Ssbbw Squashing Stories

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The Bet on the Biggest

by dirtyjoe69 on Sep 12, 2017
Toys & Masturbation

I am a big woman; some would call me a SSBBW (super sized big beautiful woman). I weigh, well I am not going to tell you what I weigh but let's just say it is more than the average Joe can lift. I have a massive chest; each boob would cover most people's heads. And I have been cursed with two gaping holes. Both my wide asshole and my gapping cunt can easily...

Sanctuario para Mi Verga

by HughMungus1 on Dec 25, 2019
Group Sex

"I love freedom, and my love for true Freedom grew with my growing knowledge Of the people's surrender to slavery And oppression and tyranny, and of Their submission to horrible idols Erected by the past ages and polished By the parched lips of the slaves [...]." ― Kahlil Gibran The first thing Hugh saw was a shotgun. His eyes acclimating to the murk...

Miss Big Pussy

by dirtmonger on Sep 14, 2017
Interracial Love

Here I was at 26. Bored, broke and worst of all single. I lived alone in a one bed room apartment downtown, the one thing I did have going for me and spent my nights working a dreadful factory gig manufacturing pickled foods. Pigs feet, pig lips, pigs ears, eggs, sausages, you name it. If it could be soaked in salt and vinegar I was stuck there mass producin...

Slut on Screen

by usemetoday1962 on Apr 1, 2020
Transgender & Crossdressers

So I get a call from Chris wanting to know if I felt up to some interesting fun... Now both Chris and his brother Troy have been using me for over a year now. While Troy likes me as a man, Chris prefers me to dress, so much to the point that he has paid for me to be waxed clean regularly, brought me really slutty lingerie, CFM heels, nice wigs, and gets my m...

Chrysania Rose: Installment 03

by TXssbbwGODDESS on Sep 17, 2017
BDSM

Installment three: Three's A Party Couples' sessions are among my favorite (and least favorite) scenes. Half the time they try and negotiate a threesome with me during the proceedings and the scene goes cold when the no-sex-with-clients boundary is enforced. And most of the rest are not on the same page as each other. Sometimes the man has the fantasy of b...

The Bot at Work

by Sandra80 on Sep 13, 2017
Erotic Couplings

Around Christmas time I hired a new guy at work. I was the manager of a store that usually had either women or gay men so when this young nineteen year old boy applied I thought to my self, "Once again the theory is correct, all the cute ones are gay." He seemed like he was going to be a good fit for the store. The customers liked him and even if he was gay...

Talking Dirty (BDSM)

by Dr_Vril on Sep 13, 2017
Letters & Transcripts

The gent had spent the previous night on a BDSM site whose presentation was purposeful and crude, a blocky and forbidding combination of red lettering and black backdrop with a hint of gothic effect. He couldn't recollect doing so with any clarity and was surprised at how functional and productive he had been. The gent looked at the profile he had set up for...

Adventures in April Ch. 06: Voyeur?

by MyBeautifulMind on Mar 2, 2020
Erotic Couplings

Writer's note - this is the sixth in what is intended to be a series of short stories about April - a petite, attractive, mature, married, redhead. Each story will stand in isolation though the length and depth are likely to develop with each new story so it might be best to start at the first story and work your way though. In this story April's people wa...

Wet Seduction Ch. 02

by threelayers on Sep 12, 2017
Fetish

It was Friday afternoon and Brenda sat in her office trying, and failing, to concentrate on the report she was supposed to have finished by Monday; it was almost there but not quite. She could of course finish it over the weekend, but she had plans and they weren't to be interrupted. The thought of those plans again tore her attention from the report. "B...

Keeping Up With the Joneses Ch. 06

by DarkBlush on Sep 25, 2017
Interracial Love

I expected this to be up sooner but I ran out of time and went into a building/cleaning spree. My apologies. I hope you enjoy this chapter. ***** I sat uncomfortably in the black Mercedes sedan that Dylan rented. He was stiff and it was making me stiff. The car wasn't him. He was more creative in his car choices and this felt more like a hearse. We would'v...