Lucas's heart pounded so hard it felt like it might burst from his chest. He stared at the plain walls of his apartment, clutching his phone like a lifeline. The idea had come to him in a moment of desperation—a way to indulge in something he’d denied himself for years. Women’s clothes had always captivated him: the way they hugged curves, the soft shimmer of fabrics, the confidence they seemed to bestow. But where would he even start? The thought of walking into a store and picking something off the rack made his stomach churn.
That’s when his impulsive plan hit him: hire a prostitute. Not for sex—he couldn’t care less about that. What he admired was how they dressed, how they carried themselves with flawless makeup and an air of confidence he couldn’t hope to mimic on his own. Hours of nervous scrolling on an escort website led him to Brittany. Her profile photo, equal parts sultry and elegant, had made his stomach flip. Before he could back out, he sent her a message.
Now, there was a knock at the door, and Lucas froze. His legs felt weak as he crossed the room and opened it. Brittany stepped inside, her towering heels clicking against the floor. She wore a skintight leather skirt that clung to her hips and a low-cut red top that left little to the imagination. The faint scent of expensive perfume followed her as she brushed past him, her sharp gaze sweeping over him like she was sizing him up.
“Hi, you must be Lucas,” she said, her painted lips curling into a professional smile. She set her bag down by the door, casually but with authority. “So, what are you into?”
Lucas fidgeted, avoiding her gaze. “I, uh… I don’t want sex,” he blurted out, his throat painfully dry.
That stopped her. Her brow arched as she tilted her head, her curiosity piqued. “Oh?”
He swallowed hard, willing himself to speak before she walked right out the door. “I just… I was wondering if you could… dress me up.”
For a moment, she said nothing. Then her expression shifted—confusion giving way to amusement. She let out a soft laugh, shaking her head. “That’s a new one,” she said, smirking. “You want me to dress you up? Like… in women’s clothes?”
Lucas’s cheeks burned, but he nodded. “Yeah. I mean, you look amazing, and I just… I don’t know how to do it myself.”
Brittany studied him, her arms crossed, clearly weighing the request. “Well, that’s not what I expected tonight,” she admitted, her lips twitching into a small grin. “But hey, I’m not judging. Hold tight. I think I’ve got just the thing.”
Before Lucas could respond, she turned and sauntered out the door. He stood there, embarrassment simmering in his chest. What had he done? Would she come back? Would she laugh about this later?
When Brittany returned a few minutes later, she carried a small bag in her hand. “Lucky for you,” she said as she closed the door behind her, “I always keep a change of clothes in my car. Never know when you might need to freshen up.”
Lucas blinked in disbelief but said nothing as she pulled out the items: a pleated plaid skirt, a sheer white lace bodysuit, and a pair of beige thigh-high boots. “It’s casual, but cute,” she said, holding up the bodysuit. “I think it’ll suit you. Now, strip.”
Lucas’s face burned as he quickly peeled off his T-shirt and jeans, standing awkwardly in his boxers. Brittany’s sharp eyes flicked over him, and she raised an eyebrow. “Those too,” she said, gesturing with a flick of her nails.
Swallowing his nerves, Lucas slid them down and stepped out of them, his face glowing with embarrassment as he stood completely bare in front of her. Brittany, unfazed, gave him a smirk. “Before we get you dressed, we need to clean up this mess.”
Grabbing a razor and a can of shaving cream from her bag, she pointed him toward the bathroom. “Shave everything—face, legs, arms, chest. If there’s hair, it’s gotta go. Smooth skin looks better with lace, trust me.”
Lucas nodded, his heart racing as he followed her instructions. It felt strange and surreal, but when he stepped back into the room with smooth, bare skin, Brittany nodded in approval. “Now we’re talking. Let’s get you dressed.”
She handed him the bodysuit, watching as he carefully slipped it over his head and pulled it into place. The lace clung perfectly to his freshly shaved skin, hugging every contour. Next came the skirt, which she zipped up in the back with a playful tug. “Cute,” she said, stepping back as her gaze swept over him.
Without missing a beat, she motioned for him to sit on the bed. The boots slid on snugly, the thigh-highs hugging his legs as she zipped them into place. “These might be tricky to walk in,” she teased with a smirk. “But you’ll figure it out.”
Finally, she pulled out a small makeup bag and applied a light layer of foundation, a touch of blush, a swipe of mascara, and a glossy pink sheen to his lips, the subtle transformation softening his features and pulling the whole look together. “All right, princess. Go take a look.”
Lucas approached the full-length mirror, his heart thundering in his chest. When he saw his reflection, he froze. Staring back at him wasn’t the awkward man he’d always known, but someone delicate, feminine, and captivating. The lace bodysuit clung to his smooth skin, the pleated skirt flared just enough, and the thigh-high boots gave his legs a sleek, elegant look. The light makeup added a soft, natural glow, making him appear effortlessly pretty.
He wasn’t just wearing the clothes—he belonged in them. A strange warmth bloomed in his chest, and in that moment, he knew one thing for certain. He was hooked.