Not the Threesome He Had in Mind

When Austin first suggested the threesome, he tried to phrase it as something for both of them, something they would enjoy together. But in reality, all he cared about was finally getting to fuck Jenny, Claire’s stunning, model-like best friend. He could already picture that tight little body beneath him, those perfect lips moaning his name. He knew it was risky, knew Claire might slap him for even suggesting it, but it was worth a shot.

What he didn’t expect was for his girlfriend, Claire, to smile sweetly at the idea, hiding the disgust curling in her stomach. She knew exactly what he was after, saw right through his pathetic attempt to dress it up as something for both of them. But rather than shutting him down, she decided to have a little fun.

Days later, she came back with an answer. “Well, I talked to my friend,” she said casually, watching him perk up with excitement. “And they’re open to the idea… but there’s one little catch.” She let the words hang, dragging out the moment, savoring the way he practically leaned in, desperate to hear more. “They’re not into men. If this is going to happen, you’ll have to look like a woman.”

It gave him pause—just for a second. He wasn’t exactly thrilled about the idea, but the promise of a night with two stunning women was enough to override his hesitation.

And so, here he stood, feeling utterly ridiculous, dressed in the delicate black lingerie his girlfriend had picked out for him. The lace panties clung to his hips, the thin straps resting high, leaving little to the imagination. The matching bra hugged his chest snugly, the soft fabric pressing against his smooth skin, a constant reminder of just how wrong this all felt. His body was completely bare, his girlfriend having taken her time guiding the razor over every inch of him, ensuring not a single hair remained.

Then there were the heels—tall, sleek, and impossible to walk in. Every tiny movement sent a wobble through his legs, the unfamiliar arch forcing his back to curve, pushing his ass out in a way that felt humiliatingly unnatural. No matter how hard he tried to stand normally, the heels dictated his posture, keeping him posed in a way that made him feel exposed, vulnerable.

He could feel the weight of the eyeliner, the tickle of the false lashes every time he blinked. His lips, painted a glossy light pink, pouted without him even trying. The foundation smoothed out his features, leaving his skin looking softer, almost delicate. He barely recognized himself.

A knock at the door made Austin jump. His stomach twisted as he wobbled slightly in his heels, his cheeks burning hot. His nerves were screaming at him, but he forced himself to take a slow breath. Soon I’ll be balls deep in Jenny, and this will all be worth it.

Claire flashed him an amused little smirk before calling out, “Come in.”

The door swung open, and Austin felt his stomach drop. Instead of Jenny’s slim, feminine frame, a much larger figure stepped inside. His breath hitched as his eyes flicked up, taking in the confident smirk, the unmistakable presence. It took him a second to fully process, but when he did, his body went cold.

Mark.

Claire’s ex-boyfriend.

Austin’s breath hitched. Even in these ridiculously tall heels, Mark dwarfed him. The man was a wall of muscle, standing there with an easy, confident grin that made Austin’s skin crawl. He felt tiny, standing there in lingerie, teetering in heels that forced his ass out, his whole body trembling.

Claire let out a slow, pleased sigh, tilting her head as she took in the scene before her. When she finally spoke, her voice was rich with amusement, teasing yet silky smooth.

“Mmm, there you are,” she purred, stepping closer, her eyes flicking between Mark and Austin with a knowing smirk. “You have no idea how badly we’ve been waiting for you…” Her hand slid down Austin’s hip, tracing over the thin strap of his panties before slipping beneath the waistband.

With a slow, deliberate tug, she pulled them down, exposing even more of his smooth, pert ass. “Especially Ashley here,” she added playfully, her fingers ghosting over his bare skin as she turned back to Mark. “She’s been so excited for this.”

Austin’s knees wobbled, his breath catching in his throat. He’d spent all night thinking about fucking Jenny, about stretching her tight pussy. But now, as Claire pulled his panties lower and Mark’s smirk widened, it was obvious—he was the one about to be spread open.