Sissy

Stories about the liberating journey of embracing femininity and submission through sissy transformation! Sissy play involves men exploring their feminine side through cross-dressing, behavior modification, and often submission to dominant partners. The appeal comes from the complete transformation, the exploration of gender roles, and the freedom to embrace a different side of sexuality. From makeup and lingerie to complete lifestyle changes, sissy stories celebrate the journey of becoming more feminine, submissive, and sexually available. It's about transformation, submission, and the joy of embracing a new identity!

Forced Feminization

Sissy Cuckold

Forced Crossdressing

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The Sorority's Furry Surrender to Desire

By affagato

RedQuill

The Sorority's Furry Surrender to Desire

River, a dominant figure, uses her hypnotic cock to ensnare three unsuspecting sorority sisters, transforming them into submissive, cock-worshipping sissies. The sisters, initially resistant, are gradually brainwashed through a combination of sensual touch, luxurious fabrics, and River's commanding presence. They are outfitted in UGG boots and fur coats, which serve as symbols of their new servitude and heighten their arousal. The sisters are trained to serve River and her minions, Regina and Bambi, learning to pleasure each other and their Mistress in a haze of submission and desire.

The Sorority's Furry Surrender to Desire

By lutheran

RedQuill

The Sorority's Furry Surrender to Desire

Bakery Visit Turns Ben into Bambi

A man named Ben visits a charming 1950s-style bakery owned by a captivating redhead named Anne, who flirts with him in a way that feels more than just sexual. Anne offers Ben a new pastry she's been working on, which he finds delicious. As he begins to feel sleepy, Anne guides him to a chair and he passes out. The pastry contains a special spice blend that induces a euphoric and sleepy state, allowing Anne to have her way with Ben while he is unconscious. Anne's intentions are clear as she takes advantage of Ben's vulnerable state, hinting at a dark and possessive nature beneath her charming exterior.

Pink Bikini Seduction by the Waves

By rizzlerdick

RedQuill

Pink Bikini Seduction by the Waves

A young man, Leo, is persuaded by his girlfriend, Chloe, to wear a pink bikini at the beach, an act that initially embarrasses him but ultimately awakens a newfound sense of pleasure and identity. He discovers a hidden enjoyment in cross-dressing, leading to a transformative experience that challenges his perceptions of gender and desire.

Unlocked

By bisissy420666

RedQuill

Unlocked

A crossdressing husband is initiated into a month-long training regimen by his BBW wife, who locks him in delicate lingerie and restrictive chastity, gradually introducing him to an expanding arsenal of toys designed to probe and expand his ass in daily sessions. The husband's training includes spontaneous, intimate urination rituals and culminates in sessions where he is guided to swallow his own eruptions, building layers of devotion and surrender in their deepening power dynamic.

The Sissy Maid's Enchanting Estate Surrender

By karencorset

RedQuill

The Sissy Maid's Enchanting Estate Surrender

A crossdresser answers a job advertisement for a live-in sissy maid position, finding herself in a luxurious estate with a distinguished older man. The maid's uniform is short, pink, and frilly, and the employer is immediately appreciative of her appearance. The employer, Jo, is kind and gentle, and the two share a passionate kiss in the foyer. Jo leads the maid to his bedroom, where he admires her body and teases her with his touch.

Your own naughty sissy story

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