carefree summer certainly did not create the most...

The Weekend Retreat Ch. 03

by LostKite on Sep 28, 2020
BDSM

Chapter 3: Friday Evening "Here is your seat." "Thank you Pixie." Mia beamed as she took her designated seat. Although it wasn't a formal dinner, a seating arrangement had been provided for evening meals to encourage mingling. The tables were long wooden beams, almost like something out of a English boarding school. Although the room looked quite formal,...

The Rendezvous Ch. 01

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) Nick looked at the email he'd received from his wife at lunch again as he got ready to leave work. It had been a month since he'd confessed t...