Prompt: Can I pls have a Derek Discanio imagine where you two dated and broke up but you’re best friends with Tyler and Tyler always gives you updates on Derek. One night Derek is really drunk and calls you to admit that If I’m Lucky was about you and asks for you back and you say yes
A/N: I loved loved loved this prompt so much.
title creds: bruh
“How was he today, Tyler?” You asked anxiously, pacing around your small apartment that you and Derek once shared. Tyler hesitated before answering. “Y/N, I’m not going to lie…” he paused, “he wasn’t very good. He’s hammered. He started crying. He misses you so bad. He keeps saying he takes everything back, how he wants to see you. It’s heartbreaking.” He sighed.
You let out a frustrated sigh, that was mixed with relief. He misses me, you thought. “He’s the one who broke up with me.” You resuscitated. ”I know, I know. But you know what the real question here is, Y/N, and I suggest you figure the answer out. I’ll talk to you later.” Tyler griped before the line went dead. You sat down and hid your head in your hands. “What am I going to do?” You muttered out loud. You thought it all over in your head.
Do you miss him? Yes. Do you love him? Yes. Do you want him back? You didn’t know. “Do you want to get your heart broken again?” was the “advice” given to you from a friend. Surely, you thought, if he misses me and loves me as much as he says he does, he wouldn’t do it again, right? You sure as hell weren’t expecting it the first time around so what if it ends up like that if you give him another chance? You do miss him. You do love him. You do want him back.
I’m going to get him back, you smiled to yourself. You stood up to go get ready so you could go talk to him about the possibilities. From what Tyler has experienced today, Derek might still be drunk, but that was a chance you were willing to take. The challenge was how you’d coax it out of him, how you were going to make him admit everything he mumbled about today in Tyler’s presence.
In the shower, you heard your phone ringing constantly. When you were finished, you quickly got dressed and were brushing your hair when you heard a knock on the front door. “One minute!” You yelled. As you made your way to the door, the knocks turned into pounding. “I said one minute!” You said, swinging the door open. There, standing in front of you, was a drunk, smirking Derek. Your legs suddenly felt like jello and you felt butterflies tingling inside of you.
“I-I was just, just about to come over.” You stuttered, taken by surprise. How did he get here? He was blatantly drunk. You mentally cursed at Tyler. You knew he had dropped him off here, but you also silently thanked him. “Well, aren’t you gonna invite me in?” He furrowed his eyebrows. You stepped aside with a sigh. “I guess I should, huh? Come in.” You watched as he strolled around the living area. “Where’s our pictures, Y/N?” He frowned, eyeing the walls. “‘A lot has changed.“ He turned back to you, his eyes brimming with tears.
"A lot has changed,” you repeated, staring down at the carpet. “You can sit down if you’d like,” you choked out. The old feelings began to hit you like restless waves on an old lighthouse. “I tried to call you. To talk to you, you know. But you weren’t answering so I had Tyler drop me off.” He shifted in his seat on the couch. You hadn’t even checked your phone, you just assumed it was Tyler calling you as a warning. “I’m a fucking wreck, Y/N.” He started, avoiding your questioning gaze. “I screwed up and I’m sorry. I’m so fucking sorry.” His tears finally spilled down his cheeks. You started shaking and felt tears dropping down your cheeks, too. Before you knew it, Derek was on the floor in front of you, reaching up to wipe your tears.
“You deserve so much better. I-I, I can’t live with myself knowing that I hurt you like that. I wanted to see you be happy again but I couldn’t see, me. I couldn’t see you being happy with me any longer. I’m so sorry.” He whispered. “Please stop crying, you don’t need to cry over me.” He soothed, pulling you down into his lap as he cradled you. “What do I need to do to make you see how much I love you, Derek?” You cried, soaking his shirt. “Just tell me. Tell me what you felt when I left.” You began to pour out your feelings, Derek wiping away the occasional tear that fell from your eyes.
“Well,” he started, “I felt most of that also. Damn, I’m sorry. I’m sorry. I’m sorry. I love you, I don’t think I ever stopped. Actually, I don’t think I ever will.” He gushed. “I wrote if I’m lucky about you.” He admitted, looking into your eyes. You smiled slightly. “Yes, Derek, I do care. I do really want to be with you. And I do want another try.” You confessed, clutching his hand. “I have nothing cheesy to win you over with but I can order you a pizza. Will you be my girlfriend, again? Give me a chance to start over?” He smiled, stroking your cheek. “Yes.” You laughed.
“You’re my sunshine, Y/N. I’m sorry for leaving you in the dark.” He turned serious. “It’s okay.” You paused. “Can I kiss you?” He asked, clearly not feeling fully reinstated. “Of course.” Your eyes fluttered closed. His lips tasted of alcohol and confidence, a taste you savored. “Now, how about we grab your phone, we have a pizza to order!” He joked, kissing your nose.