White Boi Learns His Place Stories

339,416 results
Orientation
Length
Source
Infinite Scroll

Open Question

by Kurokami on Sep 16, 2017
Transsexuals & Crossdressers

Author's note: This is my Halloween contest entry, and also my first original story in a while. I'd like to thank the bois in my life, Isabel, Allyourbase, and the real life D, for inspiring me to write this story and being such good sports about proofreading it and stopping me from making too many mistakes. If you like what you read, obviously your votes...

Internet Meeting

by Stillherer on Sep 16, 2017
Fetish

We met on the net. How modern. He was shy and nervous, very much like I was though if anything even more cautious. Being a closet cross dresser with a life outside my apartment door my main aim was discretion and major fear -- discovery. Charles appeared to be perfect for my yearning to fulfill my fantasies and spice up my solo adventures. We chatted online...

The Third Wheel

by Sungmehetu on Oct 29, 2018
First Time

Hey all. You all know me as Sungmehetu, but you can call me Mike. I got a request to write a story for one of the citizens in the chat rooms. After a bit of back and forth, nailing down some details, this is what I came up with. For Jon, It was fun writing this. But now you have to do the next chapters! ***** For the second day in a row I had showed up...

Morning Exercise

by IllaClodia on Oct 30, 2018
BDSM

I wake up to your scent. I can feel your warmth in bed next to me. I look at my phone to see if I'm allowed to wake you yet. It's 7:45, well past your do not disturb time, so I set my phone down and snuggle my ass back against you. No response yet. I start to rub myself gently back and forth against you. I'm rewarded by a quiet growl. I smile and press my hi...

Broken

by AfroerotiK on Sep 26, 2017
BDSM

The feel of the cool cement floor against his face allowed John Anderson to be revived momentarily. Drool pooled beneath his cheek, seeping uncontrollably from the corner of his mouth. A single, uncovered red light bulb hung precariously from an extension cord that had been duct-taped to the ceiling in the middle of the basement, providing the only source of...

The Farm Ch. 02

by Stillherer on Sep 16, 2017
Transsexuals & Crossdressers

Trembling with fear I squat naked on the floor where the man who dragged me down the hall has dropped the lead attached to the collar about my neck. Starting with fright at his every sudden movement I watch him sort through piles of clothing sniffing back cum scented tears. Eventually he holds up a pair of girls panties that he inspects closely. With a sat...

Location, Location, Location...

by DoxyTrainer on Dec 12, 2018
Anal

"This place is a shithole!" Georgia complained about the apartment like this at least once a month, mostly around when rent was due. "Georgia, that remark is an injustice to other shitholes everywhere." She wasn't wrong, it just didn't do any good to complain about it, so this became like many other things had, a game between the three of us. "You do re...

A Bisexual Man's Hidden Secret

by windwriter on Sep 19, 2017
Anal

While walking one evening I saw a friend go into his new neighbors garage. A man walking into another mans garage may not seem odd, but rumors have surrounded this new neighbor since he arrived in town. Everyone says he is gay. He isn't married, nor does he appear to have children, but that doesn't mean anything. He seems quiet and keeps to his self, so no o...

Inaugural Crossdress Sexfight Ch. 03

by danidhotcd on Sep 16, 2017
Transsexuals & Crossdressers

The third match of the season matched me up against another rookie that shared the same name as me. Dani had read my stories on the internet and enjoyed some of my photos on Flickr and wanted a match with me. I guess it would seem pretty enticing as I'm sure he was noticing that I was seemingly now a jobber. I had seen Dani's photos on Flickr as well and we...

Sigma Omega Sigma

by SEVERUSMAX on Sep 16, 2017
BDSM

I had to admit that it sounded a bit silly to me at first. It was a fraternity, right? There would be a little hazing, some kind of initiation, and then we would be welcome members of the local Greek community. Well, as it turned out, I had picked something very different from your standard glorified party club. How was I to know that when I joined them? A...