You had it pretty good. Well, pretty good for a recent college grad trying to enter the "real world". You were fortunate enough to get a job at Stark Industries as a part-time receptionist. It wasn't the most glamourous job, but you got to interact with a lot of famous faces. Of course, the job had its ups and downs, as anyone would imagine working for Tony Stark would. You had the pleasure of just starting working right before Tony made that killer robot, Ultron. You handled all the incessant calls and inquiries about that fiasco so well that Tony decided to hire you full-time.
An added bonus of working for Tony was getting to interact with the Avengers. You got well acquainted with the entire team in no time. You got along with everyone, some more than others. You, Natasha, and Wanda were extremely close, confiding in each other often. You regularly had girls' nights together to get away from the testosterone of the rest of the team.
You meshed well with Sam, Steve, and Bucky. Sam and Bucky's pranks on each other always amused you. You would sometimes join in, which would make the "victim" of the prank furious. They were a fun bunch. You and Steve were great friends. He always made sure to stop by and say hello to you every day if he wasn't away on a mission. You two often got together when Sam and Bucky's bickering got a little too much to handle. You also enjoyed sharing parts of the 21st Century with him that he hadn't discovered yet. Overall, you really enjoyed being in his company. You had a soft spot for him, but you tried your damn hardest to keep that under wraps.
As for Tony, your relationship was…interesting. He was like an annoying brother, over bearing and caring father, and weird uncle all mixed into one. He obviously wanted the best for you, but didn't always go about it the best way. He often dragged you into awkward situations, of which you had no way of getting out of. You were currently in his lab about to get involved in one of his crazy schemes again.
"Alright Tony, what did you call me in here for?"
"Well, I'm sure you're aware that you've been out of the dating game for quite some time," he paused. You stared at him. What was he getting at? "So, I took it upon myself to make you a Tinder account."
"You did what?" you asked harshly.
"Signed you up for Tinder. You know, that online dating app where-"
"I know what Tinder is, Tony," you snapped.
"Great, so I won't have to teach you how to use it," he continued.
"Look, I don't know what's gotten into that genius head of yours, but I don't like the concept of online dating at all. It just seems so-"
"Nuh-uh, save it. You can voice your opinion in the briefing room. Let's go," he said as he led you down the hall with his hands on your shoulders.
"Tony, I have work to do. Those phones don't answer themselves, you know," you argued.
"Actually," he paused with a smirk, "they do." You groaned. You knew there was no chance you were getting out of whatever it was Tony had up his sleeve. You worked for him long enough to know that. You hoped the other Avengers in the briefing room would help change his mind. A slim chance, albeit, but a chance nonetheless.
When you got to the briefing room, Sam and Steve were already there talking amongst themselves. Tony cleared his throat to announce his presence and they turned their attention to the both of you. "Alright, now that everyone's here," Tony started.
"Wait, wait, wait. Where's the rest of the team?" you asked. You needed all the help you could get if you wanted Tony to change his mind about this. You wished Natasha was there, not that Sam and Steve couldn't help. She was just better at talking sense into that stubborn head of his.
"Sorry, kiddo. I've got the rest of the team tasked with something else," he said. You were doomed. "So," he continued, "as you all know, I signed our lovely Y/N up for Tinder. Sam, did you fill Gramps in on what Tinder is?" he asked. Sam nodded his head. You snapped your head in their direction with a look of disbelief.
"Hold on, you two knew about this already?" you asked. Sam nodded. Steve hesitated before he nodded as well. You stared hard at Steve. You thought he would be against Tony meddling in your life without your permission. He had definitely voiced his opinion when Tony had done so in the past. He adverted his gaze from yours, looking down at his hands. You couldn't believe this. You turned to Tony and spoke again, "Tony, you've done stuff like this before. Many times, actually. But this is taking it too far."
"Y/N, it's not as bad as you think," Sam commented. Maybe he was right. Maybe you were overreacting. You could always delete the account later. But Tony should've asked for your permission first, and the fact that he didn't pissed you off.
"I don't like online dating. I think it's fake. Call me crazy, but I like meeting people the old fashioned way," you stated. Steve looked up at you when you said this, but you were too busy fuming to notice.
"And how's that been working out for ya?" Tony asked. You rolled your eyes and shook your head. "That's what I thought. Now if you'd please, Y/N, take a seat." You did as you were told and sat next to Steve, not without giving him a disapproving look first.
"As I was saying, I signed Y/N up for Tinder, and she took it about as well as anyone expected," he said. You huffed. "But I did it without the intent of finding you a boyfriend."
"Okay…" you said hesitantly.
"As it turns out, one of our lovely friends at HYDRA happens to be an avid user of Tinder," he said. You didn't like where this was going, but you decided to keep quiet. "And you've got a date with him this Friday." Your eyes grew as wide as saucers. Your mouth was slightly agape, but you couldn't get any words to come out. You were stunned. Speechless. Why in the world would he think this was a good idea?
"I realize this all sounds," he paused, looking for the right word to say, "terrible. But we don't really have any other choice."
"He's right, Y/N," Steve finally spoke up. You looked at him, still stunned. "We've been trying to track down this guy for months. He's got intel on HYDRA's new whereabouts and we desperately need that information before they decide to attack again." He gave you a slight smile. You sat there in silence, still unsure of what to say.
"We need someone on the outside, per say, to try to reel him in. And that someone is you," Tony added.
"Why not send Natasha on him? This is definitely her area of expertise," you proposed.
"We did," Sam said. "This guy caught onto her right away. That's when we all decided we needed to send in someone he definitely wouldn't recognize."
"And you're sure he's never seen me? I mean, I work for Tony fucking Stark of all people. He's not exactly subtle," you inquired.
"Pretty positive," Tony answered, ignoring your jab at him. "You've only every worked at the Tower. You've never visited SHIELD's headquarters in DC and you know I don't let any just anyone in here." You nodded. Everything they were saying made sense, but you still weren't completely comfortable with the idea.
"We also need someone we can trust," Steve added. "We still don't know who's HYDRA and who's not, so we can't choose a SHIELD agent. We know you won't double cross us."
"But I'm not an agent. I answer phones all day. I have zero training. What if he tries something funny?" you asked, worry lacing your voice.
"We'll be right there with you," Steve assured you as he put a hand on your shoulder giving it a small squeeze. You gave him a slight smile. Maybe this wouldn't be so bad. The Avengers had handled much worse so you knew you'd be in good hands.
"We'll have you wear this the entire time," Tony handed you a small ear comm. "That way we can record what he says and help you out if you need it."
"Yeah," you mumbled, "I'm going to need it."
"Oh come on, Y/N, you'll be just fine," Sam laughed. "Just be yourself."
"That's the problem. I'm absolutely terrible on dates. Just awful," you sighed. "I never hear from them again, so obviously I'm doing something wrong. I don't want to mess this up for you guys."
"Oh, don't you fret, I will be there to help you every step of the way," Tony boasted. You rolled your eyes.
"Yep, I'm screwed."
"Yep," Steve and Sam laughed.