Diaper Gay Sissy Stories

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Dr. Cooper: Follow-up Appointment

by DirkDaggler on Jan 22, 2020
Fetish

This story contains themes of: anal, watersports (piss), enemas, medical fetish, diapers (non-ABDL, piss only), lactation, oral sex (M&F), anal fisting, gay male sex, MMF threesome. This is part 2 in an ongoing series. This installment includes my other fetish of diapers (non-ABDL, piss only), so if that is not your thing, skip those parts. ______________...

My Sister's Maid

by Compliant1 on Sep 16, 2017
Fetish

"Listen to me, Glen, you left the decision to me and I've made up my mind. Kevin has to go." My sister is headstrong and stubborn as a mule, so I was walking on eggshells to come to the aid of my oldest and best friend. Since Brandi moved back in six months ago, I'd been trying to keep the peace between them, but they have a long history of bickering and fi...

Hearing Voices

by KingAngle666 on Feb 24, 2019
Fan Fiction

The following stories involve celeb's and fictional character whose lives and realities have been turned upside down and inside out thank's to whoever's behind the voice that appears in their head. This voice commentates to them all the different ways the mystery person has changed reality just for them. Only the mystery voice and the victim are aware of the...

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Ms. Marca Ch. 63

by Ms. Marca on Sep 15, 2017
Loving Wives

My name is Marca. I am mid 30’s, 5'10", thick dark hair and a very womanly figure, with 40D breasts (for those of you who need to know, big round nipples silver dollar size) and 38, but very firm, athletic hips. I have been told that I have a perfect complexion. Large dark nipples cap my very creamy gold brown breasts and I have a shaved pubic area. I have a...

Slave Immigrant Ch. 18

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. In the end I guess Human Recourses had figured me out correctly. All those years in BDSM chat-roo...

Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Winning Big in Las Vegas

by marykay9 on Feb 6, 2018
Transsexuals & Crossdressers

I was in Las Vegas staying at one of the "lesser" hotels, playing the slots to kill time waiting for a "Shemale" show to take place. I thought that the review would attract other transvestites like myself and hoped that I might get up the nerve to wear my feminine clothes and mingle with other genetically challenged ladies. Unfortunately, a normal crowd surr...

Making a Sissy Jock Pt. 01

by Sissyhalo1 on Jun 1, 2020
Transgender & Crossdressers

My life changed about a year after I was done college. I'm Mason, or I was and I used to be a football jock all through high school and played all through college and after all that I kind of just never got picked up. So...what do you do with a physical education degree? Most guys taught gym or coached some places. Me? I got a massage job at a spa. There...

The Prostate Exam Pt. 02

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. She then persuaded him to...

The Prostate Exam Pt. 03

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by pushing back against her finger, his female doctor had decided to test just how submissive he was. She gave him the option to back out if he didn't want to go any further, but she told him that if he did want to go furth...