Author: Strange-Performer515

A passionate afternoon with the hot older woman I met at the corner store [M22/F38] [hookup] [strangers] [milf] [cheating]

This story takes place many years ago. I had just left university and was living in a small one bedroom apartment in the heart of a major city. The arrangement gave me a great deal freedom for sexual exploration, and as a younger man I took full advantage of the opportunity.

My favorite thing about that apartment was the small neighborhood corner store directly across the street. It was a great place to pick up a hangover cure, and an even better place to meet older women running mid-day errands.

On this particular day I was in search of the former. As I walked in, assaulted by the high-pitched ding of the entryway sensor, I couldn’t help but notice the woman doing business at the counter.

She was older than me to be sure, maybe late 30’s, clad in a set of form fitting teal yoga pants with the top to match. The glimpse I caught was enough to get the wheels in my head turning. Read more »

Emptied by my roommates girl [M19] [F20] [Blowjob] [Cheating] [Nonfiction]

This story takes place many years ago. I was in college, living the dream alongside 7(!) other horny 19/20 year old roommates. My main boy was a guy named TJ who I actually shared my room with. He was cool, skater type kid, but he had recently started seeing this girl we know named Chelsea who was now over at ours all the time.

Chelsea was short, maybe 5’2”, but had the most succulent pair of heaving breasts I had ever seen. Her ass and thighs were well toned from the running she did to break up her time in the arts studio, and from occasional trips with us to the skate park. Her friend group was really close with ours since we were all art kids. It wasn’t rare for us to see each other naked after a long night of drinking, due mostly to us playing a version of the penis showing game from waiting, and the girls love for flashing at punk shows.

One day I got back early from class and noticed I had about 30 minutes until TJ would be done with his class. Living with roommates taught me one thing for sure: jerk off when the opportunity arises, you may not get another shot. I decided I would take advantage of his absence and have a little extended me time. Read more »

Filling her up on the side of the road [M/F]

This story takes place about 8 years ago. At the time things were really looking up. I had a new job downtown, my own place, and I had just started seeing this ridiculously cool girl who I’d met through mutual friends at a party.

Her name was Sophia. She was bold, inquisitive, and not one to take shit from anyone. There was an odd sweetness to the pointed way she moved through the world. It was if she always knew something you didn’t, but she couldn’t wait to share it with you. Her presence and attitude are what attracted me to her initially, and it didn’t hurt that she was also 100% my physical type.

Naturally beautiful, Sophia was a tall, buxom brunette with faded hazel eyes and long, fluttering lashes. The warmth of her rosy, sun-kissed skin gave her face an almost cherubic glow, outdone only by the shining sincerity of the smiles it occasionally featured. The leggings she liked to wear stretched thin across the breathtaking taper of her wide hips, flaring further to reveal her full, luscious ass. Her thighs were thick, meeting only at a single point about halfway down their length and creating the most enticing window of negative space near the puffy edges of her mound. She possessed a statuesque posture that reminded me of the Venus de Milo, causing her stomach to protrude ever so slightly under her heavy yet supple breasts. Thick, shapely, and fiercely witty, I was hooked on this girl from the start. Read more »

Pu[M]ping the punk rock princess [F]ull at the 90’s party

This story takes place back when I was attending college in a midsize northeastern city. Student housing was limited, so most people lived off campus in the row houses that made up the majority of the neighborhoods in the area. As such, the social scene revolved around house parties. They were always hot, they were always cramped, and they were always the most fun I could imagine having at the time.

Having attended several in the area, one weekend, my housemates and I decided it was time we threw a party of our own.

We got the kegs, enlisted our friend’s punk band, and set up a Frankenstein speaker system made of our personal set ups. We weren’t sure how many people would come, but before long close friends and members of the band began arriving. That’s when she walked in.

She was short, maybe 5’1”, with dyed red hair and a rounded face dotted with light auburn freckles. Her eyes were the most beautiful shade of pale blue/grey, piercing and strong with a secret to tell. Her breasts were midsized, proportionate to her petite frame, and her ass made the most irresistible heart-shaped impression in her neon leggings (it was a 90s party). One thing I’ll never forget about her were her impressively sculpted calves, which she said she owed to her fixed-gear bicycle. Read more »

Filling in a coworker upstairs after hours [MF]

New account. On mobile so bear with me. This story took place almost 10 years ago and remains mainstay of the old spank bank. I had just graduated college, and decided to move back home to be closer to family and help out where I could. My gf at the time was a year behind me, and was already in China in anticipation of her study abroad program the following semester. Before she left we decided to stay in touch, but that we could each have our fun while we were so far apart.

I took a job I was overqualified for because we needed the money. The work was physically demanding, and I left nearly every shift drenched in sweat. Things were miserable until one day I struck up a conversation with the cute blonde at the reception desk, hayley.

“Hey, _____” she said first, “we need those boxes upstairs.”

She was on the shorter side, maybe 5’4”, with the most intoxicating light blue eyes. Her smile was crooked and devilish as our gazes met. It wasn’t long before our paths crossed again outside on a smoke break. Read more »