Cuckold And Heels And Stockings Stories

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My Michelle

by Azrael556 on Sep 12, 2017
BDSM

Author's Note: Most names and times have been changed. Some of this is true. And yes, the title was inspired by that old Guns n' Roses song. * The phone rang, shaking me out of an afternoon doze. Still tasting the Jack Daniel's from this Friday's "lunch", I answered it as I untangled the wire. This was a few years ago. Phones had wires and plugged into the...

The Accidental Master Ch. 01

by Sir Galahad on Sep 19, 2017
BDSM

Note: This is a work of fiction/fantasy. But who knows? Someday the gods may be kind… I’ve never been a lady-killer. As far back as high school, I was one of the straight-arrow good guys that almost always got the fatal, “I like you as a friend, but…“ brush-off from the girls, which I am sure most of us - the males, anyway - remember receiving at one time o...

Fun with Teacher Ch. 02

by MsTeacher on Sep 12, 2017
Erotic Couplings

Taylor was on her knees. Her legs were spread and her tits strained against her shirt as she grabbed the heels of her stilettos. I stood next to Jason and placed my hand on his cock. "Do you want this?" I said as I started to rub it. Taylor nodded her head yes and looked seductively as Jason. I smiled, "that's a good little slut. Now crawl over here." Ta...

Meeting Nikki

by BmthAdmirer on Sep 16, 2017
Transsexuals & Crossdressers

I was around 25 when I first saw her and I knew the first time I had to make her mine, but unfortunately that didn't happen. At least not this time. Let me explain, I was an outgoing lad about town. You know the type out drinking with friends, chasing girls ending up getting drunk and waking up with nothing bar a hangover the next morning. I was 25 years o...

Healthy Competition

by summaswine on Sep 14, 2017
Erotic Couplings

I loved our time together - we just dated a few times, but I love how you respond to me - the chemistry is powerful and you seem to not mind my work hours - confident in your own life - your own work. We both knew where it would end up but I like to take my time, teasing you beyond brink and I enjoyed watching the burn inside you. Joe and I were fierce com...

I Meet My Mentor!

by mairi923 on Sep 17, 2017
BDSM

I was happy with Catherine and over the next few weeks I spent much of my spare time with her, which delighted her as she couldn't do enough for me. I started to get her to change how she dressed, getting her to buy garter belts and more modern knickers and bra's, particularly under cup and push-up bras, as I told you she was plump and had such lovely tits....

The Creampie Journey Pt. 02

by sparkyinoh on Apr 22, 2020
Erotic Couplings

The next day was Saturday after our 1st 3-way with Brad. Jeanie and I had a wonderful night's sleep and woke up around 8 and headed to the kitchen. I put up a pot of coffee and Jeanie made some oatmeal with blueberries. Just looking at Jeanie across the table gave me a warm feeling all over. For some reason I felt more in love with her at this moment than ev...

Seth and Stacy: Discovered

by Writer_FM on Mar 7, 2018
Transsexuals & Crossdressers

The divorce was final, the dust was settling, and life was good. It wasn't good just because I was free to date and enjoy myself with whoever I wanted. It was also good because I had all the time and privacy I wanted to enjoy my secret fetish: crossdressing. I could draw the shades; get dressed; and enjoy all of my satin, lace and nylon. And there was a lot...

Royal Theater Presents... Ch. 03

by twohadows on Feb 13, 2018
BDSM

(Annalese flashes back to her college days...) *** Milgram's License "Does my hard cock make you wet? Do you know what I'm going to do with it?" You lean in close to my ear and whisper, "Happy birthday, Annalese". I know your intentions, but I am unable to reply. At only 20 years of age, I'm shocked at the completeness of it all. You run your hot hands...

More Than I Bargained For

by InExGuy on Sep 14, 2017
Transsexuals & Crossdressers

This is a work of fiction although I would love to meet an aggressive girl like this some day. * We had been talking for a few months now and after a few missed chances to meet (mostly because I had to cancel) we finally found a night that worked for both of us. I knock at your door and hear the tell-tale click of high heels approaching the door. You're a...