Dicklet Stories

279 results
Orientation
Length
Source
Infinite Scroll

Courtesan Ch. 31

by Goodhusband on Sep 19, 2017
Loving Wives

This is the thirty-first episode in a series entitled "Courtesan". If you have not read the previous thirty episodes of this series, I encourage you do so before beginning this chapter. "Courtesan" is romantic story about a dominant hot wife and her submissive cuckold husband. While they have a deep and abiding love for each other they do lead an alternativ...

My Sister's Boyfriend

by KinkyPotato on Sep 13, 2017
Transsexuals & Crossdressers

I never considered myself to be gay or anything like that, but my first time was with my sister's boyfriend. It happened a week ago now. I was at home alone, parents away on vacation, and my sister gone on business. These times were fairly common, so I would use them to indulge in a little habit I had. I liked to crossdress in my sister's clothes. Nothing se...

Rhonda's Touch

by geraldf on Sep 12, 2017
First Time

I had been working in this place, a body rub parlor in an apartment off Columbus Avenue in Manhattan, for a couple of months. For one-hundred dollars you could get a sensual massage on your backside, then a frontal massage complete with what we called the "happy ending". It was quick money, and in another week I'd have enough to split for Hollywood and set m...

Brought Down to Serve Pt. 02

by MissKateKees on Sep 14, 2017
Exhibitionist & Voyeur

Checking his phone for any contact from Sophie or Hilary, he found nothing but a voicemail from his secretary Tessa. She was little more than a jumped-up intern at the office and yet her tone on the phone was thick with sarcasm as she reminded Olly he was meant to be in the city ten minutes ago. On that train journey in, he struggled with his shirt collar....

Tales of Sub Asian Sissy Ch. 01

by subASIANsissyJADE on Apr 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** (I'm new here and this is my first post! I'd soooooo love to hear any feedback, questions, or comments! Many thanks, xxx, Jade) ***** I wore exactly what he demanded - he told me to dress like a regular girl... he told me he had nosy neighbors and, being a married man, he...

My Friend Ashley Ch. 03

by jealouscuck on Jun 25, 2019
Transgender & Crossdressers

Having broken up with my girlfriend, Karen, (or rather being ditched because of my little dick) I had moved in with my childhood friend, Ashley. Ash was a college track athlete, tall and gorgeous. Way out of my league. However, one night I drunkenly tried to move on her and she saw my little dicklet. She had sex with me anyway. This was the start of my educa...

Wife Chronicles Ch. 03

by RichardMaster on Sep 17, 2017
Loving Wives

WHERE WE LEFT OFF: She released Blaine's hands and continued to fuck his face, riding back and forth with her sweet pussy lips rubbing on his wet lips, which swallowed over and over while licking and moaning. Blaine started to jerk himself off as he licked and Lori talked. "Oh, your tiny weenie wants to squirt while sucking all the cum from me... doesn't i...

The Real Kate Ch. 01

by kindnessisavirtue on Apr 3, 2018
Erotic Couplings

The story grew from kernels of truth lying fallow in my memory for many years. As they sprouted, a work of complete fiction evolved. Any similarities to real people are accidental and unintentional. ***** Kate has her first good orgasm My name is Kate, and I was 23 years old when these events unfolded 35 years ago. Without exaggeration, I can assure you...

My Friend Ashley Ch. 08

by jealouscuck on Sep 23, 2019
Transgender & Crossdressers

After my anal cherry was surrendered, I had no remorse other than the soreness the following day. Sheila and I had taken full advantage of our passage and enjoyed each other over and over. I returned to Ashley's the following morning and got some much-needed sleep. I was a total mess. I had not bothered to do my makeup when I got up that morning and I just w...

Payback, Inc. - A Serial Cad

by FinishTheDamnStory on Sep 14, 2017
Loving Wives

A helping hand, when most needed. This is an original story, part of an ongoing series, where the good guy or gal is helped when they need it most. Some follow ups will be original, others will provide a framework and resolution for resolving unfinished older stories. The organization depicted in this story, and the main characters, were originally describe...