Sissy Pee Stories

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Infinite Scroll

I Love my "My Cum Slut"

by Red10Dog on Feb 26, 2019
Transgender & Crossdressers

Getting a text saying "I need my cum slut." I rush to get myself ready. While taking a shower, I take the time to shave my entire body. Giving my self an enema, and I clean my boi pussy hole. Making sure I am perfect for you. Applying my makeup and bright pink lipstick that screams "I want to suck your cock." I lock my cock in a cage because he says it's...

A Freshman's Summer Class Ch. 09

by CapnSteelBoy on Jul 6, 2020
Transgender & Crossdressers

**All characters are of legal age for adult content.** We Continue from where we left off with our brave hero, as his adventures at home draw to a summer conclusion! Sorry this may be it for a bit, its very difficult to decide which direction to take this story at now. I mean, can't keep calling it a "Freshman's" anything now that he is a sophomore...I may...

Goddess Monica's Beta Bitches h. 01

by DonGarciaWallaceIII on Sep 12, 2017
BDSM

Meeting Gustavo Monica Garza's austere, coprolite-like walls, covered with aquarelles of men in tutus and women's swimwear, are sound-proof, and Gustavo must intuit or presume this since, once inside, his voice climbs in pitch in a way it wouldn't in any other of her condo's rooms. In the little kitchen, for instance, he nearly whispered. The tutu- and wome...

High School Dilemma Ch. 01

by LaurenWestley on Sep 15, 2017
Transsexuals & Crossdressers

I should have known better. It was such a stupid thing and it didn't even work out. Here I was graduating from High School. I had just turned eighteen and it was the last week of school. How could I have done it? Why did I take the chance? Kelly was probably the prettiest girl in school. Her hair was long and blond. Not much different then mine. Actually we...

Panty Posers Ch. 04

by EROTICbearscribe on Sep 21, 2020
Transgender & Crossdressers

I must tell you of an experience Daphne and I had one Saturday night. I know, I know. You're dying to find out if I ever finally met Daddy. All good come things to those who wait. I really am a sissy tease. Aren't I? I think you'll enjoy this side trip though. *** It was a lazy Sunday morning. Daphne and I were sipping coffee and nibbling on some danis...

I Admit I Was Speeding

by Cute Little Thing on Sep 16, 2017
Transsexuals & Crossdressers

I admit that I was speeding, when the cop pulled me over. What can I say, I was rushing to get home. I get that way when I have panties and a bra on. But let me start at the beginning, because this is a long story. It was a Friday night and I had been saving up all my courage for a month, since my girlfriend had told me she would be going out of town for the...

The Hardest Kind To Be Ch. 01

by Joe Wordsworth on Sep 16, 2017
First Time

In the offhand chance that you don't find the setting clear on the issue, all characters are eighteen and legal. This is also a madly different story genre than I'm used to writing, so be kind. . . .. ... ..... She hated her. Hated... though strong and dramatic, it was the only word that summed up their relationship. Nobody would have guessed it, but i...

Uncovering the Sissy Beneath Pt. 03

by jefferyscott745 on Jun 25, 2019
Transgender & Crossdressers

Disclaimer: This story contains extreme fetishes including BDSM and forced seduction. It is also purely fictional. This is part three of my previous work. Be sure to read parts one and two if you wish to understand the background of this section. *** I hesitate to follow him out of the bedroom, as my anxiety is out of control. "Have I just been kidnapped...

Karate Girls Ch. 1

by jabberwok on Sep 17, 2017
BDSM

It was my senior year in High School. Things were looking good. I was going to be on the honor role. College was a surety! All is well. Both my parents worked as reporters for a nationwide newspaper. My dad came home in November with his big break. A sixth month Africa on-site story about Witchdoctors and their "supposed" cures. The newspaper offered the tr...

The Appraiser Ch. 02

by ctlthrmn on Sep 13, 2017
Fetish

I helped Brenda to her room. Before opening the door I gave her a gentle kiss and told her how proud I was of her, and how pretty she now looked. I told her that there was a special surprise waiting in her bedroom and that I would come back and check on her later. I slowly opened the door and let her enter. She didn't know that Mary had watched the whole...