Little Girl Pigtails Stories

323,891 results
Orientation
Length
Source
Infinite Scroll

Library Fantasy

by shortblondecutie on Mar 6, 2018
Erotic Couplings

**Everyone in this story is over the age of 18** I walk up the steps of the two story library, the back of my school girl skirt flipping up with each step. We agreed to meet here, our perverted minds needing satisfaction. I walk in and scan the area, seeing where you are at. I check my phone and see that you tell me to go upstairs, to the archive section as...

A Biker Became My Daddy

by SissyKyliegirl on Mar 16, 2020
Transgender & Crossdressers

I live in a small suburb town outside a bigger city, where I work as a barista at a coffee shop. I'm 5' 4" about 145 lbs. with shoulder length brunette hair. Always getting mistaken for a girl, having a cute round ass and widened hips didn't help, I had that girlish figure that women would die for. I had been crossdressing for years since I moved out on my o...

A Bit of Roleplay

by GreenDemonGurlie on Aug 18, 2017
Fetish

We have decided to do things a little differently tonight and are going to try out "role-playing". As I dress myself in a very short, red plaid skirt and white button up blouse, I go over the initial plan of our encounter in my head. I pull my hair up into two pigtails on either side of my head. I let my bangs fall forward and they lay just over my eyes. I p...

Martin's Easter

by rik581 on Sep 16, 2017
Transsexuals & Crossdressers

A Special Edition This is a special holiday edition of Martin. It isn't actually part of the Martin Hastings story line, but uses existing circumstances in the story to present this short story. ***** "Well I think it just lovely Mrs. Vargos," Leanne said admiring Martin's Easter dress that was designed for him by Felix. "It is childish Leanne. It's a l...

Leash Journey Ch. 02

by CherryCummins on Sep 12, 2017
BDSM

I was fed again, allowed to do my business, and taken for a walk. Master didn't speak and neither did I. I trotted around his garden, did not pick or even smell any flowers, and then crawled back inside the house and to my new 'home'. Master set up a TV and VCR and put in a tape. He then left, locking the door. My training began in earnest. In what looked l...

Sunday Afternoon

by brianst on Sep 13, 2017
Erotic Couplings

It's finally Sunday, my day for rest and relaxation before I go back to work again on Monday. I had gotten up early to clean up a little before my wife woke up; she had a lot of her family over last night for cake and drinks. It's noon now, and it's still a bit chilly outside, so I head up to my 'office' which is mostly where I play video games. I pour myse...

Tessie Ch. 06

by velvet hammer on Sep 14, 2017
Novels and Novellas

There was some silence as Tessie reflected on this bittersweet memory. I took the opportunity to refresh her glass; we had put quite a dent in the bottle of cognac. Tessie took her glass and said, "Thanks." We clinked glasses and she knocked hers right back, as if to wash away what had happened in Switzerland. "Anyway," she said, "that's how I ended up back...

Library Fantasy: ALT Ending

by shortblondecutie on Mar 6, 2018
Erotic Couplings

**Everyone in this story is over the age of 18** ***** I walk up the steps of the two story library, the back of my school girl skirt flipping up with each step. We agreed to meet here, our perverted minds needing satisfaction. I walk in and scan the area, seeing where you are at. I check my phone and see that you tell me to go upstairs, to the archive sec...

Making Daddy Happy

by econgirl478 on Sep 26, 2017
BDSM

Daddy came home to find me playing with my dolls, sitting on the floor in a short skirt and a tank top, my hair up in pigtails. You were so happy to see me playing like a good little girl. But my play time was almost over, it was about to be play time with Daddy. Daddy was not going to be gentle with me. You strode over, grabbed me by my pigtails, and told...

Ms. Madison's Puppy School

by Sarahcheer on Sep 11, 2017
BDSM

Mr. Morison looked at his two 18 year old daughters and gave a long sigh. The girls, Samantha and Sarah, both had bodies to die for but the manners of well spoiled princesses. He knew he had spoiled the girls all their lives and especially after his own wife's death, giving them money to go to the mall whenever they wanted, sending them to an exclusive board...