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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.

Trending Stories

Ms. Putnam's School For Refined Ladies, Chapter 1

Beverly hated school, until the day she found herself in the Dean's Office!

"Miss Parker, what am I to do with you?" Beverly Parker just sat there at her desk with her arms crossed. This had become a regular interaction between Ms. Putnam, the Dean of the school, and Beverly.  "Really, I am just about at my wits' end with you, young lady. I do not wish to expel you–your parents have paid good money to have you in our school and it would be a shame to waste all that tuition.  "But this is a school...

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Felicity, US Marshal

A woman of power comes to town

A small, quiet town watched a majestic black appaloosa stallion slowly walk down its main street. White spots trail down its hindquarters and the stallion's long black mane flows in the breeze. The horse's rider sits tall in a silver-adorned black leather saddle. This rider isn't like any other rider they have seen. Dressed like a man, she has drawn the attention of every man and woman in town. She sits astride her steed,...

Amy's Orgasmic Panties

She had never got so wet.

Rick often bought his wife, Amy, sex toys. He got almost as much pleasure from them as she did. Whether it was butt plugs, vibrators, or love balls, Amy tried them all. She had never tried dildo panties though, so Rick treated Amy. The dildo was not exceptionally long but very thick. Her pussy twinged and started to drip at the thought of wearing them. Rick was away on one of his business trips. Amy was going drinking wit...

K and B had always embraced adventure in their relationship. Newly married and deeply in love, they found themselves exploring their desires with a sense of openness and trust that only strengthened their bond. On a warm summer night, they visited K's parents' home for a weekend getaway. Despite the house's location just off a busy main road, the house was quiet. Her parents were asleep in their room down the corridor, bl...

Easing Into It - Part 2

Growing more adventurous, Aria satisfies Dylan's desire to be pegged.

I stood in my bedroom, naked, except for the black leather harness I wore. Secured by that harness was a six-inch-long dildo, also black. It was definitely phallic in appearance, but not quite lifelike. Still, sporting it had a curiously arousing effect on me. Only a week ago, Dylan had fucked my ass. Now, he wanted me to fuck his. Was I nervous? Absolutely. Even more nervous than I'd been before having anal sex for the f...

Amanda: Monday's Child

What would you do if you could experience anything?

I’d like to share with you the story of how I met the lust of my life. Yes, I mean the lust of my life, the one person who I look forward to seeing every day. Not that I see her every day. I suppose that’s a good thing. How can a sexual relationship stay fresh if you indulge in it that often? Her name is Amanda. I should say she goes by Amanda. I’ve never questioned this. It suits her. A French name for an exotic woman wi...

An Ass For An Ass

What's good for the goose is good for the gander.

I was on my knees, staring at the sexiest ass I’d ever seen, and lucky me, it belonged to my wife. She fusses that her ass is too big, but I like a handful. Actually, her ass and tits are two handfuls. As always, I paused to admire what I was about to fuck. I was a man who appreciated what I had, and I had a beautiful wife, inside and out. Inching closer, I ran my hands over her soft, fleshy bottom before spreading her ch...

"Clare" - Chapter 2:- “Brenda's Girl”

Clare's unforgettable introduction to lesbian sex with Brenda.

Brenda was smiling at me. It was just the two of us now that David and Sarah had left us. Our time had come. We stepped back into the apartment block, closing the communal front door behind us. As we did so, I felt strange and empty. My boyfriend had just left me to go on holiday with his other girlfriend; my loneliness felt raw. Yet, my body was already thinking of Brenda, lust being a powerful emotion. My desire for her...

Triangle's Edge - Part 6

My boyfriend and I are in a threesome with the woman with whom he cheated on me and who is also my ex-girlfriend, and we are about to double-penetrate her.

While Sara rode my boyfriend's hard cock, I rummaged through the nightstand for my next toy. My heart raced as I pulled out a strap-on that used to drive her insane. Our eyes locked as she caught sight of the sleek, thick, midnight black dildo that would soon be penetrating her, but not in the way she was used to. I secured it around my hips with practiced ease, relishing the rush of power it gave me. My boyfriend's face...

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Study Butty

College study buddies become so much more

Quinn always knew that he was the submissive type. It was during his second year of college when he met Riley, one of the most beautiful girls in his year. It was her who moulded him into the obedient boy he is today. Since their first meeting, Quinn had been mesmerised by Riley. She had long, blonde hair that cascaded down her back and bounced when she walked. Her graceful figure was accentuated by curves in all the righ...

I was still blindfolded and in a bound, subordinate position. I was just recovering from a terrific orgasm caused by a combination of Mel’s mouth around my cock, and Harriet’s fingers massaging my arse and prostate. Harriet had stated that she wanted me to give Mel the vigorous fucking she needed. However, Harriet said she would be controlling how I would do that. I was curious what Harriet had in mind. I was also becomin...

Double Dildo Delight

Two women play with a new toy

Sandy was hot, flushed, and sweaty. Her wrists were bound above her head, her shoulders beginning to ache, and her knees needed to bend. She wondered what her boyfriend, Ethan, would think if he knew. With a few drinks, some kisses, and the promise of intense pleasure, her new roommate, Krista, had lured her into her bedroom once more. It started with undressing each other, sucking on nipples and teasing kisses on pussies...

Litte Bo Peep - The Eight Outing

Jan and Tiger spend their last day in Japan doing what they do best

The remainder of their journey to Japan was a relentless adrenaline rush, leading us towards the grand finale in Tokyo. We both checked into an exclusive hotel that had been recommended by Suki - the dominatrix who had shown them how to open up and be uninhibited - and as they surveyed the magnificent surroundings, I silently thanked fate for being able to cancel the original booking. The suite was huge and I didn't quest...

The Perfect Compromise

Marga, torn in her sexuality, discovers the answers to her prayers.

Marga’s heart was thumping when Isobela opened the door to her. Was she making a mistake? Was she just going back to a relationship that was ultimately doomed? Or was life just too short to sacrifice even the briefest of sexual encounters? Marga had never expected to have an affair with a woman. She’d slept with several men in her early twenties and then, out of the blue sky, Isobela had rather swept her off her feet. Mar...

Little Bo Peep - The Sixth Outing

Jan and Tiger travel to Osaka and experience some traditional and not so traditional times.

We spent the next two days exploring Tokyo as wide-eyed tourists. The sights, sounds, and smells of such a vast city with so much history was nearly overwhelming. Playtime was limited as we kept ourselves busy. But that didn't mean that Jan wasn't able to find moments to tease me. From little whispers in my ear, to touching me or holding me with firm grips - she made sure to keep me under her watchful touch and gaze. It h...

Renee had always been open about her adventurous sex life before we met. I never brought it up or asked questions, but she could tell I loved hearing the stories she shared. It took me a while before putting it all together, but around six months I started to realize a common theme. She would be seduced or allow herself to be taken advantage of by a black man. A black man who without fail was very well endowed and very sk...