pour you a drink | teddy spencer x reader (i know what you did last summer 2025)
Summary: You’re a part time bartender at Ray’s Bar. There you become acquainted with Teddy Spencer.
Warnings: i hope his personality isn’t too ooc, i apologize if it is!, brief make out scene, unnecessary reader background (you can skip tbh), mention of alcohol and drinking, I think that’s it
Teddy’s life had gone to shit within a year. And it all started on fucking July 4th of all days. The downward spiral was gradual until Danica had no choice but to leave him behind. He couldn’t even blame her. The fault was his alone.
His new life on his dad’s houseboat wasn’t too bad. He could smoke, drink all he wanted. Alone.
Sometimes he went to Ray’s Bar just to have the background of people talking. He couldn’t admit to himself that he was lonely. Telling himself the change of scenery was nice.
You always got a glass and poured his drink of choice when you saw him, pushing it over the counter with a smile.
Sometimes he thought about that smile. More than he should.
Teddy Spencer walked through the bar, eyes finding you immediately.
You feel warm under his watch but pull out a glass and his preferred liquor, already sliding it across the counter by the time he’s settled onto a stool.
At first, he came in rarely, with a cloud over his head. His tail tucked between his legs. But, then he came in more and more (Stevie told you about Danica’s new fiancé Wyatt) until you came to expect him.
Stevie had asked if you wouldn’t mind serving him when he came and you agreed with little questions after she gave a short explanation involving her dad. Shitty friends after a shitty situation is, well… shitty. You got it. Working the bar was just your evening gig anyway, extra cash. No questions asked. Ray was nice enough. You liked that Stevie had someone paternal looking after her.
You’d been on edge when Teddy first started stopping by. Thinking of his loud mouth self from high school, the limited interactions you held, and the perspectives from other people who weren’t fans of the Spencer family.
But slowly, so slowly you didn’t even realize it was happening until it was too late, Teddy grew on you.
The Teddy of before was not the man that sat before you now. He was quieter, serious, grieving. There were glimmers, on good days, of his past self. A certain smile or laugh that warmed your chest.
He would crack a joke and sit and talk if the night was slow, maybe, if he was in a good mood. Mostly he would thank you for the drink, pay his tab, and go sit in a corner nursing his drink until it was gone. Then he would leave.
Tonight, he doesn’t have anything teasing to say. But he doesn’t walk away. You refill an order down the bar and drift back over, casually wiping down a glass.
“I don’t want to talk about it.”
“You don’t even know what I was going to say!”
“Everyone is talking about Danica’s splash bridal party!”
“Actually, I was going to ask if you liked your drink. I changed it.”
Teddy blinks, looking down at his drink as if just seeing it for the first time, then back to you. He takes a drink, holding the eye contact. You feel the urge to fidget but force yourself to keep still.
“It’s good.” He finally says. “What is it?”
“The usual, with a squeeze of lime in it.”
He makes a face, scrunching his eyebrows.
“I panicked.” You sigh. “I was going to ask if you were okay because yes, I’ve heard literally everyone, I mean everyone, even old man Billy, talking about Danica and Wyatt. And, I just… wanted to make sure you were okay?”
He doesn’t say anything, continuing to stare.
So you fill the silence, your inner voice begging you to shut up.
“Which obviously you’re not. Because why would you be? This must fucking suck and I’m sorry for bringing it up. Um, drink is on the house tonight..?” You trail off, feeling like jumping off the dock into the water might ease your embarrassment but only if you sunk to the bottom.
“You’re the first person to ask me if I’m okay.” Teddy says. “And no, I’m not okay.”
“Do you want to talk about it?” You cringe levels are returning to a normal range. Maybe you didn’t fuck that up?
“Honestly no. But… it means a lot to me that you asked, so thank you.”
Stevie invited you to Danica’s bridal shower but you declined because thankfully you had to work your day job at the visitor gift shop. Super unglamorous but busy enough to be mindless.
Instead after your shift ends, you find yourself walking along the water. Seeing a familiar figure lounging on a dock with several empty beer cans out.
“Mind if I crash your party?” You call out.
Teddy looks up and shields his eyes from the sun, you don’t want to be presumptuous but you think his eyes light up. He stands up with a grin, holding two cans of beer.
“I’d like that.” His hand brushes yours when he hands it over.
You study the label. It’s local. “Oh thank god. I would’ve been pissed if this was an IPA.”
“Fuck no. I don’t hate myself that much.”
He laughs and you join him. You settle into the chair adjacent to him, legs crossing as you take him in. He looks tired, hair ruffled, clothes obviously the first thing he saw. But he looks… okay.
“I’m only going to ask once and then I’ll let it be. How are you feeling?”
Teddy takes a drink from his can, swirling the liquid around with his hand for a moment. Finally he says,
“I just hope she’s happy. And if she is, then I guess I’m okay. Or, I will be okay.”
He looks at you with that certain look you can’t decipher.
You’ve gone through a case of beer easily, collecting the cans in a bag to discard later. You have a nice buzz, almost on the cusp of drunkenness but sober enough to notice that Teddy has eliminated all personal space between you.
He attempted to recreate the drink you make for him in his mini bar setup but it tasted like straight gasoline.
Instead he served two glasses of lemon water and was staring at you in a way that you were certainly not misinterpreting.
“You’re a really good bartender.” He says softly.
“Because I don’t have a rich daddy?”
“No, I mean… you’re smart, funny. You could work anywhere. Why there?”
“I don’t know. Ray needed seasonal help for the summer and I thought fuck it, why not? It’s better than being alone in my shitty apartment.”
“What about your family?” Teddy asks.
“Dad died when I was 12. Then mom remarried and had new children that she focused on. She’s a really good mom, just not to me. I think it’s too painful for her to be around me. Like all she sees is my dad.
“Then Luke, my stepdad technically, decided it would be better for his kids to grow up closer to his hometown in Maine. So, I haven’t seen them since.”
“Yeah.” You finish the water in your hand, wiping the condensation against your shorts.
“I think your mom is an idiot for not seeing how great you are to be around.”
“Yeah sure.” You huff a laugh.
“I’m serious. You… you’ve helped me a lot these past few months.”
“By serving you alcoholic beverages?”
“You gave a shit. About me. The drinks were a bonus.”
“I do care about you Teddy.”
Your thigh is touching his, feeling the warmth emit through his pants. If you leaned in, you could count the freckles on his cheek.
“I don’t want to be your rebound.” You say.
The words had come out without thinking and only once you’ve said them do you realize how true it is. How much you want this. Want him.
“You’re not a rebound. You’re… so much more.” Teddy says. He runs a hand over his hair, he looks nervous. “I’ve wanted to kiss you since the first night I saw you.”
He leans in slow, careful. His mouth is warm and soft against yours, sliding your bottom lip between his. You break away for a breath, his lips chasing you, filling the gap.
The pace is faster, his hands finding purchase on your neck, cheek, thumb caressing. Shocks of fire are racing through your bloodstream. Your lower stomach starting to coil in warmth.
He moans into the kiss when your hands find his hair and give a small, gentle tug. One hand stays supporting your neck, the other traveling down to your waistline, fingers slipping underneath your shirt.
“Is this okay?” He pulls away, all movement paused. He’ll stop if you want him to, you see his seriousness in his eyes. Pupils blown wide.
“Yes.” You whisper, hand sliding across his thin gold chain. You use it to pull his mouth back against yours, enjoying the groan he lets out.
His hand continues the journey under your shirt, slowly feeling the smooth skin. Your own hands are reaching for the buttons on his shirt, ready to reveal his chest.
Then Teddy stops, pulling away, and cocking his head toward the door.
Your heart is thundering in your chest, skin feeling too warm for your body.
And then you hear it. The creaking of footsteps on the wooden dock leading to the boat.
The living space is open view and you easily see Stevie’s shocked face when she spots you underneath Teddy, shirt pushed up, lips kiss bitten.
Ava and Milo look stunned.
He fixes your shirt, nothing but gentle as he helps you stand.
“Why the fuck are you here?” Teddy breaks the silence of the trio.
Ava steps forward, an envelope in her hand. Her eyes dart towards you and you know whatever they have to say is not for your ears.
“If anyone’s leaving, it’s them.” Teddy holds a hand out to stop you, and it’s all you can do not to look at his hand and remember the warmth as he felt you up only minutes ago.
With a glance to Milo and Stevie, Ava hands the envelope to Teddy. You glimpse the words as he opens it:
I know what you did last summer
