A Japanese woman in a tomboy outfit at a bar helps her socially awkward guy friend practice talking to ladies, dropping hints for a hookup.
Trans
947 stories.
A young feminine man dresses up and prepares to seduce his handsome older neighbor, fulfilling his lifelong dream of becoming his lover.
An inexperienced man's first encounter with a beautiful transsexual escort in a hotel room, exploring every aspect of her body in a slow, intimate session.
A teenage crossdresser obsessively masturbates using his sister-in-law's lingerie and describes his encounters around her and his brother.
A man invites a gorgeous Black trans woman over for nude poolside sunbathing and sexual play in a private backyard.
A geeky college friend transforms into a stunning woman and reunites with the shallow man who once defended her.
A bigoted straight man picks up a trans woman at a bar and gets bound and fucked as punishment for his prejudice.
A husband discovers his wife has grown a large red cock from her shaved cunt and proceeds to enjoy her rimming and oral attentions.
A 19-year-old discovers his 14-year-old neighbor crossdressing in secret and uses the leverage to coerce sexual favors.
A recently separated man recounts his love of shopping for sexy women's clothing at a charity thrift shop and his journey of self-discovery through crossdressing.
A 34-year-old crossdresser meets a 22-year-old man at Starbucks for a date, revealing fuller curves than advertised.
An autobiographical account of a boy discovering crossdressing and sexual pleasure in feminine clothing from age 7 onward.
After an eye-opening beach encounter, a trans woman's partner becomes increasingly bold in public, culminating in a surprise visit from the woman who started it all.
A teenage boy on hormones from his stepdad embraces dressing as a girl and exploring sex with men, eventually turning tricks at an adult video store.
A hermaphrodite hermit living alone is attacked by an alien who uses their own toys against them.
A bisexual man offers to counsel his friend's teenage son about masturbation, leading to a twisted seduction involving transsexual themes.
Thirteen-year-old intersex Sarah discovers unexpected erections while hiding her penis and begins exploring the confusing new feelings they cause.
Meg from Family Guy, depicted as a futanari, engages in self-pleasure and sexual encounters with her brother Chris.
A married man continues his submissive encounters with a dominant trans woman who has compromising videos, leaving him tormented by shame and arousal.