Shemale Fucks Guy Stories

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She-Male Babysitter

by sirhugs on Sep 28, 2020
Transgender & Crossdressers

[Note to Readers: This is not a story with quick short sex scenes, so if that is your goal, it might not suit you. There are detailed sex scenes, or one long detailed sex scene, take your pick. The use of the infirmary apartment setting is an homage to John Irving's The World According to Garp, which otherwise shares nothing with this story. My thanks to Car...

A Bond Between Twins

by Stormgod59 on Aug 1, 2018
Transsexuals & Crossdressers

His hands glided slowly up over the flatness of my belly, teasing me and sending waves of pleasure through me. Then, as he cupped the firm swells of my breasts, he kissed the side of my neck, flickering his tongue against the sensitive flesh along the side of it to send sparks of fiery sensation surging up my spine. I couldn't believe what I was doing. I st...

Tits Have Benefits Ch. 10

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

Did Andrea die in a hate crime, killed by 2 Rapists? If Andrea did die how can she write the story? The answers to these questions and more will now be revealed..... "Unexplained events in our lives have led many of us to the conclusion that there are some events which clearly fall into the realm of what might be called paranormal or supernatural. Many...

Small Cock Frustration Pt. 03

by jamtby on Oct 8, 2019
Transgender & Crossdressers

Standing admiring my new look and getting to feel more comfortable with myself, the door to the garage opened. Carla called out, "Honey, I am home. Where are you?" Grabbing a towel, I wrapped it around my waist. "I'm in the master bedroom ready to take a shower." Carla entered the room and gave me a peck on the cheek. "How have you been this weekend?" she...

Hotel Club Ch. 05

by pantywriter on Jan 6, 2020
Transgender & Crossdressers

I woke up from a fitful night's sleep. The slow, soft, wet and sloppy blowjob I had given Cindy did not improve my mood, not after the fight with my...wife? Ex-wife? I sat up in bed and rubbed my face hard. The increased blood flow felt good but did nothing to quell the rising anger. I showered angry. Brushed my teeth angry. Dressed angry. Ate breakfast an...

Three in Bed

by normadel on Sep 16, 2017
Group Sex

From my journal - Ray was out of town. I was horny, so I rented a shemale movie from our favorite adult video shop. When I got home I stripped and laid out my toys and lube for easy access and put in the tape. As I watched shemales having sex, I wondered why some could get hard and why some remained limp. Anyhow, I soon was wet and ready to play. I began on...

Transwood High Pt. 04

by BoobVillian on Sep 12, 2017
Transsexuals & Crossdressers

Christmas is Cumming... Authors note: All the characters in this series are over 18, this is the fourth part of the serious so be nice :-) Sorry for keeping you horny for so long, hopefully this satisfies. The story focuses on our main heroine, and some new/ old faces appear. Enjoy and leave comments! ******************************* 10/12/2016... 'Open u...

Spicy Story

by TexanBelgianCutie on Jul 17, 2019
Transsexual

Family Kyle had wildly mixed feelings when he saw his mom walking towards him. He kept his feelings to himself however and forced a big smile to welcome her back from the SpringWood Adult Mental Hospice. He had not seen her since he was child, yet he was glad to see she looked healthy and happy. “Hey Sara”, he grimaced, “How are you? Sara had spent the last...

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Adrius' Noble Adventure Ch. 02

by ScumDumpster69 on Jul 6, 2020
NonHuman

Author's note: This chapter contains horse cock, breastfeeding and cum all the way through. (Make sure you know what that means before reading. Reader discretion is advised!) ***** To the far west of the continent of Korilia, the minotaurs ruled. From the taigas in the north to the equatorial grasslands, these huge, bovine beasts wandered the earth, rarely...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...