Small Penis Encouragement Stories

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Joes Stripper Experience

by joehard_007 on Jul 15, 2020
Exhibitionist & Voyeur

"Joe - take - it - off!" she said as her eyes slowly wandered down to my bulge. She had maneuvered me here, and she was going to enjoy it. I looked at her and she met my eyes and gave me a deliciously wicked smile. "Come on, everyone. Let's give Joe some encouragement," she cried out in a loud voice. The people in the room began to clap and whistle. Just t...

Nurse Samantha

by spattjack on Apr 3, 2019
Erotic Couplings

The doctor's receptionist was talking to another patient, but quickly smiled at me and asked if she could help. She was a pretty blonde, and her name tag said Samantha. I gave her my name and she immediately checked my name from the list and took my particulars, all the while smiling and chatting with me. As we came to the end of her questions she got up and...

A New Meaning for Compliance

by little_donna on Sep 15, 2017
Fetish

I cannot believe it has been three years since my horrendous ordeal with our IT guy. I have only ever told my closest friend about the event and thankfully she helped me get through it, but I still shiver when I think about it and thanks to Literotica I am now able to share this story without feeling violated. My morning routine has been the same for many y...

A Panty Party at St. Matilda's

by cruiser_2015 on Jul 9, 2019
Group Sex

I'm one of the few male teachers at St. Matilda's Academy for Young Ladies, an expensive English private school. I'm early thirties and still single, and for me it's a voyeur's paradise. I teach a final year class of about twenty girls aged eighteen to nearly nineteen and all very much aware of their ripening sexuality. They all seem to be trying to outdo ea...

My Sessions with Sammie Ch. 01

by cindyexposed on Sep 26, 2017
Mature

I spend time with Curtis's son! Introduction: I love young men. I love their innocence, energy, their lust for life. I love how excited they get and how hard they stay. I love the embarrassment they experience if, and when, they cum too quickly; and I love how, with the slightest encouragement, they are hard and ready to go again after they cum. But most...

Sam Wakes Up

by tinydickiepathetic on Sep 24, 2019
Fetish

NOTE: Unlike any other story I've written in the past, which were all written while I was masturbating to porn and in a horny state, this story was written after orgasm. ——————————————————— Humans are essentially selfish. They go through their lives looking out for their own interests and even when they do look out for others, it's only for the limited num...

Schooner Tales Ep. 01

by Wuffle on Dec 2, 2019
Loving Wives

This is my first story which I suddenly felt inspired to write a couple of months ago, and roughly 15 years after I first found literotica.com. The story took shape very quickly, in just a day or two, but I have left it to age since I first drafted it, reviewing and tweaking it several times, so I hope it is now fairly free from errors and typos. I envisage...

Finals Week

by highpowererot on Sep 14, 2017
Toys & Masturbation

It was finals week and my boyfriend and I decided it would probably be best to focus on our academic pursuits rather than distracting each other, so we vowed not to see each other for the entire week! However, five days later I was beginning to think our plan was a bad idea. At any rate, I knew neither one of us had a test the next day, so I decided there w...

Beachcombing in Greece

by beachwatch on Sep 13, 2017
Loving Wives

I was on the island of Corfu and it was about early evening by the time I began walking along to the dunes at the far end of the beach where people enjoy nude sunbathing. The real heat had gone out of the sun and most couples were coming off the sand along the shoreline to the little town. I particularly noticed one pair walking towards me who stopped about...

Sally, Summer of Sex Ch. 26

by Susie_O on Sep 19, 2017
First Time

David Makes a Call David Lindstrom wasn't sure he should be calling Sally Czarwitz but he had been bragging, so ... "Hello David," Sally answered somewhat quizzically. David was one of the many guys she had sex with in high school. Since graduation she had been having sex with as many as possible of the guys in her "stable" as she considered them. She hadn...