Pegging School Stories

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Orientation
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Infinite Scroll

Sarah Smiles Orientation week

by smilingsarah on Dec 3, 2019
Exhibitionist & Voyeur

Sarah spent the last night at home attacking her husband. She wanted to leave him well received as she was going to be away for weeks at a time. He would only be able to see her during the holiday. Eating breakfast she got serious and wanted to ensure that he was okay with this plan of hers to turn herself into a super slut. The look in his eyes gave her to...

Daughter's Wedding

by tejmjm55 on Jan 21, 2020
Loving Wives

April 2004, Allen Richards was sitting in his apartment going over his daughter's wedding plans. His ex-wife and daughter along with a wedding planner had planned a very elaborate wedding. He followed the plan known as "Triple S" (sit down, shut-up and shell out). As a devoted father, he was happy to do it. Allen grew up in rural South Carolina. He was the...

Work, Play or Both?

by FlirtandTease on Jun 9, 2020
Erotic Couplings

The Headmaster announced, "We'll have a new graduate student working in the office starting this week. Hopefully they'll be more of a help than a hindrance." Gwen had to roll her eyes. She knew exactly what the headmaster meant. These student teachers meant well, but answering questions all day made the day twice as long. It was quite a surprise when she me...

The Parking Lot Ch. 02

by LatexSolarBeef on Jul 13, 2020
Transgender & Crossdressers

I thought of Val when I went home and the next day. I felt bad that she had to express her sexuality by blowing horny young landscapers in the parking lot of a bar. The Jersey Shore is a beautiful place, but family-oriented and traditional. It's a summer resort area. Once you go over the bridge from the barrier island, it is small towns and becomes quite ru...

Just Look at Me Now Ch. 04

by GFfan on Jul 15, 2020
Transgender & Crossdressers

Let's see... where was I at the end of chapter three? Oh yes: seated on a footrest wearing lingerie and my pink collar, with my eyes adjusting to the bright light now that my blindfold had been removed—and adjusting to the sight of Jude's strap-on in front of my face. "Have you ever given another guy head?" Jude asked. "No, never!" "How about getting a bl...

Campus Tour at Bondage University

by Revanto on Jul 15, 2020
Audio

* * * * * Click Here to listen: .mp3 format or .ogg format. 17 min/mp3) * * * * * Welcome to Bondage University, girls! Your ticket to a world-class, tuition free education that will stoke your intellectual and physical passions and help you to be your best feminine self. I see you have all been outfitted with university ballgags and fuzzy cuffs in your...

Night Out

by KatieBoobs on Jul 20, 2020
Mature

There was loud music emanating from the closed door in front of me. I took a deep breath and walked up to the entrance, two men in black, leather jackets flanking either side of the door. They both wore dark shades even though it was at night and their well-built bodies sent shivers down my spine. As I approached the door, one of them held out his hand and...

Aunt Jo

by stories55 on Sep 14, 2020
Transgender & Crossdressers

He was getting ready to go off to college when his mother said he would be boarding with his Aunt Jo and save the money on the dorms. She said she would feel more comfortable with him under aunt Jo's watchful eye. It created a bit of disquiet in him. While he liked to have his way with women; the way his Aunt Jo had looked at him made him feel differently. I...

The Neighbors Son

by hammertime on Sep 26, 2017
Interracial Love

Angie was enjoying her first day home from school. A teacher for the last three years at the senior high school, she was glad to be off for the summer. She looked forward to not having anything she just had to do for the next couple of months. This was the part she loved the most about being a teacher. She was already enjoying just being able to lie around t...

My Teacher Ch. 01

by nellye on Sep 26, 2017
Erotic Couplings

Chapter One A loud ringing filled my ears and eyes flickered open. After a few seconds I got my bearings, and I quickly realised I had fallen asleep in English Class once again. Not that I was surprised with myself. English Literature had never interested me, and spending weeks gruelling through "Of Mice and Men" could put the most avid reader to sleep. I...