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Chapter 4
by zankoo
Pick a Jake story below
♡♡ FEATURED STORY: Abbie and Jake go to a wedding ♡♡
On a Tuesday morning, Jake sat in his shared cubicle, but without his cubicle-mates there to distract him. He held a cream-colored enveloped in his hand and tapped it anxiously on the edge of his desk. He looked at the front of the envelope, then the back, then lowered it to his lap and stared straight ahead. He nervously flipped the envelope over and over in his hands. He fiddled with the paper flap, opened it, closed it, flicked at the corners of the card with a fingernail. He took a deep breath and let it out. Again, he looked down at the envelope's front.
It was addressed to him in ink that looked like black underneath a layer of gold. Exquisite stationery. Stunning calligraphy. He opened the envelope and pulled out the card. Under his breath, he read the invitation aloud.
"Dear Jake, we warmly invite you and a guest to join us in the celebration of our upcoming marriage! Blah blah place, blah blah date, most sincerely yours, Staci and Phil."
Jake slipped the card back into the envelope. Staci Reynolds was a distant cousin he knew more through text messages and Instagram comments than from anything in person, though they had met a few times over the years. Phil Kaplan was her fiancé, whom Jake had never met -- though again, through social media, he felt like he at least knew Phil existed, and could tell that they lived a pretty comfortable life.
You and a guest, the card said. Jake had been mulling this over for a while. In fact, he'd gotten the invitation two weeks ago. And he knew about the wedding for six months, or however long ago it had been that Staci posted something on her socials about their engagement.
"I don't have a guest," Jake said to himself, feeling clumsy about his own life. "Nothing makes you remember how single you are than not having a 'plus one' to go to a wedding."
He pulled the card out of the envelope again, this time extracting the second envelope from within -- the one in which he was supposed to mail back his response to Staci and Phil.
"I don't really have a plus one, do I?" he asked himself. And then he thought about it. He had been thinking about it for a while, and he knew that there were three options. One, simply don't go to the wedding. He barely knew Staci, and he was certain she'd barely notice if he didn't attend. His was an extended family courtesy invitation, not a you're-in-my-inner-circle invitation.
Option two was to go alone, which was an idea he dreaded. Weddings in general weren't anything he cared much about. He wasn't against the idea, he just found them to be rather dull and predictable, basic food, required socializing, too much money spent on clothes and housing and travel. He imagined that Staci and Phil were probably going to throw a pretty sizable event, but he felt like that even amplified the pressure of needing to meet expectations himself.
And option three was both the most intriguing option and the most daunting. Option three was also both the most obvious choice as the most dangerous risk. Option three was Abbie.
Jake knew by now that if he asked Abbie to do something, she'd do it with no doubt or question. He knew that if he asked her to accompany him on this weekend adventure that she'd say yes, even if she was half as nervous about it as he was (though he figured she probably wouldn't be nervous at all -- Abbie was always confident about everything).
But most of all, he knew that if he asked her, it would lead to things they'd never done in their time together. They'd travel together. They'd share a hotel room. They'd share a bed -- actually share it, sleep in it. They'd share a bathroom. They'd see each other brush their teeth. He chuckled to himself -- we've had sex countless times, but I'm nervous about her seeing my toothbrush.
He didn't even know what to call what they had -- a situationship? They'd been intimate together many times, but never spent the night at one another's place. They'd kissed and touched and done so many things that are either parts of short flings or serious relationships -- and yet neither of those categories could describe what they had.
"She's not my girlfriend," Jake said. He often said this, reminding himself that he shouldn't ever assume anything, even if Abbie was the most assume-able person he knew.
And so, on a Tuesday morning that felt as thrilling as sifting a spreadsheet riddled with someone else's typographical errors, Jake stood up from his desk, envelope in hand, and slowly approached Abbie Andrews's office door. He knocked sharply, the sound interrupting the silence of the day like a comma in the middle of an otherwise balanced sentence.
"Jake!" Abbie said happily as she looked up from her work to see him standing in the doorway.
"Hey, Abbie," he greeted, a playful glint in his eyes that crinkled the corners.
"What can I do for you today?" she replied cheerfully.
"Ooh, dangerous question, Abbie." He smirked. She knew full well what she was asking, and smiled at him. "So I'm going up to this amazing resort this weekend for a family wedding. Now, you can totally say no, but I was wondering if you'd like to go with me?"
Abbie's face lit up. "You know I won't say no to you, Jake! I'd love to go. Thanks for inviting me!"
Jake's grin widened. "Perfect. I knew you wouldn't be able to resist."
"Who's getting married, anyway?" she asked, trying to regain some composure.
"I think she's my third cousin. Her name is Staci, her guy is named Phil. Honestly, I haven't seen them since, well, ever. I don't know them much, but somehow I wound up on the guest list. I have to assume it's going to be pretty big if I made the cut."
"And you got a 'plus one'?" Abbie raised an eyebrow.
"Yup. So I was thinking of ditching work on Friday and heading up early to soak up the resort life. There's some family stuff planned Saturday, and the wedding's on Sunday."
"Sounds amazing!" Abbie exclaimed, already picturing herself lounging by a pool with a fruity drink in hand. "Packing montage incoming!" She stood up and shuffled a few papers on her desk, but her attention was now split between Jake and imagining their trip together.
Jake let out a dramatic sight. "And I have to try to remember who everyone in my crazy family is. I can try to tell you who all is going to be there, or we can just wing it when we arrive."
"Abbie and Jake Go to a Wedding" is the longest story within the "Always, Abbie" collection. It spreads across hundreds of chapters, and covers a wide variety of adventures over the course of a weekend getaway.
Use the table of contents below if you want to jump ahead to a specific part of the story, since the site-based story map can be a little confusing. Or use the links at the bottom to continue the story from here (which is basically the beginning!).
- Thursday: Abbie tries on clothes for Jake at work (office sex)
- Friday, on the way to the hotel: they drive to the hotel (flashing, sex while driving)
- Friday, mid-day: they fuck in their hotel room (which lead to voyeurism from other guests) or they fail to nap in their hotel room (which leads to a special room service delivery from Sam, after which Abbie and Jake go a second round [anal])
- Friday afternoon: They go to the hotel pool and explore a secret tunnel, meeting Nicole and Simon (foursome)
- Friday evening: They get dressed for dinner (masturbation)
- Friday evening, continued: Dinner at the steakhouse, including public sex at the bar (Jake with Abbie, Jake with new friend Michelle, or Abbie with Michelle's husband Chris [in development]); a blowjob behind the bar
- Friday, late night: public elevator sex; threesome #1 with Abbie, Michelle, and Chris; threesome #2 with Abbie, Jake, and Michelle; threesome #3 with Abbie, Jake, and Chris (in development); gangbang (in development); party with strangers (orgy with Abbie, Michelle, and three hotel employees, Tyler, Dominic, and Stefan); Abbie and Jake wander the hotel grounds and either fuck outdoors (public, reuniting with Michelle or Chris), or sneak into the pool area (orgy with Abbie, Jake, and three hotel employees, Cassie, Annaliese, and Raúl, in development)
- Saturday: Wake-up sex ... interrupted by a room service surprise with Kelsey (threesome)
- Saturday: Impromptu shenanigans with the party planners (foursome)
- Saturday: Adventures in the woods (foursome with partner swapping)
- Saturday: Party cruise! (in development)
- Saturday: Bachelor and bachelorette parties (in development)
- Sunday: Wake-up sex, round two (in development)
- Sunday: Pre-ceremony jitters? (in development)
- Sunday: Reception and post-reception parties (in development)
- more to come!
Does Abbie want to hear about some of the family tree?
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Always, Abbie
She'll do anything you want -- just ask!
No matter the situation, Abbie Andrews is always willing to help out. Giving, generous, kind, never a complaint. Everyone likes her, and she likes everyone. In fact, it seems that no matter what anyone asks here, she says yes. When someone jokingly asks a different kind of question, Abbie begins to learn what she's really made of.
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Updated on May 17, 2025
by zankoo
Created on May 14, 2022
by zankoo
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