Date: October 7, 1995
Location: Los Angeles – Dinner at Jones Hollywood, staying at The Argyle Hotel (Sunset Tower)
Actress: Alyssa Milano
Alexander's Status: Executive producer on Heat, fresh off acquiring Marvel
Alyssa's Status: 22, recently scandal-hit, navigating a post–child star transition, unsure of her next move
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The scene opened at Jones Hollywood — the kind of dim-lit, booth-lined spot where actors went when they wanted to be seen, but not too loudly. Alyssa Milano was already at the table, sipping Pellegrino with a lime wedge and checking her watch like she had somewhere else to be. She didn't. But she wanted to seem like the kind of woman who might.
Alexander Kaine walked in without fanfare. No entourage, no assistant trailing him. Just a black cashmere sweater under a slate-gray sports jacket and that unmistakable aura — the kind of confidence that filled the room a beat before he physically entered it.
"You're late," she said, not bothering to hide her edge.
"I know," he replied. "Wanted to see if you'd walk out."
"And miss a free steak?"
He smiled, sitting across from her. "Good answer."
They didn't dive into small talk. She wasn't in the mood and he wasn't the type.
"So," she said, once their drinks were set down. "Why me?"
Alexander raised an eyebrow. "You want the polite answer or the real one?"
"Real."
"You got burned this year. They wanted a scandal. They got one. You're radioactive to half the town."
Alyssa tensed. "And you find that… sexy?"
"No," he said, his voice calm. "I find it useful."
She didn't respond, but she leaned forward slightly.
He went on. "You're young enough to reboot. Old enough to know where the trapdoors are. That's rare. You just haven't figured out how to turn the heat into a weapon."
"You offering to teach me?"
"Not teach," he said. "Just… redirect. If you're ready."
They split the grilled artichoke. He let her have the last piece.
After dinner, the two walked down Sunset on foot. No paparazzi, no handlers. Just that odd, late-night quiet the Strip sometimes gave, like the city paused to catch its breath.
He motioned to The Argyle across the street — all soft gold lighting and quiet elegance perched high above the Strip. "I booked a suite. Corner room. Views in three directions."
She looked at him, studying his face. "You do this often?"
"No," he said simply. "I don't."
He didn't press her. Just walked ahead, letting her decide if she'd follow.
She did.
The suite wasn't flashy. It was clean. Cream walls, heavy blackout curtains, a record player softly spinning Kind of Blue in the background. She kicked off her shoes near the window and wandered over to the minibar.
"You always keep jazz on standby?" she asked.
"I like things that age well."
She poured herself a splash of bourbon. Turned back toward him.
"You mentioned something earlier," she said. "About redirecting the heat. You got something in mind?"
He sat on the couch, arms stretched along the backrest like a king entertaining fate.
"A show. Supernatural, yes. But grounded. Three sisters. Real darkness. Real power. It needs one who feels like a loaded gun."
"Let me guess. I'm the wild card?"
"You're the one they underestimate."
She took a sip, eyes still locked on him. Then crossed the room and sat beside him, just barely touching.
"I'm not the same girl I was last year," she said.
"Good," he said, just above a whisper. "That girl couldn't set the world on fire."
The rest of the night unfolded not in grand declarations or seduction games — but in a slow unraveling of walls, both theirs. Talk of childhood, parents, betrayal.
His hands stayed polite until they didn't. Her laugh returned at midnight. At some point, she curled under his arm like she'd always belonged there.
The window was open. The city blinked below.
"You always knew you'd end up with everything?" she asked.
He turned his head, looked down at her. "No," he said. "But I knew how to burn the bridges behind me."
She smiled into his chest. "Then maybe I've been looking at the fire wrong."
And somewhere between 3 a.m. and sunrise, Alyssa Milano stopped being just another former child star.
As the sun began to rise, casting a soft glow over the city, Alexander and Alyssa found themselves entangled in a passionate embrace.
Alyssa, a virgin, felt a mix of nerves and excitement as Alexander's touch sent waves of pleasure through her body.
He started by kissing her gently, his lips soft and inviting, exploring her mouth with a tenderness that belied his dominant demeanor.
He guided her to the bed, his hands never leaving her body, tracing lines of fire down her spine.
He knelt before her, his eyes locked on hers as he slowly removed her clothing, each piece falling to the floor with a soft whisper.
Alyssa's breath hitched as he leaned in, his breath hot on her skin, and began to kiss her most intimate area. His tongue explored her folds, teasing and tasting, bringing her to the brink of ecstasy.
She moaned, her body arching against his mouth as he brought her to her first orgasm. He continued to pleasure her with his tongue, not stopping until she was a trembling mess beneath him.
Still hard and ready, Alexander positioned himself at her entrance, his eyes never leaving hers as he slowly pushed inside. Alyssa gasped, a mix of pain and pleasure coursing through her veins.
He moved slowly at first, giving her time to adjust, his forehead resting against hers, their breaths mingling. Soon, their movements became more urgent, more passionate.
Alyssa wrapped her legs around him, urging him deeper, faster.
Alexander obliged, his hips moving in a rhythmic dance that had them both panting and sweating.
Alyssa's nails dug into his back, her body arching to meet his every thrust.
He could feel her tightening around him, her body coiling like a spring ready to snap.
He reached between them, his fingers finding her sensitive nub, and rubbed in tight circles, sending her over the edge. She cried out, her body convulsing as waves of pleasure washed over her.
Alexander, still hard and throbbing, pulled out just as Alyssa's body began to relax. He guided her head to his cock, and she took him in her mouth, tasting herself on him.
She sucked and licked, her head bobbing up and down, taking him deeper with each stroke. Alexander's hands tangled in her hair, guiding her, showing her how to please him.
He could feel his orgasm building, his body tensing as he held back, wanting to savor the moment.
With a final thrust, he came, his seed spilling into her mouth. Alyssa tried to take it all, but some spilled onto her face, dripping down her chin.
She looked up at him, her eyes wide and surprised, her face glistening with his release. Seeing this, Alexander felt a surge of desire, his body already hardening again.
"You're not sore anymore, are you?" he asked, his voice husky with need.
Alyssa shook her head, a small smile playing on her lips. "No," she said. "I want more."
This time, when they came together, it was with a frenzy of desire.
Alexander entered her with a single, powerful thrust, and they moved together, their bodies slick with sweat, their breaths coming in ragged gasps.
Alyssa met him thrust for thrust, her hips rising to meet his, her body craving more.
She wrapped her legs around him, pulling him deeper, urging him on. Alexander complied, his movements becoming more urgent, more desperate.
He could feel her body tightening around him, her inner muscles clenching as she approached her peak. He reached between them, his fingers finding her clit, and rubbed in tight circles, sending her spiraling into ecstasy.
Alyssa cried out, her body convulsing as waves of pleasure crashed over her.
The sight and sound of her orgasm pushed Alexander over the edge, and he came with a roar, his body shaking with the force of his release.
They collapsed together, their bodies entwined, their hearts pounding in sync.
As they lay there, their breaths slowly returning to normal, Alyssa turned to Alexander, a soft smile on her lips. "I think I understand what you meant about redirecting the heat," she said.
He smiled back, his fingers tracing lazy patterns on her skin. "I'm glad," he said. "Because I have a feeling this is just the beginning."