Sissy Hubby Stories

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Daddy's Sissy Staircase Ch. 03

by SissyLoniOR on Sep 28, 2020
Transgender & Crossdressers

This is part 3 of a 3-part series, to understand better, go back and read parts 1 and 2. Thanks for everyone's comments, this has been my first story here at Literotica, and I have ideas for many more. Please feel free to contact me with ideas for future submissive sissy slut stories! My visits to Daddy now typically involve more time than just during the...

Casey's Submissive Journey Pt. 12

by corduroysissy on Jul 31, 2018
Transsexuals & Crossdressers

Mistress Maxi -- Part 1 Maxine Montgomery was sixty-four years old, five-foot seven-inches tall, and one hundred and forty pounds. She was an attractively handsome woman whose looks and demeanor were very similar to the character Katherine Chancellor on the soap opera The Young and the Restless. "Distinguished" was a very good adjective for Maxine, "arrogan...

The Live-in Maid Ch. 02

by Quietoldie on Jan 31, 2018
Transsexuals & Crossdressers

I think that everyone has deja vu every once in a while. Well when Barbara Kane walked through the front door of the shoe shop I had this strange feeling that I'd met her somewhere before. She has a commanding presence. Quite apart from her beauty there is something else about her. She's tall, but it's not just that, there's an air of confidence about her to...

My Husband, My Slave

by SubbyHubby27 on Sep 19, 2017
Fetish

My name is Candice, I am 26 years old, and I am writing and sharing this story because my darling husband, Ricky, is too shy to do so. It all started in 2010. We were on a trip with another young couple our age. My husband's best friend Trey and his girlfriend at the time, Amber, whom he is now married to, were quite the partiers. Drinking, smoking, and...

Halloween Pool Party Pt. 06

by sissymissyct on Sep 14, 2017
Fetish

I was exhausted and slept until 5pm when I was awakened by a gentle kiss from Miss Annie. She took off my headphones and rocked my shoulder a bit. "Come on my sweet sleepy sissy, it's time to get you up and about. We have a fun evening planned for you baby girl". I rubbed the sleep from my eyes and saw Miss Annie's beautiful face looking down at me. "lets ge...

Erika Blossoms Ch. 08

by SmoovB on Sep 14, 2017
Erotic Couplings

Note: This is chapter eight of a very long story. 28 chapters so far. It is wide ranging and will eventually touch on interracial sex, dom women, lesbian sex, true love, revenge and much, much more. I hope you enjoy it. ***** CHAPTER EIGHT -- Monday Morning My phone alarm went off at 6:30. It was Monday morning. Ugh. My boyfriend -- Jason -- was the fir...

Sissy's Shopping Trip Pt. 02

by SissyFaye on Jul 6, 2020
Transgender & Crossdressers

Hearing my beautiful mistress say that she needs to cum before continuing gets me excited. I have an idea of what she has in mind, but I'm not sure because this trip is different than any before. Mistress walks to the back passenger door and opens it, "Get in here on your back with your head on the edge of the seat," commands Mistress. As I comply, I not...

3 AM: She Finally Comes Home

by siscuc on Sep 16, 2017
Fetish

I had nervously been awaiting my wife's return for the last two hours after finishing all my chores. The house was spotless and i had done all the washing and ironing she had left for me to do. I was ready to greet her at the doorway with a curtsey just as she had told me to. I was still wearing my new maids outfit, with fishnet stockings, lacy black pantie...

So Many Poles, So Many Holes!

by dirtyjoe69 on Aug 29, 2017
Group Sex

The room was dark and humid; all the bodies raised the temperature to that of a steam room. If one was to stand back from the group we would look like a pile of garter snakes coming out of hibernation. Limbs were everywhere, flailing and twisting in the throes of passion. I didn't even think it possible to have that many people on one bed. Five men and five...

Phonesex & More

by burningdog on Sep 1, 2017
Group Sex

I met Sarah in Portland Chat—big surprise there—in late winter 1999. The Internet is the easiest way to meet people. "Does anyone want to talk on the phone?" she asked the room. Bored and a little lonely, I Instant Messaged her. We began chatting. She emailed me her picture. She was chubby and cute. I gave her my phone number, and five minutes later we were...