Cum In Heels Stories

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Mistress Chantel, Tranny Dominatrix Ch. 03

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Three: My Saturday Meeting with Kerri. Well another busy but fun week for myself as Mistress Chantel begins to wrap up. It's a bright, sunny Saturday morning about 7:30am. My typical femme routine is to shower, dry off, moisturize with fragrant, moisturizing cream then to shave my face. Luckily for me in recent months I have begun to use a beard ret...

Kim Uses Me Again

by gandj130 on Sep 16, 2017
Group Sex

If you have read some of our previous stories you will know that we are experienced swingers, using a sauna type swingers club as well as meeting others at parties and at home. Along the way we have made some great friends, both couples and singles but Kim and Stuart stand out. Their particular fetish was the femdom scene with Stuart enjoying being cuckolded...

My New Job Ch. 03

by marriedpervs on Sep 19, 2017
Group Sex

Dee's new job was a boon for our finances, and the hours she had to work made it fine with my work commitments and the kids. I was rapt to see her so happy and was also pleased with the attitude she was showing in the clothes she would wear when working. She'd always dressed nice for me when we went out and when we fucked, but to see my sexy long-legged wife...

I've Come to Love Foot Jobs

by mrnmrsj on Sep 14, 2017
Fetish

As my husband and I have written in prior submissions, we really began to explore and enjoy our sex life as we got into our mid-to-late 30s. After enjoying threesomes and my first bisexual experience we continued our exploration of a more erotic lifestyle. We kept expanding our horizons. This is one story of our horizons being expanded. One afternoon I was...

Transformation to Julie Ch. 02

by muffinstud on Sep 13, 2017
Transsexuals & Crossdressers

Kallie put her mini dress back on over her stockings. We were both still covered in cum, Kallie more than me. "Don't wipe the cum off," Steve said. "I want you to walk through the bar and show everyone what filthy sluts you both are." Kallie had her thong in hand. I wore mine to hide my flaccid cock. We walked out of the room and the guys cheered, the cum...

Selling Shoes and More

by midwestfeet on Jul 4, 2018
Fetish

Recently my wife starting selling clothes online - pants, tops etc. Even some of the kids clothes they grew out of. I told her maybe she should get rid of some of her old shoes and boots too, make room for some new ones. She really had no interest so I told her I would sell them for her. She thought I was just being perverted so she shot me down. After a few...

Long Time Friends First Time Lovers Ch. 03

by wolfinnights on Sep 12, 2017
Transsexuals & Crossdressers

Waking up after a couple hours, just having been fucked by my friends Doug and Tom, wrapped up in the blankets of the master bed. Rolling over I recalled the events of the past few hours, being used by two of my best friends, their cocks stretching my hole when they fucked me, and still feeling their seed slowly leaking out of my love tunnel. Rolling over to...

The Cause

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

Often I've wondered why the only thought to stir my sissy cock, some 40 years into life, is the vision of a hard, throbbing, blue veined cock arched just before my eager lips. Was it the spiked heels I pranced around the house in younger years or perhaps the love for the pale yellow slip I stole from my sister and wore secretly under my jeans and shirt while...

The Fetish Shoe Shop: Laura

by fantasyboy on Sep 19, 2017
Fetish

Laura's boyfriend telephoned to make an appointment for them to visit The Fetish Shoe Shop. Laura was 18 years old, slim with long black hair. She had recently agreed to go the prom with her boyfriend and had persuaded Daddy to buy her an expensive black silk mini dress for the occasion. However, what she couldn't ask Daddy to buy her was some real nylons, a...

Wife Helps Me to Suck Cocks

by GuyCD on Sep 12, 2017
Transsexuals & Crossdressers

My wife, Priscilla, went out of town and I had two days to dress and play and play with myself so after she left, I went to my hiding spot to get my clothes. I have several pair of panties, stockings, garter belt, bras, heels and some slips but only one regular outfit. I slid on the black lacy thong panty and matching bra and then my black garter-belt holdin...