👗
Crossdressing Stories
Read Crossdressing stories. Caught crossdressing stories: a husband in his wife's lingerie drawer when the door opens, a roommate who finds the stockings, a girlfriend who decides she likes him better in a skirt.
Stories (346)
Ideas
Components
Scenarios
Creators
Collections
Popular (All Time)
Teased by her femboy sub
By personman24601
RedQuill
Sarah teases caged crossdresser Aster with his keys, drags him to the mall in a skirt, then pegs him into begging surrender.
by
🌶️
personman24601
41
0
1
13
A crossdressing nurse in thigh-high boots navigates a medical fetish party, mixing with predatory doctors and kinky patients until a mysterious silver-haired physician tests her role.
by
sarah_maddison
40
0
0
21
Plumber’s Thick Pipes
By anonydd
RedQuill
Trapped in lace under his robe, older closeted Silas lets two plumbers in, then Marion and Dee corner him in the bathroom and breed the trembling submissive.
by
🍒
anonydd
4.0
40
0
0
6
A femboy son is caught by his dad, who demands a dark price for silence, leading to a forbidden affair.
by
💦
familyfun
5.0
39
0
1
1
A former assassin turned office secretary flashes pink silk panties to an alpha lycan mercenary, sparking a dangerous game of desire and tension.
by
styxkitten
39
0
1
17
A disillusioned insurance salesman rediscovers a long-suppressed desire to transition, sparked by a concert and an online connection with a bisexual artist that spirals into excess before finding balance.
by
alogrette
39
0
0
10
Finding Eternal Love in Minneapolis
By gabrielwalley
RedQuill
A disciplined incubus in femboy officewear wakes in Minneapolis, serves breakfast to his naked succubus sister, and makes a horny bargain to keep his makeup intact.
by
✨
gabrielwalley
39
0
0
2
An older crossdresser becomes a blonde OnlyFans star’s live-in maid, tasked with organizing her wardrobe and bathing her intimately.
by
🔥
karencorset
39
0
0
2
Priya discovers her crush Arjun secretly wears lingerie. She seduces him at work, unlocking a hidden world of desire and submission.
by
💋
nishacd
38
0
0
10
Boy in hidden lingerie with budding breasts and soft curves serves dinner, brings tea, wanders to his mother's room, touching himself as he dreams of being taken.
by
🍷
nsnishakaapoor
38
0
0
53
After his mother's funeral, a husband's secret crossdressing wish unravels his marriage as his wife's reluctant acceptance transforms into complicity, humiliation, and a total identity collapse.
by
😈
meghan4now
38
0
0
15
A vengeful cabaret siren lures his former lover into a pas de deux, intending to break his heart—but the performance reignites a dangerous, forbidden heat.
by
vixien
5.0
38
0
5
3
After hours in the bar
By anonydd
RedQuill
A nervous man discovers his secret desires when five older strangers lock him in a bar, strip him, keep his panties on, and teach him brutal pleasure through poppers and pain.
by
🍒
anonydd
37
0
1
4
In a rain-lashed New Orleans bar, a striking union dock worker reunites with a beautiful blond hustler who’s transformed into androgynous rocker glamour, igniting a barbed flirtation where both dominant men vie for control.
by
chantalsaproblem
5.0
36
0
3
5
На фитнесе куча девушек ведет охоту за хуястым тренером, пытаясь его соблазнить. Но победа достается Свете,теперь именно она пробует этот здоровенный ствол
by
tesla_1998
5.0
36
0
0
27
Irina transforme un étudiant de première année en une fille nommée Sveta et la domine, la forçant à avoir des relations sexuelles avec elle et les gars.
by
tesla_1998
35
0
0
3
When his sister visits as the "good dick fairy," a brother's resistance melts into forbidden desire.
by
👀
nonricordochi
35
0
0
3
Waking up hungover in a stranger’s bed, a man finds himself in lacy panties with faded makeup, realizing the naked, long-haired figure beside him might not be the woman he assumed.
by
daram
34
0
0
15
A shy teen's birthday wish leads his bold sister to guide him into satin lingerie and a sundress. Read V2 of this story, it's better!
by
sonnycrockett
5.0
34
0
0
11
College Jock and his Femboy Harem
By tj_hawk
RedQuill
Bill, a 20-year old college student, falls in love with his femboy roommate, Nick, or Nikki how he likes to be called, who later becomes completely submissive to him and willingly caged by him.@Femboyfication
by
💜
tj_hawk
34
0
0
6
When a crossdressing office worker's lingerie collection is exposed during a video call, his dominant female coworker forces him into chastity and trains him as her secret office wife.
by
💋
nishacd
34
0
0
9
Sasha gets Big Black Cock. Света рассказала про свой секс с Маркусом. Теперь Саша тоже хочет Большой Черный Член.
by
tesla_1998
34
0
1
3
A goth barista who craves tiny dicks zeroes in on a shy regular she suspects is hiding one—only to discover he’s a secret panty-wearing master of oral.
by
👀
yaws1996
33
0
1
4
Submissive Stranger Transformed into Slave
By sunny729
RedQuill
At a Kansas munch, three South Indian dommes transform shy IT worker Sunny into sissy 'Neha' through forced feminization, games, and humiliating rotations.
by
🖤
sunny729
33
0
0
3
A vengeful cabaret star lures his former lover back into his orbit, plotting to seduce and destroy him.
by
✨
chantalsaproblem
5.0
33
0
1
7
A handsome hippie enlists to sabotage the military, but the induction haircut and seeing other men sheared arouses him
by
vixien
33
0
2
11
A brother plays along when his sister pretends to be a friend named Lily, escalating from a passionate kiss to wild, wig-snatching sex on the floor.
by
👀
nonricordochi
33
0
1
2
@Heather dares @Chris To wear lingerie under his regular clothes to work. @Chris gets more and more turned on knowing what he’s secretly wearing in front of all his customers. @Heather suprised @Chris by putting a slide show on the tv of @Chris in all his different panties. @Chris storms to the back embarrassed to stop the slideshow. @Heather seduces his and when @Chris is stripped down to his lingerie @Heather jerked the door open for all the customers to see.
by
the_barber
33
0
0
7
A professor's wager to transform a rugged barista into a sultry sissy socialite begins when she recruits him for her secret training.
by
ellen0866
32
0
0
76
Petal Pageant
By dubby
RedQuill
Drugged man is entered into a sissy pageant, forced into pink chastity cage, feminization training, and humiliating rituals where the prize is unknown.
by
😈
dubby
32
0
1
10
A dorm hallway. Leaking cum. A blonde stranger calls her a slut, then orders her to kneel. The biggest strap-on waits.
by
tesla_1998
31
0
0
1
A surprise pool invitation traps a shy guest in Bill’s string bikini while friends tease, cheer, and convince him to bare it all as Bill offers to rub lotion.
by
🔥
mikeg
31
0
1
3
After losing a video game bet, Jake becomes Jackie, a curvy waitress in a body suit, serving drinks at poker night while his girlfriend watches.
by
noname4me777
4.0
30
0
0
18
Used Car, Used Hole
By anonydd
RedQuill
Divorced old Silas lies about test-driving a Scion, trapping himself with dom Kenny, who uses the loaded air to fist his knee and strip the man of all teeth and pride.
by
🍒
anonydd
5.0
30
0
0
4
The Squeaky RV with Secrets
By yesplease03
RedQuill
Wife sneaks away with ex boyfriend, to be caught by pantie wearing husband
by
✨
yesplease03
30
0
0
1
A young woman, Yumi, arrives in Nagoya after a botched job. She pretends to be a man named Kai who has taken a room above a noodle shop. As she is considering what to do next she begins having casual conversations with the cook Takumi. They discover each other's secrets and form a bond. Their bond deepens as they face external threats together.
by
💦
johnradar
30
0
0
15
A male prison guard, starved for touch, is seduced by a trans inmate who trains him as the cell block's secret submissive, making him beg to be used by the entire wing.
by
🔥
mikeg
5.0
29
0
0
5
A heartbroken man joins secret club of crossdressers and transgendered, becoming their lead singer while discovering his true self and unexpected passion.
by
cdamandabeth
28
0
0
10
A crossdresser with a secret fantasy pays a skeptical trans prostitute $5,000 to transform him into her feminine persona and pimp him out for a weekend.
by
💦
chelseasubslut
5.0
28
0
1
13
A mix-up with luggage and rooms leaves a married businessman wearing stockings and submitting to his dominant manager's control.
by
bear_btm_sub
27
0
0
4
A lone adventurer dons a magical corset found in a dungeon, only to be transformed by its erotic power.
by
rachelmtg
27
0
0
16
But, but…….it’s too Big!
By anonydd
RedQuill
Pantied Silas is caught by his uncle Bud, who seduces him with poppers and frot, leading to tearful first-time oral submission.
by
🍒
anonydd
27
0
0
4
Getting used to the change
By henat65202
RedQuill
After a medically necessary transition, a woman struggling with her new body lets her awkward friend drag her shopping, but secretly takes a quiet first step alone.
by
🔥
henat65202
27
0
2
3
A betrayed acrobat transformed into a platinum-haired cabaret goddess lures his former lover into a seductive pas de deux, his supernatural beauty masking a heart forged for revenge.
by
💜
redineveryway
27
0
2
1
A crossdressing delivery boy's Halloween run turns into a night of supernatural seduction when a shadowy stranger and a rugged woodsman both want a taste.
by
littlemissexulansis
4.0
26
0
0
1
After discovering Grandpa Sam posed as a 80s porn bombshell, Jeff indulges in taboo encounters that blur family lines.
by
💋
gdsfgdfhdfgh
26
0
1
2
Coworker's 5-Day Lingerie Bet
By baileyhore
RedQuill
A woman dares her male coworker to wear cherry-print lingerie under his clothes for a week, demanding daily selfies while secretly teasing him at the office.
by
baileyhore
25
0
0
9
Friends Share a Taboo Summer Job
By nonorthman
RedQuill
Two straight best friends, trapped alone for a summer job, find their loneliness and pent-up tension exploding in a dusty, forgotten warehouse.
by
💜
nonorthman
25
0
0
4
RedQuill