Sissy slut makeover. It all started with a bet, well, more of a dare. Ethan and I were sprawled on my living room floor, surrounded by piles of nail polish, laughing about the impossible lengths some people went to for a thrill. His laugh had that low, easy confidence, and I’d been determined to shake it. “I bet you would pull so much dick if you were a girl.” I’d teased, swirling my wine glass.
Ethan’s eyebrow arched, the challenge glinting in his eyes. “Oh, I could pull it off. Besides, I had sex with professor Greene back in college, and she was lesbian.” he shot back, grinning. That’s how I ended up wielding eyeliner like a weapon, my makeup kit scattered across my vanity. Ethan sat there with his face tilted up, patient. He also had the kind of jawline that usually didn’t need contouring. Tonight, I was transforming him into my masterpiece, the perfect sissy slut makeover story. I smudged a dusky shadow across his lids, added a flick of liner so precise it should’ve earned me a medal and finished with lipstick a few shades darker than cherry. “You’re actually kind of hot,” I said, stepping back to admire my work. He twirled a lock of the wig I’d plopped on his head and long, dark waves cascaded over his shoulders.
“Hot, huh?” His voice was softer now. The outfit was perfect. My favorite little black dress clung to every curve and showed off legs that would’ve made even me jealous. I threw in a pair of thigh high boots that Ethan stumbled in his first attempt at walking in them. By the time we were stepping out of the cab and into the pulsing heart of the city, I wasn’t sure if my stomach was hurting from the laughter or the nerves. The club was alive with energy. It was vibrating in my chest as a sea of bodies moved in sync. Ethan clung to me at first, his confidence teetering on those precariously high heels. I threaded my arm through him, guiding him toward the bar. Heads turned as we passed, eyes lingering on him longer than they did on me.
Ethan clung to me at first. His confidence teetering on those precariously high heels. I threaded my arm through his, guiding him toward the bar. Heads turned as we passed, eyes lingering on him longer than they did on me. “See? Told you you’d be a knockout,” I whispered, brushing my lips against his ear. He laughed, a little glow filled him like I had never seen before. But it didn’t take long before someone approached, the sissy slut makeover had done its job well. A guy with sandy hair and dimples that wouldn’t quit. “Hey,” he said, leaning in closer to Ethan, his eyes sparkling with interest. Ethan played along, his voice a lilting mimic of my own. Watching him flirt—her flirt—was intoxicating. They leaned into it more than I expected, batting those impossibly long lashes and tilting his head in such a feminine way now, certainly into each other.
The guy leaned closer, whispering something that made Ethan throw his head back in laughter. His hand brushed against Ethan’s knee, and I felt a strange pang in my chest. When Ethan caught my eye, though, his expression softened. I arched an eyebrow and tilted my drink in his direction, mouthing ‘Do it”. There was something in his gaze as he nodded. Something almost sensual and powerful from his sissy slut makeover flowed through him as he led the guy by the hand into the bathroom and finally kissed him. When they finally came out of the bathroom Ethan was glowing, he made his way back to me, his cheeks flushed from more than just the alcohol. His red lips swollen and slightly smeared. “You slut! Tell me everything… ” I said. ” It will be our little secret.”
Maybe it was the adrenaline, or maybe it was the way the night had unfolded? Do you think he went all the way? Will that be the last time he wears one of my dresses?
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