Deep Penetration Stories

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Orgasms 101, 102, & 103

by peppermintpatty2006 on Sep 16, 2017
Humor & Satire

This is a story of Humor and Satire. It not based on actual life or personal experiences. Thank you for reading. If you like it, please place your vote (fives preferred) and add your positive comments. Orgasms 101 It is surprising that later in life, a man may still not be sure if and when a woman orgasms. Thus, the reason for this story. Men don't feel...

Emily's Day at Home Ch. 03

by EmilyPeterson on Sep 14, 2017
Loving Wives

So, do I just stand here and watch," Matt asked, "or do I just pull up a chair?" With a devilish smile on my face, I pulled the covers off Dan & myself. "Why don't you just join us," I said? Matt starred at me and Dan. We were both completely nude, and Dan was sporting a nice firm erection. After a few moments of starring, Matt moved closer to the bed. "D...

A Nevada Brothel - My Initial Work Ch. 04

by keithswest on Sep 14, 2017
Erotic Couplings

Currently, I work in one of the world's oldest profession -- -- possibly the oldest. I work as a prostitute at a legal brothel in Northern Nevada. While I am one of the oldest 'girls' at this brothel, I am also one of the newest workers to provide the sexual services desired by a man. My earlier two work periods totaled five weeks. This third work period wil...

He Suprises His Honey Ch. 02

by writing4fun2 on Sep 13, 2017
BDSM

Having all enjoyed their first cum, the guys made sandwiches and drank more beer. They sat around Sue – touching her, playing with her body. They teased, they pinched, they slapped, and they played with her sensitive, engorged clit. She came close to cumming over and over – but they weren't ready for that yet. Paul finally rose and announced he wanted his f...

Anal Sex 201: Male Penetration

by jsragmanus on Sep 11, 2017
How To

INTRODUCTION Male anal penetration is a sex act that carries many stigmas with it, yet done right it can be amazingly pleasurable. I've written this HowTo as a guide for heterosexual couples who want to introduce male penetration using strap-ons into their sexual repertoire. Many men are interested in anal play but are either uncomfortable approaching thei...

Melanie's Seduction Ch. 04

by jones286 on Jan 15, 2019
Interracial Love

Chapter 4 Bringing racial acceptance into the home.... The next idea that Lisa had was that Michael should purchase a large black vibrator to use on Melanie. Lisa explained to Michael how exciting it would be for him to see the sexual pleasure that such a long thick black cock would give to Melanie's tight pussy. At first he was resistant, feeling shy a...

Their Affair

by wifesaffair on Sep 15, 2017
Loving Wives

I love watching my sexy 36 year old schoolteacher wife with her well hung, older, former boss. They had an affair a few years ago when she taught in his school. She's 36 and he's 60. I find the age contrast between them very hot. She was in her mid 20's when the affair began and it lasted until she was 30 when we moved. It has now become a regular thing agai...

A New Transaction

by hotngr82002 on Sep 14, 2017
Erotic Couplings

I had just received my new real estate license last week. I was getting settled into my new office when my phone rang. This gentleman said he was interested in a house for sale listed by our office. We made an appointment for 3:00. I would meet him at the house. When I got dressed that morning I knew that I was meeting a girlfriend after work for drinks an...

How To Get Lots Of Anal Ch. 02

by kgtony on Sep 16, 2017
Anal

So in the last story I shared with you how I managed to wedge a few fingers up my wife's pussy and ass while she was asleep and snoring deeply. In this version I make my first attempt at actually getting my dick up in that tight little asshole of hers. This story will read more like a lesson in how to perform this act. Turns out that this works so well, I've...

Cypris Manor Ch. 02: Aye-Aye Captain

by StretchTacos on Apr 9, 2019
Novels and Novellas

Cypris Manor - Feb 1, 1932 Silent partners revise their terms and conditions Erotic Couplings, Novels and Novellas, Romance Copyright 2019 - StretchTacos All rights reserved, including the right to reproduce this story or portions thereof in any form whatsoever. The author authorizes Literotica.com to manage, maintain, and provide electronic access to t...