Sissy Hubby Stories

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Counselling Changed Our Marriage Ch. 03

by Quietoldie on Dec 25, 2017
Transsexuals & Crossdressers

The fourth joint Interview Emily sits comfortably in the waiting room, texting and smiling. There is no question in my mind with whom my lovely wife is texting, nor much less any doubts about the lewd and obscene content of their texts. Emily looks totally ravishingly beautiful, dressed smartly in her business attire, her generous breasts bobbing up and do...

You Can Always Say No Ch. 06

by AngelCherysse on Sep 25, 2017
Transsexuals & Crossdressers

We pulled up in front of the professional building opposite the sprawling medical center. The intervening multi-story parking structure was well-lit, but sporadically populated with vehicles this long after business hours. "What are we doing here?" Angie questioned as we stepped out of the cab. "Baby, Faye and I have someone we want you to meet," I explain...

Sam's Panties Ch. 02

by Quietoldie on Sep 19, 2017
Transsexuals & Crossdressers

At the end of their holiday the two couples exchange email addresses and phone numbers. Jean and Ken live in the North East part of England whilst Mike and Sam live near London. The 250 miles separating them is no bar to them meeting up from time to time when Jean can enjoy her new found desire for extramarital sex with both Mike and Sam. Her cuckold Ken is...

Mommy Adriana and the Video Booth

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, I never imagined to get so far but funnily the more I write the more ideas I get. I hope you still enjoy the ride. * I closed my eyes. Not wanting to see people staring at the bound and gagged bundle which I had no doubt they were, especially when we stopped at red lights. In fact I didn't see where we were going. The only thing I...

Pegging Surprise

by jane1179 on Sep 19, 2017
Fetish

Surprise pegging for my wonderful husband My hubby and I have been married for almost 5 years, No children yet, and we are both approaching 30 years old. We have been playing around with anal toys and a strap on for a little over a year now. I have a very rough and tough masculine husband, and never consider him a sissy in any way. Our pegging fun is stric...

Locked Away and Lovin' It Ch. 02

by dutchpantyraider on Jul 9, 2019
BDSM

AUTHOR's NOTE: this story is an epilogue to Locked Away and Lovin' It. *** Being one of Sophie's sissy boys has changed my life for the better. One year ago my colleague lured me into her web, and now I'm one of her devoted worshippers. Sophie leads two lives. One normal life out in the open, being my colleague at the office. And another life hidden to mos...

Casey's Submissive Journey Pt. 06

by corduroysissy on Feb 7, 2018
Transsexuals & Crossdressers

Homo Hubby Night – Part Two Note: In this continuing saga, Casey (Debbie) & Jamie (Angie) are closet crossdressers who are submissive to their wives Karen & Audrey (respectively), however in this section of the story there is no cross-dressing. Their wives are humiliating them by making the boys put on a homosexual sex show for their amusement. *...

Black Sissy for White Couple

by Samuelx on Sep 12, 2017
Fetish

Watching Robert Wiles sucking my husband Daryl's cock totally turned me on. I donned my strap-on dildo and began fucking the tall, muscular Black stud with it. Robert groaned as I penetrated his ass with my eight-inch strap-on dildo but didn't stop sucking Daryl's dick. Robert Wiles is a bisexual Black stud from Jamaica who goes crazy for White cock, and Whi...

The Fantasy Conference

by DrLuverotica on Sep 12, 2017
Transsexuals & Crossdressers

Tuesday It was just another mundane Tuesday morning when I opened up the email that would change my life and my hubby's forever. I was working on my laptop on a grievance a patient had lodged against a junior colleague when I saw the message fly into my inbox. I work as a Consultant Gastroenterologist - and although I love my job most mornings are taken up...

The Party

by Quietoldie on Jan 22, 2019
Fetish

Don't read this story if you don't like scenes in which men are forced and degraded without their permission by dominant women. ***** "Mike, there's a party Saturday night and this time you're coming with me." "It's not one of your office parties is it Gwen?" "No, it's round at my friend Christine's house. There'll be one or two surprises but you never k...