Small Penis Encouragement Stories

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Infinite Scroll

Celebrity SPE/Gentle Humiliation

by Enfenthusiast on Apr 22, 2025

Imagine this. You’re at the bar and you see your celebrity crush, Chloe Bennet. You chat her up and she takes you into the bathroom. She starts to unbuckle your pants and you get nervous. You’ve never had sex due to your size. She pulls your pants down and…..she doesn’t laugh. She just takes off her pants and puts your dick inside her. You keep slipping out...

Korina's Observations

by GaltJohnson on Apr 15, 2020
Fetish

Korina's Observations Chapter One- The Development of My Personal Life My daily work can often make me realize just how awesome my sex life is. Real people have real problems in their sex lives. Not me. My marriage and our sex has been good from day one, but it seems only to improve when we make changes or add...what's the word I'm looking for? Features?...

Small Penis Love

by Babydicklover on Apr 22, 2025

The small penis is magnificent, beautiful, and desirable. While small penis humiliation is a hot genre, we need to see more content on positive messages for men with tiny dicks. This includes loving and powerful stories about small penis appreciation, worship, and encouragement to illustrate how there is nothing wrong with having a little cock, and they shou...

Second Place

by Runtz3 on Sep 11, 2017
Fetish

This story contains small penis humiliation, partner swapping, cfnm and other related fetishes. If it's not your thing, you can leave now. Please leave helpful feedback. * Her hand slowly crept up my inner thigh as I my excitement built wanting very desperately for her to wrap her hand around my quickly hardening dick. We had only been dating a few weeks,...

The Show-off

by Runtz3 on Sep 13, 2017
Loving Wives

Disclaimer: This story includes small penis teasing, wife sharing, large penis superiority and unprotected sex. If you don't like those topics you can leave now. As always feedback is helpful. ***** It was the kind of moment I always dreaded. I was staring down the urinal trough hating myself for having waited a little too long to use the bathroom, and no...

Girlfriend's Encouragement Pt. 02

by PleasureAddiction on Dec 10, 2019
Group Sex

Author's Note: Here's the long awaited sequel that no one asked for or expected! I apologize for the lateness- I thought I had lost it but was able to salvage it! This is one of my earliest stories, enjoy! *** I walked up behind Shelby and gave her a big hug, catching her off guard and hearing her squeal with delight as I pulled her body into me. "Someone...

Shrinkage Ch. 02

by runtz4 on Sep 14, 2017
Fetish

This story is in the fetish section and contains penis measuring, small penis humiliation, light femdom and swapping partners, if that doesn't interest you thank you for looking, but you may want to leave. * I picked up our bags and took them to the bedroom. Angie followed me in and pulled the curtain shut. As I turned around she dropped to her knees and...

Shrinkage Ch. 01

by runtz4 on Sep 14, 2017
Fetish

This story is in the fetish section and contains penis measuring, small penis humiliation, light femdom and swapping partners, if that doesn't interest you thank you for looking, but you may want to leave. * Strawberries, my wife always smelled of strawberries and this morning was no exception. She dragged her dark wavy hair across my face, down my firm h...

Fresh Narcissae Pt. 03 - Flowering

by NormaJane on Mar 28, 2018
Erotic Couplings

Jola's development continues from 'Fresh Narcissa' and 'Narcissae Opening.' These follow on from 'Small Recorder' and 'Recorder Encore,' which recount my encounters with Jola. Her, Zbyszka's and Kasza's initiation by Danka didn't stop with one session.. She had more to show them, when they had recovered from the orgasmathon of her first visit, before she ret...

The Cuck's Wheel

by Generalgums on Nov 2, 2020
Loving Wives

The Cuck's Wheel This is a cuckold story about a married couple where the wife goes away for a long weekend. With a slow build to the actual sex, this is a longer story. All bold words are text messages between characters, and there are a lot of them as the aspiring hotwife and her husband talk things over. As always, let me know what you think and if you h...