Prompt!: Oliver frequents his fav sports bar because of a certain young lady. He tried to ask her out a few times but bailed at the last second. This time, Tommy plays wingman! Maybe Oliver and Felicity end up on a date to a ball game or something?!
(Changed this up a bit, but I loved the sports bar idea so much!)
With a rag in his hand, Oliver rubbed down the bar, looking around. The Home Plate was crowded for the opening day of the baseball season, but thanks to an unexpectedly nice day for April in Star City, a lot of their customers were taking advantage of the outdoor area. That meant the bar itself wasn’t too full. It should be easy for him to spot who he was looking for.
Felicity. A little blonde dynamo of brains and beauty, although the woman herself would disagree on the beauty party.
“I’m a genius in a male-dominated field,” she had told him one night, after a guy had been laying it on pretty thick with her. “Calling me ‘beautiful’ or ‘hot’ or anything like that? I never believe it. Especially not coming from a guy in a bar.”
It had been all Oliver could do to bite his tongue when she said that. Because while he wasn’t a genius, he could tell that Felicity had no idea how appealing she was. How her eyes lit up when she was interested, how her blonde ponytail made a man want to stroke her curls, how her pink-painted lips inspired very sexy thoughts.
At least that was how it was for Oliver, since the first time Felicity had come into the Home Plate. And the more he had gotten to know her over the last year, the more he had fallen for her.
If it wasn’t for his boss’s rule about no dating the customers, Oliver would have asked Felicity out already. But Oliver respected John Diggle too much to break his rules.
But today was different, because it was his last day at the Home Plate. He had taken the leap and enrolled in college full-time, after attending part-time the last year–a decision also inspired by Felicity.
Since he wouldn’t be working at the bar any longer, he could ask Felicity out. He just needed her to show up. Which had to be any minute now–it was Opening Day and Felicity loved baseball even more than he did.
“Awful long face there, barkeep.”
Smiling a little, Oliver nodded to his best friend. “Hey, Tommy. Usual?”
“Yep,” Tommy Merlyn said, folding his arms on the spotless bartop. “What’s got you looking so glum? Could it be the absence of your favorite blonde?”
Oliver sighed a little as he filled a glass for Tommy. “I’m not that bad.”
“Oh, you are,” Tommy retorted. “How many kids do you think the two of you are going to have, and have you figured out their names yet?”
Glaring at his friend as he slid the beer to him, Oliver said, “If you say any of that kind of thing when Felicity gets here–”
“Would I do that to you?” Tommy asked, picking up his beer and taking a healthy gulp.
“Yes. You would.”
Tommy rolled his eyes. “I’m going to be everything you could want in a wingman.”
“I don’t need a wingman,” Oliver said, knowing he sounded like a stubborn kid. But damn it, he didn’t. “I just need Felicity to show up.”
“Well, you’re in luck, then.” Tommy nodded and Oliver spun around, looking towards the door of the bar. The door that Felicity had just walked through.
Oliver tried to smooth out his shirt and his hair without looking like he was as Felicity walked around the bar, smiling and waving to a few other regulars. In her jeans and Mariners t-shirt, she looked more casual than he was used to seeing her. And he liked it.
“Felicity, hey,” he said after clearing his throat. “I was getting worried.”
Worried, you idiot? Why don’t you just ask her to marry you right now? a voice in his head said–a voice that sounded like Tommy at his most mocking.
“That you would miss the pre-game festivities,” he continued quickly. “What can I get you?”
“You’re so sweet. Thanks, Oliver,” she said, hoisting herself on a bar stool two down from Tommy’s. “I’ll take a beer. And a thing of popcorn all for myself?” she asked in a wheedling tone, smiling at him.
Ducking his head and smiling, Oliver took a small basket from under the bar and filled it with popcorn from the large machine at one end of the bar. He placed it in front of Felicity with a flourish, smiling at how she clapped her hands and bounced on her stool.
“You know John’s got a standing rule that his favorite customer gets whatever she wants,” Oliver told her as he pulled her beer.
“I don’t want to take anything for granted,” Felicity said, popping a few kernels into her mouth.
“A great attitude,” Tommy said, butting into the conversation. “Don’t live with regrets, that’s always been my motto.”
Oliver leaned back, his arms folded over his chest. “Really, Tommy?”
Tommy shot him a look, then leaned over towards Felicity. “So you were cutting it close, Felicity. What gives?”
Her face screwed up in an expression of adorable disgust. “A friend of mine kept me on the phone, trying to persuade me to let her set me up with this guy.”
His heart felt like it was going to beat out of his chest. His arms fell to his side as Oliver considered that maybe he was too late.
“Oh, yeah? You weren’t interested, though?”
Seriously, he was going to kill Tommy.
Felicity shook her head. “No … I mean, he sounds like a great guy, he’s just … he’s not …”
Tommy nodded sympathetically. “He’s not Oliver, right?”
Her cheeks went red and after a startled glance towards Oliver, Felicity looked down.
“You know that even though he’s my best friend, I’ll throw him out if he’s bothering you, Felicity, right?” Oliver asked, glaring at Tommy.
“No, no, you don’t have to show off your muscles by throwing Tommy out,” Felicity said quickly. She blushed deeper and picked up her beer. Just before she sipped, she muttered, “And it’s not like he’s wrong.”
Oliver thought she hadn’t meant to be so loud. He didn’t think he was meant to hear that. But he had, and now that he heard it … he was trying to make sense of it. Could Felicity–did she actually–would she actually go out with him if he asked?
Out of the corner of his eye, he saw Tommy get up and move away, leaving Oliver alone with Felicity. Giving him the opening he needed.
Taking a deep breath, Oliver took a step closer to Felicity and rested his hands on the bar. “So … you turned your friend down?”
She nodded, her eyes looking anywhere but him–her beer, the bar, the TV showing the sportscasters talking about the Mariners’ chances this year. “Yeah … I just … I knew I wasn’t interested.”
“So … if I asked you out …?”
Her eyes snapped to his face, big and blue and round as saucers. “What?” she whispered.
“I’ve wanted to ask you out for months, but you know John’s rule,” Oliver said, deciding to put all his cards on the table. “But this is my last day here, since thanks to you, I’m now a full-time college student. And the only good thing about leaving the Home Plate is I get to ask you out now.”
Felicity blinked slowly, her lips parted as she stared at him. Oliver leaned in a bit, a smile starting to grow on his face as his confidence rose. “Felicity,” he said softly, “would you go out with me?”
Her head jerked, then she nodded eagerly. “Yes. Yes!”
Oliver beamed at her, then looked around for John. When he caught his boss’s attention, Oliver gave him the thumbs up and got a head nod in return. Turning back to Felicity, he gave her a wink and pulled himself a beer, then walked around the bar with it.
She was smiling, too, by the time he reached her. “Hi,” he said, sliding into the stool next to hers. “I’m Oliver. How do you feel about the Mariners this year?”
“They’re gonna go all the way,” she said confidently, before holding her hand out to him. “Hi. I’m Felicity.”
And while the Mariners didn’t go all the way–they lost in the wild card game–Oliver and Felicity did. They went all the way.