Chapter 43
A few hours had passed since my little ice cream adventure. The sun had started to dip lower in the sky, casting a warm golden hue across the beach. I made my way back toward the group, still smiling to myself.
As I approached, I saw Uncle Charlie leaning casually on a beach chair, sunglasses on, drink in hand.
"Hey buddy," he called out with a smirk, "you've got lipstick all over your face."
I shook my head and said, "That doesn't work on me."
Then I smirked. "Besides, she was using strawberry-flavored gloss."
Everyone burst out laughing.
Rachel pointed at me, grinning. "You're like a mix of Charlie and Joey... but with way more intelligence."
"Hey!" Joey said, clearly offended, crossing his arms.
Charlie raised his drink. "I'll take that as a compliment."
Rachel turned to me again and smiled warmly. "Seriously though, Jake, I didn't say it earlier—but you've got style. I like the way you wear your clothes. Effortless but sharp."
I blinked, caught off guard for a second, then smiled. "Thank you. Oh yeah, you said you work for Ralph Lauren."
Charlie leaned forward slightly and grinned. "What he's not telling you, Rachel, is that he hired a professional stylist to revamp his wardrobe. Full consultation, color palette, the whole thing."
Rachel laughed and shook her head. "Oh, you rich boys."
Charlie just smiled.
What he didn't say was how we made the money. Months ago, I made it very clear: no one—not Charlie, not Mom, not Grandma, and definitely not Dad—was to mention anything about my bets or investments to anyone.
It wasn't just about keeping a low profile. Too many people knowing could affect odds, stock prices, even start rumors. That kind of exposure? Dangerous.
Anyone who broke the rule? Immediately kicked out of the betting pool and investment funds. No exceptions.
And Charlie, for all his jokes, respected the rule. He'd seen the numbers. He knew better.
The group settled into that easy rhythm again—jokes, laughter, and the sound of the waves rolling in the background. The golden light of the sunset made everything feel like a dream.
Phoebe sat cross-legged in the sand, braiding tiny seashells into a string. Monica brought out more snacks from the cooler like a beachside mom, and Ross was flipping through a book no one asked about.
Joey, for some reason, had decided to start digging a giant hole in the sand. He was already knee-deep, tossing shovelfuls over his shoulder with determination.
———
Eventually, the sky turned a soft pink, and it was time to pack up. Everyone gathered their things, shaking sand off towels and folding up umbrellas.
———
Hugs went around. Rachel gave me a quick squeeze and a smile. Charlie nudged her gently and said, "If you ever want to see Malibu the right way, give me a call."
Rachel raised a brow and smirked. "I'll think about it."
Phoebe hugged everyone twice and handed me a seashell "for emotional protection."
Chandler awkwardly tried to avoid sand getting into his shoes and muttered, "I'm too sarcastic for goodbyes."
Joey patted me on the back like we had gone through war together. "You've leveled up, little man."
Monica gave me a warm hug and whispered, "Thanks for keeping the secret."
Even Ross, ever the dinosaur dad, gave me a smile and said, "Good job out there." Whatever that meant.
And when the van pulled up to take us to the airport, we all stood there for a moment, watching the sunset behind us.
It had been more than just a vacation. It was a memory. One I knew I'd carry with me for a long time.
———
A few hours later, we were on the plane, heading back home. I had the window seat, and Charlie was sitting beside me, sipping a Bloody Mary.
He stretched back in his seat and looked over at me with a smirk. "Nice vacation."
I chuckled. "Nice? That's the understatement of the year."
I glanced around to make sure no one was paying attention, then leaned in toward Charlie.
"You got laid with Lorelai and Rachel," I said quietly.
Charlie raised an eyebrow, his smirk growing wider.
"I've lived with you for more than six months," I added. "And I know those two are way above your average girl."
Charlie chuckled and nudged me with his elbow. "Yeah, yeah… but you can't complain either. You kissed Rory and that blonde girl, remember?"
"Yeah," I said, and we bumped fists, grinning like a couple of idiots.
I glanced out at the clouds, my thoughts drifting again.
Charlie had dozed off, mouth slightly open, a soft snore escaping.
And I thought to myself, I don't know about Lorelai, but Rachel Green… she's a good one.
Yes, she has her flaws. And yeah, that weird on-and-off thing with Ross is kind of a mess. But still… I admire her.
Coming from a messed-up family, she walked away from a rich, pampered life—and her own wedding—to start over from scratch. She spent years working as a waitress, barely getting by, and slowly fought her way up in her career.
That's strength. That's courage.
Oh well, I'm a hypocrite too, I thought, smilling to myself. Maybe I focus a little too much on her good side because she's also incredibly beautiful.
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