The Crossdressing Hypnotist

    By Preston Huckstep

    The Crossdressing Hypnotist cover image

    25 Jun, 2024

    a man and a boy sitting at a table eating food and drinking coffee together, with a man in a suit and tie, american realism, a storybook illustration, Annie Leibovitz, cinematic photography

    The father, a stern middle-aged man, was sipping his coffee when he noticed his son sneaking past him, dressed in his mother's clothes.

    a man and a boy in suits standing next to each other in a living room with a coffee cup, american realism, a colorized photo, Christopher Perkins, promotional image

    The son, a teenager with a hint of defiance in his eyes, was a puzzle his father could not solve. His preference for crossdressing was not something his father understood or accepted.

    a boy sitting on a bed in a room full of clothes and a dresser with a mirror on it, postminimalism, a character portrait, Ben Thompson, maximalist

    Later that day, the son sat in his room, surrounded by his collection of clothing and accessories. He decided to help his father understand his perspective, in a rather unusual way.

    a boy standing in a closet with a shirt on and a tie on his shirt rack and a shirt hanging on a rail, american barbizon school, a character portrait, Adam Rex, promotional image

    The son was not transgender; he just enjoyed crossdressing. He decided to use hypnosis to make his father walk in his shoes, quite literally.

    a man in a suit and tie reading a book while another man in a suit looks on from a couch, arts and crafts movement, a colorized photo, Brothers Hildebrandt, promotional image

    The son approached his father, who was deeply engrossed in his book, and subtly started the hypnosis process.

    a man sitting on a couch reading a book to two boys in a living room with a lamp on, heidelberg school, a storybook illustration, Christian Hilfgott Brand, storybook illustration

    The father, under the hypnotic influence of his son, started to experience an urge to try on his wife's clothes.

    a man in a suit standing in front of a closet full of clothes and a suit case with a suit on it, maximalism, a character portrait, Alan Sutherland, maximalist

    The next day, the father found himself rummaging through his wife's wardrobe, picking out clothes and accessories that he felt compelled to wear.

    a man in a suit standing in front of a mirror in a dressing room with a mirror on the wall, arts and crafts movement, a character portrait, Christian Hilfgott Brand, j. c. leyendecker 8 k

    He spent the day crossdressing, experiencing a strange mix of confusion and acceptance as he looked at his reflection in the mirror.

    a young man standing in a doorway with his hands in his pockets and looking at the camera with a serious look on his face, arts and crafts movement, a character portrait, Armin Hansen, promotional image

    The son watched his father from a distance, hoping that this experience would help him understand his son's perspective.

    a young man sitting at a desk in front of a window with a phone and a lamp on it, private press, a character portrait, David Budd, movie still

    He waited anxiously for his father's reaction. He hoped his father would understand the joy and freedom he felt when he crossdressed.

    two men in suits sitting in a living room together, one is looking at the camera and the other is looking at the camera, american realism, a colorized photo, Charles Mahoney, movie still

    The father, still dressed in his wife's clothes, sat down with his son. He felt a strange sense of understanding and empathy towards his son.

    a man and a boy sitting on a couch in a room with a window and a lamp on the wall, american realism, a poster, Elizabeth Forbes, promotional image

    In the end, the father realized that he didn't need to fully understand his son's preferences, but to simply respect them. This unusual day marked a new beginning for their relationship.

    The Crossdressing Hypnotist