Ssbbw Squashing Stories

33 results
Orientation
Length
Category
Source
Infinite Scroll

SSBBW - Natalie G

by mondotoken on Oct 22, 2019
Erotic Couplings

I knew I's been going through a rut since breaking up with a cheating girlfriend two months earlier but didn't see anything wrong with a spartan lifestyle until Walter, a good friend at work took it upon himself to conduct a one man intervention. He approached me in the cafeteria during my last break. "Hey man; can I ask a probing question?" "No." "You ge...

The Life of a Secret Fat Admirer Ch. 01

by overrated117 on Jun 11, 2018
Fetish

Lifting a towel from the wooden bench before his locker, Maxwell Carraway takes a seat after an arduous workout session. He dabs the fabric delicately against his brow and cheeks, drying his face from the sheen of sweat he'd gained over the last couple of hours. Leaning forward to rest his elbows on his knees the young businessman breathes a sigh of relief,...

The Blending

by icedragonmo3 on May 6, 2019
Fetish

Disclaimer: All characters who are depicted having sex are over the age of 18. 'Cause otherwise it's icky. This story contains futa on male sex, futa on futa sex, pheromones, excessive cum, excessive vaginal cum, excessive vaginal secretions, cum inflation, one SSBBW futanari, being facesat by said SSBBW futanari, gender transformation through sexual transmi...

Tootie

by mrpeachesva on Dec 17, 2017
Fetish

It was a cold Thursday night in January and the three friends were watching a NBA game. They were all in James' apartment but they all lived in the same apartment complex, the Northhampton in Largo Maryland. The Knicks were playing Chicago and they were getting blown out so far. It was only the middle of the second quarter and the score was 46-26. "Your boy...

The Bank

by StangStar06 on Sep 18, 2017
Loving Wives

Hi Folks, As I warned you last week. This is a very long story. Most of you told me you'd rather see the whole thing in one piece so here it is. Of course you can always stop reading it anytime you want. Thanks as usual to the great mikothebaby for editing this story (she had to read the whole thing more than once). I apologize for any of the content here th...

BIGGEST of the BIG

by mondotoken on Jun 5, 2018
Interracial Love

It was a lazy, Friday night and I was without plans, or any business to speak of, which left me in a bummed mood as I gamed online. It had been nearly five months since I'd been laid, and I was getting a bit antsy. At the height of my boredom my phone rang jolting me from a toxic lethargic state as my friend Orlando promised some guaranteed sexual action if...

My High School SSBBW Stoners Ch. 01

by completeexperience on Sep 14, 2017
Romance

After finally getting her newborn daughter to sleep, Debbie sat nude on a couch in the living room and lit a blunt, her humongous ass sinking several inches into the cushion while her 50DDD knockers hung down and rested on her belly. Seven days earlier, she gave birth to her first child, just two months after she graduated from high school. Having not yet f...

My High School SSBBW Stoners Ch. 02

by completeexperience on Sep 16, 2017
Romance

Debbie seemed to be in a very deep sleep, and having just smoked the equivalent of about two blunts in less than an hour, after smoking no weed for two months, I concluded that she probably wouldn't wake up for several hours. So I decided to explore my humongous new girlfriend, who I first saw just three hours earlier. First I lay her on her back, then roll...

My High School SSBBW Stoners Ch. 03

by completeexperience on Nov 19, 2018
Romance

Then Debbie's phone rang, waking her up. "Do you need to get that, Honey?" I asked. "Yeah, I probably should! It's probably my mom wondering what the fuck happened to me!" Debbie responded. As I stood up, she rushed over to her shorts, grabbed her phone, and enthusiastically exclaimed "Hi Mom!" "Hi Debbie!" I heard a fairly gravelly but feminine voice res...

My High School SSBBW Stoners Ch. 04

by completeexperience on Jun 15, 2020
Romance

As I hung up Debbie's phone, I set it on the nightstand, lay on my side on her left, and gazed at my extraordinary new girlfriend. Having lost both her cunt and ass virginity on the same day, while smoking weed heavily after having none for two months, she was exhausted and looked like she would be asleep for several hours. It was now 11:30 PM and she had sc...