Transgender stories
Sissy and crossdressing stories are about being seen — the moment the lingerie comes out of the drawer and someone wants her anyway. These transgender erotic stories run from the first pair of stockings pulled on behind a locked door to being caught, dressed and wanted out loud, and they are written as desire rather than mockery.
Sissy stories are the biggest strand here: the roommate who finds the panties, the wife who unwraps her husband's secret and likes what she finds, the landlady who catches her in silk and says nothing for a long moment. Alongside them sit trans women and men written the way everyone deserves to be written — as people someone badly wants.
Free, explicit, and updated daily. Start with the sissy sex stories collection, or browse crossdressing stories if lingerie and secrecy are the point.
Most read in Transgenderthis month
All most read →- Laundromat Forbidden Craving: Her Best Friend's Son8 min · 180 reads · ★ 4.0 (5)
- Lila's Trainer Takes Her Sissy Cock7 min · 128 reads
- Wedding Night Invitation: Their Best Friend’s First Feminization13 min · 21 reads
- Laundromat Glow: Husband Watches Her Claim His Wife11 min · 15 reads
- Climbing Wall Confession: His Roommate's First Feminization13 min · 14 readsNew · on trial
- Caught Skinny-Dipping: Her Stocking Cock Changes Everything7 min · 97 reads
Top rated in Transgenderscored by readers
All top rated →Lila's forbidden hot tub hookup with her best friend's hot dad turns into a wild night of passionate sex.
Friends with benefits turns into rough anal sex when a hot trans woman pounds her guy on her yacht.
A shy 24-year-old office sissy in a pink maid dress finally gets fucked by her 32-year-old online daddy.
A divorced trans woman fucks her best friend's eager 22-year-old son at a late-night laundromat.
A 42-year-old husband watches a hot 29-year-old trans woman fuck his eager wife.
A 28-year-old groom and his 27-year-old bride dress their 29-year-old best friend as a eager bride for a hot transgender threesome on their wedding night.
Renata, a 26-year-old, gets caught by his 28-year-old roommate Darius dressed in sexy lingerie on their climbing wall and begs to be fucked as his pretty sissy.
Xavier, a 34-year-old executive, reunites with his 29-year-old trans ex Nadia at the office party and eagerly surrenders as her sissy.
Mark's best friend Petra, 29, finally surrenders her sissy body to him in the moonlit pool.
Under the harvest moon, 42-year-old accountant Barrett eagerly lets his rugged 39-year-old neighbor Derek fuck him senseless as a sissy.
Shy 28-year-old Cody lets seductive 32-year-old trans woman Priya dress him in lingerie and fuck him senseless at the night market.
Best friends Theo, 28, and Sullivan, 26, trade dates for a hot night of feminization and raw anal sex on their yacht.
Yara catches her 28-year-old best friend fully dressed in lace and begs to fuck him.
In the darkroom, 28-year-old Dante watches his 26-year-old best friend Gwen finally reveal her transitioning body and they cross the line together.
Priya, his best friend's 48-year-old trans stepmom, turns 22-year-old Ravi into her eager sissy on their road trip.
Yara, 28, wins the bet and claims her eager 32-year-old roommate Cody's sissy ass all night.
A shy 24-year-old office sissy in a pink maid dress finally gets fucked by her 32-year-old online daddy.
Recent grad Warrick gets caught by 38-year-old trans woman Petra in her lingerie and takes her cock for the first time.
Stranded trucker Otto hooks up with hot 26-year-old trans woman Marisol in her food truck.
A curious 32-year-old guy has passionate first-time sex with a 28-year-old crossdresser in a Cumberland motel.
Best friends Paulina and Wesley cross the line when she dresses like his slutty girl in their tent.
A gay man in pink lingerie gets bent over and fucked hard by a hot fishing captain.
A photographer transforms and passionately fucks his shy 24-year-old trans student in the studio.
Renata takes her best friend's sissy brother for his first time on a yacht.
Shy crossdresser Nadia gets her first lesson from neighbor Gideon.
Shy Emmett explores femininity with his trans neighbor.
Caught skinny-dipping by his sister's hot trans friend, her stocking cock changes everything.
Xavier reunites with trans woman Harriet, whose silk stockings awaken his eager sissy desires.
Reader questions
Where can I read free transgender stories?
MyEroticTales offers 78+ free transgender erotic stories with new stories added daily. No signup or payment required.
How often are new transgender stories added?
We publish new transgender stories every day. Check back daily or subscribe to our RSS feed to never miss a new story.
Are these transgender stories free to read?
Yes, all 78+ transgender stories on MyEroticTales are completely free to read with no registration required.