Gay Bbc Sissy Cuckold Stories

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Infinite Scroll

You are a Sissy Pt. 01: Awakening

by Roland15Rollin on Dec 24, 2019
Gay Male

Are you ready? Are you ready, princess? It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long. You've been ready for your whole life princess. It's time to drop the mask and be who you are. Who you really are. What you really are. No more l...

You are a Sissy Pt. 05: Master

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, sissy. Welcome back, princess. Welcome back to our journey through your sissy mind. You will always come back because I am what you want. I am what you need. You need my soothing voice. You need to hear my voice telling you what a fucking faggot you are. You need my voice telling you what a faggot you have always been. That makes you so happy. You...

My Time in the Monastery

by brownmonkk on Aug 18, 2017
Gay Male

Brother / Sister/Slave, ("TML") November 1970 "Good loving & Good Scourging" The story of a MASTER and his slave! WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I always imagined having my "first time" with a sexy gal, but nonetheless my first sex was great! I often fantasize and...

How I Became an African Man's Wife

by Secret_sex99 on Mar 2, 2020
Gay Male

I was straight my whole life. I was married to a beautiful woman for 8 years. We had 2 sons. We were divorced for about 2 years. I was never really athletic. I've always been chubby and more into reading books and eating food than sports. It got worse later on in my marriage as I was now in my early 40's and my metabolism has slowed down significantly. M...

It Could Be Worse Ch. 03

by eviltwin52 on Sep 14, 2017
Gay Male

Recap: Cin has "softened" my looks so that I appear less masculine to her lover Stan. It continues below. Married! I asked and she said yes. Cindy and I were wed in a quiet ceremony in a courthouse by a Justice of the Peace. Our only witness, a clerk in the building at the time. Our honey moon did not include her lover Stan. For that I am thankful. But...

A Femboy in the Wall

by Eastwood on Dec 15, 2019
Gay

DISCLAIMER: I am rewriting this story because I have now learned to use "link chapters". The other story was a mess, and now I'll be able to organize everything and keep writing. UPDATE: now we will have arts to represent certain scenes! Like this: (To clarify, I'm just taking art already made and drawing our protagonist over it and making some ch...

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PIXIE Sissy Stripper Ch. 02

by EROTICbearscribe on Dec 24, 2019
Gay Male

Sunlight played peekaboo through the blinds and woke Benji from the best sleep he'd ever known. He opened his eyes and breathed deeply. His eyes adjusted to the bright light and he looked around the strange bedroom he found himself in. He noticed a fuzzy pink sweater draped over the back of a chair in the corner of the room. There was also a pair of yello...

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

Broken In Ch. 01

by ghostriter on Sep 14, 2017
Gay Male

Jarred woke up earlier than usually, naked and in a yawning stretch, he steps in front of his bedroom mirror. Tall, dark hair, built, and very handsome with chestnut brown eyes, high cheek bones, strong jaw, and thick plump lips. The perfectly soft, light dusting of body hair that covers his body is the icing on his cake. He's conceited, to be sure. He n...

House Rules Ch. 05

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Nine BEYOND THE PINK DOOR For the next hour I explored the sissy wonderland which Daddy had created just for me. It was a bedroom fit for a sissy princess. I guess that was me now, Kitten, Daddy's sissy princess. There was a closet of pretty clothes and shoes. The large dressers were full of so many girly things my head was spinning. There was a...