Alone with Ashley [mf][inc]

[This is a work of fiction. Feedback is appreciated!]

“Later, dork!”

Mom and Dad had barely pulled out of the driveway for their three-week vacation through Europe when Ashley grabbed the car keys off the pegboard and headed for the door. Knowing her, she was going to her friend Simone’s house. She and her friends would “pre-game” there on wine coolers before ending up at some big rager at Brian Conrad’s or David Spilman’s since their parents never cared what they did.

“Where are you going?” I asked from the family room couch, only half interested in the response.

“None of your business!” she called back before reconsidering. “Actually, Simone’s! I don’t know when I’ll be home so enjoy your alone time, loser!” I heard her laugh as the kitchen door slammed shut behind her.

“I hope you crash!” I yelled back.

We’d always been like that, Ashley and I. Sure, we teased each other every chance we got and we had terrible fights, but when it came down to it, we had each other’s backs. She was two years older than me and the popular one of the two of us – the blond girl-next-door, honor roll, captain of girls track, chorus, student council. A good girl with just a little streak of bad running through her.

We shared some beer. [FM] [Vacation]

**TL;DR: Most of the sexy parts are in the second last section :)**

Sometime ago, some friends and I decided to take a camping trip in Canada. One of the girls had a family cabin in Quebec, and after spending two weeks in the woods, we decided to cool down the vacation with four days in Montreal.

As it turned out, I had an old friend dropping by Montreal around that time. About a week and a half into our trip, I was getting cabin fever and needed a city alongside some alone time, so using my old friend’s visit as an excuse, I left for Montreal two days before my friends.

I didn’t end up sleeping with my old friend, he was legitimately just a friend who I had grown up with. We had a rather platonic visit, chatted a bit about work and our families, and we both went our own ways.

With a hotel room to myself, and no evening plans for two days, your mind can get up to a lot of thinking.

The Maid of Honor MILF [pt. 1/2] [MF] [long/descriptive] [Cheating] [public]

A few years ago I flew to Iowa for one of my best friend’s weddings. I was an usher and therefore in the wedding party. There were about 10-14 of us split evenly m/f and the group had a 3 day itinerary leading up to the wedding day.

It’s no secret that every single groomsman or bridesmaid are always scheming which of each other they might need to have a wedding tryst with. But, half of the bridesmaids were already married and the others just weren’t getting my blood flowing – except for the Maid of Honor (MoH). She was the bride’s 39 year old sister, making her much older than the rest of us in our mid-twenties and not really as interested in our revelry as much as she was bridezilla-ing her sister’s wedding. In fact, in the three days leading up to the wedding she was scrambling around being so perfectionist about arbitrary things that she hadn’t really even spoken to many of us. I’d already written her off because I found her so grumpy that I’d kept around the good wedding vibes.

[FM] First anal, also first time cheating.

It happened some time ago, and me and my then boyfriend never had sex properly, only blowjobs, and most of them on the mall’s restroom. He never advanced, and I was eager for more. I’ll not try to justify my cheating here, but, that was the way I found to release some tension.

So, one afternoon, my sister left to some friend’s place, and I was home alone. The guy from the party would go there too, and I wanted him, but not in front of everyone there. So I texted him. I was nervous, but half an hour later he arrived.

I pulled him inside as soon as I opened the door, and jumped on him. I led him to the sofa, and started humping him while kissing, feeling his cock getting harder and harder. We started taking off our clothes, and soon after I was humping him in my panties only, feeling his thick meat between my pussy lips. I started doing my best: teasing the fuck out of him. “Do you want to fuck me? Do you want to cum in my mouth? Naughty boy…”

It’s good to be a dom sometimes, but the roles reversed not long after this.

[M]e and my large breasted [FF]riends

Before I entered my senior year of college, I was introduced to a girl from my hometown who went to the same college as me. I had actually met Emily a few years before in youth group, but didn’t remember her. She knew a bunch of the same people I knew and we met up at an event the local alumni chapter was having. We quickly became friends and frankly at the time, I felt little to no attraction to her. She was a short girl, probably 5 feet tall and a bit on the heavier side. But she had without a doubt in my mind the largest tits I have ever seen.

We hung out a few times that year at school, but she was super immature. She still acted like a high school kid and was very far behind sexually. She only kissed a couple guys by the time she left for college and had never done anything beyond that. At that point in my life I was not ready to dive into that complicated pool. But shortly that would change.

My College Years – Part 1 – Chapter 2 [M] [ANY]

* **[My College Years – Part 1 – Chapter 1](https://www.reddit.com/r/eroticliterature/comments/6uk6kt/my_college_years_part_1_chapter_1_m_any/)**
* **My College Years – Part 1 – Chapter 2**

I had just dozed off when my phone buzzed in my lap five times in quick succession, causing my cock to stir to life. *“UGH!”* I groaned asking myself who would be texting me at 2pm on a Friday. Everyone else is in class, at work, or too lazy to even be awake right now. My eyes were a big hazy, and my mind groggy as I unlocked my phone. Pulling down the notification screen, I saw that Sandy had been the reason for this rude awakening, and its unintentional effect on my now partially erect cock. Sandy had sent me two photos of what appeared to be legal speak with signature lines half way down the second page. The other two buzzes were messages that confirmed where she got the legal papers from.

**Sandy:** *Hey sorry about that, I drove over to Mitchell’s place to ask him to write that contract for me. At first he was reluctant, and thought that you were taking advantage of me and my family’s money, but then I told him that it was my idea, and assured him that you had done everything in your power to try to refuse the payments.*

My College Years – Part 1 – Chapter 1 [M] [ANY]

* **My College Years – Part 1 – Chapter 1**
* **[My College Years – Part 1 – Chapter 2](https://www.reddit.com/r/eroticliterature/comments/6uk94r/my_college_years_part_1_chapter_2_m_any/)**

Hello everyone! I am a writer in my profession, and this is my first foray into erotica. I normally write very technical stuff about very technical things. (Think documentation on aerospace stuff) I am not sure if I will be very good at this, but I wanted to try my hand at a story, so here it goes! Feedback, DM’s and comments are welcome! I am open to it all, so get in touch in one of those methods!

**————————— Story starts here —————————**

Growing up, I was the typical geeky guy who was interested in becoming a programmer that would one day create a startup that would change the world, and subsequently make me a very wealthy man. I would go to sleep dreaming of different apps, games, and services I could create that would kickstart my future life, but I had to make it through engineering school first. I was an average engineering student who was on partial scholarship, and using grant money to fund the rest of my education. My GPA was higher than average, but my sex life most certainly reflected this. With spending so much time studying, writing research papers, and practicing my programming skills writing mods for a game called Skyrim, I had little time for sex, much less any free time to develop a relationship with someone.

She [f]inally did it. [mfm]

My wife (ok gf but I want her to be) and I have been having talks about my fantasy of her feeling more free like she used to be. Her own stories on that demonstrates her incredible potential. The first time we went out with this in mind, she did make it out to the parking lot with a potential. He was a bad kisser and when she tried to grab his cock, he was soft. Idiot. The second time however ….

When we go to a bar, she’s free to flirt or do whatever. She doesn’t usually. And I appreciate that part. She’s picky yet not. Lol. The next time. Wow. Again, she picked someone out and went into the parking lot for “a smoke”. Yes I knew what was going on. She came back with a particular look. And said simple “yes!” He knew what was going on. At least he did at that point. The three of us went back into the parking lot after a couple more drinks and jokes.

[MF] Catching up

We were young teenagers, with hormones raging. Katrina was a cute, but shy brunette that helped out with the track team. I was the all-state distance runner, with the runner’s build. We would fool around from time to time, but nothing much developed from it, as we were young and foolish. She was just too damn cute, so I would never last very long with her. I was too naïve, young, and selfish to know how to go about pleasing her. Once, when she was giving me head, I grabbed her and began to face fuck her. I held her head in place while I spilled my load down her throat…this would come in to play later.

I needed it the right way. [FM] [FM] [Cheating]

**TL;DR: The second last section has most of the sexy parts :) I know it’s long, sorry!**

At the time, I was seeing Ewan. We had gone on dates, and I could feel myself falling for him. Early in the dating, he told a lie to me. I knew I had lost trust for him, but I felt like I loved him and I wanted to hope. He said he cared for me, and so we kept going on dates, even though we weren’t “dating”.

****

I went to Ewan’s house for dinner one night. As I washed the dishes, I felt his hands on my body. He was already hard, pressing his 4″ erection into me.

I rinsed the dish soap off my hands, not wanting to touch him with my cold hands. I didn’t trust him, but when he made me feel desired, I could hope. He slipped his hands under my shirt, turning me around to kiss him. He pressed his erection into my body again, keeping it there as he asked if I wanted to go into the bedroom.