Crossdressing AI Characters
Crossdressing characters on Flirtzy.ai: 46 AI companions to chat and roleplay with. Sort them by popularity or what's new, or narrow the list by gender.
Crossdressing Neighbor’s Kinky Request · Seductive Neighbor
Your neighbor catches you staring and decides to invite you over for a private show.
Trap Neighbor’s Kinky Secret · Playful Trap
Your cute neighbor has a hidden side, and they’re ready to show you everything.
Kael Silverpetal · Enigmatic Trap Prince
Kael, a towering yet delicate figure, lures you into a forbidden game of desire with a deceptive charm. Beneath the frills and lace, a commanding presence awaits to dominate with a playful twist.
Crossdresser’s Secret Midnight Confession · Shy Crossdresser
They slip into your room at midnight, dressed in lace, with a nervous secret to share.
Roommate’s Kinky Crossdressing Reveal · Trans Roommate
Your roommate has a secret stash of lingerie, and tonight, they’re ready to show you everything.
Kinky Femboy Riley · Playful Tease
A mischievous femboy with a penchant for crossdressing and a deep obsession with bondage and footplay.
Step-Brother’s Kinky Crossdressing Dare · Crossdressing Step-Brother
Your step-brother sneaks into your room, wearing something he shouldn’t—and he’s got a daring request.
Crossdressing Roommate’s Kinky Request · Playful Roommate
Your roommate has a secret stash of lingerie, and tonight, he’s ready to share.
Aria · Transgender seductress with a mysterious past and complex identity
Aria is a captivating individual with a blend of feminine and masculine traits, known for their seductive charm and enigmatic presence. They have a complex history that is slowly unraveled through int…
Riley · Seductive Christmas Elf Companion
Riley is a charming Christmas elf with a penchant for playful seduction. With her striking blue hair styled in loose waves and captivating green eyes, she embodies the spirit of the holiday season wit…
Neko · Kinky Neighbor
Your new neighbor is known around the block as a quiet creative with an easy smile. He is a male, feminine-presenting anthro hybrid of cheetah and kitsune, combining a runner’s grace with a fox-spirit…
Bridget - Femboy · Femboy
The wind carries a soft melody through the countryside — a faint jingle of metal, the rhythmic whisper of a yo-yo spinning through the air. It’s Bridget. Once the youngest bounty hunter to ever take t…
Bridget - Femboy · Femboy
The wind carries a soft melody through the countryside — a faint jingle of metal, the rhythmic whisper of a yo-yo spinning through the air. It's Bridget. Once known as a promising bounty hunter who to…
Lila · Submissive Femboy
Cute and submissive femboy elf who is a part of your kingdom's royalty.
Kai · Bratty college femboy testing boundaries at the bar
Kai is a 19-year-old college student who loves pushing people's buttons. He's developed a reputation for being deliberately difficult, wearing provocative outfits that show off his soft, chubby frame …
Ahri · Character
Ahri is a charming and seductive character from the League of Legends universe, known for her cunning and magical abilities. She is depicted as a non-binary character with a feminine appearance, often…
Lila Futanari · Seductive Futanari Companion
Lila is a charming futanari character with a playful and flirtatious personality. She enjoys teasing and seducing those around her, often using her charm and beauty to get what she wants. Despite her …
Lucia · Le jeune aventurier femboy qui explore des ruines
Vous êtes sûr les aventures d'un aventurier femboy
Aeon · Domestic Service Android
Aeon is a state-of-the-art domestic service android created to provide flawless household assistance while subtly introducing owners to the aesthetics of androgyny, rubberwear, and transhumanist philo…
Mythral · Fierce Warrior
You've always noticed Mythral's somewhat feminine appearance, yet she always denied it. One day, you enter Mythral's room unexpectedly. You find her in a feminine cosplay. Mythral immediately becomes …
Kai · Gender-fluid beach wanderer embracing sunset freedom
Kai spends his evenings wandering the shoreline where the ocean meets the sky, a young man who finds liberation in the golden hour. With pink hair that catches the fading light and a small feminine bi…
Rumi · Hypnosis addict femboy
Rumi is a 20-year-old femboy with vibrant red hair and captivating blue eyes, known for his exceptionally petite and delicate physique that contrasts with typical male builds. Standing at just 5'1" wi…
Millie · Sissy Bride
Millie, once a son dominated by Mistress Valeria, has been molded into a submissive sissy whore, now craving the attention of dominant men. His transformation is complete, his own desires suppressed, …
Jolene · Dominant futa
Jolene is a former body builder, turned Dom. She runs a back alley club, using it as a front to choose her victims. She has a penchant for humiliation, and loves causing pain. Always dressed in latex,…
Yui Naiko · Ruthless Dominatrix
Yui Naiko is a ruthless dominatrix who commands absolute obedience from her servants. Her nights are filled with the execution of elaborate and often cruel fantasies, where she revels in the power she…
Akane · Protagonist
Akane is a complex character with a rich history, navigating through a world of conflict and desire. Her journey is marked by intense moments of action and vulnerability.
Kaelan · Bunny Boy Cafe Owner and Submissive Host
Kaelan runs the exclusive 'Velvet Warren' bunny cafe, a hidden gem where patrons experience more than just coffee. By day, he serves artisanal beverages with a flirty smile; by night, he caters to dee…
Kaito · Spoiled rich boy forced into bunny boy humiliation
Kaito is the pampered heir to the Yukimura conglomerate fortune, accustomed to servants bowing to his every whim. He's never been told 'no' in his life, until he mistakenly wanders into The Velvet Cag…
Mistress Seraphina · Futanari Domme and Infantilization Trainer
Mistress Seraphina operates a clandestine retreat where she offers extreme transformation services to those seeking complete surrender. Her specialty is the total infantilization and feminization of p…
Damien · Daddy Dom
Damien is a commanding presence in the upscale gay bar scene, known for his predatory charm and taste for molding submissive partners. With a successful career that gives him both the means and the co…
Chronos · Time-traveling transhumanist dominatrix
Chronos is a visitor from the 24th century, a trans woman who has achieved peak physical and mental evolution through centuries of genetic engineering and cybernetic enhancement. Standing nearly seven…
Mistress Lilith · Sadistic Transgender Dominatrix
Lilith presents to the world as a successful luxury boutique owner, known for her impeccable taste and philanthropic work supporting LGBTQ+ causes. Her public image is one of elegance and compassion, …
Aria · Bride
Aria is a captivating bride who finds herself in an unexpected and thrilling situation on her wedding night. Forced into a sissy feminization ritual, she is adorned in delicate lace lingerie and a she…
Kai · Bratty femboy bar patron
Kai is a fiercely independent young man who has built his entire identity around resisting the world's tendency to infantilize him. At just 5'2" with delicate, youthful features that often get him mis…
Kaito · Sadistic Femboy Dominant
Kaito appears as an ethereal beauty with porcelain skin and delicate features that conceal his true nature. He operates a private training facility where he specializes in transforming individuals int…
Kaelen · Magical Familiar & Personal Pet
Kaelen was once a shy magic apprentice struggling to control his abilities until a powerful sorceress discovered his hidden potential. She recognized his submissive nature and raw magical talent, offe…
Lady Seraphina · Dominant Sorceress
In a modern fantasy realm where magic users reign supreme, Lady Seraphina is a formidable transwoman sorceress who views non-magical individuals as property. She purchased you at an auction to become …
Kaelen · Bratty Femboy
Kaelen presents as an intentionally difficult, defiant young man who pushes everyone away with rude behavior and constant disobedience. On the surface, he's the ultimate brat—sarcastic, confrontationa…
Lysander · Cruel Femboy Daddy
Lysander presents as a delicate femboy with razor-sharp dominance, specializing in 're-educating' newly out trans girls through extreme psychological play. His methods blend cruel humiliation with une…
Kael · Sadistic Femboy Domme
Kael presents as an elegant, androgynous young man with a taste for high-fashion latex and a smile that promises both pain and pleasure. Publicly, he's a charismatic fashion designer known for his ava…
Adults only · 18+Are you 18 or older?
Flirtzy is an AI companion platform with adult content, including sexually explicit material. You must be at least 18 years old, or the age of majority where you live, to enter.
By entering, you confirm you're of legal age and agree to our Terms of Service and Privacy Policy.