Disclaimer: I own nothing from Community.

Annie

When I pulled into the parking lot in front of Jeff's apartment he was already getting out of his car. I parked slowly and turned off my car, but I didn't get out right away. Instead, I left my hands on the steering wheel and took a deep breath. My stomach had butterflies and the familiar feeling of nervousness had me feeling like I was in high school again. But I wasn't in high school. I wasn't pinning after Troy. I didn't have braces or frizzy hair or a drug addiction. All of those were gone. I was with Jeff and it clearly wasn't just a one-sided crush.

After slowly counting to ten, I opened my car door and got out. I immediately saw Jeff leaning against his car like he didn't have a care in the world. By this time, I knew he did and he had probably very carefully leaned against the passenger door so I would see his body from the best angles. I knew it was a trick but I wasn't going to complain.

He gave me his familiar smirk as I walked towards him. I couldn't help but smile in return. I stopped right in front of him and looked up. I wanted to reach up and pull him down for a kiss, but I kept my hands off.

"Hey," he said.

"Hey yourself," I responded. And after his smile grew I couldn't hold back. I grabbed his head and pulled it down towards mine. He had clearly been prepared because the kiss was not slow.

I let my fingers run through his hair. It was so much softer than I expected it to be. I hadn't had time to notice earlier, but now I did. I wondered what other secrets I could learn about Jeff and what he could learn about me.

His hands on my back were moving lower and lower, so I thought he might be thinking the same thing. I decided to help him out, so I went on my tippy toes. At this height, his hands slide right down to my ass and they clenched in response. He groaned into the kiss.

I couldn't help the giggle that escaped. My small laugh didn't stop his hands or do anything to slow down the kiss.

I decided it wasn't fair that I had only tasted his mouth, so I let my lips do some exploring. I started by kissing down to his jaw and then I moved along his jaw to his earlobe. I gave it a quick flick with my tongue and then sucked it into my mouth.

"I want you, Jeff Winger," I whispered into his ear knowing he would appreciate the cliché.

"Annie," he groaned out as I moved from his ear down to his neck.

I was switching between kissing and sucking when Jeff started to push closer to me. It took me a second to realize he was pushing away from the car and walking me backward.

I tore my lips away from his neck and looked up at him. His smirk was back, but his eyes were much darker. I gave him a flirty smile back, and I assumed my eyes were just as dark.

With his hands on my hips, I let him lead me backward towards his apartment building.

"Inside time?" I asked.

"Inside time," he said.

With that, I turned around and took his hand letting him lead me inside more easily. While facing away from him, I smiled to myself. It was still relatively early for a Saturday night, but the lobby to Jeff's apartment was completely empty.

This was my first time in Jeff's apartment, so I happily looked around as he walked me over to the elevator. He pushed the button and patiently waited as the numbers started ticking down.

I noticed we still had some time, so I gave him a few pecks on his neck. Nothing too serious, but I couldn't stop touching him and wanting to kiss him. He was too tall for me to reach his lips so his neck would have to do.

When my pecks started to turn into more and include my tongue, Jeff pulled away and leaned down to kiss me. We both pulled away when we heard the ding of the elevator. I walked in and leaned against the wall.

"What floor do you live on?" I asked.

"Six," he answered and pushed the button in a flash. Then he was right in front of me and kissing me again.

His hands went to my ribs. His fingertips were just grazing my breasts and I wanted more. I pulled him by the arms closer. As I rubbed my body against his, I could feel his erection. I moaned and if possible I deepened this kiss. His tongue was playing with mine and he was dominating the kiss. I didn't mind because I was still distracted by the hands just below my breasts.

The elevator doors opened and Jeff pulled away. He took my hand again and started walking down the hallway.

The butterflies were now completely gone. The nervousness was replaced by anticipation. I was aching for more and the wetness between my legs was evidence to prove it.

Jeff was moving quickly, and because my legs were much shorter I had to do a slight jog to keep up with him. His door was all the way at the end of the hall. When we got to it he had his key in the lock and the door open in seconds.

I expected him to open the door and immediately push me up against the nearest wall, but that's not what he did. Instead, he opened the door and stopped. He didn't even take a step inside he just stopped right in the doorway.

"What are you doing?" I asked.

"Nothing," he said shaking his head. He walked inside without taking my hand.

I was confused. Just a few seconds ago it seemed like he couldn't wait to rip my clothes off and now he wasn't even touching me. The front door opened directly into a living room. There was a kitchen just to the right and a door that I assumed led into the bedroom. I followed until he stopped in the middle of the living room.

"So this is my place," he said motioning to the room we were in.

It was a nice apartment. Dark, but well furnished. You could tell by the décor that at least at one point he had had money. Everything was sleek, modern, and screamed Jeff Winger.

I knew that at a later point in time I would love to admire his apartment more, but at that very moment, I wanted to admire Jeff more.

"It's nice," I finally responded. I didn't know what was wrong with Jeff, but I wasn't ready to let it ruin the night. "But I can think of something nicer."

I walked slowly towards him until I was close enough to grab his hands. Instead of intertwining our fingers, I put his hands on my hips. As soon as I knew he wasn't going to pull away, I moved my hands to loosely hang around his neck.

"And what's that?" Jeff asked with his signature smirk.

"You…and me…together," I said. That's when I saw it – hesitation in his eyes. I had let either myself or Jeff hesitate and pull away from this for too long. Not this time. "Jeff, I want this, I want you, and I'm not going to change my mind."

"Are you sure?" Jeff asked. "Because, Annie, I really don't want this to be a mistake for you. I don't want to push you."

Just when I thought Jeff Winger couldn't get any better, he warmed my heart. I knew my age would become a problem at some point, and I wasn't going to let it be this moment.

I tightened my arms to pull our bodies closer together. I looked up to meet his eyes, but he avoided prolonged eye contact. I pulled my arms away and put my hands on both sides of his face. I forced his head to be directly in front of me and left it there until he finally looked into my eyes.

"Jeff, you're not pushing me and I'm not going to regret this," I kissed him lightly just below his jaw line. "So don't say no because you feel guilty."

"I'm not going to say no to you, Annie," Jeff said as I kissed my way up to his mouth.

"Now let's stop all the talking," I said just before I finally reached his mouth.

I kissed him without any restraint or hesitation, and after a second he followed suit. I wasn't willing to let Jeff get away again, so I decided we weren't going to go slow.

I let him lead the kiss and I let my hands explore under his shirt. I wasn't sly about pulling his shirt out from where it was carefully tucked into his pants, but he didn't stop me.

When my hands finally reached their destination, I wasn't disappointed. His whole body was smooth and hard. I always knew he loved taking care of himself, and now I really appreciated it as well. His back muscles tensed as his hands finally started moving. They stayed on my hips, but he was moving his thumbs in a slow and strong circular motion.

As my hands moved in between our bodies to his stomach, his moved up my hips doing the same circular motion with his thumbs. His hands made it from my hips to my ribs. I cursed myself for wearing a dress a shirt would have been much easier to remove.

I pulled away from Jeff's distracting lips to pull off my cardigan. As I did that, Jeff undid his tie and took it off. It was one of the sexiest things I'd ever seen. Before I knew it, I was licking my lips and staring him down.

He gave me a sexy smirk and closed the distance between us pulling me into a kiss. He was lightly biting my lip, and then his tongue was in my mouth and I was satisfied again.

I let out a low moan. In response, he growled my name and in a smooth motion leaned down, grabbed my legs and picked me up. On instinct, I wrapped my legs around his waist and wrapped my arms around his neck.

If my mouth wasn't occupied I probably would have let out a small yelp, but alas I was saved that embarrassment.

With me still attached to him, Jeff started walking towards a door that I could only assume lead to his bedroom. I kept myself busy by unbuttoning his shirt.

When we made it to his bed, Jeff laid my down and let himself follow right on top. He managed to have our whole bodies touching but also keep the majority of his weight off me. He looked me in the eye clearly asking for permission. I gave him a small nod and smile hoping that would be the last time he hesitated tonight.

Jeff's head went to my neck and he immediately starting kissing, licking, and even lightly biting the exposed skin. His hands were just as occupied exploring his way up my legs pushing up my dress as he went.

I finished off his shirt and pushed it off his shoulders. We were both quickly losing ourselves in each other. And that's exactly what I wanted. It surprised me that I just wanted to get Jeff naked and inside me. I didn't want long foreplay and loving words. I wanted heat and passion, everything else we could do later. For now, I just wanted Jeff and I think he was feeling the same way.

I was moaning out as his mouth reached the small amount of my breasts that was exposed. His hands were resting on the waist of my panties doing that same circular motion they were doing earlier.

Finally, he seemed to be just as tired of the dress as I was and he pushed it up. I helped him by lifting my arms.

When my dress was finally off, Jeff leaned away slightly and looked me up and down. Instead of saying anything, he just looked me in the eye and smiled. The smile was so sexual and flirty that only Jeff Winger could have worn it. I tried my best to return it with just as much allure.

Jeff's hand went behind my back and unclasped my bra. He did it smoothly and without any warning. The cool air hitting me made my nipples even harder than they already were. Jeff's smile widened and then his mouth was back to my chest, only this time he didn't have any restrictions. His mouth explored my right breast. His tongue played with my nipple. As his mouth worked, his hand went to work on my left breast. Meanwhile, my legs were still on both sides of him, and his hips were thrusting into me at a slow pace.

Between my moaning, I managed to continue my exploration of his chest and abs. His mouth switched to my left breast, just as I undid his belt and the button of his jeans.

Before I knew it, I had pushed his jeans and briefs down. His face was now level with mine. He looked me in the eye seemingly asking for permission. I nodded silently and felt him push into me.

I gasped loudly and Jeff stilled.

"Keep going just slowly," I said.

It had been awhile since I had been with anyone and even then my experience was extremely limited. For some reason, the fact that Jeff knew this comforted me more than scared me.

Jeff was thrusting into me slowly. His arms were on either side of me holding him above me, but I could still feel his entire body tense and rigid.

After a while of these tormenting slow movements, I wanted more. I wrapped my legs around his waist and pushed him closer. I moaned out for him to go faster.

He groaned and picked up the pace. His head fell to my neck and he was placing sloppy kisses where his lips landed. My hands tangled into his hair and I was pulling hard.

"Ugh Jeff...more," I moaned out. As I got louder, I felt myself getting closer.

"Annie, I'm close," Jeff moaned.

I pulled him closer and pushed my hips into his harder. My hands moved from his hair to his back. I was pushing him closer hugging him to my body. My hands flexed on his back and I briefly worried about scratching him. The thought quickly flew from my head as I felt my orgasm hit me.

I was thrown over the edge and I couldn't tell if I let out a tiny scream or if my mouth was just open. I felt Jeff tumble over with me.

After we both finished, Jeff managed to push himself to the side. I cuddled up next to him and started to feel my eyes close. I managed to briefly look up at Jeff, but his eyes were already closed and he seemed to be asleep. Without any more hesitation, I drifted off to sleep as well.