My Boyfriend Gets A Frilly Makeover

Trans-Dominant; Sissy Training

Laila had always been a fashion-forward and bold individual.  She loved experimenting with different styles and pushing the boundaries of traditional fashion.  When she met her newest boyfriend, she couldn’t resist putting her unique touch on him.

His name was Juan, and he was the complete opposite of Laila.  He was reserved, shy, and had never really been interested in fashion.  


One day, Laila invited Juan over to her apartment for a surprise.  As he walked through the door, he saw a rack of clothes in the middle of her living room.  Laila stood beside it with a mischievous twinkle in her eye.

‘Okay, close your eyes,’ she said, holding out her hand.  Jake hesitated for a moment before closing his eyes and placing his trust in Laila.

When he opened his eyes, he saw a black leather dress hanging on the rack.  He couldn’t believe his eyes.  Did Laila wanted him to wear a dress?  He looked at her, his face full of confusion.

‘Do you trust me?’ Laila asked, smiling mischievously.

Jake hesitantly nodded his head, still unsure of what was happening.

Laila proceeded to dress him in the sexy dress.  Jake couldn’t believe what he was wearing but surprisingly, he didn’t feel uncomfortable.  Laila’s infectious energy and confidence had a way of making even the most outrageous things seem normal.

‘There, now you’re ready,’ Laila proclaimed, admiring her work.

She took Jake by the hand and led him outside where she proceeded to take pictures of him in all sorts of poses.  At first, he was uncomfortable but he started to relish in this new found femininity. 

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