Ssbbw Mistress Stories

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Orientation
Length
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Infinite Scroll

The Fall of Mistress Diana Ch. 02

by worzel on Sep 16, 2017
Fetish

Weeks have past for Mistress Toni and her "pussy slut" Diana. As their relationship grows, Mistress Toni learns what turns Diana on and uses this to tease her slave to the edge. Then Mistress Arwen wants to "chat" to Diana one afternoon. Diana walked up to the penthouse at the top of the building, Mistress Toni had given her some instructions which Diana di...

Teaching My Boss a Lesson Ch. 02

by sexymistress6969 on Sep 16, 2017
Transsexuals & Crossdressers

(note this is the second chapter to a previous story) * Jess pulled the car into the parking lot of her apartment building, flipped it into park and turned the car off. She turned to look at the slut sitting next to her. "Alright slut, time to face the music. We are going upstairs but Mistress needs to make sure everything is in place for her slut." Jes...

A Quiet Night At Home

by sclabh on Sep 15, 2017
BDSM

I returned from work about four hours later than normal. Every so often I had to work an extra half shift because of manpower issues. By way of introduction, I am sclabh, a female slave, collared and owned by Ms. Brigit O'Toole. During the day I am a Police Officer working a patrol car in an affluent suburb. Once off-duty, my real life begins. Mistress Brigi...

Omegle Slut

by jessiemonkey on May 13, 2020
Letters & Transcripts

I went on omegle and this is a chat I had. This is all true, but I have edited it to get rid of spelling errors. We are both over 18 and were consenting. After this conversation I asked if she was okay with me posting this and she agreed. I hope you enjoy it. You're now chatting with a random stranger. Say STAND WITH HONG KONG AGAINST THE CCP! You both lik...

Julie is Sold to Mistress Amanda

by Pretty_Sissy_Julie on Apr 1, 2020
BDSM

Julie followed behind her beloved Madame as they walked up the steps. Julie had worked at Madame's brothel since she turned 18. She remembered how she went to Madame after she was thrown out of her house. Julie's mum caught her in bed with her father and was furious and made Julie leave. After a brief stint as a street walker Julie was brought to Madame and...

A Lusty Date

by lusty Vamp on Sep 19, 2017
BDSM

It was just after 7:00 P.M. Saturday evening when my computer alerted me that I had incoming e-mail. The note was brief and to the point, “We are going out tonight. Pick me up at 8:30 P.M. sharp!!!”. The message was signed simply, “MH”. Mistress Heather, or more specifically, my Mistress. You see, I am the collared slave of the beautiful enchantress, Mistres...

Discovering Mistress Sarah's World Pt. 07

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

CHAPTER 18 A Life Changing Decision Sunday morning was not much different than the day before for Josie. He woke-up on the floor outside Mistress Sarah's bedroom, dressed in a silk night-gown and his cock was hard and aroused when he awoke. Just like Saturday morning, he crawled into the bedroom. Mistress Sarah was waiting for him. She was lying on her side...

Old Friends Ch. 02

by dancingqueen369 on Sep 15, 2017
BDSM

Yesterday was so empowering. So many years, dating guys that didn't appreciate or come close to satisfying her, she'd grown disgusted with sex altogether. But yesterday had made her feel great and so damn horny. Oh how she had wanted to have him inside her, fucking her to her very core. But that would only undermine her plans. No, he would work for that priv...

Weekend Surprises

by chatbug on Sep 17, 2017
BDSM

I was at work, sitting at my desk. I was working on the computer, filling in some meaningless spreadsheet, bored as hell. The phone rang, and I answered. "Hello, is Bert there?" I heard the sweet voice, and I knew it was Candy. Her name is Candice, but she liked me to call her Candy. I had met her six months ago. She's a nude dancer, and she works at the F...

Up They Go and Off Again

by Anal_PissSlave on Sep 15, 2017
BDSM

Divine Mistress Catja, Having right now an extra air mattress so I can lay on the mattress. This way your slut is able to present its analcunt on better height to serve you. Doing blowjobs goes deeper and deeper in my throat. Hoping your whore is allowed to deepthroat you while you're standing. Your slut found yesterday a perfect nylon which one I will wea...