Cuckold And Stockings And Heels Stories

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His Sissy Bitch Ch. 02

by keptsissy on Sep 18, 2017
Transsexuals & Crossdressers

The next day at work I felt my face flush every time I saw him, felt embarrassed and felt like stammering every time I spoke with anyone in the office. His office is across from mine, he's my boss and I have to see him daily. It felt like everyone in the office knew! I was so nervous I didn't speak to anyone, avoided everyone as best I could. He didn't say a...

Lady Arndale Ch. 02

by Pilot4029 on Sep 17, 2017
BDSM

Lady Arndale could have easily applied the cream herself but had asked me to do it instead. The bruising on her arse where I had smacked her with the hairbrush wasn’t too bad, but I knew she enjoyed the sensation of me rubbing the cream on her. I shouldn’t have been there at all of course, it was nearly seven in the morning, I started my work as a gardener...

The Testing of Wendy

by wendyetmark on Sep 12, 2017
Loving Wives

My wife Wendy and I have been married for 8 years. We are both 40. Wendy has a curvy, voluptuous figure, with a 38D chest, and the best bum I have seen on a woman. And she is all woman. She also has that dirty look on her, which she can switch on from being a cutie in a second. Our sex life has always been good but as time goes by we have added new scenari...

My Heart's Passion

by Subtle28 on Apr 24, 2018
BDSM

We all have a drive for normalcy. We live for excitement, to be special, to be unique, but at the end of the day, we all strive for this level to be like everyone else. Even non-conformists conform to each other. For me, even though I started seeing a dominatrix months ago, I had to add coffee dates or shopping dates before our sessions, just so it felt like...

School Days Ch. 01

by Navig8tor on Sep 14, 2017
Erotic Couplings

Jeff stood outside the door to his dorm room, impatiently tapping his foot. He could hear April moving around, fiddling with the stereo and doing who knows what else. After what seemed like an eternity he heard the lock click and the door opened slightly. "You can come in now," April said in her lilting voice. He slipped inside; scanning the hallway to m...

The Man That Owns Me Ch. 04

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

"Don't be shy. Pull your panties down, baby boy. Show the man that cute little thing." He laughs, smiles at me. He's seated on the couch next to a man I've never seen before. When they entered my house I expected only him. I hurry to do as told. It's something that is part of me now. I never hesitate to do as he orders, dominant of otherwise. He owns me com...

Hypnotized, Maybe?

by hypnocd on Sep 13, 2017
Transsexuals & Crossdressers

"You want to what?" "I want to try to hypnotize you. C'mon man, it's nothing worse than some of the other stunts we've done together." This, coming from Cliff. Sure, he's my roommate but sometimes I think he's plain crazy. "Yeah, and how many of them did you start? And then try and tell me how many went right. Why should I trust you with this? For all I kn...

Season's Eatings

by LilithDeVil on Dec 2, 2019
Fetish

Hello you naughty girls and boys! I realized too late I missed my opportunity for a good Halloween story this year, which means next year will have to be twice as special. I also may be too late for one of my larger Christmas Holiday stories. But I can at least tempt you with the beginnings of another holiday tale. Richard's mother-in-law has come to visit...

The Point Of No Return

by fantasywriter on Sep 16, 2017
Transsexuals & Crossdressers

First of all my things to ringerosie for her work in editing my piece. Her words of inspiration and her kindness are truly appreciated. Bless you Milady. I sat there shaking my head, feeling the onset of a headache. It happened often when talking with Jonathan. He had a habit of leaving me wondering how on earth someone could be so...so...Jonathan like. I...

Toy Boy Ch. 04

by high_heels_lover on Sep 13, 2017
Erotic Couplings

Continuing the story of teacher Jenny and her ex-student Michael. Things really heat up as Jenny finally gets what she wants from her ex-student. Chapter 4 – Dinner and "Coffee" I had used the two days wisely, I hoped. I had been to the hairdressers in the morning of the day Michael was supposed to take me to dinner. My usually long, straight, mousey-b...