Cuckold Sissy Stories

12,909 results
Orientation
Length
Source
Infinite Scroll

Rhapsody in the Rain

by trigudis on Sep 15, 2017
Romance

The day started off normal enough. Well, normal enough for Melissa Holbrook, if for no one else, including Michael Edward Deford, her riding buddy. Suddenly she stopped peddling, jumped off her bike and sprinted over to a man walking his dog as he puffed on a cigarette. "Excuse me, but don't you know that smoking causes lung cancer and heart disease? Not to...

The Visitor

by Quin on Aug 22, 2017
Exhibitionist & Voyeur

Though the village had its share of gossips no one in the pub worried when Lisa, the 25yr old shy housewife joined the business-suited fifty-year-old man in a cosy corner. She was being friendly and anyway they knew her husband Colin would be along shortly. Often Lisa would arrive first to enjoy a quiet drink knowing the little inn would be full of people sh...

A Night Out with Monica

by MaxwellSpanx on Sep 17, 2017
Loving Wives

I stepped out of the station with my colleague Monica. The tagline under the town's name read: the birthplace of the industrial revolution. I felt like I was walking into a history lesson. Monica glanced at her smartphone then pointed down a desolate high street. It's fair to say I never like working away, especially in towns like this. northern and industr...

Tough Love

by Sfbullrider on Nov 23, 2017
Loving Wives

My story begins 27 years after I married Sherry Shackleford, the love of my life. It was a typical college romance, followed by graduation, a big ass wedding, lots of mind blowing sex, and one child. Our daughter Randi was actually conceived on our honeymoon. It was a difficult pregnancy, and delivery, so we decided not to have any more kids. I got a vasecto...

The True Cost of a Piece of Ass

by Slirpuff on Sep 14, 2017
Loving Wives

I want to thank Wolf Vixen for her help in catching the error I never seem to see. I could of made a two-chapter story out of this but I wanted to cut it off cleanly, so tell me what you think. Right now I am so mad I'm shaking. I think if my wife, Sandy, were to walk through the door I'd put my hands around her throat and choke the life out of her damn...

It's Not Like It Looks

by Magicidan on Sep 14, 2017
Loving Wives

The following took place years before personal computers, cell phones, or the internet so don't bother Googling it. If you're ambitious, though, you might try searching one of the newspaper morgues but good luck since I changed the names and locations. As always, I am a mere scribe, presenting a story which was told to me by he who lived it. He swears the...

Tart Ch. 01

by ZotDragon on Sep 13, 2017
Loving Wives

After seven years of marriage I've only had three affairs and I think that's a pretty good record. I suppose that's kind of embarrassing to reveal when you know that my husband hasn't had the opportunity, even once, to fuck another woman. We agreed when we married to have an open marriage and that's worked out well enough for me, but my poor husband is a lit...

Irene and Sally Pt. 02

by sexysallysmith on Sep 17, 2017
Loving Wives

The morning after Irene's clubbing adventure Oscar woke early, already horny from her brief account of the previous evening. He was very excited to hear the full version, and he was playing with his little cock, which was as erect as it could get. Irene was also awake, and thinking about her night out. She still felt humiliated by the final experience, but...

The Bracelet Ch. 10

by stormbreyer on Sep 16, 2017
Loving Wives

Alison awoke with the sun streaming into the bedroom, and her head throbbing with a mild hangover from the previous evening's activities. Rob was still asleep and curled up against her back with his arm around her waist. She needed to pee and find some Tylenol, so she gently lifted his arm and scooted out from under it, laying it back down gently to avoid wa...

Tony Shares Lisa with Turks

by ukguy1000 on Sep 17, 2017
Loving Wives

Lisa used by Tony and Turkish guys Lisa and Jay have been married for 15 years and only recently have been exploring the world of swinging. Jay is 46 average build and looks and had started to develop his cuckold side. Lisa is 44, 5ft 4in tall, size 12 with a nice figure, great tits and ass. Lisa is becoming a slut wife although she struggles and finds it...