A Collection of stories for sleepless souls.

Some of these are sexy, some are not. Some are mine, and some are not. Some are not colourful enough, some coloured a little extra, but all are based on truth.

[Night Writes](https://nightwrites.net/) (Promise this is not a scam site! – also, thoughts and comments appreciated!)

2. How I Learned to Stop Worrying and Love Getting Fucked in the Ass [FF]

[Part 1](https://old.reddit.com/r/gonewildstories/comments/i19kdz/1_ignorance_brings_chaos_not_knowledge_or_the/)

Given her unsmiling disposition, it always surprised me how calm and cosy Lucy’s room was. Her mattress was as uncomfortable as anybody else’s (I once fucked a guy who had a memory foam mattress topper, and that just felt wrong as hell), but her sheets were weighty and soft, and always smelled like they had dried on a summer’s day, fluttering on the breeze as they hung on a line by a grove of lemon trees. The floor was the same hard-wearing, sedge green carpet as in all the other rooms, but she had hidden most of it artfully underneath a rug. Her underwear—in all of its wild variety of fabric, colour and cut—was folded neatly and obsessively into the drawer by her bed. And here and there, on square black ceramic dishes, she had trios of little tealight candles from Ikea, which filled the room with dessert-like smells of raspberry and vanilla.

[MF] Met up with milf after I helped sort out some banking fraud on her accounts at work.

In my day to day life I do work as a Financial Advisor. A couple weeks ago I received a phone call from a woman pleading for help with her information being compromised. I let her know that unfortunately those are not the types of transactions that I handle and due to the global pandemic we had no bankers working in our branch so I could either: transfer her to customer service or another location. I finally caved and told her to swing by in an hour and I could squeeze her in.

Rules for spanking

-When you misbehave, you’ll go upstairs and think about what you did until you calm down.

-When you’re ready, you will fetch your paddle, and come back.

-You will apologise for your behaviour, and verbally say you’re ready to be spanked.

-You will remove all your clothes except your underwear.

-You will get into whichever position I tell you to, over my knee, all fours, diaper position, or anything else.

-I will remove your underwear for you.

-I will not tell you how long the spanking will last, it is until I am satisfied.

-I will vary the speed and force of my hits to prevent you getting at all comfortable.

-You will not say anything during the spanking unless asked a question. Do not complain, beg, or try to reason.

-Crying is allowed, but will not help.

-If I ask you to turn over and spread your legs for crotch hits, you will do so immediately.

-Once the spanking is over, you will apologise again, and stand facing the corner. You will not say or do anything else.

-You will not rub your bottom.

The Pleasure of Business: An Erotic Novel, Chapter 4 (MF) (Office play)

After Rod leaves the boss told Anna to get dressed and take some time to recover. He asks her to make sure his appointments for the rest of the day are set up and ready to go.

“You did well, Anna. I’m impressed you were so willing to do that for me,” he says as she gets dressed.

“Well, sir, I am at your beckoned call for things. I was surprised you had me blow another man, a gay man no less, but I would never question you,” she says with a smile as she closes her dress around her body.

He puts his hand beneath her chin, tipping her face up to meet his, kissing her deeply on the mouth, the taste of mouthwash washing over the gesture.

Anna coughs slightly and shows herself out of his office, makes herself some tea to soothe her throat, and texts her husband to tell him about the upcoming trip to Europe for work. “Hey babe, boss asked me to go with him to meet with some clients in Europe next month. I don’t really have a say in it, but I wanted you to know! Love you.”

The Pleasure of Business: An Erotic Novel, Chapter 21 (MMMF)

Anna turns to face the nine men waiting and smiles. “So which three of you want me first?” she giggles, sits up onto her knees, and rubs her breasts, teasing them endlessly.

“About fucking time,” the black man who had been put down by Kat pushes himself past the other men, stroking himself as he walks over to her.

Without a word he grabs her head pushes his swollen member into her mouth. He puts his hand around her throat and starts fucking her mouth hard, drool streaming from her lips almost instantly.

“Hey, easy on the merchandise,” Bruce warns him.

He grunts and eases up a bit, clearly annoyed but knowing he shouldn’t fight.

“Better,” Bruce says, letting him know he will not be letting him get out of hand.

“Anybody else going to join or are you all going one at a time now?” Kat chides from her seat, her wet slit glistening between her wide spread legs. “I thought I was getting dinner and a show here.”

Two smaller men come forward. Anna takes each of their cocks in her hand and begins stroking.

[MF] Her (24F) Tinder profile said “no hookups.” An hour later I was fingering her under the bar (PART 1)

***Preface:*** *This happened awhile back, in my early twenties. With coronavirus and quarantine going on, I thought it might be fun to relive and share some memories with you all from over the years. Names have been changed to protect the not-so-innocent. Let me know if you enjoy this, I love hearing feedback. Enjoy! And feel free to skip to the *** if you just want to skip to the sexy time without all the backdrop.*

Years ago, I was living in Southern California where I had landed my first job out of college. I didn’t make a lot, but I was young and wasn’t entirely sure what I wanted to go in life, so I didn’t mind. I spent the weekends hanging out with my buddies, playing video games, working out, going out, dating around… you get the idea. I didn’t have an amazing online dating game (it’s a little better now), but every once in awhile I’d meet someone—sometimes hitting it off, but more often than not, it’d go nowhere, and so I was single for a good stretch. Like a lot of people, dating as an adult in my early twenties was a bit awkward, fun as it was. But I digress.

Gym – woman finds multiple partners at the gym when her boyfriend decides to play around.. [FMMMM] [exhib] [group]

Cindy was ready for the weekend. She had been in the hot seat at every meeting during the last week. Her normally crisp business skirt and jacket were wrinkled from the 3-hour long planning session, which she had just left. Cindy began the process of putting all thoughts of work aside as she drove to the Gym. The physical exertion would help get her tired out, a refreshing shower and a good nights sleep should finish the job.

Her boyfriend, Kurt, was working late at the Gym due to the construction. They were in the process of remodeling and expanding the facilities. He would be off for the rest of the weekend and had promised to make up for the late night Friday by taking her out on Saturday.

The sun was setting and the lights flickered on in the nearly empty parking lot when she pulled up. There was a white van with ‘Matt’s Plumbing’ painted on the side parked beside the back entrance. Cindy gathered her bag from the trunk and made her way inside.

Kurt was sitting at the desk reading a fitness magazine when she walked in the front door. “Hi dear.” She waved at him.

A good morning…

Laying behind you, I awake to your morning beauty. Strands of hair drape over your face. I move to brush them aside and see you smile, seemingly subconsciously as my fingers graze your soft skin. Your beauty is a true sight to behold. Still naked underneath, I can feel my throbbing morning desire being held by your soft silky thighs. I moan slightly as you move one leg up and down, gripping me between. Your head on my other arm and gripping my hand, I am trapped.

I bite my lip, attempting to restrain my moans as you seem to know exactly what you’re doing. I look down at you catching you quickly shut your eyes as you feign being asleep. I know how to play this game as well as I position the tip of my cock just between your folds. The more you move, the deeper it sinks and soon the tip is pressing against your clit. I begin to move my hips, sliding myself between your ever-glistening lips, making sure to rub it lightly against your perfect Pearl driving you insane.

University Sleepover Suprise Pt.3

Part one [here](https://www.reddit.com/r/Erotica/comments/i0icfm/university_sleepover_suprise_pt1/?utm_source=share&utm_medium=web2x), part two [here](https://www.reddit.com/r/Erotica/comments/i14jak/university_sleepover_suprise_pt_2/?utm_source=share&utm_medium=web2x)

Links to all my reddit stories [here](https://www.reddit.com/user/Shy_GuyUk/comments/hyuh0u/my_story_collection/?utm_source=share&utm_medium=web2x)

This story is about the time I lived with two childhood friends, Carol (5’8”, 32c, 130Ibs, shoulder length blonde hair, glasses) and Fliss (5’11”, 31B, 120ibs, slim, red long hair) and the slumber party they hosted with Jasmine (6” tall, slim, long dark brown hair with dark tanned skin) and Nina (Asian, 5’6”, petite, with short brown hair) who during the evening caught me masturbating in my room. They had fun torturing me via tickling me, knowing how tickles I was, two of the girls got aroused, Jasmine found out and decided to even things up with her and Carol grinding against my cock till they were wet. Jasmine then introduced the girls to a “Jack & Jill pop” giving each girl a taste of this unique treat. She then saw how horny and desperate Nina had become so decided to do something about it.