Virgin Loser Stories

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Orientation
Length
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Infinite Scroll

Absolute Professional Ch. 02 V. 01

by RoooftheWoods on Sep 17, 2017
BDSM

Fellow Literotica Members, I really would like you to tell me how you like your stories. In response to some feedback from readers of chapter one I have produced chapter two in two quite different flavours and the way in which they are received will guide my future writing. I will really appreciate any feedback through comments, e-mail or votes. Thanks for t...

Anal Analysis

by geronimo_appleby on Sep 16, 2017
Anal

Charlotte's expression was in step with her hesitation as she smiled weakly at the receptionist. Was this woman passing judgment? Charlotte worried. After all, this man specialised in sexual problems, so of course the receptionist would know that. How much detail was the woman privy to? 'Mr Holmes is free; go right in.' 'Thanks,' replied Charlotte weakly....

A Cruise for Kira Ch. 02

by dan57 on Sep 17, 2017
Loving Wives

A cruise for Kira 2 - Kira's adventures ch 8 Kyrhan has been overstressed. His wife Kira has talked him into a short cruise aboard the Star of India among the French Islands in the Pacific Ocean with her husband Dan. They met a young Aussie couple, Mary and John, who have been drawn into their sexual games. - - - Kira stretched on her berth and opened l...

He Taught Me How to Fuck Ch. 03

by moonkisser on Sep 16, 2017
Loving Wives

Stallion's cock felt a lot better the second time then when he fucked me the first time. Afterward I took him up on the hot bath and food. The bath was soothing and refreshing as I laid in the tub for almost forty minutes. He had the food ready when I came out of the tub and he was dressed. I found my purse and got my panties and bra out and put them on. The...

Never Have I Ever

by CaffeineFetish on Sep 16, 2017
First Time

Going out to lunch with an ex has historically been a very surreal experience. Do you shake hands or hug? God forbid you both do the opposite of the other and conduct a weird desynchronized dance of handshake half hug. Callie and I ended on good enough of terms, so we hug and sit across from each other, some slight awkwardness due to her half leaning in for...

The Trophy Wife

by Rick_Love on Sep 12, 2017
First Time

About two years ago, our next door neighbors sold their house and moved out West. They were both in their mid thirties with one little girl of about four years old. He was a fairly average looking guy with an average build, but his wife was short and weighed well over 200 pounds. Why he found her attractive, I never quite understood. They had always been nic...

The Chronicles of a Slut

by xtremethegreat1 on Sep 12, 2017
First Time

Previewing the most memorable moments of my life, the day that I lost my virginity, I can still remember mom pulling me out of the bed. "Good morning honey! Happy birthday!" "What? It's morning already?" I could hardly get up from bed as mom pulled me up. "Oh thanks mom!" "Now hurry up, you gott'a go to school now." "Okay mom!" "Get up and take your ba...

A Swim with Phelps

by writekindarighter on Sep 17, 2017
Celebrities & Fan Fiction

It was a beautiful day at the Portofino Hotel in Universal Studios, Florida, and I was enjoying it immensely. I took a few lazy laps in the pool and then got out to recline on one of the many empty lounge chairs. It was mid-afternoon and most of the hotel's guests were in the park. Taking advantage of the vacancy, I spread out, placing my wet towel and cover...

Jennifer

by zaksx on Sep 13, 2017
Fetish

I met Jennifer at work. She is about 40, dark hair, buxom but shapely, very well dressed and confident. She has dark mysterious eyes and she seems very flirtatious. I'm just 19 and recently started, and although she's not in my department she is very senior in the company. We were talking at the coffee machine one day, and she asked me, "Hey John, how are y...

Pristine Priya

by wigwam25 on Sep 12, 2017
Loving Wives

Notice: If you don't like unfaithful wives and permissive husbands, please do not read this. Remember, this is not real. It's all pure fantasy. -------------- A word of explanation: the first part of this is in the voice of Sanjay, the husband. Later, he contacts me, the writer, and my voice takes over from there. -----------------------------------------...