Gabby rushes across the intersection, "Walk" sign flashing precariously. She's late for her next client meeting but is trying not to bounce too much, hoping to avoid spilling the two cups of coffee in her hands. As soon as she gets to the other side, she gingerly shifts both cups into one hand and pulls the bear claw (which had been wedged between her teeth) out of her mouth, taking a large bite.

Yeah, Audrey Hepburn she ain't.

She walks more slowly, approaching a low concrete wall just outside the entrance of a large office building. She sets the coffees down and quickly texts Castiel that he will need to start the meeting. She's going to be late.

Not surprised, Castiel replies and Gabby can just feel the sarcasm dripping off of the message.

She takes another sticky bite of her pastry and debates sending back an equally pithy remark, when a voice rings out over the noise of the traffic.

"Gabrielle!" Gabby turns, bear claw hanging from her mouth to see the lovely Miss Samantha Winchester coming her way. For once, Gabby is glad to be caught with her mouth full, because she is pretty sure her jaw would've hit the ground otherwise.

Gabby thought Samantha looked beautiful in casual clothes, but they have nothing on her professional look: dark navy pencil skirt, fitted off-white blazer with dark blue trim, waist cinched with a thin belt, and, of course, color-blocked stilettos that make Samantha's already long legs seem that much longer. She looks like she raided Kate Middleton's closet.

"Hiya, Samantha," Gabby blurts out, almost craning her neck to meet the other woman's eye. "What are you doing down here?"

"Uh, I work here," she replies with a light chuckle, pointing to a near-by office building. Gabby doesn't recall if Samantha told her exactly where her office was, but she nods in agreement just the same.

"I started making that dream board like you said," she offers, sitting halfway against the low wall so she is eye to eye with Gabby. "That's really hard."

"Yeah, it can be," Gabby agrees. "Deciding what you really want versus what people tell you to want especially." Samantha nods enthusiastically.

"Yeah, no kidding… Are you on your lunch break?" She asks, pointing to the food.

"No, just on a coffee run," Gabby replies, "I'm actually late for…"

"Samantha," Gabby and Samantha's heads both turn at the sound of her name being called. A man in a bespoke suit strides across the plaza. Samantha smiles brightly and waves toward him.

"Do you have a minute to meet my fiancé?" she asks Gabby quickly. Gabby opens her mouth to protest, but stops. She's already late and she is curious about the mysterious aforementioned fiancé.

"Sure," Gabby replies. As the man approaches them, a strange realization dawns on her; She knows this guy. It's a little over ten years, but she most definitely knows the tall, blonde man currently wrapping a hand around Samantha's waist.

"Hey, Sweetie," he greets, kissing Samantha on the cheek. His gaze flicks to Gabby and his brow furrows in confusion.

"Luke, this is Gabrielle Milton," Samantha supplies before he has the chance to ask the question. "Our wedding planner." He slowly offers his hand, as if he's still unsure of Gabby.

"Hi. Luke. Pleasure to meet you," he says, a small smile cracks his serious expression, "Have we… Have we met before? Did you go to U of I?" It finally dawns on Gabby where she knows the man from.

"Lucifer Park?" she gasps. She wasn't sure at first, but now, even without the green hair and eyebrow piercing, there's not a doubt in her mind it's him. Samantha looks confused, but Lucifer grins broadly at the name.

"Haven't heard that name in awhile," he laughs. "It's just Luke now. God, Gabby Milton. You look… Just the same." Gabby smiles tightly.

"Thank you," she mumbles. In actuality, she's down 35 lbs from where she was in college. She has no idea if Luke meant it to be a backhanded compliment, but if his past behavior were any indication, she guesses it was. "God, I would never have expected someone like you to be so… establishment." Luke flinches at the last word and Gabby feels a small sense of satisfaction. She knows when to give as good as she gets.

"Wait, so you two know each other?" Samantha asks, looking between the pair. Gabby and Luke both glance at each other warily.

"Yeah, we went to school together," Luke finally answers. "We were in the same undergrad program, same friends, that kind of thing."

"Yeah, back then, Luke here went by Lucifer," Gabby adds, "Piercings and all." Samantha gives a breathy, surprised laugh.

"Lucifer? Really?" She asks. He shrugs absently.

"I was in a rebellious stage," he admits. "Gabby and I were pretty good friends back then." Gabby has to choke back an indignant snort at that. She would describe her relationship with Lucifer as "tentative acquaintances" and even that was pushing it.

"Hey, whatever happened to that one girl you were really close with?" Luke asks, "Raphaella? Didn't you two date?"

"Raphie!" Gabby guffaws at the mention of the name. "Oh man, yeah, for like a hot minute. She ended up changing majors, went pre-med. I lost touch with her. What about that one kid you were really close with… Michael, was it?" Gabby was hoping to push another of Luke's button, but a sad expression crosses his face instead.

"We had a really bad falling out after graduating," He admits. Gabby can see that he really doesn't want to expand on the subject. She glances down at her watch and balks at the time.

"Jesus, I'm late!" she blurts out. She grabs the coffee and bear claw, rushing out a quick goodbye and waving awkwardly. "Samantha, call me later this week and we can discuss more about that dream board, ok?" Samantha nods and waves goodbye and Gabby books it down the sidewalk.


As soon as Gabby is through the door, Cas is on her.

"You missed the Rosen-Shurley meeting," he states flatly, irritation lining his voice. "They brought their rabbi and everything."

"You handled it!" Gabby reminds him, handing him his cup of coffee. She settles at her desk.

"Yeah, but I shouldn't have to, Gabrielle," Cas insists, crossing his arms over his chest. "They are your clients." She shakes her head dismissively and she bites into the remainder of her pastry.

"Something came up," she mumbles between bites. "I ran into Samantha Winchester."

"So?" Cas asks, raising an eyebrow.

"And the fiancé." Cas' shoulders drop in intrigue.

"Really?"

"Yeah, and here's the weirdest part- I know the guy!" Gabby's eyes get large with the reveal.

"What do you mean 'know?'" Cas remains unaffected by her enthusiasm, as always.

"I went to school with him," she continues, "We were… Well, I wouldn't say we were friends, exactly. We ran in the same social circles, knew the same people, y'know? More than acquaintances, less than buddies?" Castiel nods in understanding as he sits back down at his desk.

"So he's a good guy then?" Gabby shakes her head enthusiastically.

"No! Not at all!" she replies. "He was this trust-fund brat, wannabe-punk who couldn't shut up about how "The System" was keeping him down. Y'know? The same system that was paying his tuition, room and board and car payment?" Castiel gives an amused snort.

"I've told you about Lucifer Park before, right?" She asks. Castiel shakes his head. "This is the same guy who, after finding out I was a lesbian, for the next two and a half years kept asking me for threesomes with him and his girlfriends."

"Sounds like a class act," Cas offers sarcastically.

"He was such a dick!" Gabby grouses. "No, no actually he was worse than a dick. He was like… multiple dicks. Like a great, big… bag of dicks!" Castiel laughs and shakes his head.

"Geez, Gabby don't hold back or anything!"

"I'm being serious! The guy was the worst!" She sighs heavily and lets her chin fall into her palm. "I just don't understand how he hooked someone like Samantha Winchester. I mean she's just so kind and genuine and-"

"Careful, Gabrielle," Castiel warns.

"What?"

"Don't do this," he says. "Samantha Winchester is a very nice girl, but no good can come of your little crush on her." Gabby scoffs loudly.

"I do not have a crush on her!" she insists. Castiel gives her a withering look and turns his attention back to his desk. "I don't!"

"I'm just saying be careful," he repeats, clicking on his computer.

"I swear I don't!" Gabby insists vehemently. Castiel ignores her. "Shut up!"

"I didn't say anything," Cas says. Gabby grumbles and pops the last of her bear claw in her mouth.


Gabby walks into the large glass office, eyes widening at the cathedral-high ceiling of the atrium.

"Ms. Milton?" Gabby turns at the sound of her name to see a lithesome blonde woman walking toward her.

"I'm Lilith, Mr. Park's assistant." she says, offering her hand in a limp handshake. "He's expecting you. Follow me please." Gabby raises an eyebrow at the girl's robotic tone, but follows nonetheless.

They take the elevator up to the 36th floor. Lilith leads Gabby down the corridor toward an Art Deco-stylized office. There is a glass-topped desk positioned in front a heavy dark wood door. Lilith moves behind it and takes her seat.

"You may go in, Ms. Milton," she says. Gabby stands there awkwardly for a moment, waiting for further instruction. When she receives none, she opens the door and enters the office.

Floor-to-ceiling windows line the back wall. The decor in modern and minimalist. Luke is sitting at his desk, talking quietly on the phone. As soon as he spots Gabby he waves her inside. The door shuts with a muffled thud behind her as she take a seat in the slick leather seat in front of the desk.

"Yeah, yeah… no, I gotta go, man," Luke mumbles into the phone. "I'll talk to you later. Bye." He hangs up the handset and twists his chair to face her.

"Gabby," he says with a wide, relaxed smile. "So glad you could make it."

"Not a problem," she replies. "It's not often I get… summoned to the office of a high-priced lawyer." Luke shakes his head dismissively.

"No, no, today, I'm just a client. And a friend," he adds. "I just wanted to chat with you a little bit. I know I haven't really involved myself with the wedding planning yet."

"Yeah," Gabby drawls out. "It's fine, though. Samantha's doing a great job." Luke looks away, a small warm smile crossing his face.

"Ah, Sami. She's so great," he gushes. "I know she's really excited about all of this. That's… actually what I wanted to talk to you about." Gabby's brow furrows in concern. She's worked so hard to get Samantha to open up at their last meeting, figuring out what she wants, rather than what the then-unseen Luke wanted. She would hate for it all to go to waste.

"What's going on?" Gabby asks, cutting to the chase.

"Sami's… so excited for everything," Luke explains, "But… but I'm getting the feeling that… there's some stuff she's not telling me."

"I don't believe she's keeping secrets from you," Gabby offers.

"That's not what I mean," Luke says, waving her off dismissively, "I mean… I feel like there are things she wants out of this wedding that she's not getting because she wants to...make me happy."

"Such as…?" Gabby draws out, leaning back in the chair and crossing her legs.

"I don't know," Luke says rising from his seat and walking around the desk, "I'll mention something about the wedding and she'll get this…" he gestures vaguely, "weird little Sami look on her face. I don't know how to explain it. You know what I mean?" Gabby purses her mouth tightly and considers this. She is sure that she knows exactly the look he is talking about. It's the same one Samantha had on her face when Dean kept interrupting.

"You think she's holding back from you," Gabby states. Luke snaps his fingers and points to her.

"Exactly!" He exclaims. "I just want to know what's going on in that pretty, little head of hers." He settles onto the corner of the raises a curious eyebrow.

"Did you mean it?" she asks.

"Mean what?" Luke blinks in confusion.

"Did you mean it when you told Sami that she could do whatever she wanted with the wedding?" she asks. "I don't think she believes that you did." Luke frowns deeply.

"Of course I did," he says. "I want to make Sami the happiest woman alive." Gabby stares at him pointedly. Luke seems sincere, but she feels the need to test him, just to appease her own doubt.

"She wants a small wedding." Gabby states. Luke nods slowly.

"How small are we talking?"

"Thirty people maybe, definitely less than a hundred," Gabby replies, "She said that you want to bring almost five hundred people?" Luke gazes up at the ceiling.

"Yes, I suppose that is a bit much." He answers. "I could probably cut out the lower associates, maybe drop the number down to three hundred…" Gabby shakes her head.

"That's still not small," she insists, "Sami also said that she wanted something outdoors." Lucifer's frown deepens in confusion and he straightens.

"Outdoor wedding?" he asks. His expression flickers for a moment in annoyance before returning to it's unfazed state. "Yeah, sure… Outdoors in… March. Why not?"

"Well... she likes the outdoors," Gabby explains slowly. "Look, I can't tell you why Samantha isn't telling you these things. Maybe she wants you to be happy? Maybe she's scared that you'd be upset?"

"Why would I be upset?" Lucifer scoffs, "She can tell me anything." Luke stands and walks around his desk, taking his seat once more.

"Look, I know that brother of hers talks a lot of shit about me," Luke sighs, rubbing a hand down his face, "And I know in the past I was kind of a…"

"Douchebag?" Gabby supplies. Luke chuckles.

"If you want to put it bluntly, yes," he continues. "But I do care about Sami. She's… she's very important to me. So what I want you-" A knock at the door interrupts them. It opens and the wispy personal assistant Lilith enters.

"Mr. Park," She says breathily, "those contracts just arrived for you to sign."

"Of course. Excuse me, Gabrielle." Luke rises and walks to the back of the office with Lilith. Gabrielle reaches into her purse, plucking out her phone and sending a quick message to Castiel that she's going to be late. She looks up, gazing out of the large glass window over the horizon.

Something catches her attention. In the glass, she sees the faint reflection of Luke and Lilith, backs turned away. Luke's hand rests on the small of Lillith's back and slides slowly downward until its cupping her pert little ass.

Gabby's eyes widen and she has to turn around and look. Maybe what she's seeing is a trick of the light. She shifts her head to the side, glimpsing out of her peripheral vision just as Luke's fingers are trailing under the hem of Lillith's miniskirt.

Gabrielle turns her head back, grimacing deeply. She picks up her phone and shoots another text to Castiel.

This guy is a real piece of work

Lucifer bids Lilith goodbye and Gabby hears the door shut behind her.

"Now, where were we?" Luke asks, returning to his seat. Gabby gives him a weak smile.

"You were saying how important your fiancée was to you" She replies coolly.

"Yes!" Luke grins widely, "Sami is the center of my life. Whatever she wants for this wedding, do it. Money is no object."

"So I was told," Gabby interjects.

"I mean it," Luke asserts, "Anything at all. If she just wants thirty people, well then… I guess we're just having thirty people." Gabby smiles politely and nods.

"Understood," she rises to her feet.

"Great!" Luke open a desk drawer and pulls out a thin leather checkbook. "How much do I owe you?" Gabby blinks a few times and shakes her head.

"You've already submitted your down payment," she states. "Nothing else is due until around the time of the wedding." Luke shakes his head and begins writing out an amount.

"I want to ensure that your attention is only on us and especially Sami," Luke says as he fills out a check. "I want us to be your only client up until the time of the wedding." Gabby's watches him dumbfounded.

"I… can't have you do that," she answers. "I have other clients currently. I can't just drop them." Luke raises his head and looks at Gabby blankly.

"That's fine," he says. "Finish what you have, just don't take anymore on." Gabby's glares at him incredulously. Who the fuck does this guy think he is dictating her work schedule?

"I believe this amount will do, yes?" he says, tearing out a check and handing it to her.

Oh, thinks Gabby. He's the guys who just handed me a check for $75,000.

"Is this…" Gabby clears her throat awkwardly. "Is this… for wedding costs?" she asks.

"That is for you… well, you and your partner," Luke points at the check. "That is to cover all other assorted business and personal expenses so that you have time for us." Gabby stares at the check. With this much money, she and Castiel really could focus on this wedding, not to mention how rich and influential Luke is. Getting in good with him could lead to some referrals, working for the rest of the rich and listless.

Gabby considers it for a moment before making a decision.

"I'm at your service," she says with a fawning smile, tucking the check into the side pocket of her purse. Luke smiles genuinely.

"I thought you would be," he replies. Luke extends his hand toward her. "Looking forward to working with you, Gabby."

"Likewise," she mumbles.

"Can I ask that you do me just one favor?" Luke asks, "Just keep an eye out for me, as far as Sami goes. If there's anything she wants, just keep me informed." Gabby bites the inside of her lip wearily. It's not like it's an unreasonable request, and it's not like Gabby hasn't played messenger for couples before. However, a small speck of doubt twinges in the back of her mind at the offer.

"Sure thing," she says, brushing the unease aside. Luke grins widely.

"Great! I guess I'll see you around." Luke glances at his Tag Heuer. "If you'll excuse me, I have another meeting to get to. Do you mind seeing yourself out?" No sooner has she nodded in agreement than Luke disappears out of his office door. Gabby slips out a moment later, past the waify assistant and towards the elevators.


Castiel doesn't look up from his computer as Gabby returns to their office.

"How'd the meeting go?" he asks. "Are we fired?" Gabby snorts and pulls the check out of her purse.

"On the contrary," she answers, holding the check out at Castiel's eye level. "We've been retained." Castiel looks up, his eyes going large as he reads the amount.

"What the hell is that?" Castiel gasps.

"That is to ensure that the Winchester-Park wedding is our sole concern for the next six months." Gabby replies gleefully. "No more clients until they are hitched."

"No more clients?" Castiel raises a questioning brow.

"We finish up what we have and that's it." Gabby takes her seat at her desk. "We are at Sami and Luke's disposal."

"Sami?" Castiel shoots her a suspicious look.

"Samantha," Gabby corrects. "Anyway, that's what's happening right now." Castiel sighs a shakes his head.

"I wish you'd consulted me about this first," he mumbles.

"Would you have argued with $75,000?" Gabby counters. Castiel gives an annoyed groan, but doesn't say anything. They sit in silence for several minutes as Gabby goes through her email, deleting the junk.

"So what was Luke like?" Castiel asks. "Same as you remember?" Gabby thinks for a moment.

"Hmm, different I guess, more grown up," she replies. "He seems to really love Samantha."

"What was that text about then?" Castiel asks. The image of Luke's hand up his secretary's skirt comes to mind.

"Not different enough for me, I guess," she answers. "We've got to step up our prep on the Rosen-Shurley wedding." Gabby orders, changing the subject quickly.

Luke Park might not be the greatest fiancé, or really even that good a guy, but it's not Gabby's job to cast judgement on his and Sami's relationship. At least that's what the check on her desk says.