Gay Femboy Chastity Stories

301 results
Orientation
Length
Source
Infinite Scroll

Feeling Normal Ch. 03

by Ty3958 on Jan 30, 2018
Gay Male

Before you read the story, I just wanted to apologize for the long wait for part 3. I finished the semester and went a little crazy with my new found freedom, lol. Anyway, I hope you enjoy part 3 and hope that it's worth the wait. ***** It had been a month since I had spoken to Ethan and it's been a depressing month. We had a great connection, but my fear...

Feeling Normal Ch. 01

by Ty3958 on Dec 9, 2017
Gay Male

It had only been a little over a year since I had been diagnosed with HIV. I had been completely devastated by the diagnosis; I had never slept with anyone and I felt that I never would now. I'm still perplexed as to how none of the doctors I had ever been to saw it in 22 years. My mother, whom I got my HIV from through birth, had been dealing with her diagn...

Controlled Chaos

by Blammer on Jan 8, 2017
Gay

Aslan was an amazing and vibrant world. Long ago it was forged, like a weapon, by the gods. Life was littered across it shortly after. From the littlest bug to the biggest gigantes. Goblins, orcs, elves, dragons, etc. The world was sometimes a little crazy and war was a possibility. You thought you were below all that, a tiny flea in the grand scheme of thin...

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The Boifriend Ch. 02

by AdmiralSquish on Jun 19, 2019
Gay Male

[pre-story]This story's not dead! I was a little stuck trying to figure out what to work on, and I got some comments recently asking for more M/M stuff, and then I got inspired and now here we are. Convenient that the first story to go public in pride month is M/M. Content Warnings: M/M, femboy, sissy, potentially offensive dirty talk Disclaimer: All chara...

From Gay Husband to Slave Pt. 01

by assguzzler on Apr 3, 2019
Gay Male

My husband Winston and I were married when I was twenty two and he was thirty. I told him of my submissive fantasies and he role-played with me some at the beginning of our marriage but for the most part he showed little interest in D&S or Domination. We had a good marriage but we often fought as we both tried to dominate the other when it came to who would...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...

Progression Ch. 14: Befriended

by klapperz on Jul 3, 2018
Gay Male

Nathan woke up earlier than usual the next morning after a night of arousing dreams. He was eager to start work and see what the guys had in store for him. After his daily inspection with Kevin, they both made their way to Ryan and Jacks house. Once they arrived, Nathan stripped and made his way to the basement to begin his daily show. When he reached the...

Eager Boy

by TwistedPanties on Mar 2, 2020
Gay Male

The ping on his phone startled him. "Text when here." He sat nervously in the back of his Uber, en route to meeting a new Dom for the first time. He had been daydreaming about their online conversations online that had started about three weeks prior. He recounted the naughty and perverted things he had shared, and his limits he had discussed, and even ha...

The Chaste Boy and the Locksmith

by fantaseeboy on Oct 31, 2018
Gay Male

A little bell tinkled softly as the door closed behind me. A shiver shot up my spine as I stood there in that little shop waiting to be helped. For a brief moment, I thought about running out the door and living with my current predicament. Just as I was about to act on that impulse, an older man stepped from behind a curtain. He looked to be older than my f...

Progression Ch. 06: Confession

by klapperz on Mar 27, 2018
Gay Male

When Nathan arrived home and entered through the front door, he instantly heard Jeff shout out from the living room "So the lucky boy returns?" Nathan walked into the living room to join Jeff who was sat with Kevin who was playing on his phone. "So who was he? Anyone we know?" asked Kevin who glanced up from his phone. "What, I've stayed out all night bef...