⚧️
Transgender Stories
Read stories about the journey of gender identity and the celebration of authentic self-expression that honor the transgender experience! Whether exploring transition, gender affirmation, or the unique dynamics of transgender relationships, these stories celebrate courage, authenticity, and the beauty of living one's truth.
Within Transgender
Stories (328)
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Popular (All Time)
A man reveals his secret crossdressing identity to his new girlfriend over a romantic dinner, leading her to request a transformation that ignites a new chapter of intimacy, acceptance, and kinky exploration.
by
rachelmtg
5.0
198
0
0
13
Vinod Sharma, a man desperate for a job, finds himself in a predicament when the only position available requires him to present as a woman. The job offer comes with a generous salary, company housing, and the stipulation that he must live and work as a transgender woman for a year. The offer is made by Jiya, the alluring and dominant CEO, who is accompanied by her equally captivating secretary, Meena. Vinod, now known as Veena, is taken under Meena's wing for a day of transformation, including ...
by
💋
nishacd
198
0
1
7
Karen, a male crossdresser, undergoes a full makeover at his favorite beauty salon, including a full body wax, makeup, and wig application. He then dresses in a sexy, short bodycon dress and goes to a gay sauna, servicing as many guys as he can at a gloryhole, all while his own hard cock strains in his silk panties under his tight dress.
After Karen's full makeover, he goes to the gay sauna Arrows at Rydalmere, where he services multiple men at a gloryhole, all while his own hard cock strains i...
by
karencorset
192
1
0
5
Femboy Roommates' Raw Confession
By clankcaster
RedQuill
Two transformed femboy roommates, who've shared everything but a kiss, finally seal their raw, lesbian connection with their first real embrace.
by
🔥
clankcaster
187
0
0
11
Oliver, a man who secretly wears women's underwear and engages in nipple training, grapples with his identity and sexual desires after a transformative vacation with Brian. He explores themes of gender fluidity, sexual dependency, and the allure of anonymous encounters as he navigates his newfound fantasies and seeks to understand his own desires.
Oliver's journey takes him from the familiar routines of his daily life to the thrill of public displays and the tantalizing prospect of meeting a st...
by
✨
dragosani
186
2
0
10
A powerful executive hooks up with a big-dicked T-girl, but discovers that she is her new secretary.
by
🔥
grickdil
5.0
184
0
2
12
Susan, frustrated by her boyfriend Andy's persistent requests for a threesome, agrees on the condition that she chooses the other participant. She selects her transgender friend Eva, who Andy is unaware is trans.
by
🍒
aero84
5.0
182
0
0
7
The Healing Seed
By jjjjjk
RedQuill
A student at a magic school, Amy, is on an adventure to collect magical ingredients for her graduation thesis. She is paralyzed by a poison from a monster, and is rescued by a pilgrim doctor, Dr. Patrick, who offers to heal her with his semen, which has divine healing properties. Amy, desperate to be healed, accepts his proposition, and they have sex. Amy is a virgin, and Dr. Patrick deflowers her. Amy is healed, but Dr. Patrick leaves out a crucial detail: his semen has a high chance of causing...
by
🍷
jjjjjk
172
0
0
4
A transgender woman and her boyfriend risk exposure in a bar bathroom as he worships her, fueled by the oblivious women gossiping just outside.
by
💦
icemonke
169
0
3
28
A man hides his girlfriend's identity from his family as her insatiable, urgent hunger for him takes over his old bedroom the moment they arrive.
by
writer7212
5.0
160
0
1
1
A curious English crossdresser, Jade, connects with a mysterious stranger online who seduces her and moulds her to his desires.
by
storyjade
5.0
159
0
0
16
A Sissy's Awakening
By lopbunny
RedQuill
A man's deepest fantasy of sissification comes to life as his wife transforms him into the woman of his dreams, complete with satin panties, wigs, and makeup. He is introduced to a dominant alpha male who takes him for a deep anal fucking after a humiliating cock sucking session, all while being reminded of his new sissy beta role and the true nature of his desires.
by
lopbunny
154
0
0
13
Three straight guys exploring a legendary sex bunker are forced to take gender-swap pills, then get claimed by the resident Black dommes for a night of sissy training and submission.
by
morgasmthegreat
4.0
154
0
3
10
A transgender woman, Simone, is outed by a woman she works with, Toni, who then offers to help her transition while also taking advantage of her in a BDSM relationship. Simone is verbally degraded and praised while being bound and pleasured.
by
dommedic502
154
0
0
8
Unexpected Desire in the Hotel Shadows
By cwcooper85
RedQuill
A 40 year old man on a work trip finds himself in a hotel bar. He meets a tall, dark haired, tattooed woman in a short black dress and high heels. They flirt and he walks her to her room. They make out in the elevator and in her room. They grope each other and he touches her thigh. She stops him, revealing that she has a thick, veiny, hard 7 inch cock. He is shocked but turns on. He sucks her cock, gagging a few times as she fucks his mouth, shooting cum down his throat and on his face.
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❤️🔥
cwcooper85
5.0
152
1
0
11
Michael, desperate for cash, transforms into Karen, a crossdressing escort, and lands a double booking with Joe and Rick, two men who instantly choose her for the night. Karen navigates the complex dynamics of servicing both men, exploring themes of power exchange, submission, and the thrill of fulfilling a forbidden fantasy. The narrative delves into Karen's internal struggle and eventual embrace of her role, as she performs oral sex on both men and is guided through a series of intimate acts.
by
karencorset
5.0
152
0
1
6
Frat Party Slut Used by Everyone
By jullius
RedQuill
A shy boy’s secret kink becomes his public shame when frat guys use him for a brutal, all-night gang-bang.
by
🍑
jullius
144
0
1
3
Roommate Catches My Secret
By scrat
RedQuill
A man's hidden anatomy is exposed when his roommate accidentally walks in on him, shattering his carefully constructed life.
by
💦
scrat
5.0
144
4
1
13
A straight white guy falls in love and has his first encounter with a transwoman.
The air in my apartment was thick, charged with a nervous energy that had been building for weeks. Ever since I’d met Elara at that indie bookshop, my world had tilted on its axis. She was witty, devastatingly beautiful with her sharp cheekbones and eyes the color of stormy seas, and she had a laugh that felt like sunlight breaking through clouds. We’d talked for hours that first day, about everything and nothing....
by
🫦
jamesdor1972
143
0
0
5
A cute freshman is forced into being a cheerleader named Thalia. Thalia realizes she is a transgender woman and has countless desires awoken.
by
💫
hazeyhazel
5.0
141
0
0
9
A stranded hitchhiker sparks with a tough rancher, diving into a deadly conspiracy over water rights and a luxury resort.
by
aerojay72
138
0
0
9
Ross, a crossdresser, checks into a luxury hotel and decides to go out in public in a dress and makeup. He gets locked out of his room and is helped by a hotel manager who takes advantage of the situation and has unprotected anal sex with him. Ross enjoys the experience and invites the manager back to his room later that night and things go gonzo from there...
by
🫦
sonnycrockett
137
0
0
14
A feminist professor's intellect unravels under colored lights as her colleague orchestrates her descent into bimbo bliss.
by
👀
jamesmackay1
134
0
3
2
From Dark to Light
By geminiboy
RedQuill
Ky, a white trans man, is in a psych ward for anxiety and hypersexuality mistaken as sin; Jeremiah, an older black man, gives him the life he deserves.
by
🖤
geminiboy
133
0
1
48
Uncle's Perfect Pet
By cockhound1967
RedQuill
A dominant uncle grooms his nephew with body mods and vitamins, then claims him as his perfect pet.
by
🖤
cockhound1967
2.5
131
0
1
5
Dinner With My Friend And Her Boyfriend
By oriprism
RedQuill
A transgender woman fears her best friend will out her during a charged dinner with the friend's boyfriend, turning the tense evening into something else.
by
❤️🔥
oriprism
131
0
0
22
A tense woman melts under her masseuse's skilled, sensual touch—until a whispered offer blurs all professional lines.
by
👀
jackmann1973
130
0
6
1
A Sissy's Awakening
By sissy_lizzy
RedQuill
A man's deepest fantasy of sissification comes to life as his wife transforms him into the woman of his dreams, complete with satin panties, wigs, and makeup. He is introduced to a dominant alpha male who takes him for a deep anal fucking after a humiliating cock sucking session, all while being reminded of his new sissy beta role and the true nature of his desires.
by
🌶️
sissy_lizzy
5.0
128
0
4
1
Becoming Clara
By justme2102
RedQuill
Becoming Clara follows the emotional and physical transformation of a trans woman struggling to shed the deeply ingrained, masculine habits of her past identity, Thomas. While she has begun crossdressing in secret, she finds herself trapped by years of muscle memory—her stride is too heavy and her posture too rigid, causing intense frustration. Seeking a fresh slate, Clara takes a monumental step forward by starting Hormone Replacement Therapy (HRT). However, because her anatomy remains a major ...
by
justme2102
5.0
125
0
0
10
FBI agent Mary goes undercover as a slutty party girl to unmask a cartel's faceless leader, but discovers the kingpin is actually the beautiful woman she's been flirting with.
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🔥
grickdil
5.0
124
0
7
8
A stressed husband's energy checkup becomes a hormonal recharge when his petite shemale proctologist insists on demonstrating a hands-on prostate massage with her own impressive tool.
by
🖤
lyttaren
5.0
124
0
0
7
Michael, a man seeking a fresh start in Grove City, Columbus, Ohio, finds unexpected connection with Joe, a gym friend who harbors a secret attraction to crossdressers and sissies. Their bond deepens as Michael, under the name Karen Corset, embarks on a daring date with Joe, leading to a night of intense exploration and discovery.
Michael's transformation into Karen Corset is a journey of self-discovery and seduction, culminating in a passionate encounter with Joe. The narrative delves into the...
by
🔥
karencorset
118
0
0
7
Luna's way into porno. Олег приезжает в отпуск из Канады в Москву и встречается с 18-летним кроссом. Кто бы мог подумать, чем все это дальше обернулось...
by
tesla_1998
116
0
1
36
Zoeys Homecoming of Desire
By gertkvist
RedQuill
A married couple, Bill and Betty, transform their rebellious son Zed into a daughter named Zoey through a secret organization called the Institute.
by
🔥
gertkvist
116
0
0
17
The world where Dickgirls have huge cocks and fucks guys
by
💜
amastrokes
5.0
115
0
0
13
Casey and his wife have fantasized about cucking but never done it. His big-dicked stepsister Annie fulfills their fantasy and takes control.
by
🔥
grickdil
5.0
112
0
1
8
In the quiet of a late-night train carriage in 1950s England, a man and a woman, both harboring secret desires, find unexpected common ground. Their clandestine conversation reveals a shared longing for expression and freedom, leading to a daring proposition to exchange clothes and, for a brief moment, lives.
by
🖤
ashmanken007
110
2
0
4
Femboys Secret Prison Submission Awakening
By oritcohen130
RedQuill
A delicate hacker serves his sentence in a violent prison, his revealing clothes catching the eye of a dominant cellmate.
by
🖤
oritcohen130
110
0
0
26
Cuckolding Roommate Roulette
By yuanbl
RedQuill
After his girlfriend becomes student council president, a college guy's drunken roommate party leads to secret balcony sex with his buddy's dance-major girlfriend.
by
💫
yuanbl
109
0
7
1
A young man surrenders to a forbidden ritual, dressing in his absent mother's lace and silk while grappling with the shame and arousal that have defined his secret life.
by
ellen0866
107
0
1
54
Bound by Silence, Facing Fear
By moody-maude
RedQuill
A trans woman is wrongfully arrested and interrogated after a trans rights march, accused of vandalism she did not commit. The narrative delves into themes of power dynamics, restraint, and humiliation through the use of BDSM elements such as bondage, forced strip searches, and invasive body searches. The story explores the psychological and physical torment experienced by the protagonist as she navigates a system designed to break her.
The protagonist is subjected to various forms of restraint...
by
🖤
moody-maude
107
0
0
5
A tense professional woman seeks relief from a masseur, only to find herself in a sexual encounter that she did not expect.
She falls asleep during the massage, and the masseur discovers she is trans.
The masseur becomes aroused and turns the massage into a sexual encounter.
The sexual encounter involves anal sex and manual stimulation of the penis.
The masseur ejaculates inside of her, leaving a creampie.
by
🍒
aero84
105
0
0
6
A husband's betrayal strands two friends in a Pattaya strip club's debt, where one must transform into the club's star performer while the other fights for her freedom.
by
💋
nishacd
103
0
0
4
Morgan finds her happiness
By fatjasonbourne
RedQuill
A recently single trans woman, Morgan, attends a wedding alone and catches the eye of Harry, a charming man who is immediately drawn to her. They share a passionate night together, exploring each other's bodies and desires, with Harry accepting Morgan's trans identity with ease. Their encounter leads to a deeper connection, with Harry expressing interest in taking Morgan on a proper date, hinting at a potential relationship.
by
🍒
fatjasonbourne
101
0
0
5
A recently divorced man nursing a lonely whiskey catches the attention of a confident, blue-haired stranger who slowly seduces him at the bar.
by
daram
3.5
99
0
0
22
In a world where Michael is the only male in his office, he secretly indulges in crossdressing, finding solace and excitement in the feminine attire he wears in private.
He attends a masquerade ball in disguise as a woman, where he encounters a coworker who is also in costume, leading to a night of flirtation and mistaken identities.
The two share a dance and a connection that neither could have anticipated, as Michael navigates the thrill and danger of his secret identity being revealed.
by
🔥
karencorset
99
0
0
18
Behind Kaya's confident veneer lies a deep darkness. But an unseen force—and an unexpected love—might finally save her.
by
saraerotic
5.0
96
0
2
14
A transgender woman’s secret crush on her straight roommate explodes into a forbidden affair after a drunken revelation.
by
😈
andij
96
0
0
55
RedQuill