Schoolgirl Anal Stories

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Infinite Scroll

A sissy visits the Headmistress

by maturesubmale_for_F on May 12, 2020
Transgender & Crossdressers

1. Miss Stern delivers both punishment and pleasure I knocked timidly on the heavy door and heard Miss Stern's voice from within, commanding me to enter. I slowly opened the door and walked into the presence of my Headmistress. She was in her mid-fifties and sat behind her massive oaken desk as I came in, studying a heavy file. I stood still just inside the...

Heather's Anal Mouth

by NiteWriter on Sep 26, 2017
Anal

This story is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please don't read this or download it. If this is illegal wherever you are reading, stop now. Note: This is a follow up to the story Heather's Virgin Ass. The story of a young blonde who wants to be a naughty little girl. * * * * * It was Fr...

Holding It In

by cynthiablaine7 on Sep 13, 2017
Fetish

This story involves strong excretory fetishes and bodily functions. Those who dislike this kind of thing should not read further. ***** Lynn Kenton was always nervous as she walked over to Andrea's house for her weekly meeting. The smartly-dressed, blonde, 42-year-old teacher invariably controlled her high school chem classes with a combination of wit, kno...

A Girl And Her Sexcapades

by SexySweetKitten on Sep 12, 2017
Group Sex

All characters are 18 years or over. 'Is Mia done yet?' 'No, sir; she's still using the classroom!' 'How many guys have come out of there so far?' 'Last I counted, 4. Unless, there are more in there, this one should be the last.' 'Damn it, Mia,' the teacher banged on the door. 'Unless you're gonna let the rest of us shove our cocks in your holes, you...

The Comeback

by KeikoAlvarez on Sep 13, 2017
Erotic Couplings

It was one of those rare, warm sunny days in late November when this all began. I hadn't worked on my tan for a long time and, deciding that I was getting too pale, set out to correct that situation. You see, I have this theory that extra body weight looks better when it's tan and, being slightly over thirty-five, I had added a few pounds in unwanted places....

Office Affairs Ch. 1

by frankies90 on Sep 11, 2017
Romance

Patrick was a very busy man working, but not a workaholic. He knew how to stop and has fun when he needed the outlet. Normally in the summer his evenings were always spent with Kathleen, this year was an exception, he was busier than ever. Refusing to interview for an assistant once again. Every time he needed to hire a new one, he would dig his heels in. In...

His SchoolGirl Fantasy Come True

by sweetrapturedlight on Sep 13, 2017
Group Sex

He called earlier that day and told her to dress to kill. "The outfit is in the box on the table. That is what I want you to wear. Be ready by 8." He hung up. She went to the table and opened the box. She pulled out a white button down blouse, sheer, and a plaid schoolgirl uniform skirt, white panties, white anklets, and saddle shoes. "What the heck is he...

The Oakwood Academy for Young Women Ch. 01

by BigMeanie on Sep 12, 2017
BDSM

Hello, I'm John Dickers. I'm the owner and headmaster of the Oakwood Academy for Young Women, a very exclusive, private institution of learning for girls who are at least 18 who either didn't earn a high school diploma or aren't quite ready for university or the world of business. For those students who want a high school diploma, Oakwood Academy offers the...

iPad Roommate

by Oddballs on Dec 31, 2020
Science Fiction

“Pffff, another sweater.” Aaron says as he holds up the red, green, and white Christmas garment is aunt sent him. “At least this one as an actual cool design on it.” Ian says as he smiles at his roommate. In a small house in a secluded neighborhood covered in snow, two men in their mid-20’s enjoy a simple holiday together. With the pandemic still at large, b...

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Amanda Ch.2

by Red Hugh on Sep 17, 2017
Mature

See how Paul and Amanda got together in "Amanda Ch.1". As arranged Amanda turned up on Tueday evening. She showed Paul her old uniform and asked if she should dress up. He eagerly agreed. She went off to have a shower and returned about half an hour later in her uniform, her hair in pig tails and no make up. They had dinner and sat on the sofa kissing. She...