"My property's totally isolated, which will be great once the house is built. But it's a construction nightmare. Turns out, the bridge that accesses my land can't take the weight of the truck carrying the supplies. So, we had to off-load the supplies onto a smaller vehicle. That necessitated two forklifts, none of this is covered in the estimate, of course," Tripp Cavanaugh continued to explain, going way more into depths of his building adventures on Tortola.

Rory and Logan exchanged tentative glances. These were not the type of people they'd anticipated meeting at Andreas's dinner party. But the cocktail hour included a broader range for guests, that Andreas, the tall and handsome Norwegian Viking-type, had explained to his friends from around the world who'd just happened to be in the neighborhood this weekend and whom he hadn't been able to not invite. Logan knew better than Rory how that probably spoke more of their net worth than their friendship to the man.

They would've liked to think Andreas didn't care for such things, but that was the business and both Rory and Logan knew it. Logan was trying to build connections here as well, needing those independent from his father. The future was wide open for him like it had never been before, making him feel an odd mixture of freedom and weight to perform. He wanted to do well to prove something to everyone who doubted his ability to make it on his own, but he also wanted to provide Rory with the lifestyle he considered respectable. If not helicopter rides, then at least impromptu trips and luxury shopping, it was just the way he showed his love, even if he knew Rory sometimes even preferred much simpler acts of affection.

"It never is," Logan commented, trying to sound understanding.

"Anyways, so we finally got the material! Finally!" Trip exclaimed dramatically, like it was actually a real problem.

"Oh, great," Rory commented, awkwardly.

"Yeah, unfortunately, that's when the real trouble began. Without consulting me they decided to move the pool over 10 feet because the excavation crew needed more room for the equipment. Well of course, I flip! I mean, who ever heard of a pool right in the middle of the backyard?" Trip chuckled.

"Well, not me," Rory said, holding back on saying something about first world problems.

"Right! I told them that was unacceptable, and they had to move," Trip continued.

"Can I offer you more champagne?" the waiter who'd arrived asked with a new tray of delicate-looking coupe glasses.

It was a welcome distraction, and all three went for a glass.

Unfortunately, Tripp's story was far from finished.

"Where was I?" Tripp asked.

"Um, your pool," Rory reminded him, reluctantly.

"So, we shifted the thing back 10 feet, thank god. But then they started digging in the right place, we found out that the soil in Tortola is far more porous than we initially thought," Tripp continue.

"Oh, god," Logan commented, trying to keep up the casual conversation, inside looking for a convenient escape from the guy. But he could see from across the room that Andreas was busy, and he was actually the main reason why he was here. So, he did what he always did at these things - be his charming self and put up a good face.

"Bummer," Rory replied as well, wondering whether that actually sounded genuine.

"Yeah, 'bummer' is right. So, we had to lay down a drainage system, or at least that was the plan. But it turns out in Tortola they have these building codes that specifically…," Tripp continued.

Thankfully, the next moment, it was Andreas, who joined them.

"Tripp, have you met Natasha Wolfe?" Andreas asked, patting Tripp's shoulder. The woman he was referring to was known for more things that one could count on the fingers of two hands, from making her fortune in the jewelry business to then deciding to build herself a singing career and then some. She certainly looked amazing, and that was probably half the draw to Tripp.

"No, I don't think so," Tripp replied, sipping his champagne.

"Oh, god - you have to meet her. She has a house in Tortola, as well. Come, come!" Andreas said, adding a small wink towards Logan and Rory, clearly having heard the story one too many times before.

"Will you excuse me?" Tripp said.

"Absolutely," Logan said, his exclaim coming out with more relief than he'd planned.

"Nice meeting you," Rory said. "Um, can we please never go to Tortola?" she added once the other two men had excused themselves.

"I don't even want to meet John Turturro," Logan replied.

"Or eat tortellini," Rory continued.

It was then Andreas returned.

"Logan, Rory - so glad you could join us. I'm sorry, this party turned into more like a cocktail party in the end. All I wanted was to have a nice barbeque but here we are. I can't go offering Natasha Wolfe hot dogs after her last scandal, can I?" Andreas joked, shrugging his shoulders.

Rory and Logan chuckled.

"Rory, I hope you don't mind. I'd like to steal Logan away to talk a little business," Andreas said, getting straight to the point which Logan had told Rory to be very characteristic of the guy.

"Fine, go. I don't mind," Rory replied, knowing this was exactly why they were here.

Despite knowing how this evening wasn't really about her, Rory simply stood there, sipping her drink, not feeling like stepping on any land mines on her own by simply approaching anyone who might be in the process of building on another one of the Caribbean islands. She just hoped Logan would get something out of this evening - contacts, some leads, even if just an encouraging pat on his back. She knew he needed it. Rory knew by now that they would be fine essentially, there were jobs and contacts both her father and grandparents could help them with if need be. But she also knew that if they could help it, they wanted to avoid asking.

"Hey, I think I've seen you before. Not sure where, but…," a guy approached Rory, making her a little apprehensive. She didn't want this to be another Jordan-Chase-type.

"I wish I could answer that for you, but…," Rory shrugged, having not really planned on having to do a lot more chit-chat at this thing.

"Any connection to any of the college papers by any chance?" he asked.

Rory's attitude changed then, sensing that this might actually be about something more than just small-talk.

"Well, I used to be the editor of the Yale Daily News, but I abdicated my throne, or, rather, my swivel chair, almost a year ago," Rory admitted.

"Ah, that must be it," the man said. "Hugo Gray," he said, offering his hand to her.

"Rory Huntzberger," she said.

"Uh? I don't recall seeing a Huntzberger on the list of editors," Hugo replied.

"Well, that might be because the name came with a marriage since then. It was Gilmore before that. Though I must admit, the name comes with more burdens than benefits," Rory commented, not bothering to sugarcoat it.

"I can imagine. The newspaper business isn't an easy place to be with a name like that," Hugo sympathized.

"But how do you...?" Rory inquired, being curious to how he knew so much about the topic.

"I'm in the process of kicking off a new online magazine. And as with any new venture… it's best to try to score the best young minds straight from college papers as they're literally the only ones we can afford," Hugo shared. Rory wasn't sure where she'd heard his name before, but she was sure she had, she'd at least read it. Maybe he'd indeed written a few things himself? Maybe the Paris Review? But she couldn't be quite sure.

"Well, that's… honest," Rory said, finding it refreshing.

"I was actually looking to get in touch with you, you know. But when I asked, they said, you were abroad somewhere," Hugo admitted.

"Oh, right. Yes, I was studying abroad last semester," Rory admitted.

"Switching specialties?" Hugo inquired.

"Kind of. I'd like to think it was more about diversifying though," Rory explained. "I took a deeper dive into the political sciences actually. Though right now, with my impending graduation, I'm honestly not very choosy. Just want to get out into the world, you know," Rory added, trying to sound optimistic and chipper.

"Oh, really?" Hugo said, actually sounding like he was interested.

They both nodded to a passing guest they'd both talked to earlier and found utterly dull, feeling relieved to be standing next to someone half interesting.

"Do you mind if I monopolize you a little bit longer? Once you find somebody that can talk about something other than stock quotes at one of these things, you kind of hold on for dear life," Hugo asked.

"Oh, god. I know what you mean," Rory said, laughingly.

"It's pretty different from parties at Yale?" Hugo inquired.

"I haven't been to many recently. You know, the name… But I guess a few drunken musings on Roland Barthes. Although on the plus side, I am learning a great deal about the tackiness of the canary diamond," Rory replied.

They spent the next twenty minutes talking about both the magazine and Rory's writings in the past, also her reasons for switching specialties and a little of her struggles finding her place with the name attached. Rory had to admit, she wasn't entirely sober and that made her open up a little easier. Somehow, she just felt she didn't need to put her guards up with this guy.

After a while Logan spotted Rory across the room, meeting her eyes, and passed the waiter and decided to bring Rory an appetizer.

"Hey, Logan! I sort of figured I must've found your wife here all by herself," Hugo said, and extended his hand to Logan. It was clear he knows him, which surprised Rory a little.

"Hugo! How you doing, man?" Logan said in a friendly tone.

"Great," he replied. "You?" he asked.

"Just excellent," Logan replied. "Rory, you know - Hugo actually spent some years working at the NYT, another couple at Slate. And then was it Paris Review under George Plimpton?" Logan recalled, confirming Rory's suspicion.

"Wow, did you just worship at his feet?" Rory asked.

"I tried, but he kept telling me to get off the ground," Hugo replied, laughingly.

"I heard there's lots of buzz with that new magazine of yours," Logan said.

"It could mean nothing," Hugo shrugged, humbly.

"Could mean something," Logan preferred to stay optimistic.

"See, why I like this guy?" Hugo commented to Rory.

"You don't need to convince me," Rory smiled.

"Hey, it's been great seeing you both, and meeting you, Rory, but I got to head off soon. Got an early morning at the in-laws," Hugo explained.

"Absolutely, man!" Logan patted his shoulder.

"But, hey - if you want, you can submit something to my site. I'd be happy to take a look," Hugo said, looking for his card in his coat pocket.

"Really? Wow that would be great, what kind of pieces are you looking for?" Rory asked.

"Cultural and social observations. We're sort of Slate meets New York Times Lifestyle section before they sold out," Hugo explained, offering her his card.

"Okay, cool. I'll think about it," Rory said, thankfully.

"We'll see you guys around," Hugo said, making his exit.

"Thanks," Rory said.

"Bye," Logan said. "Look at you, getting a card," Logan commented, feeling proud, after the man had left.

"I know," Rory sighed, not quite believing that had happened. It wasn't a job, but it was something.

They got drawn into a few other discussions on less interesting topics. But eventually made their exit, it taking them a moment to pull away. But the way Rory understood it, Andreas was a good contact to have, having a wide network in various directions that was going to help Logan along his way one way or another.

They were out in the driveway, just waiting a minute for Frank to pull the car around, when Rory finally got a chance to ask - "Hey, what did Andreas want to talk to you about?" she asked.

"He… um… he wanted me to go take a meeting for him," Logan revealed.

"So, what - does he want you to work for him?" Rory asked, excitedly.

"It's just a meeting. Nothing's decided," Logan shrugged, humbly. But Rory could tell he was excited as well.

"Cool," Rory said, sounding a little giddy and gave him a little kiss, as he pulled her close to him.

"Should get around booking that flight to San Fran tonight," Logan commented, kissing her again so she didn't have a lot of chances to react. Having just gotten Logan back from London, Rory didn't love the idea of shipping him off yet again. But this was just a meeting, right?

It was the next moment two things happened - Frank pulled up, and Rory's phone chimed.

"Yeah?" Rory said, picking up without looking, her eyes glued on Logan's, seeing the way he was already turned on by her.

"Oh, my god!" she reacted, Logan only hearing her side of the call. "Lane had her babies," Rory exclaimed, letting him in on the news.

"Oh, wow. Congrats!" Logan said loudly, assuming it was Zack on the phone. Ever since he'd heard Lorelai worry about Rory wanting to find meaning to her life through having a baby, even though she'd never said anything about it herself, he couldn't deny that he too had been trying to picture what that would be like. He didn't feel secure enough to knowingly make that step, wanting to be able to provide for his family, not just lean on his trust fund, but there was a deeper drive in him that this had woken. The idea of having a baby was definitely a dream of his, and honestly at this moment he was even a little envious of Zack and Lane for having had that decision taken out of their hands. Sometimes babies just happened.

"I'll talk to Lane tomorrow, okay? Thanks for letting me know," Rory said into the phone. "He's sending over photos," she said, excitedly, ending the call and checking her messages. "Here? See!" she said to Logan, showing her the picture of two incredibly sweet-looking twins.

"Babies look like babies," Logan commented, giving the manly answer. But someone else's babies didn't really do much for him and he was being honest.

"They're still cute," Rory chimed and climbed into the back seat ahead of him. "Here's another one," Rory continued, the arrival of the twins giving them other discussion topics for their way home.