--- Post Season 6 ---
“What’s this from?”
They were naked in his bed, Jeff splayed out on top of her. They’d just had sex, it was only early in the evening. One of those easy days when they were both home and couldn’t keep their hands off one another.
It happened a lot, most often when Annie would return from a work trip. They spent their time making up for the lost hours they weren’t together.
Jeff lifted her left arm, inspecting a raised pink scar, just beside the crook of her arm. “This.” He rubbed it gently with his thumb. He’d seen her naked countless times, worshiped her body like it was his only reason for living. He’d noticed it before. He just never asked.
Annie stretched out her arm, allowing him to indulge in his curiosity. Her right hand was scratching through his hair. She loved the way he was settled over her. “Broken glass. When I went through that plate glass door in high school.”
He didn’t look at her, he didn’t react all that much. He knew the story, he’d heard it multiple times, even. Instead, he removed his thumb and leaned in to press his lips, kissing the scar gently. It brought a tingle through her, but she let him press more kisses and nuzzle his nose.
“I never forget, you know,” he said with his lips against her skin. “I never forget what you went through.” It was then that he finally looked up at her, his chin resting just above her hip.
She only smiled faintly at him, her hand moving to massage his shoulder. He broke her gaze when he started pressing more kisses to her body. The crease above her hip, up her torso, to the space between her breasts.
His lips reached her neck and against her skin he mumbled, “It makes me love you more.”
She didn’t know what to say, how to put into words how much she loved him in that moment. So she pulled him up to her level, and hoped she could tell him with a kiss.
He pulled away before pecking her lips once more, and then dropped to her side, holding her against him until they both drifted into a light sleep.
--- Season 3 ---
It was really late…or super early. She rolled over in bed to see her phone lighting up from her nightstand. She could have ignored it, but Annie couldn’t ignore her friends. What if it was an emergency?
She reached for her phone, squinting at the screen to find that it was Jeff calling her.
“Annie…” his voice slurred, he sounded drunk.
She sighed. “Yes, Jeff?”
“What are you doing?”
“I was sleeping.”
“Whaaaat? Sleeping, why were you sleeping?”
“Because it’s 3 AM.”
Apparently, this information was funny to him and he started laughing. “Oh yeah, it is.”
“Where are you Jeff?”
“Home. I think. Yeah I’m home. Troy and Abed came over. They’re asleep on my floor.”
She rolled her eyes but was comforted by the fact that he wasn’t drinking by himself. “Sounds like you guys had quite the night.”
“I wished you were here. With us. I was thinkin’ about you.”
She flushed. “Oh yeah?”
“Yeah. I dreamed of you last night.”
She should have just hung up, played it safe. There was no use in opening a can of worms. But something about his voice, about their tension filled relationship made her ask. “Really? What was I doing? In the dream.”
“You!” He began laughing again. “You were with me! And I was with you! And we were on the couch in the study room!” His words were slurred, and her heart sped up. “And you were laughing and…and you looked so pretty! You always look so pretty.”
“And then I woke up and I was sad.”
“You were sad?”
“Yeah. I liked the dream.” His voice seemed softer.
She closed her eyes, sighing. “Jeff, I think you should go to bed now.”
He remained silent for a moment. “Yeah…”
“Goodnight. Hope the hangover isn’t too bad in the morning. Drink some water.”
He laughed in a quick breath. “Night, Annie.”
When she ended the call, she rolled over in bed knowing she’d have another restless night’s sleep because of Jeff Winger.
--- Post Season 6 ---
Much to her reluctance, Annie was advised to get her tonsils removed. It was necessary and for the best, but after the surgery was completed, she was out of it. She wasn’t loopy or saying absurd things, or anything of that nature. Just aggressively tired. After waiting for the procedure to be completed at the doctor’s office, Jeff was instructed to give her medication at the prescribed times, feed her liquids and light meals, and to let her sleep.
He took her back to her place because he figured she’d be more comfortable in her own bed, despite the high thread count of his own bedsheets. Britta was working most of the night, so he figured she wouldn’t be much help. He’d just tough it out and sleep on their futon that night.
She was cute on the drive home, all dazed with flushed cheeks. He tried talking to fill the silence but he could tell that it was taking a lot of energy to pay attention, so he let her relax and close her eyes instead.
He practically carried her up the stairs to her apartment, and when he eventually got her in bed she curled up under the covers. He tucked her in and fluffed her pillows all while her eyes were closed. He thought she was sleeping until he heard her mumble a soft thank you against the cotton of the pillow.
He smiled, brushing some hair behind her ear. “You’re welcome.” Quietly, while he knew she was still awake, he said, “I have to run to the pharmacy to pick up your prescription. Are you gonna be okay? Do you need anything?”
With the little energy she had, she tugged at his wrist. “Kiss?”
He let out a quiet chuckle and complied, leaning down to peck her lips. When he pulled away, she hummed contently, ready to sleep. He straightened the sheets around her once more before going on his way.
--- S5/Basic Sandwich ---
He sat at the study table alone. He thought everyone had gone home which was why he was startled when she came into the room, taking her usual seat.
“I thought you left,” he mumbled, only glancing at her.
“I was about to but…I saw you sitting in here. Alone.”
“Just…thinking. Weird day, huh?”
Silence stretched between the two and he hated it, he wanted to crawl out of his own skin. It felt awkward, wrong. After everything that had happened. He wasn’t thinking when he did it. All rational thinking left the moment he learned that Greendale was sold to Subway.
She was obviously getting tired of the silence as well, so she huffed out a long sigh and looked at the ceiling.
“Can I ask you something?” She finally said.
He shrugged, staring at nothing, “Sure.”
“Do you love her?”
Sighing, he pinched the bridge of his nose, squeezing his eyes tight. “Look—”
“Just answer the question, Jeff. Do you love her?”
She nodded, mostly to herself.
“Britta, look, I’m—”
“No, no. You don’t have to explain yourself.” She didn’t sound mad or angry. Just tired. “I saw the way you looked at her. It’s pretty damn obvious, Jeff.”
He swallowed, feeling the knot in his chest grow tighter. He was an asshole. But he needed her to know it was never her fault. “I never meant to hurt you, and I’m sorry if this… did.”
She laughed sadly, “I shouldn’t have agreed to marry you. It was stupid. We were being stupid.”
“I’m still sorry.” He didn’t think he’d ever been so gracious with her. But he knew he fucked up.
She stood, beginning to leave. On her way out, she paused with a hand on his shoulder. “It’s okay. Just figure out your shit with Annie so we can all move on.”
He listened as her heeled boots faintly disappeared out of the library.
--- S2/Asian Population Studies ---
Just an hour ago, she was yelling at him in the men’s bathroom. But now, he was in her apartment as she clawed at his damp shirt, pressing him against the wall. He tasted her lips, her neck, nibbled at her ear. It was all happening so fast, he didn’t think they’d ever kissed one another like this before. Full of anger and regret.
He growled as her mouth found his again, and she managed to undo most of the buttons on his shirt. He picked her up and threw her on the bed, crawling over her with an urgency he hadn’t ever felt.
He wanted her and she knew it but all he did was deny, deny, deny. It was what he knew best, but now…now she was sighing into his mouth and making high pitched moans and he couldn’t hold back.
He knew it was wrong, it was so wrong. Because he shouldn’t have been jealous and he shouldn’t have ruined her thing with Rich. But he was and he did, and he ran through the damn rain to tell her how much he wanted her.
And then this happened.
He continued to ravage her mouth, bite the skin of her neck, suck on her pulse. Her hands skidded against the wet skin under his shirt and pulled him closer. He rutted against her, his jeans rough against her tight skirt.
He gained a moment of clarity when she pushed him back to remove her sweater. He needed to end this. He needed to climb off her and go home. Forget it ever happened. She thought she wanted him? Well, he’d make sure she didn’t.
But she knew what he was thinking. She read his expression and wasn’t having it.
She pulled him in for another kiss, pressing her chest and entire body against his. “Don’t go. Don’t go, don’t go, don’t go,” she said against his lips. “I want you. I want…”
He silenced her with another kiss, biting at her lip. “I’m not good for you,” he whispered into her mouth. “I’ll break you.”
Her hands found the button of his jeans, pushing them down his hips. He didn’t think she heard him, but as she put her hands around him she said, “You could never.”
He let out a distressed breath at the feel of her hands, realizing that he was once again losing this particular battle.
So he let himself get lost in her.