Bully Roommate Sissy Stories

23,222 results
Orientation
Length
Source
Infinite Scroll

All the Stops: Signs

by badgirl298 on Sep 17, 2017
Celebrities & Fan Fiction

Giles’ harsh breathing was the only sound in the old abandoned gas station. The other occupants maintained an eerie silence, all were afraid of what would happen next. They had fled Sunnydale only to be surrounded and forced off the road by the Knights of Byzantium. They had taken sanctuary in this little building, the only thing holding the knights at bay w...

Daphne

by mr_rippley on Sep 12, 2017
Transsexuals & Crossdressers

The rain was coming down like wet nails outside. Consequently, all the runners and walkers decided to get their workout at the gym, and as a result the place was packed. Every machine was occupied with a line of three or four sweaty people trailing next to it. The smell of human effort permitted the place. Francis stood in line and tried not to let his frus...

Jennifer and Harry Pt. 03

by browngrad on Sep 13, 2017
Erotic Couplings

When Jennifer saw a man who she thought might be Harry, she immediately felt relief that he did indeed show up. In the back of her mind, she feared that the whole thing was a hoax. She feared that perhaps he was not really who he claimed to be. She also felt the joy in her heart that the warmth of his smile brought to her upon their eyes meeting for the firs...

Hiring a Well Hung Bull

by Mag58 on Sep 14, 2017
Erotic Couplings

Until a year ago I would never have dreamt that I could ever be cuckolded; let alone actually hiring the Bull for my wife. As a young man I had many lovers; all ages, sizes and classes then I met my wife to be in 1997 and fell madly in love. I was 32 and she 24 at the time; and when we had sex sparks would literally fly. We did absolutely everything two...

Laundry Day

by Therapie on Sep 12, 2017
Erotic Couplings

Today was supposed to be a good day. It was today that I came home with dinner and flowers, waiting to spend a quiet night at home with my woman. What do I walk in on? A dude sitting in MY chair with MY woman's mouth on his dick! Needless to say that is over. So that is why I am sitting here watching the dryers spin. Red, blue, black and white blobs going ro...

On Love and Sex

by aubmat05 on Sep 16, 2017
Reviews & Essays

By an Apprentice of the Erotic Arts Well, our sexuality is such an important part of our being that discussion of it is bound to be complex: there are as many sexualities as there human beings. We are by turns tender, controlling, lascivious, manipulative, insecure and surprisingly fragile. Do I believe in love? Yes definitely, whatever love may be, as Pr...

Young Winston Ch. 01

by RoryOmore on Sep 16, 2017
Celebrities & Fan Fiction

YOUNG WINSTON Part 1: House Boy Cocoa Beach Florida 1966. Eighteen year old Winston Smith has women problems. He is at the mercy of his overbearing foster mother and her dyke girlfriend at home, and at school has to deal with corporal punishment enthusiast, Principal Harden and her sexy, air-headed secretary. Authors Note Although not present in every ch...

Suzie Meets Desiree

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

I'd been transplanted, via a broken heart by my cheating ex-girlfriend, to the big city of Atlanta for a good six months when I met Suzie at a new contract my company had me servicing. Plenty of time to have my alter ego, Desiree – The Hot to Trot Transvestite, learn the ins and outs of HotLanta. My wardrobe had grown a full closet and I spent most weekends...

All the Cock She Ever Wanted

by luvpsy on Sep 16, 2017
Interracial Love

This story is dedicated to Jill who asked me to write it for her. * Lightning flashed across the dark sky as Steve lifted his travel bag from the open trunk of Crystal's Taurus. He opened the door for her and said, "I see my new roomie is home. It will be raining cats and dogs by the time you get back to the Campus. You might as well come in for a drink or...

A New Fantasy Ch. 03

by subguyts on Sep 14, 2017
Transsexuals & Crossdressers

I still couldn't quite believe how much I had enjoyed taking my first real cock. I was even more excited about one day taking a bigger cock, although Cashlie was my main focus for now. We didn't really speak until she text me on Wednesday to ask if I wanted to go out with her and a couple of friends on Saturday evening, I naturally said yes. We arranged that...