Strap On Pegging Stories

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Orientation
Length
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Infinite Scroll

The Lady and Camilla Ch. 05

by karabryn on Sep 11, 2017
Exhibitionist & Voyeur

I took a cab to the restaurant, timing my arrival a good half an hour before I expected Victoria and His Lordship to arrive. I was right in remembering that I had a pair of shoes that very closely matched those I had chosen for Victoria that morning, and I chose a dress that was revealing enough but, for the first time, slightly less revealing than the one I...

New Slave on the Block (Part 2)

by DragonsKitten on Sep 17, 2017
BDSM

*** “Ah, I see you have woken up. Finally.” Kirk looked to the door, startled and panicked by the sight of Rifka. She slinked toward him slowly, wearing a bright red tank top and a short leather skirt with her knee-high boots, and Kirk watched their reflections in the mirror as Rifka stepped behind him and marveled at her thugs’ handiwork. “Mhmm…” she pur...

Bonus for the Nanny Ch. 02

by will_4_rp on Sep 12, 2017
Mature

Ch. 2: "Not exactly" a date Not bad, I thought, turning sideways to survey my profile in the bedroom mirror. A week had passed since my last babysitting appointment with Will – and since that wonderful, wonderful night – and I had barely been able to concentrate on college, life or anything else but the coming adventure. I had, however, shopped: a thin, s...

Free Swim

by ebin439 on Sep 12, 2017
Exhibitionist & Voyeur

Every summer, from my early childhood well into my adult life, I attended a "sleep-away" camp - first as a camper, later as staff, and eventually as a section head. Many of my "firsts" took place there and there is no doubt that camp life played a large role in my sexual development. As a teenage staff member, you were the "adult" supervision, which left ple...

Shirley Flashes in a Pub Ch. 02

by MrPovey on Sep 18, 2017
Exhibitionist & Voyeur

After Shirley's evening of flashing in a pub she had arranged to meet a bunch of rugby guys the next weekend. As soon as she got home she started to have second thoughts and although the whole idea had us both aroused enough to be shagging at every opportunity, by the weekend she had totally changed her mind. "I know it's your fantasy," she said, "But it's...

Getting Ready

by lstn1drlnd on Sep 16, 2017
Romance

I leaned forward across the counter as I gave my face a closer inspection in the mirror. I noticed a few stray hairs amongst my gently arched eyebrows, and pulled the tweezers from the drawer to pluck them, "'Cause he's really gonna look at your eyebrows." I thought to myself. I ran my index finger across my cheekbone, and then massaged my temple gently. "Go...

Theatre Elf

by thevoice91 on Sep 16, 2017
Romance

There was a festive mood in the air. All the city's finest and biggest and wealthiest were there. The Chamber of Commerce always had a holiday get together in December at a different business. This year, it was my turn. So, the theatre was decked out in reds and greens. The concession stand was selling popcorn but little else. All of the lights were on in th...

Insurance Slave Ch. 02

by SEVERUSMAX on Sep 13, 2017
Group Sex

For Helen Bryant, the experience of being a kept slave for Ned and Roxanne was more than just painful. It was the end of her career. What she didn't realize was that she would run into her former boss again, very soon. Her new owners ran in the same circles. Master Ned and Mistress Roxanne had recently enlisted the services of Maxwell and Worthington, the la...

Surprise Halloween Exhibition

by Sindyr on Sep 13, 2017
Exhibitionist & Voyeur

I blinked blearily at the fluorescent lighting of the bus as it came to a stop near me. The driver opened the door, and I walked toward it, entering the bus with wobbling steps. 'One too many,' I thought to myself, rubbing at my eyes with one hand as I deposited my change with the other. The driver nodded to me, leering just a little and I stumbled toward...

Devoted to Pleasure Ch. 02

by larama2002 on Sep 13, 2017
Transsexuals & Crossdressers

This second part of the story almost stands alone, but it may help to read the first to know about Kelly. Hope it's liked. As usual, any constructive feedback would be welcome. Chapter 2 Kelly was so bored when Janice was at work. She truly preferred to spend as much time as humanly possible with Janice. It seemed as if she enjoyed everything she did more...