Cummies Stories

135 results
Orientation
Length
Source
Infinite Scroll

Neighbourhood Terror to Sissy Pt. 13

by Fibaro on Oct 7, 2019
Transgender & Crossdressers

Chapter 15 Only 10 minutes had passed since they left from the homeless shelter and they were already pulling up in front of CC's. Mark had had no time to process the humiliation he just experienced yet while he was already getting confronted by a whole new sense of dread creeping up to him. He knew Lisa meant well, but he was also sure she would get corrup...

Neighbourhood Terror to Sissy Pt. 15

by Fibaro on Dec 23, 2019
Transgender & Crossdressers

Chapter 17 "If you don't mind watching over the sissies for a bit, I will go look around for the exact outfit I have in mind. I don't trust Stephanie to get it just right. You will be fine watching over the sissies, right? If not, you can always call out for me, but I am sure you are going to do great." Linda said to Lisa who was still getting her feet wors...

Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Seeing My Ex-Husband's Big Cock Ch. 02

by Cute_Little_Muffin on Sep 28, 2020
Exhibitionist & Voyeur

(Note: I had a comment to part 1 saying I was being a bitch to my little Reggie, which really hurt. I've thought about it a lot, and all I can say is that my little Reggie is happy to play along with the whole thing, and so I can't see how I'm being a bitch? Sure, he's getting humiliated a teensy bit, but that's all part of the fun. In the end I might be par...

Oh, Mr King! Pt. 05

by exaucer on Mar 6, 2018
Transsexuals & Crossdressers

At some stage during the night I became aware that Mr King was trying to push his fat cock back into me again. I was too weak to resist, not that I wanted too, and too far gone to fully participate, so I merely adjusted my position to facilitate his penetration. Since my pussy was still slick and sticky from his earlier deflowering, Mr King's cock eased into...

Robin and Jimmy Olsen - Sissies Ch. 03

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Part 3 Jamie’s story The few days before the date in Part 1... The car pulled up at the curb and Jamie got out of the passenger side door. She was a bit wobbly on her three inch heels. The car sped away fast, as if the driver was feeling guilty about what he and Jamie had just done. Jamie opened her purse and tucked away the fifty dollars she had stuck i...

Biggest Fan Futa Ch. 02

by FemFreak on Apr 23, 2019
Transgender & Crossdressers

Summary: Gwen and Ellie return to help Hera with her big problem again. Gwen once again gets pushed beyond his comfort zone by the woman with a penis, and Ellie enjoys watching, and participating. ~~~~~ Gwen had nearly succeeded in suppressing the event with Hera Auger. After a few days he had gone back to his usual ways of listening to her music and talki...

Birth of a Rose

by maturesubmale_for_F on Apr 13, 2020
Transgender & Crossdressers

The birth of a Rose The following story is a fantasy. But a fantasy rooted in experience and reality. This is what I am and these are my desires and longings. Mistress Amanda embodies what I wish for, and though the woman portrayed in the story is not real, the portrayal of her does contain many elements of women I have known and loved. I live my life...

Becoming a College Cuckold Ch. 03

by notreallife13 on Sep 11, 2018
Interracial Love

When I reached my room, I found Gabby getting ready for the night. She hadn't put on the slutty skirt or black tube top that didn't cover her stomach. I'm guessing she didn't want her mom to see her in it. "Oh, hey babe," she greeted me brightly, and it seemed to me her personality had become much more bubbly. Maybe she was just happier and being herself....

Sexy Mandy and Nikki Buy a Car

by BAD BOY BILL on Jul 14, 2020
Interracial Love

On a warm Friday afternoon, Jake "Action Jackson" Baxter stalked like a tiger pacing his cage. Jake was ready to sell a new car to every customer who walked through the showroom door; positive they would leave with a set of keys and a stiff monthly payment and a smile on their face. Jake was the top dog at Costa Mesa BMW. He knew it, the owner knew it, an...