That time with [M]y [F]intern

Hi all. I read your stories pretty often, but it’s my first time posting. It’s a throwaway account and also I have to apologize in advance for the mistakes (I am writing on my phone).

So it all happened before COVID madness started. Probably around beginning of March.

I am working in finance in a big company, and I have an intern that helps me with some of the tasks. She is 22, petite, dark shoulder lenght hair, hazel eyes, small boobs and small round butt.

Although she is my intern we became friends hanging out quite often with the same people (most of them work friends). I have never seen her more than a work colleague. Until one day…

I invited some friends and colleagues from work to my place (including her) to have a drink in an evening after work.

Bestfriends Forever [M/F] [Fiction]

High school had officially ended for me and i was glad to officially being done with waking up early and taking a dirty bus to school everyday while counting down the minutes to lunch and for school to end. I was done with anything related to school.

BUT that also means i didn’t want to go to college. This meant that i had to take another boring bus to my dead end job at a restaurant, yet again counting down the hours to my lunch break and then till my shift ends. The only think I’ve been looking foward to from my shitty job is my co worker Mallory. Now there were alot of beautiful waitress here but mallory was the one who trained me when i first started here. We got pretty close and exchanged phone numbers like on the second week of me working there. We become fast friends after that and every lunch break, we managed to always have the exact 30 minutes off. Those 1,800 seconds are the best seconds I’ve ever had.

Bench-met by evening

“Fuck, I’d better not get arrested again,” I thought to myself as I walked down the footpath. I was very conscious of my footfalls in the cool evening air. The park that she’d directed me to was only another block along my way. My heartbeat was pounding in my ears now, so I slowed my pace and took some deep breaths. “Easy,” I thought to myself, “She probably won’t even be there.”

“I must be fucking crazy,” I thought to myself as I stood in front of the mirror in my bedroom. I ran my hands up my thighs, marvelling at the sheen of the silky black thigh highs were held in place by a black lace garter belt. A thing landing slip directed my eyes down to my clit, already swollen with arousal by the thought of what I had ahead of me. I turned back to my bed and picked up the coat draped across the bedspread. Pulling it over my shoulders, I took one last look at my otherwise bare breasts and pussy. “Okay here we go,” I said aloud while buttoning the coat buttons, cinching the belt tight and knotting it. I turned to the door and walked out my front door.

Making good use of a hotel room (three guys in 24 hours) [FM]

Last week, Sam, a guy who I would see once in a while texted me asking when we were going to get together again. I hadn’t played with anyone in a while due to the pandemic, but lately my husband has loosened up a bit and agreed to let me go see him (I should explain here that we have an open/hotwife relationship). I also happen to have the week off from work and thought it would be a great way to spend the day. I found a hotel with a rooftop pool and booked it for one night.

On Thursday, on woke up, got everything ready, and left the house before noon. I knew Sam wasn’t going to show up until much later, but I just went to the pool on my own until he got there. At the pool though I ended up meeting Richard. An older guy who was in town visiting family. We started talking about some random movie and we happened to get along well. He bought me a couple of drinks but we just left it at that.

I [M] fucked my first mil[f]

My first ever milf

So a couple of months ago i had my first sexual experience with a milf!

We matched on tinder, she had one of those profiles without any real pictures, but her bio said; “in need of some decent sex” so i swiped right and we started talking…
Didn’t take long before the conversation was about sex. She told me she was into kink and bondage and stuff.. i invited her over to have a night of drinking and fucking (at this point i had NOT seen her face yet ?)

When she arrived at my place, there was immediate relief as she was a really beautifull woman! She didn’t have big tits (wich i usually love) but her perfect ass made up for that!

So we started drinking and talking, eventually she came sit right next to me. Honestly i was NERVOUS AS FUCK!! She leaned in to kiss me, we started making out and after a few minutes of making out she asked me to take her to my bedroom.

Sex on a Motorcycle [Cheating, public]

Meagan stares at me, her deep green eyes sparking as she reads my face, her hand resting on the back seat of my motorcycle with a caressing touch. “Take me for a ride?” she says.

I stare back at her face willfully, trying hard not to glance at her large breasts. “I’d like to, but I don’t have an extra helmet.” I say, turning to start the bike. With the flip of a switch, it roars to life, the angst ridden v-twin rattling the low slung frame in threatening invitation.

“I don’t need a helmet.” She swings a lithe, toned thigh over my bike, skin glistening in the sun from under a mid-length skirt. Her figure is arched and athletic — it’s hard to believe she’s got two kids at home.

“I don’t know.” I say.

“C’mon, just around the block.” She taps the seat in front of me. “It’s been so long since I’ve been on one of these.”

I shrug and finish strapping on my helmet. I did what I could. Her husband probably won’t hunt me down for this, anyway.

Breaking in the young girl, part 1[Str8][Mf][Mdom][Fsub][oral][reluc]

This is the next story I wanted to share. My first couple of stories were about sisters, and there is another story to tell about that family, but there are some more stories I should share first for that one to make sense. I’ll include the links to the other stories in the comments, so I’ll keep the intro short. These stories are a mix of fiction and non-fiction.

This story takes place when I was just out of high school, but I won’t include ages of those involved. I’m fairly tall, and at that time I was pretty fit from playing some sports in high school. I’m lucky to have a nice sized dick, at about 7″ and girthy. At the time I’ll admit I was pretty arrogant and self centered. I thought I was pretty experienced with sex, but a lot of what I thought was good came from porn and was obviously not the right way to treat women. I’m not proud of how I acted in this story, but it led to some pretty hot sex from my side.

Muslim Freshman Does Anything to Join University Paper Pt. 2 [Humiliation][Public][Blackmail]

Rhea received a text from an unknown number on a Thursday afternoon:
*Hey, can we meet you at the Katz Library in around half an hour? Wear something flowy, the yellow dress from last time was nice. And if you get cold feet, just remember what encompasses your catalog…*

*btw this is Alexandra*

Alex attached a scanned Polaroid depicting Rhea in all fours being double-teamed by Alex and her co-editor Charles. Rhea got the message.

Inside a large brown brick cube, Rhea made her way up the robust stairs to the nearly empty 7th floor, largely filled with History textbooks. She meekly peaked around each row of books searching for her managing editors.

Rhea eventually found the pair down a dimly lit row. Charles leaned against a bookshelf in a sleeveless shirt, while Alex sat imposingly at a short desk. “You’re late.”

“Sorry, ma’am-miss, er…” Rhea awkwardly bowed her head and walked forward. She heard strange sucking noises but didn’t press the issue.

Alex shifted in her chair. “We’ve called you here to sort out a small issue. Remember how we said you were a shoo-in for the position? Well, that was before we interviewed Marcy.”

[M] First time with an escort [F]

I’ve been looking for awhile and finally took the plunge yesterday. Found one I liked with good reviews so I texted her. She’s also active on Twitter and OnlyFasn so i figured she wont murder or rob me but its still risky of course. She asked me a few questions then called me. Donation was a couple hundo for the hour. Got to her house which was her Aunts house she told me as she kids were at her house. She is 29 and im a 40 yr old guy. She literally answered the door in her bra and underwear and mind you its a good sized city in Western NY and about 6pm but no neighbors were out.

I walk in and hear people in the kitchen. Nervous now even more lol. We go into a small darkish room with a bed and lamp and that’s it. She gets naked and lays on the bed. We talk for a minute then she puts my hand on her pussy. Now when I texted her, she said she doesn’t talk specifics on what she offers but I’ll be satisfied. I read on various websites she gives the best uncovered BJ’s and likes anal so im not worried I won’t have fun.

45 [F] cougar fucked in parking garage by dream boy toy 21 [M], thwarts covid cock block

If I were to head into my cougar lab and design the perfect boy toy (think Dr. Frank N. Furter and Rocky Horror), I’d have spun John right out of a centrifuge. 6’1, with brown curly locks cascading into sparkly brown eyes. Killer smile, with corresponding dimples. Athletic body adorned by washboard abs. It’s gross, I can’t even.

John and I met online (through tinder) weeks after the pandemic landed in Ohio, and shortly before his college returned him home out of state. Thus began a torturous four months long tease, with me hoping (nay, praying) college would return him to Cleveland.

So when he asked me, “are you free today?” all I could think about was resolving this antici…
…pation. We agreed to meet at the Botanical Gardens and walk around, seemingly innocent enough. Maybe people would think I was his favorite Aunt, or maybe even his Mom, if my body language didn’t betray my ill intentions. I think the truth is, most people don’t “think” anything about perfect strangers they see, and certainly don’t assume the worst about them.