Sissy Blacked Stories

11,287 results
Orientation
Length
Source
Infinite Scroll

Afro Stress Relief Ch. 11

by llts1970 on Oct 5, 2020
Transgender & Crossdressers

At work on Monday, things were once again running as usual, no one mentioned the Beer Bust, well almost no one, Mary cornered me when I was getting a coffee. "Would you like to know what I did this weekend?" Mary asked coyly. "Er...yes sure," I answered, trying to sound completely uninterested. "Well, I was recruited by a black pimp! I'm a real prostitute...

Chrissy's Trip

by Ide32 on Sep 16, 2017
Transsexuals & Crossdressers

Part 1: Trouble in Paradise It has been seven months since Chrissy and Miriam had their memorable first date, and things are going well. Every night Miriam is in town she falls asleep with her giant futahood buried in Chrissy's cum filled ass, and most every night she is away Chrissy heads to Futanari Palace to sate his hunger for cock and hot futa juice....

Superstars Rise and Superstars Fall Ch. 01

by felicia_rene on Oct 6, 2020
Transgender & Crossdressers

Superstars rise and superstars fall 1 Part 1 of 4 By Felicia Rene This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy the story Synopsis: The underlying theme is transformation and sexual punishment of the main character for his anti-gay womanizing feelings. For his heinous actions initially making h...

Lesser of Two Evils

by Andi_Lembke on Sep 25, 2017
Transsexuals & Crossdressers

[So to update you all. I'm sorry I haven't completed any more chapters of NWTBYG or Porn Princess. They're in the works, but creation, and good storytelling takes time, something I have less of now. I left my receptionist job to take a writing gig, and all my writing energy is going into that, but my passion for hot stories smolders intensely under the surfa...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

Letter From St. Louis

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom... I must write you about my tenant, Portia. She seems to have taken over the house...she's 23 and a hellion! I gritted my teeth, kneeling on hands and knees on the kitchen table as Portia's thick razor strop crashed against my tender bottom. She swung again, and it landed once again, and tears spurted out of my clenched lids. Can I be...

I Shouldn't Have Helped Her At All

by donaldelliott11 on Sep 14, 2017
BDSM

Note: Thanks to my muse; she knows who she is. She inspired all of, and even contributed part of, this story. I shouldn't have helped her at all. I can see that now. Her problems were none of my business, and I could easily have said "no." Now I was on the floor of her kitchen at her feet, whimpering, hoping that I wouldn't get beaten any more. Then, she...

The Neighbour Ch. 03

by michaellajones on Sep 26, 2017
Loving Wives

I got up next morning around 10, my head was pounding after the effects of the drink and the activities of last night, Linda laid in bed looking very bedraggled after her exertions into the early hours. We had left Ron's place around 4am, everyone seemed spent by that time so we staggered home, thankfully it wasn't too far, good job it was a warm night too...

Letting My Wife Cut Loose Ch. 03

by weaponx on Sep 17, 2017
Loving Wives

I couldn't believe what had just happened. What I thought was to be a great little vacation, turned out to be a total nightmare. I thought that by letting my beautiful wife Beth have some fun on vacation it would do her some good. Little did I know what was going to happen. I didn't think that letting Beth cut loose a bit and have some extra drinks would tur...

Reality TV

by JJ Neal on Sep 25, 2017
Transsexuals & Crossdressers

I didn't recognize the number, but I certainly recognized the voice and understood the message, 5:30, Jackson, Bride. My Master isn't given to long conversations with me, or any explanations. My role is to make it happen. I met Master Fred in a sissy chat room and he swept me off my high-heels. By way of background my sissy name is Jamie Jo. I'm 44-years...