Gay Pantyhose Sissy Stories

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Fun and Games Ch. 06

by jm02201960 on Sep 15, 2017
Gay Male

The next morning my ass, understandably, felt like it was on fire and I knew I had to give it at least a few days to calm down, which I did. The nearly nonstop sex I had recently enjoyed provided me with excellent visual images and the masturbation sessions were amazing. But taking on a cock anally at this point was unthinkable; my body was not used to it an...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

The Birth of a Sissy

by sissymedic1426 on Sep 14, 2017
Gay Male

After some careful planning and serious consideration I had made the decision that I would use my parent's birthday present to me to travel to Orlando, FL. They have a University there and tons of other things to see. For a kid from a little town in NC it felt like the biggest city that I could visit and still be safe (they have the house of mouse what's the...

You are a Sissy Pt. 03: Body

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello. Hello, sissy. You have come back. You have come back again for another session. Welcome back, faggot. My sexy sissy faggot bitch. I am so glad you have come back. But you have no choice, do you, sissy? You have to come back. You need to come back. You need to hear my voice. It is the voice of truth. The voice that tells you what you are. What you tr...

The Misadventures of Nylogirl

by NylogirlCD on Aug 22, 2019
Gay

Megalopolis is a crime riddled city in dire need of a hero, or in my case, heroine. My name is Julie Hosaree, but my alter ego is Nylogirl. From what I can recall from my broken memories, I'm the result of genetic experimentation, an attempt at a super solider. While I have the super strength and speed there are some... Side effects. My powers only work when...

At the ABS Again

by TerriC on Sep 21, 2020
Gay Male

I was 18 when I sucked my first cock. A trip to the local adult bookstore had ended with me blowing the owner. This was already told in a previous story, The Book and Video, if you're interested. After a rather shameful departure on my first visit I did manage to make it back for another round, with much better results. After those first few visits, I real...

Masturbate Fantasy #131

by writedoctor on Sep 14, 2017
Gay Male

Journal Entry January 21st Traveling through southern New Mexico. Mid 60's. Warm enough. Staying at a campground in a rustic log cabin. No frills. I like that. Decent Mexican food nearby. Community laundry and very sanitary facilities. Long hot shower sounds good. Wishing for a surprise guest. I confess journal, I have thought about him. Closing eyes. Rand...

Owned:Fantasy Becomes Reality

by silkstockingslover on Sep 14, 2017
Gay Male

Note 1: This story was written and is dedicated to a true wannabe faggot-cuckold Dave. Note 2: A special thanks goes to Estragon for his copy editing work. 1. THE BEGINNING I blame Literotica. No seriously...if it wasn't for Literotica, none of this would have happened. Now in all fairness, some would argue it is my fault; as it was my own stupidity a...

A Natural 'Gurl'

by sexyR2 on Aug 18, 2017
Gay Male

Yes, I know that it has been a few years since I last posted. I was busy. I hope, however, that this new story makes up for the delay. It is in a new category for me, gay male instead of gay female like two of my previous submissions. Enjoy! Debbie, er, sexyR2... ***** Today... When the somewhat urgent knocking came to the door, Debbie knew in an inst...

Curiosity Fucked the Straight Guy

by silkstockingslover on Sep 25, 2017
Gay Male

Editor's Note: this story contains incest content. NOTE 1: A special thank you to Estragon and Goamz86 for editing this lengthy multi-chaptered journey. Curiosity: Fucked the Straight Guy I can't explain for the life of me when I suddenly became curious. I mean I am 44 and have never found any man remotely attractive. Oh sure, I can tell when a man is goo...