Andy's Vacation Makeover

Micheal wins a vacation - a couples vacation he entered before his wife ran off with another man. Andy is out of work and desperately needs a break. Michael offers to take Andy - but Andy can only go if he Crossdresses and pretends to be Michael’s wife. Fortunately, Andy can fit into all the ex-wives clothes and Michael pays for a complete makeover that turns Andy into a knock out sexy pretend wife. Sexual tension builds over the course of the vacation

Michael tossed the airline tickets across the table, a smug grin on his face. "All set. We're all in, partner." Andy looked up from the coffee he had been nursing, eyes wide. "You're sure about this, Michael? They’ll be expecting a woman." Michael chuckled, his eyes gleaming with a mixture of amusement and lust. "None of the other couples know us from Adam. My ex's clothes will fit you just fine, and the makeup artist did a hell of a job. You’re a fucking knockout, Andy. They’ll never guess." Their eyes locked for a moment, the tension thick and palpable. Andy shifted uncomfortably, feeling the silk of the ex-wife's lingerie against his skin. It was like a different world, and Michael’s gaze made it even hotter. A knock at the door broke the silence. Michael got up to answer it, returning with a bottle of champagne. "We should celebrate," he said, popping the cork. He poured two glasses, handing one to Andy. "To new beginning," Michael said, clinking glasses. As Andy took a sip, Michael’s eyes lingered on his lips, then traveled down, taking in the curves accentuated by the lingerie. The air grew heavier, the room smaller. Michael set his glass down, his hand reaching out to trace the lace edge of Andy's bra. Fingers gently brushed against the sensitive skin, sending a shiver down Andy's spine. "It's not too late to back out," Michael murmured, his voice low and husky. But his eyes said otherwise, dark with desire. Andy's breath hitched, his body responding to the touch, the promise in Michael’s eyes.

Michael's fingers teased the edge of the lace, tracing the outline gently, deliberately. Andy's skin prickled with the light touch, each nerve ending firing with heightened sensitivity. The room seemed to spin slightly, the champagne and the intensity of Michael's gaze combining to make Andy's head swim. The silk against his thighs rustled softly as he shifted, the sensation of the fabric gliding against his skin amplifying the tension. Michael's hand moved lower, tracing the curve of Andy's waist, then the hip, before sliding around to the small of his back. The pressure was firm, possessive, pulling Andy closer. The heat of Michael's body radiated through the thin fabric of his shirt, the contrast with the cool silk making Andy's breath catch. He could feel the hard planes of Michael's chest, the steady beat of his heart, and the growing bulge against his thigh. Andy's own body responded, a warmth pooling in his gut, spreading downward. His breath hitched again as Michael's thumb found the sensitive spot just below his ribcage, rubbing in slow, deliberate circles. The touch sent sparks through his nerves, making his knees weak. He leaned into Michael, his body pressing against the hard lines of Michael's form, his own erection growing more insistent. Michael's other hand cupped Andy's cheek, tilting his head up. His thumb brushed against Andy's lips, tracing the soft curve. Andy's mouth parted slightly, his tongue darting out to taste the salt on Michael's skin. The taste was electric, sending a jolt of desire straight to his core. He leaned into the touch, his body aching for more. Michael's breath hitched, his eyes darkening with lust. His hand slid from Andy's cheek, down his neck, his collarbone, before wrapping around the back of Andy's neck, pulling him in for a kiss.

Michael's lips crashed against Andy's, hungry and demanding. Andy melted into the kiss, his hands fumbling to grasp Michael's shoulders, pulling him closer. Their tongues clashed, exploring, tasting. Michael's hands roamed, one gripping the back of Andy's neck, the other sliding down to squeeze his ass, pressing their bodies tighter together. Andy could feel every ridge, every pulse of Michael's hardness against him. The kiss deepened, becoming a battle of tongues and teeth. Andy's head spun, his body on fire. He could feel the dampness of his own arousal seeping through the silk thong, the fabric sticking to his skin. Michael's hand slipped under the lace, gripping his bare ass cheek, kneading the flesh. Andy gasped into the kiss, his hips jerking forward, seeking more friction. Michael broke the kiss, trailing his lips down Andy's jaw, his teeth nipping at the sensitive skin. Andy's head fell back, exposing his neck. Michael took advantage, his mouth latching onto the pulse point, sucking hard. Andy moaned, his hands clenching in Michael's hair, holding him in place. The sensation of Michael's teeth and tongue on his neck sent waves of pleasure through his body, making his cock throb. Michael's hand moved from Andy's ass, sliding around to the front of his thong. His fingers hooked into the waistband, pulling it down slightly, just enough to free Andy's cock. The sudden rush of cool air on his heated skin made Andy shudder. Michael's hand wrapped around him, stroking slowly, teasingly. Andy's hips bucked, seeking more pressure, more speed. But Michael kept the pace slow, torturous. "Michael," Andy panted, his voice hoarse with need. "Please." Michael chuckled, his breath hot against Andy's neck. "Please what, Andy?" he murmured, his hand stilling. Andy whimpered, his body aching for release. "Tell me what you want," Michael demanded, his voice a low growl. Andy's mind raced, his body screaming for more. "I want..." he started, his voice barely a whisper. "I want you to touch me. To make me come." His cheeks flushed with embarrassment, but his body betrayed his words, his hips jerking forward, seeking Michael's touch.

Michael's eyes flashed with a primal hunger, his grip on Andy's neck tightening, possessive. "Fuck, you're sexy when you beg," he growled, his hand finally moving, stroking Andy with firm, confident strokes. Andy's body jerked in response, a groan tearing from his throat. The pleasure was intense, electric, coursing through his veins like wildfire. Michael's mouth found Andy's again, swallowing his moans, his tongue mimicking the motion of his hand. Andy's body was on fire, his hands grasping at Michael's shirt, trying to pull it off, needing to feel skin against skin. Michael broke the kiss just long enough to rip his shirt over his head, then his mouth was back on Andy, his tongue exploring, claiming. Andy's hands roamed Michael's chest, his fingers tweaking nipples, tracing the lines of muscles, feeling the heat of his skin. Michael's hand on his cock sped up, his thumb circling the sensitive tip, spreading the bead of precum that had formed. Andy's hips moved in sync with Michael's hand, his body chasing the pleasure, the release. Michael's other hand snaked down, grabbing Andy's thigh, lifting it, opening him up. Andy gasped into Michael's mouth, his body shuddering as Michael's fingers found his entrance, circling, teasing. Andy's body tensed, his breath hitching as Michael's finger pushed in, slow, deliberate. The sensation was overwhelming, his body stretching, accommodating, the pleasure-pain making him see stars. "Michael," Andy gasped, his body trembling. "Oh, fuck, Michael." Michael's finger moved in and out, slow, torturous, his hand on Andy's cock never missing a beat. Andy's body was a live wire, every nerve ending screaming, his body coiled tight, ready to snap. He could feel his orgasm building, his body tensing, his breath coming in short, sharp gasps. Michael's mouth moved to Andy's ear, his teeth nipping at the lobe. "Come for me, Andy," he commanded, his voice a low growl. "I want to feel you come undone in my hands."

Andy is confused but is submissive to Michael during the vacation and embraces being a beautiful sexy Crossdressed wife to Michael. Michael enjoys dominating Andy and finds him more pleasurable than his ex-wife ever was.

Michael's command sent a wave of heat through Andy's body. His hips bucked, his cock throbbing in Michael's fist. The sensation of Michael's finger inside him, the firm strokes on his cock, it was all too much. His body tensed, his muscles clenching, and then he was coming, hard, his release spilling over Michael's hand, his body convulsing with the force of it. Michael's mouth captured his cries, his tongue sweeping into Andy's mouth, tasting, claiming. Andy's body went limp, his breath coming in ragged gasps, his mind a blur of pleasure and confusion. He had never felt anything like this, had never been so completely dominated, so thoroughly pleasured. It was frightening, exhilarating, and incredibly arousing. Michael pulled back, his eyes locked onto Andy's, a smug, satisfied smile on his lips. "Good boy," he murmured, his thumb circling the sensitive tip of Andy's cock, making him shudder. "You come so beautifully for me." Andy's cheeks flushed, his body still humming with the aftershocks of his orgasm. He felt vulnerable, exposed, but also strangely content. He had never been one to submit, to give up control, but with Michael, it felt right. It felt... good. Michael's finger slipped out of him, and Andy missed the sensation immediately. He wanted more, wanted to feel filled, stretched. He wanted to feel owned. Michael seemed to sense his need, his smile turning wicked. "Turn around," he ordered, his voice leaving no room for argument. Andy complied, his heart pounding in his chest. He felt Michael's hands on his hips, positioning him, then the blunt head of Michael's cock pressed against his entrance. He took a deep breath, pushing back, impaling himself on Michael's length. The sensation was intense, a burning stretch that morphed into pleasure as Michael began to move. His hands gripped Andy's hips, his thrusts slow, deliberate, each one pushing him deeper, making him feel more. "Fuck, Andy," Michael groaned, his voice strained. "You feel... fuck, you feel incredible." His hands roamed Andy's body, squeezing his ass, his hips, his sides. Andy pushed back against him, meeting each thrust, taking him deeper, harder. The sound of their flesh slapping together filled the room, a primal, erotic symphony. Andy could feel another orgasm building, his body tensing, his breath hitching. Michael's hand snaked around, his fingers finding Andy's cock, stroking in time with his thrusts. "Andy looked down and watched as his hardened cock was being stroked by Michael, he felt the precum dribble down his cock. Andy tilted his head back while taking a deep breath and moaned. "Oh, fuck, Michael. I'm going to come again." Michael's thrusts became erratic, his breath coming in sharp pants. "Come with me, Andy," he grunted, his hand moving faster on Andy's cock. "I want to feel you come with me." Andy's body tensed, his muscles clenching, and then he was coming again, his release spilling over Michael's hand, his body convulsing with the force of it. Michael groaned, his thrusts becoming shallow, jerky, before he stilled, his body tensing as he found his own release.