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Strap-on Sex Stories

This section features stories that involve sexual activity with a “strap-on”—a dildo attached to a strap or harness.

Although typically fastened around the waist and used as a substitute for a penis, strap-ons can also be used to enable double penetration, or they can be fastened to a lover's face to create an intimate penetrating experience. They come in many shapes, sizes and colours, and some even vibrate!

Strap-ons are commonly used to perform anal sex on a man (known as “pegging”), but there are countless other possibilities, and authors might draw inspiration from other categories such as Lesbian, Threesomes and Trans. The only limit is the imagination of the author.

3 weeks ago

Anne Takes Control

Discovers she likes to give as much as receiving.

I arrived home with the brown paper bundle under my arm, sneaking into the house. The coast was clear, so I ran upstairs to our bedroom, to our hiding spot, behind our luggage. I threw the bag behind the suitcase, and threw over some jeans to cover it all...

23 Votes 23
Score 4.61 4.61
3.4k Views 3.4k
2.2k words 2.2k words
1 month ago

The Bunny

A young woman takes advantage of her "innocent" lover

The veiny, black dildo protruding lewdly from my strap-on stretched her pussy impossibly tight. I swore it would tear at any moment—her lips rolling in and out with every thrust and withdrawal. But that did not stop me from violently battering her foolish...

4 months ago

Good Girl

Smoking is indispensable if one has nothing to kiss ― Sigmund Freud

With her mistress outside, she’s an obedient subby-mannequin. Motionless, except those pretty obsidian eyes are peeking across the crowded room. Her blush is vivid; she realizes I’m staring. Being recklessly dissolute, I lick my lips when she peeps again....

4 months ago

Our Anal Afternoon

Our day started with thoughts of anal fun and brought us our best orgasms yet.

Annette and I met later in life and were married at the age of forty.  From the very beginning, we enjoyed a healthy sex life by trying new things.  We weren't interested in adding others to our lovemaking but had become more interested in anal of late.  ...

5 months ago

Strap In, Hold Tight (It Can't Be Right - Pt1, Ch 9)

The end of Nicola's story about her night with Steph and Alex

All the focus, it seemed, at home and work, was on summer celebrations, with all of the talk and questions from Jake and now the reminder from Nicola about her plans. I did enjoy them, maybe I was a stick in the mud though, because I felt they and the Chr...

6 months ago

The Girls Play With The Big Fake Dick

Paige and Robin have desires that lead to them having fun together.

“Holy fuck, Paige! You said it was big, but goddamn, it feels like you are splitting me open,” cried out Robin. As Paige continued to push forward, driving the fake dick into Robin, she replied with, “Oh, shut the fuck up. You let Jake take your virginity...

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7 months ago

Family Affair Strap-on: Part 3

Story of strap-on sex leading to marriage.

Being open-minded in life just about life in general, can also be about being open-minded sexually. This is what the relationship between Jean, Daphne, and myself had become, a very open sexual relationship of sorts. Now I had two women strap-on fucking m...

8 months ago

Family Affair Strap-On: Part 2

Strap-on sex with sister-in-law and her daughter

I was helping Jean and Daphne with some financial assistance. My deceased wife Louise and I were already helping Jean and Daphne with some help before Louise passed away. Jean never did ask for anything at all from me other than just love and sex. She did...

8 months ago

Got Me Pegged

He discovers her pegging fantasy, and she discovers he's bi, much to their mutual delight.

Here comes another one, Clarissa thought as she saw a man approaching her. Fresh off a divorce, she wasn’t interested in dating. She was only at the bar to support a co-worker who was the lead singer of the band playing that night. Sure enough, he sidled...

9 months ago

Family Affair Strap-On: Part 1

Strap-on submission with wife and sister in law.

My wife and I had an adventurous sex life when she was still alive. We appeared as any normal married couple in our mid thirties. Louise my wife, was an attractive woman with cute facial features and long blond hair that went down passed her shoulders and...

11 months ago

I Can't Believe It's Not Butter

It's not butter. It really isn't.

"I Can't Believe It's Not Butter""Not butter! What is it then?""It's 'I Can't Believe It's Not Butter'.""What?""It's what it's called. It's a brand name. A margarine or buttermilk or some such. You're not supposed to be able to tell the difference between...



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