The Night Swim
Robbie had rented the cabin off some listing site without ever seeing it in person, which was the kind of gamble he usually lost, but when…
Warm and nostalgic crossdressing stories
Stories in Crossdressing tagged warm and nostalgic, ranked by how many readers finish them. Reads run 12 to 15 minutes. Writers to know: The Ochre Novel, Birch Logic and Cypress Watch. Readers usually start with “The Night Swim” and “Brewer in Heels”. Some are free to read in full; the rest open with a free preview.
Warm and nostalgic crossdressing stories, ranked by readers
01 02 Brewer in Heels
My name is Alex Rosenberg, I'm twenty-four years old, and until a month ago I thought I had a decent sense of rhythm.
03 The Sommelier's Dress
Vic and I had been together two years when the dry spell hit, and it didn't hit like a storm.
04 Another Year on the Lot
I took the tree lot job because my life had gotten so predictable I could schedule my boredom.
05 Sunday Best
The quiet is the thing nobody warns you about.
06 The Reunion Dress
I turned sixty-two this fall, and I figured by then I'd know better than to wear my heart to my own son's wedding.
07 Sand and Smoke
I was thirty-five years old and bored all the way down to my shoes.
08 The Last Lavender Train
The gallery thing had seemed sound when Andy mentioned it that morning, mostly because it got me out of hauling irrigation hose around in…
09 The Dress That Broke the Exes
I want to start by saying I wasn't even supposed to be drinking that night, which is relevant, because everything after this happened on…
10 The Curator's Corset
The fifties are a strange decade for a woman who has spent her whole career handling other people's underwear.
11 The Ridge We Never Talked About
The shuttle dropped us off at the bottom of a gravel track and said nothing about how we were supposed to get up the rest of it, so I…
12 The Suit Fits
I could say I showed up to that diner feeling cool and collected, but that would be a lie, and honestly the whole night was built on me…
13 The Dive Boat Shift
I was twenty-three years old, a second-year elementary school teacher, and on the first Friday of October I locked myself out of my…
14 Pitstop Pretty
So here's how my Saturday went sideways, and honestly I'm still processing it a little.