Sissy Black Master Stories

210,474 results
Orientation
Length
Source
Infinite Scroll

Samantha Finds a Dom Online

by SamanthaSatine on Jun 19, 2018
Transsexuals & Crossdressers

A true story - pre-chastity episode from this sissy slut.. It's Friday... It is 9.30am... Text message received "Are we still on for today" her reply "Yes, I believe we said 10am" Bag packed she takes the short journey across town to the meet. Samantha checks in for the final directions having been once before but it is a secure address with locked a...

Made Over Ch. 03

by gbr2004 on Sep 15, 2017
Fetish

This story involves forced cross dressing, gay sex and bdsm scenes. Don't read if not into these scenes. * I had met a man in my apartment building and he had invited me to join him at a club he goes to in LA. I was a naive boy from Kansas attending USC and I had no idea what I was getting into. The club ended up being a gay leather bar and before the nigh...

The Sexy Cuckold Couple Pt. 12

by cuckcpl4play on Sep 19, 2017
Fetish

AGAIN, cuckold story with humiliation and if this offends you, please don't read! While fiction, we have experienced ample aspects of this story and this lifestyle. ***** Part 12 Vegas The men hustled out of the limo and rushed up the stairs to get a seat in close proximity to my wife. Master ordered me to keep sucking the used condom and rather than allo...

Kim Meets Master Jim

by Master Jim on Sep 16, 2017
Transsexuals & Crossdressers

Their first encounter had been well planned. Since Kim and her master had already corresponded via email for some time and even chatted on the phone, they knew they were ready for the real thing at last. Master Jim had booked the hotel room, stocked it with liquor, then went to the spacious lobby. He sat down and nonchalantly set the room key on the adjoini...

The Sexy Cuckold Couple Pt. 10b

by cuckcpl4play on Sep 19, 2017
Fetish

Precursor: This is part 10b of the series and it is about the fantasy we have as a cuckold couple. We have engaged in many acts of cuckoldry, but the story itself is fiction. If you are offended by this type of lifestyle than please don't read. It amazes me that we continue to get such negative comments to this series from people claiming that we are uneduca...

Sissification 101: Ch. 05

by silkstockingslover on Aug 31, 2020
Interracial Love

Sissification 101 Ch 05 Summary: Erica practices taking BBC in both of her sissy holes. Thanks to Eric who requested and helped plot this lengthy 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 by a very supportive girlfriend in pantyho...

Young Master Ch. 03

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a ch...

I Learned My Lesson Well Ch. 02

by Angelscuck on Sep 14, 2017
Transsexuals & Crossdressers

As I told you in part 1, Angel really taught me a lesson regarding cumming without her permission. I was so grateful that I hadn't lost her to a superior black stud, I was even afraid to masturbate to porn on the internet. We have two computers, hers and mine, next to each other in our office. She told me she had forwarded an email to me from one of her gi...

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...

Property of the Master Ch. 01

by BrightTightandWhite on Sep 26, 2017
Transsexuals & Crossdressers

I submitted this story a while ago under the name TightandWhite however I have forgotten both the password and email address I used to create that account. So this is not plagiarism I'm just resubmitting it. ***** I headed down to the community swimming pool glancing furtively left and right to make sure no-one was around. It was midnight on a Tuesday so t...