Shifting the Trail
The trail was quiet the way it only gets in the off-season, when the snow stops being something people pay to ride through and goes back…
Funny and chatty crossdressing stories
Stories in Crossdressing tagged funny and chatty, ranked by how many readers finish them. Reads run 13 to 19 minutes. Writers to know: Topaz Consonant, Delta Corner and Crimson Street. Readers usually start with “Shifting the Trail” and “The Tape Recorder”. Some are free to read in full; the rest open with a free preview.
Funny and chatty crossdressing stories, ranked by readers
01 02 The Tape Recorder
I woke up on the floor of an engine room, which is not a sentence I ever expected to type, let alone live.
03 Slam Dunk
The mic squealed when I set it back in the stand.
04 The Buyer's Eye
I got dumped on a Tuesday.
05 The Wrong Hackathon
My name is Kane, I'm thirty-four, and I cook for a living.
06 Mudjack and Lemon Lime
The fluorescent strip over the filing cabinets had a bad ballast, so it buzzed and flickered every few seconds, and Mallory Moreau had…
07 CollarMe
My name is Clay Masterson, I'm twenty-eight, and three years ago I accidentally found out something about myself at a tipsy costume party.
08 Tight Lines
I've been cleaning trains for three years now, and I still can't fully explain to people at parties why I like it.
09 His fragile delivery
Twenty-two years of deliveries will hollow a man out in ways he doesn't notice until one day he's standing in front of a mirror in a truck…
10 The Duck and the Washer
The basement cinema co-op smelled like dust and popcorn butter, the way it always does.
11 Boots and a Dress
The gravel road to the Double Arrow Ranch hadn't gotten any shorter in twenty years.
12 Ash and Turkish Coffee
The tuk-tuk dropped me at the end of a gravel road and refused to go further, which I probably should have taken as a sign.
13 Rehearsal Required
Connor came in the back door at six fifteen and dropped his keys in the bowl by the mudroom hook, the same way he did every night, except…
14 Objection Sustained
*This one came from laughing about how even the best-laid plans get tossed when you're that into someone.
15 Flight Paths and Frills
I'm forty-three years old and I've been staring into the crew break room microwave for about four minutes.
16 The Doorbell Game
Dennis pulls into the gravel lot at six on a Thursday, feeling he is a man arriving at the wrong party.