Cuck And Stockings And Heels Stories

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Orientation
Length
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Infinite Scroll

Step-Mother has a Secret

by call_me_dana on Feb 12, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** "Rachel ... Wait! I can explain." The curtain had already closed and she was gone. I looked in the changing room mirror and my untucked bulge was quite evident. I hurriedly re-tucked, stepped into my leather skirt and into my heels. Looking at the pretty young woman who had been...

Trish's Weekend with Sean Ch. 03

by sparkyinoh on Nov 18, 2019
Fetish

"Feel free to read the 1st part "an unknowing cuckold Pt 1" and also the 1st two chapters of "Trish's weekend with Sean". ***** The week progressed rather uneventful- work, dinner, cut the grass- a typical week for most. My ass was feeling better by Thursday and I was able to use my office chair again. I was thinking to myself if anyone in the office was...

The Cuckold's Babysitter

by yumacd on Sep 26, 2017
Loving Wives

Hi, I haven't written in a while. The set-up for the sex is probably too long. I'm thinking of continuing the story. Hope you enjoy it. YumaCD === My wife, Tami, has been cucking me for a couple of years now. Most of you Literotica readers have heard the story before... - It started when I revealed my fantasy of watching her with another man one night...

Anklet Adventure Pt. 02

by dometoo on Oct 29, 2018
Interracial Love

Day two of our cruise started with the sun shining through the open balcony slider and a slight, warm breeze dancing over our naked bodies. The rhythmic sound of waves breaking against the hull was memorizing, almost hypnotic. My beautiful wife of 20 years and I lay exhausted on the cum stained sheets she and her bull made without me last night. We were both...

Friday Night Cuckold

by Subone1 on Mar 17, 2020
Loving Wives

The phone rang as my wife and I sat at our kitchen counter. It was a beautiful Autumn evening and because it was Friday, we were enjoying a cocktail. We were planning on enjoying a quiet evening home alone for a change, or so I thought. I was thinking that I might even "get lucky" and have sex with my wife. She answered the phone, smiled and said, "He's ri...

Becoming a Cuck Ch. 03

by MistressHollyscuck on Sep 13, 2017
BDSM

There have been some comments that the story so far has been to vanilla. What they don't understand is, THIS IS NOT JUST A STORY! This series is true life, and I am telling it as it happened. Maybe in fiction, things go from date to a cuckold relationship in one chapter, but what happened to me took several months to come about. If you have been followin...

Dr. Hottie's Story

by DrLuverotica on Sep 25, 2017
Transsexuals & Crossdressers

Stuck in my office again. Tired, stressed, hungry, a little bored...I hate admin. Working as a doctor has its rewards. But the long hours and endless paper-work are not one of them. Hubby, though he's patient and understanding, is getting increasingly frustrated. It's affecting our intimacy - especially our sex life which is now frequently no more than once...

A Different Sort of Cuck Ch. 01

by Subone1 on Sep 12, 2017
Loving Wives

Unlike most cucks, I don't have a small dick and I have plenty of stamina. In fact, I was blessed, if you want to call it that, with a fairly large cock (8+ inches) and stamina is absolutely no problem for me. So what's my problem you ask? Well, instead of my large male endowment being a blessing, it has become more of a curse. My problem, to cut to the cha...

3 AM: She Finally Comes Home

by siscuc on Sep 16, 2017
Fetish

I had nervously been awaiting my wife's return for the last two hours after finishing all my chores. The house was spotless and i had done all the washing and ironing she had left for me to do. I was ready to greet her at the doorway with a curtsey just as she had told me to. I was still wearing my new maids outfit, with fishnet stockings, lacy black pantie...

Office Cumslut Ch. 01

by DrLuverotica on Sep 12, 2017
Loving Wives

FRIDAY MORNING "Are you going to work dressed like that Jo?" My wife was dressed in black, sexy high heels, black stockings with a pink 1920s style pencil line up the back of them, pink frilly satin panties (she hates thongs) and matching push up bra. "Yes I am hubby," she purred, as she pulled a navy blue, short pleated skirt over her hips. "Is there s...