Category: sexystories

My Best Freind’s Mom is a MILF [Str8, mF, anal, oral]

It had only been a few days since Janet and Mrs. Skye had initiated my experience with Jon’s mom. I had seen him twice since and he didn’t seem to have a clue. It was a little weird chilling with him after what I did with his mom, but it was totally fucking worth it. Sitting in bed that night a few days later, I made the decision to try to get with Emily again. I knew Jon and his dad were going out of town for a few days to see the local baseball team play a couple of road games, so I figured that would be my best opportunity. John knew what I had been doing with Janet and Mrs. Skye, but he’d probably flip a shit if he found out I boned his mom.

The next morning, I went over to Jon’s house, like I did pretty frequently when I wasn’t in school. We started playing videogames and his mom was downstairs doing laundry. We got hungry, so we decided to go into the kitchen for some chips. Read more »

The transformation [F][Anal][fantasy]

Susie was devastated. She was crying and walking home to her apartment. Her whole world had just been shattered in a single moment. I kind older gentleman was standing outside a small shop that looked shut down. He called her over, "My dear what is wrong? Tell old Merl your tale."

Susie decided talking about it might help. Confession had always helped in the past. This man was no priest but an open ear was always worth it. They went into the shop and had a seat. Susie looked around at all the dust and cobwebs mixed with random knickknacks. Just wanting the ear she started to tell her story: She was very religious and grew up in a small town. Being a bit of a brainiac scoring perfect on her SAT exams she had a choice of any college she wanted. But she also had a boyfriend Bobbie whom she loved. She knew they were going to get married someday and become the perfect housewife. So when it came time to pick colleges, despite better offers she went to the same school as Bobbie. Now in her sophomore year she just found out Bobbie had been cheating on her sleeping with some sorority slut. They had promised each other to wait till marriage now that was ruined. She hated the sorority girl and wanted revenge though part of her was jealous of taking Bobbies virginity and having sex. Read more »

Chronicles of an Incetuous Daughter part 2 [Ff] [inc]

Part 1

I open up a duffle bag to pack certain items for tennis with mom later today. I pack a sports bra, compression shorts, an extra pair of panties and my tennis outfit. For safety I also carry a water bottle incase of anything. I hope in my SUV and drive off, blasting music. I honestly do not know why my mother bought me an Escalade, it is a massive car and I am such a tiny woman. I hear a guy below me yell,

“Yo, what is a pretty little thing doing in that monstrous truck.”

I know he just wants to start a redundant conversation which will lead to him asking for my number so I ignore it. I drive towards the country club and hand my keys to the valet. I see my mother chatting up some of the other women, these women are wealthy because of their husbands.

“Julie, come say hi to these ladies” My mother waves to me.

I politely greet them and talk for a bit. At the corner of my eye I see a tall well built man approaching towards us with someone who looks like a younger version of him. Read more »

Chronicles of an incestuous daughter part 1[Ff] [inc]

I had always been slightly attracted to my mother, she was a single parent and extremely successful in the architecture world. I am surprised how she was able to spend time with me and run a multi-million dollar business at the same time.

Let me paint a picture of my mom, Kristen. She was fairly tall around 5’10” and extremely fit. Not petite at all, she worked out so had some muscle, she weighed around 150 lb. and with not an inch of fat. She had tight legs and a tight abdomen. Her breasts did not look a day older than 25, they refused to droop. They were extremely firm. She had absolutely no wrinkles and not anywhere close. Her ass was one of the most greatest things about her, she had been squatting for nearly 25 years so it was in perfect condition. I knew men worked with my mom just to look at my mom and investors took her out to ‘business dinners’ just to be seen with her. She used her sexuality to get herself further in life. At 40 she was insanely sexy, sometimes the thought of her makes my panties wet. Read more »

I Remember The Day She Went Off to Boarding School [Mf] [Str8]

I remember she was only 13 when her father sent her away to boarding school in Switzerland. She looked very mature for her age. She was tall, athletic and had beautiful red hair like her mother. Her father was my partner at our law firm and my closest friend. We went through thick and thin together. His daughter was fairly close to me when younger, sort of like a daughter.

My wife could not conceive so we did not have any kids. Just two busy people living in Austin. Janice used to come back from Switzerland every summer to visit her family, in the summer I never saw her since I was usually in Barbados by then, I heard stories how she was growing up and becoming a real woman. Once she graduated she was thinking of going to university in the city.

I didn't see her for nearly 5 years. Until last summer. She finally moved back to Austin in the summer taking a year off to help the mentally challenged kids before going off to university. Here is how I slept with my best friends daughter. Read more »

It was only one photo [MMF] [STR8] [BLKMAIL]

It was about a quarter past eight when i finally got to my stop. I was exhausted after working a 12-hour shift at the restaurant. Being a waitress is not that easy when you live in a rough neighbourhood, a petite blonde girl and only 23 years of age. Every time i walk past, 'that house', i clutch my bag to my chest and hold the necklace with the cross i got from grandpa.

I was born in a very strict religious household, my parents were catholic. My dad was a minster and my mom a housewife who was involved in the church. They kicked me out of the house for shaming them. I never had sex, till now, i am still a virgin. However, i made the mistake of sending a dirty picture to this one boy in my catholic school when i was 18 and in my senior year. I honestly believed him when he said he would not send it to anyone. But he ended up sending it to my parents. Thankfully, no one else found out because the police forced the boy who i sent it to, to delete it. Read more »

Turns out Princess Peach does a fuck ton of cocaine [MF] [Mast] [drugs] [MMF] [anal] [bd] [oral] [bst] [fantasy] (X-post /r/dirtywritingprompts

The pounding of the door is amplified by the high alabaster walls of the overly posh bedroom. It mimics the pounding in Peach’s skull as she stirs on the cold tile floor of her lavish bathroom completely naked except for a pair of stained panties and her tiara. She struggles to pull herself up, wondering who has the audacity to disturb her during her private time.

“Princess!” shouts Toadsworth as he incessantly pounds on the door. “Princess, you are needed to attend to your duties!”

Peach finally pulls herself up and onto the toilet, holding the sink next to her to keep herself steady. “Sonuvabitch…” she slurs, trying to keep the room from spinning. “Where the hell are my clothes? And why do I feel so…sticky?”

“Princess!” yells Toadsworth again. “You’ve been locked in your room for two days! Is everything okay?!”

“Two days?!” she exclaims to herself. “What the fuck have I been doing for two days?”

“That would be me, Princess,” grins a naked Wario standing in the doorway to the bathroom.

Peach recoils at the sight. “Oh, fuck me!” Read more »

Party plaything [bdsm] [Mdom] [Fsub][huml]

“Are you ready princess?” His voice turned me away from where I’d been anxiously stirring the stock pot. “Our guests will be arriving soon. Sarah will take over from here, you’ve got a more important job to do.” A thrill of nervousness and anticipation shot through me. He walked towards me, and started to untie the knot of my light cotton robe. He pulled the fabric open, resting it against my skin momentarily, stroking my hip bone with his roughly textured thumb.

He slid the robe off my shoulders, and I let him, watching somewhat numbly as it dropped to the floor. I stepped awkwardly out of the puddle of fabric it left at my feet, careful not to get my heels caught (Sarah had made me practise), or scuff them on one another. I looked up at his face apprehensively, sneakily, and watched him studying me. The black patent heels (Sarah’s choice), seamed stockings (the same), and the most ridiculously frothy white lingerie (thank god the salesgirl hadn’t checked in on us while Sarah was “helping me decide”). He grinned and dug around in his pocket momentarily, and pulled out a shiny gold lipstick case. Read more »

A birthday story [MF]

I am fairly new to reddit, so apologies for any formatting errors. Enjoy.

My birthday started off the same as any other year. I got to sleep in which was nice, and breakfast was made for me when I woke up. When I came downstairs I was treated with enthusiastic birthday wishes from the kids and Ashley. I gave them all hugs and Ashley sent them into the living room to watch cartoons so I could eat my frenchtoast, as they had already eaten.

I was grabbing a water from the fridge when Ash came up behind me and smacked my ass; "happy birthday" she said as she turned me around and pulled me into her for a deep kiss. While kissing me, she moved me around to where the washer and dryer were and put her hand in my shorts. She she grabbed my already hard cock and started pumping it with her hand. I stuck my hand into her sweatpants and was not surprised to discover she was not wearing anything underneath. My hand quickly found its target. She was so wet, I had no problem sliding my finger inside her, but she pulled away. Read more »

How Natalia lost her virginity [MF]

I have always been insecure with my body, so much that i can't even strip down in my underwear and look myself in the mirror. I am about 19 years old, 5'4" and 102 lbs, i feel like an ogre with a body type of 38C-22-36, big breasts and big hips, i rarely find clothes that fit me because of my unique physique.

I can't even remember the last time i have been touched by a boy, it has been so long i have forgotten the feeling.

Two weeks ago my friend Michelle calls me,

"Natalie", she says, "I miss you, we have not seen each other. My sorority sisters and I are holding a party tonight. Drop by, you'll meet Peter."

"Who's Peter?", i asked

"Someone you will want to look extra nice for. See you at 8."

I was determined to meet Peter tonight, Michelle never had a bad judgement with people. If she says Peter is someone i want to meet, then it is probably true. Read more »