Prompt: You have been Tony’s best friend since childhood. The Avengers are shocked that the billionaire allows you to call him by his full name, ‘Anthony’. They realize that you and Tony have romantic feelings for each other, and they try to set you up in three days.
Word Count: 1500
You had been best friends with Tony Stark all throughout your childhood. Although during high school you developed romantic feelings for him, you two were still platonically stuck together like glue. You could never admit your feelings to him, in fear that he didn’t reciprocate them. Unfortunately, you two were forced to journey separate ways when Tony went one way for college and you went the other. He became Iron-Man and you became a part of Doctors Without Borders, traveling the world to help others. With your separate lives, you eventually lost communication with each other. A year after your last contact, you were back in New York for the week and had decided it was time to pay an old friend a visit.
You walked into the Tower and notified JARVIS of who you were. The AI allowed you into the elevator and took you to the main floor. You stepped off the elevator and were met by five pairs of curious eyes that belonged to Steve Rogers, Thor Odinson, Wanda Maximoff, Natasha Romanoff, and Clint Barton. The five were sitting on couches, watching something on the TV. When they heard the elevator ding, they looked to investigate.
“Who are you?” Clint asked, bluntly.
“I’m Y/N. Is Anthony here?” You replied with a smile. You felt a bit self-conscious about being in front of five complete strangers in their own home.
“Anthony? You mean Tony?” Steve asked.
“Yes. Is he here? JARVIS told me he was.”
“I’m sorry, but how do we know we can trust you?” Natasha questioned, “After all, you are a stranger here.”
“Romanoff, it’s fine.” Tony interrupted stepping into the room, “Y/N! Long time no see.”
“Anthony!” You smiled as he pulled you into a tight hug, “I’ve missed you so much. How have you been?”
“Busy saving the world, but then again so are you.”
“I wouldn’t necessarily call it that. I mean I am helping others with illnesses, but it’s nothing compared to you.” He let go of you and turned to your friends.
“Avengers, this is Y/N. Y/N, these are the Avengers. I’m so sorry about them. I had no idea you were here until JARVIS alerted me.” Tony explained.
“How exactly do you two know each other?” Clint asked, clearly confused at the exchange.
“We grew up together, practically inseparable.” He turned to you, “Do you want a drink? Or do you want to see my lab? Bruce is currently down there.”
“Lab, definitely.” You smiled and he lead you away to the lab.
“That was very strange.” Steve said.
“I’ve never seen Tony talk to a girl that much without hitting on her.” Natasha stated.
“She must really mean a lot to him. He never cringed when she used his full name. He hates it when we do that.” Thor replied and the others simply nodded their heads in agreement.
“It feels great to have my best friend back.” Tony said to you that night. You two were sitting together, eating pizza for dinner. The rest of the Avengers were all around you.
“So Y/N, what do you do for a living?” Steve asked.
“I’m a doctor. I’m in the Doctors Without Borders program so I travel to various countries and help vaccinate the citizens.” You explained.
“See? She’s a superhero all on her own.” Tony said.
“Anthony always joked about me having healing powers. I would always nurse him back to health whenever he got sick.” You added.
“That’s nice.” Natasha replied.
“Which country did you just return from?” Clint asked.
“Bolivia. Thursday, I leave for Mozambique.”
“Thursday? But that’s only three days from now? I thought you said you were staying for a week.” Tony asked. Sadness was present in his voice.
“Well it was technically six days. I spent three of them with my family. I thought I’d spend the other three with you. I haven’t seen you in a while and I’ve really missed my best friend.” You replied.
“How long are you going to be in Mozambique?”
“At least six months. AIDS and other STDs are extremely bad in sub-Saharan Africa. The death and illness rates are continuing to rise.”
“I say we have a party. You’re not leaving New York for God knows how long without attending a classic Stark party.” Tony said.
“You know how I am with parties, Anthony.”
“It will be fine. They’re loads of fun.” He begged with his best puppy dog eyes until you eventually gave in.
Over the next few days, the Avengers were able to observe you and Tony as you two continued to interact with each other. Bruce witnessed the two of you geeking out in the lab. Clint interrupted an intense tickle fight over the remote. Natasha overheard you explaining how antibodies worked to Tony, although she was positive he already knew. Thor saw you two cuddled up underneath a blanket, asleep on the couch at 3 AM. Steve was in the room while you were throwing grapes at Tony, trying to make it in his mouth. Wanda walked in on you cutting his hair cautiously. The team, except for Tony of course, decided that it was more than friendship between you two. They noticed how you would admire him when you thought no one was looking. They also took note of how different the billionaire was around you. He was happier and dialed back on his flirtatious nature.
On your last night, Tony held a party, as he promised. You didn’t fully grasp why he was hosting an event, but went along with your party animal friend anyway. Tony was standing off to the side, searching for you. With the crowd in his living room, it made it quite difficult to spot you.
“Looking for Y/N?” Steve asked, coming up to him.
“Yes.” He replied, “Have you seen her?”
“She was over by the bar the last I saw her. But before you go searching for her, I gotta know, Tony, do you love her? More than a friend?”
“I have no clue what the hell you are talking about.” Tony lied.
“Come on. We all see the way you look at her and the way you treat her. You’re a completely different man around Y/N. You also allow her to call you Anthony.”
“She’s the only person, other than my parents, who has ever called me my full name and gotten away with it. Don’t expect that since she can call me it, you can too, Spangles.”
“Fine, fine. I won’t call you by your full name. You didn’t answer me-do you love her as more than a friend?”
“Yes, as a matter of fact I do. I have since senior year of high school. I could never say anything to her about it.”
“Why don’t you tell her tonight?” Steve asked.
“I can’t tell her. She’s leaving for Africa tomorrow.”
“And this chance won’t come around for at least another five months. Tony, you’ve got to tell her. She feels the same. We can all see it.” Steve explained.
“In order for me to say it to her, I’ll need more booze.”
“Anthony, don’t get completely wasted tonight.” You said, coming up behind him. Both men jumped and you laughed.
“How much of that did you hear?” Tony asked.
“Just you wishing for more alcohol. Typical you.” You smiled.
“I’m going to go find Nat.” Steve said, walking away. Behind your back, he gave Tony a thumbs up.
“You look lovely as ever, Y/N.” Tony complimented you. You looked down at your red dress and shrugged.
“It’s not everyday I get to attend a Stark party.” You laughed, “Thank you. You don’t look so bad yourself, Anthony.” You reached up to straight out his tie.
“Will you come with me outside for a moment?” He asked. You could tell that his normal confidence was gone. He was a little bit shaky and nervous.
“Of course.” You replied. He lead you out onto the empty balcony. It overlooked the city. You admired the view in awe.
“I’ve been meaning to tell you something. It’s been on my mind for quite a while now.” Tony said and you nodded your head to tell him 'go ahead’. He sighed and you turned to face him, “Y/N, I love you as more than a friend. I don’t want you going to Mozambique tomorrow not knowing how much I care about you.”
“Oh, Anthony.” You laughed lightly, “You don’t know how long I’ve been dying to hear you say those words to me.”
“Are you saying that you feel the same?” He asked. You watched as his nervousness was beginning to leave. You smiled and grabbed the back of his neck, pulling his lips to yours. After the initial shock wore off, Tony wrapped his arms around you and proceeded to kiss back.
“Do you have to leave tomorrow?” He mumbled when you pulled away.