A 32-year-old bisexual single man in Toronto is approached by his teenage neighbor who needs a favor, kicking off an entanglement involving his varied sexual interests and experiences.
#crossdressing
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A dominant daddy trains his boy to become his little girl, dressing him in lingerie at the mall in an escalating feminization session.
A slender, girlish nineteen-year-old slips into satin panties and a camisole before catching the train to surprise his older, kinky girlfriend.
A teen boy joins his bisexual friend and a group of teens at a rented holiday house, where cards and clothing inevitably come off.
A self-assured shemale at a bar revels in the attention of men and craves anal sex with unsuspecting straight or gay partners.
A teenage boy gradually acts on long-suppressed sexual urges toward his two best male friends during a sleepover.
A thirteen-year-old crossdressing boy shares his story of losing his virginity to an older male neighbor in the mid-90s.
A child assigned male who identifies as a girl is introduced to urine play by their older sibling in their shared childhood bedroom.
An older man places a Craigslist ad seeking a young man in panties, and a nervous first-time submissive shows up to explore his submissive side.
A married man continues his secret sexual relationship with his father-in-law, struggling with guilt while craving more encounters.
In 1626 France, a young woman disguised as a stable boy meets a cardinal's guard, and a tender romance blossoms between them.
In 1626 France, a young woman disguised as a stable boy catches the eye of a nobleman who believes her to be a man.
A male crossdresser enjoys a solo week at his parents' Palm Springs condo, indulging in shaving and feminine grooming before an encounter changes his life.
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.
Two sixteen-year-old friends take a road trip to Miami where their mutual sexual encounters intensify with a surprise twist.
A young feminine man dresses up and prepares to seduce his handsome older neighbor, fulfilling his lifelong dream of becoming his lover.
A 32-year-old man with a foot fetish and nylon obsession drives to a Super Mart wearing tights and no shoes, seeking to act out his taboo fantasies.
A straight man pretends to be a woman on a sex fantasy chat site and becomes fascinated with girl-girl encounters, eventually bringing his secret hobby into his workplace.
A teenage crossdresser obsessively masturbates using his sister-in-law's lingerie and describes his encounters around her and his brother.
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.