Locked In Chastity Stories

360,266 results
Orientation
Length
Source
Infinite Scroll

My First Time with a Tranny

by daddydick89 on Jun 4, 2019
Transgender & Crossdressers

This is a true story. It happened on a Monday morning, after waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it, because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex, I sat back and waited. Within minutes, I re...

My First Walk

by Dot_May_Nip on Aug 31, 2017
Exhibitionist & Voyeur

My name is Dorthy May, but my friends call me Dot. I'm a 42 year old Unix sysadmin. I'm actually a manager of sorts. I run a 12 hour shift, 11 pm to 11 am, Sunday night through Tuesday night, plus an 11 to to 3 Wednesday night. Nice gig, it gives me the whole weekend off. My husband (ex-husband) and I were married for 8 years, but came to the realization th...

Helen Ch. 02

by Philippasubmaid on Sep 15, 2017
Transsexuals & Crossdressers

This story is a graphic tale of a Dom and his very submissive transgendered male. If you are offended by tales of BDSM and sex between consenting adults the read no further ......... other wise enjoy Feel free to leave honest comments or suggestions, it really does encourage those of us who write to continue... * Having withdrawn my now softening cock I g...

Our First Foursome

by JohnnyandRenee on Sep 14, 2017
Loving Wives

We met them on the Internet. We all agreed to meet at a local dance club the next week. Working the rest of that week was tough while He tried to maintain his attention and focus on the project. However, John did maintain focus. Time came to meet them soon enough, we dressed, and drove over to the dance club. They had gotten there before us. They had alr...

Thank you, Doctor: The Second Visit

by votumspecialis on Sep 13, 2017
Fetish

"Please remove your clothes and get in the chair. The doctor will be in to see you shortly," and with that the nurse quietly shut the door leaving Cindy alone in the exam room. She took in a slow, deep breath and held it for a few seconds before exhaling. Facing the wall, Cindy began to undress, carefully folding each article of clothing after removing it. S...

Domination in Space Ch. 03

by dledens on Sep 14, 2017
NonHuman

When Captain Sarah Rush entered the medical bay, it was obvious that she was in a foul mood. Of course, how many people like seeing the doctor at 6 AM for a routine physical? Sarah walked into the Doctor's office and looked at Akiko impatiently, "Well Doctor? Can we please get this done? I do have a ship to run." Akiko turned toward her commanding officer a...

Meridiana Pt. 14

by Tangledskein on Dec 24, 2019
NonHuman

Evelyn woke late that morning. She felt drained. It was as if she had not slept at all. She was immediately aware that her nightdress was completely missing. Her bedsheets were pushed to the bottom of the bed. Her body felt like it had the previous morning, her vagina ached, her nipples were painfully hard. She licked her lips, noting a strange, but not unpl...

Eagle's Nest Ch. 4

by MorningStar on Sep 12, 2017
Romance

Trust me, he says. What choice did I have in this position? The man was straddling my waist with his knees barely touching my sides, his shaft was pointing toward my rising breasts, his sac was just brushing my stomach. All I wanted to do is touch him, but he had my hands locked above my head and I couldn't reach anything. All I could do was feel the heat em...

Subject to Her Whims Ch. 02

by Topler on Sep 15, 2017
BDSM

"Please baby, please just untie me and we can just have sex and it'll feel so good for both of us?" "Oh sweetie. What I'm doing to you right now doesn't feel good?" "Of course baby, but I need a release. I need it so badly. I thought the belt was just a bit of fun, I didn't think you were gonna deny me like this. It's been two weeks baby, please?" "We onl...

Aaron's Association

by littleblackdress50 on Sep 12, 2017
Romance

The question hung over my mind like a summer squall. All of the evidence pointed to an answer that would shake, if not destroy, my world. I wanted to ask him, but I was so afraid of the answer. Afraid of the truth, afraid of a lie. Afraid that I wouldn't know the difference. I should not have invited him here, should not have opened myself up to the temptat...