Jessica Moore is not a fan of cleaning. She'd really rather leave it up to her loving boyfriend Sam Winchester, who's currently working at his law firm, but she wanted to surprise him.

Luckily, she managed to enlist the help of Pamela Barnes, best friend and girlfriend of Sam's brother, Dean.

It wasn't too long ago they were living together during their college years, before meeting the handsome Winchester brothers and Pamela moving out to live with Dean. But with the way Pamela kept on her about cleaning the place, you'd think no time passed at all.

So, be it a surprise for her boyfriend or orders from a demanding ex roommate, she's cleaning.

She reaches up to grab some of the flannel shirts on the top shelf of the closet, when it happens.

Really, it's Sam's own stupidity that led to it. He may be Gigantor, but she was no pushover. Next to nowhere in this apartment was there a place she hasn't eventually reached. If Sam had planned it better, he would've hidden it at Dean's. Or better yet, kept it on him.

So when Jessica screams, it had nothing to do with Sam's penchant for flannel shirts, and everything to do with the seemingly harmless gray box that fell out of them.

"Blue Nile box." She whispers. But then, she suddenly realizes what that actually means, and let's out a loud shriek.

Upon hearing Jess' loud shriek, Pamela rushes to her side, only to see her jumping up and down and squealing over what looks to be a pile of flannel shirts.

"Jess?" Pam asks, giving her a nudge. When there's no response, she speaks up, "Hun, you gotta talk to me, otherwise I can't…"

But Pam suddenly stops once she sees Jess pointing at the thing at the center of all the shirts, and just like Jess, she's ecstatic.

"Is that…?" Pam starts to ask, then tries to ask again, "Is that…?"

"I'm getting engaged." Jess whispers, it's a miracle Pam even hears her.

"You're getting engaged." Pam repeats, a little louder, and that seems to snap Jess out of her state of shock, and immediately, she grabs Pam in a hug, and they start jumping up and down, shrieking together.

But when Jess goes to grab the box, Pam's faster, snatching it up and running off with it.

"Pamela! Give it back!" Jess shouts as she chases after her, tackling her to the ground, and nearly gets the ring in her hands, but Pam's to quick, and tries to keep it out of Jess' reach.

"No!" Pam shouts back, and for a few minutes, they keep tussling, until finally, Jess is about to open the box, but before she can, Pam's up in her face, screaming,

"DO NOT OPEN THAT BOX!" and the command is so startling, Jess immediately gives it up.

"I'm sorry." Pam apologises, taking care to keep the box away from Jess' reach. "But he should get to see your face when you first see the ring."

Huh. Jess never would've thought of it. "Good call." she admits, and relaxes her posture, to let Pam know she's not gonna fight back.

Pam gets up and off of Jess, helping Jess get up with her free hand.

"Wanna go for drinks?" Pam asks. "We can invite friends."

Jess smiles. "Hell yeah."

Later that day

Pam and Jess are walking towards bar when suddenly, Pam stops Jess in her tracks, "Now remember what we agreed on?"

"Nope." Jess responds, playing dumb.

"Nuh uh uh. We've been over this. No telling anyone until he actually proposes." Pam gets Jess is excited, but she needs Jess to understand why she needs to wait.

Jess makes a small show of a tantrum, stomping one foot on the ground, "Fine. Not a word. I'd be out of my mind to tell anyone anyway."

Having that settled, they both go into the bar, and the second they see their friends at a table, Jess shouts, "I'm engaged!!!"

The screams heard in response to the announcement are insurmountable, and by the time they calmed down a bit, it was time to order shots.

"Can we get a round of tequila for the table, please?" One friend asks the waiter.

When the shots are in hand, another friend poses a toast, "To Jess. Congratulations to an amazing friend. And condolences to Pam, Jess' maid of honor. She will surely be the most nightmarish bride ever."

Jess usually wasn't a huge control freak, but when it came to talking about her own wedding, even hypothetically, there was no reasoning with her. But Pam, for her part, only makes the comment of, "It's my burden, and mine alone." And clinks her shot with the others.

Grateful for the support, Jess raises her shot and says, "I'll be repaying the favor very, very soon. Cheers."

And wouldn't you know it, who should show up but Pam's boyfriend, and Sam's brother, Dean. "Hey, what am I rushing down here for?"

Jess jumps up to fill him in, "Dean! I'm getting married!"

Dean's eyes go wide at hearing the news, "Get out. You serious?"

Jess nods vigorously, "Yeah!"

Dean wipes a hand through his hair, "Wow! Hey, another round for the table! I'm getting a new sis-in-law!"

There's a lot of giggling, before Dean finally asks, "Wait-where's the groom?"

And that's when Jess has to come clean, "Well, he's not here."

Pam chimes in, "He technically hasn't asked her yet."

This makes Dean let out a loud laugh, "To Sammy, who in his world is working late at his fancy pants law firm, but in Jess' world, he seems to have just proposed! God bless him for finding someone he wants to spend the rest of his life with in any world. To Jess!"

There's several more congrats, as well as a bunch of chit chat about the upcoming nuptials, but Pam can see Jess isn't listening. Slowly, she gets up to follow her out of the bar, asking, "You alright?"

Upon seeing Pam had followed her out, she replied, "Yeah, I'm fine."

Pam knows this isn't entirely true, so she asks, "You wanna talk about it?"

"It's just…" Jess tries to start, but fails. "I just can't believe he won't be there. He never got to graduate Stanford with me, never got to see me off on my first day in med school. And I can't share this with him either."

Pam teaches out a comforting hand to put on her shoulder. "Hey. You know Brady would've killed to be here if he could. Aside from me, he's the only person you told about your hopes and dreams. But remember: what happened to him, was not. Your. Fault."

"I know. I know." Jess wipes her eyes.

Pam reiterates, "Hey. You're a human being. It's okay to miss him."

Jess smiles for the first time since coming outside. "You're right. I knew there was a reason I made you my maid of honor."

Pam smiles back. "Damn right there was."

Jess doesn't move for an awkward moment, but then asks, "So now what do we do?"

Pam pretends to think about it for a moment, then says, "Well, this is just me spitballing, but maybe you should focus on getting the proposal first."

Jess laughs, "See? Always thinking ahead. What would I do without you?"

Pam wraps an arm around Jess said and just says, "Crash and burn." and leads her back inside to enjoy the rest of the night.