Locked Heels Stories

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Lucy's Revenge Ch. 04

by Cynthia_D on Sep 18, 2017
Transsexuals & Crossdressers

I should have called in sick the next day but thought by concentrating on work I could take my mind off the previous two days' events. My jaw was sore from keeping my mouth open most of yesterday afternoon giving blowjobs and my ass hurt so much from being fucked at the truck stop I could hardly sit. But that's what I had to do to pee since Lucy left my cock...

Training Jill

by skinnysailor on Sep 16, 2017
BDSM

There are three groups who sign the contract. 1) Ones that want to make lots of money quickly. They want to get school tuition, buy a house, or start a business. They usually only serve for one term then take their pay and move on. 2) Addictive personalities. They want to escape drugs, gambling or alcohol. Service becomes their addiction. They often renew...

From Stephen to Stephanie Pt. 03

by nikkiwest101 on Sep 12, 2017
Transsexuals & Crossdressers

Chapter one As we drove towards the airport my mind was a mass of emotions, the last ten days had been a complete transformation in my life, one of the things I was struggling to understand was how permanently sexually aroused I was, it seemed that I was enjoying expressing my feminine side, something I still wanted to fight against. I found this really...

Allyson the Sissy Whore Ch. 01

by sissymaidallyson on Sep 12, 2017
Transsexuals & Crossdressers

Kevin was your prototypical mid 20s guy. He had a decent job and lived on his own. He had good friends and whilst he was single he didn't find any problems getting what -- or who -- he wanted in the bedroom. However he had long been fascinated by glory holes and by being serviced in them but by being the one servicing. He was convinced he was straight and l...

Crossing the Rubicon

by sublocked on Sep 13, 2017
Transsexuals & Crossdressers

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter. It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because,...

Tabbi Ch. 02: Follow up Interview

by Ilove2suck on Sep 13, 2017
BDSM

So last time I told you about my job interview at this restaurant in my new town. Long story short, I sucked Mr. Adam's cock, gave him the keys to my padlocked ballet heels, and left with a tummy and face full of cum, with a promise to text him as soon as I got home. I texted him as soon as I walked in my door and got a text back immediately. "Hi Sir! I ju...

Always Read Before You Sign Ch. 03

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

"Wakey wakey sleepy head," Paula said. Samantha groaned. "What time is it?" "It's seven in the morning," Paula replied. "It's time for your boosters." Samantha got up slowly and yawned. She felt the two pricks on her arm. "All done," Paula said. "I would let you sleep for longer. But I've got to go out." "To the office and do shopping, yeah?" Samantha r...

Master's Maid

by fuckpiggy on Sep 17, 2017
BDSM

I awaken to a darkened room, unsure of what time it is, my eyes are so foggy. What happened to me? I was tied to the bedposts, my jaw was sore, and my asscheeks were even sorer. I began to writhe in pain as my body woke up. I didn't know where I was or how I was going to get out of this bed. Suddenly, there was a sound at the door, and then it opened slowly...

My New Maitresse Ch. 02

by Cagedcompliance14 on Sep 14, 2020
BDSM

My high heels clicked down the hall to the guest room where I saw a small green army surplus hammock in the middle of the room. As I laid down I wondered to myself why had I so meekly accepted Emma's terms? This was insane I am sleeping in a french maid dress and a cock cage. I think deep down I felt terrible for cheating on Emma and felt I deserved some of...

Trapped and Trained Ch. 14

by SissyIndy on Sep 25, 2017
Transsexuals & Crossdressers

It had been thirteen days since my last outing. Thirteen days since I was forced to sit in the middle of a bukkake of dozens and dozens of men, feeling the warmth of their sticky semen drizzling down my cheeks and chin, dripping steadily onto my exposed, and now pierced, breasts before being made to clean it all off, swallowing every last drop. Thirteen days...