Boston Chat Site Stories

59,864 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

July Diaries Pt. 01

by clear88 on Sep 13, 2017
Exhibitionist & Voyeur

July 3, 2015 My birthday was last week. It was a fun weekend, but I started thinking as one does around birthdays... I've been single for years at this point. Honestly, I am pretty happy in general, and I'd much rather be single than with the wrong person or in a bad relationship. Still, it was nice to be with someone I really liked. I need to be honest ab...

Sext Messaging Ch. 02

by Baxter72 on Sep 16, 2017
Mature

Crissy, my favorite student when I was a substitute English teacher at a New England high school, was now in her first year at Boston University. At her instigation, we had started first an e-mail exchange, then an exclusive chat site just between her and me. As it progressed, the chat site grew hotter and hotter, as indicated in part one, as a result of the...

A Bisexual Haitian Discovery

by Samuelx on Sep 14, 2017
Erotic Couplings

My name is TJ. I am a big Black guy. Standing six feet two inches tall, big and bulky, and weighing two hundred and forty pounds. I have caramel-colored skin and sharp features. I'm quite good-looking, if I do say so. I have a story I'd like to share with you. I read stories about big beautiful women all the time. Well, what about the big handsome men? We ha...

"Little" Sister Pt. 08

by pocketrocket on Sep 19, 2017
Novels and Novellas

Author's note: This is an appendix for "Little" Sister. I have done some revisions and additions to make the story more of a stand-alone, but there are many cross-over characters. For the politically mind, Donald Trump has a bit in part 7. First is a cast of characters, followed by a history of the Richards family and their estate. Cast of "Little" Sister...

Fantasies Fulfilled

by swingerjoe on Sep 19, 2017
Loving Wives

I playfully wrestled on the bed with my wife, Monica, late one night. I had one of her hands pinned above her head while I stretched with my other arm to reach the lamp on our bedside table. Just as my fingertips had barely touched the light switch, she bit me on the shoulder, causing me to recoil. "Ow!" I yelped. "That hurt!" "Don't be such a baby," she t...

Haitian Bisexuality: In The End

by Samuelx on Sep 16, 2017
Non-Erotic

There are those out there who think gays, lesbians, bisexuals and transsexuals don't exist in the Haitian community. Well, I'm here to tell you once and for all that it is a lie. My name is Stephen Yvens Fils-Aime and I am a student-athlete at the Plymouth County Institute of Technology in the city of Boston, Massachusetts. The tale that I am about to share...

Just a Slut in an Uber

by Tosshhh_ on Feb 11, 2019
Exhibitionist & Voyeur

The hot summer day gave way to a cool evening as i opened the door to the uber. She gracefully floated past me into the chic leather interior. As the city lights wished by she wasted no time laying her head in my lap carefully pulling down my zipper one painful click at a time. Moscow mules were heavy on my breath as i made chit chat with the driver in a va...

Angel Slut Ch. 01

by peacekeeper25 on Sep 18, 2017
Erotic Couplings

Looking at myself in the mirror I was determined to make a big change. That's why I moved to Boston. I had to get away from my small red-neck hometown in Maine where everyone knew me as the good girl who always did what was expected. Now I was going to let loose, dress the way I fantasized and let the sex-starved woman I was hiding inside of me out. I knew w...

Black On Black Pegging: Scotia

by Samuelx on Sep 11, 2017
Fetish

Sitting inside the Carleton University library, absorbed in her online research, Nova Scotia native Jessica-Lynn Joseph didn't notice the Black man until it was too late. Moving swiftly, he wrapped his strong arms around her and she yelped in surprise. Clamping his meaty hand over her mouth, he nuzzled her neck. Jessica-Lynn laughed, and playfully smacked Br...

First Time In Heather

by justme007 on Sep 14, 2017
Erotic Couplings

It all started with a simple BBW personal ad. Who knew anyone would be interested in a relationship with a big girl? Meeting online is the norm in today's world. So, when Heather decided to place a personals ad, because she wasn't meeting men, the internet was her first posting. "How hard can it be?" she thought. She started to fill out her stats; 5'4", br...