Vacation Tranny Surprise Wife Threesome Literotica Stories

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A Surprise Stripper for My Birthday

by dirtyjoe69 on Sep 12, 2017
Transsexuals & Crossdressers

\ My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly series that has mild erotica in it aimed at couples. Kink i...

Married to Anonymous

by storywriter2018 on Aug 29, 2019
Erotic Couplings

Vic and Marie had been married 8 years. They had 2 kids together and both worked full time jobs. Both in their mid thirties, they stayed in shape by going to the gym a few times per week and ate healthy. Their sex life was once very robust but was down to 2-3 times per month. It wasn’t that they weren’t attracted to each other. They just were both busy and t...

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Tranny G, Gang Bang Queen, 5

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

I apologize - I had no idea I would continue to write about Chris and Tranny G or I would have numbered the stories. These two beloved people are so rooted in my life and there is so much to share. I never imagined I would share these stories with anyone. Since my husband and I became swingers, I had no idea what my interests would be, I just simply plunged...

Who Killed Jenny Schecter? Ch. 15

by OGSalli on Jun 9, 2020
Novels and Novellas

Chapter 15 Divided Highway "Okay, pull over here," Detective Sgt. Collins said. Lauren put on her hazard flashers and pulled off the road onto the shoulder. "Be careful getting out," Collins said. "They'll clip you." The shoulder was wide enough for Lauren's cruiser, but just barely. Collins and Carmen, who was riding in the back, carefully opened their...

Birthday Surprise

by Booblover56 on Sep 14, 2017
Transsexuals & Crossdressers

David came home for his birthday dinner with his wife Sarah to find her sitting at the table with another woman. She introduced her as Casey, a friend she met a few weeks ago and she came over to help with his birthday present later on. Was she going to do the threesome he always half jokingly asked for? Was she going to do the girl on girl things he wanted...

Tranny Tales Ch. 02

by erectus123 on Sep 15, 2017
Transsexuals & Crossdressers

The use of the word Tranny is not meant to be disrespectful; it is used as it was in the past although not politically correct at this time. ***** There is a rare moment during an eclipse when the sky turns dark red and winds seemingly gather together from nowhere, as if to celebrate the celestial event. I had come from a business meeting that ran late tha...

A Very Different, "Three's Company" Ch. 03

by walterio on Sep 24, 2019
Novels and Novellas

Jack, Chrissie and Janet had been roommates for months. Chrissie and Janet loved staying at Jack's house with the private swimming pool, jacuzzi and sauna. Most of the time they spent in the backyard they were naked. The three of them were tan from head to foot. They often had sex when outside and sometimes in the pool and jacuzzi. Chrissie liked to ride J...

The Ballad of Barry

by AngelaK on Sep 16, 2017
Transsexuals & Crossdressers

Part 1 - The young man Barry was in his early fifties. He stood about 6ft-1, and weighed nearly 300 pounds. He had brown hair going to gray, and green eyes. In his youth, he'd been considered handsome. Barry was also very lonely. He was struggling to cope after the loss of his wife nearly five years ago. His wife of 25 years was a companion he sorely misse...

Insurance Slave Ch. 03

by SEVERUSMAX on Sep 13, 2017
Transsexuals & Crossdressers

The foursome didn't require much time to consume their pizza and drinks, since they were quite famished from the group sex which had taken place during Chelsea's visit. Ned was also ready to remind his dear Roxanne that she was still his favorite lady. He intended to pound her ass, and then enjoy the others while they cleaned her out. The Brit gave him the i...

The Initiation Ceremony

by DrLuverotica on Oct 21, 2019
Transgender & Crossdressers

FRIDAY A.M "Don't forget I'm out at Carrie's hen party tonight." Jo said, as she was just leaving for work. "Carrie, your secretary?" "That's right, Carrie my very sexy secretary." "Will you kiss a girl and like it?" "You wish!" "A boy can fantasise." "Well let's hope Carrie's got some nice fantasy games lined up. Or a male stripper or two." And with...