Dylan O'Brien Imagines

By BriNanny17

1.3M 20.6K 9.1K

Just like the title says. Imagines involving Dylan O'Brien and all his characters. Imagines containing smut a... More

Talking About The New Girl- Dylan O'Brien
Stuck-Caleb Halloway
Patching You Up-Mitch Rapp
Safe Haven-Thomas
Happiness is Everything- Dave Hodgman
Panic Attack-Stiles Stilinski
Forbidden- Mitch Rapp
Missing You-Dylan O'Brien
Please, Don't Hurt Her- Stiles Stilinski
Bad News-Dylan O'Brien
Help Our Mommy-Thomas
Help Our Mommy Part 2-Thomas
Help Our Mommy Part 3-Thomas
Protective Side of You-Stuart
First Kiss-Dylan O'Brien
Kidnapped Part 1-Mitch Rapp
Kidnapped Part 2- Mitch Rapp
Kidnapped Part 3- Mitch Rapp
Kidnapped Part 4-Mitch Rapp
Missing-Caleb Holloway
Stopping You-Stiles Stilinski
The Look-Dylan O'Brien
No Beanie Today?-Stuart
Calm Down Part 1- Thomas
Calm Down Part 2-Thomas
Calm Down Part 3-Thomas
Calm Down Part 4-Thomas
Calm Down Part 5-Thomas
Calm Down Part 6-Thomas
Take A Bullet For You-Mitch Rapp
Prove It-Dylan O'Brien
Faces From The Past- Stuart Twombly
The Crossover- Dylan O'Brien
The Crossover Part 2-Dylan O'Brien
Gotta Stick Together-Caleb Holloway
Eyes on You-Mitch Rapp
Eyes on You Part 2-Mitch Rapp
The Note-Dave Hodgman
In Sickness And In Health-Dylan O'Brien
The New Girl-Stiles Stilinski
Oops-Dylan O'Brien
Oops Part 2-Dylan O'Brien
Oops Part 3-Dylan O'Brien
Confiding in You-VOIDStiles
*First Kiss Part 2-Dylan O'Brien
Secrets Part 1-Thomas
Secrets Part 2- Thomas
Nightmare-Mitch Rapp
Nervous Induced Asthma-Stiles Stilinski
*"Work"-Stuart Twombly
Her-Mitch Rapp
Her Part 2-Mitch Rapp
Her Part 3-Mitch Rapp
Her Part 4-Mitch Rapp
Her Part 5-Mitch Rapp
Screwed Up-Stuart Twombly
*Neighborly Favor-Dave Hodgman
Wrong Place, Wrong Time-Stiles Stilinski
Wrong Place, Wrong Time Part 2-Stiles Stilinski
Abduction Gone Wrong-Mitch Rapp
You Matter to Me-Dylan O'Brien
*First Kiss Part 3-Dylan O'Brien
What's Happening?-Stiles Stilinski
I'll Find You-Stiles Stilinski
I'll Find You Part 2-Stiles Stilinski
It Should've Been Me-Mitch Rapp
Jealousy Brings Out Feelings-Dylan O'Brien
Jealousy Brings Out Feelings Part 2-Dylan O'Brien
Jealousy Brings Out Feelings Part 3-Dylan O'Brien
Giving Up The Fight-Stiles Stilinski
Not So Good With Girls-Stuart Twombly
Hey Bartender-Dylan O'Brien
Hey Bartender Part 2-Dylan O'Brien
Midnight Surprise-Stiles Stilinski
Dinner With My Parents-Dylan O'Brien
*Letting Off Steam- Mitch Rapp
*Letting Off Steam Part 2- Mitch Rapp
*Letting Off Steam Part 3-Mitch Rapp
The Club- Stuart Twombly
Hospitals Suck-Stiles Stilinski
Wounds- Stiles Stilinski
*A Second Chance-Dylan O'Brien
Long-Lost Siblings Part 1-Thomas
Long-Lost Siblings Part 2-Thomas
Long-Lost Sibling Part 3-Thomas
Long-Lost Sibling Part 4-Thomas
Long-Lost Sibling Part 5-Thomas
Wardrobe Guru-Dylan O'Brien
Nightmare Part 2-Mitch Rapp
Nightmare Part 3-Mitch Rapp
A Strong Connection-Stiles Stilinski
Leave A Message After The Beep-Dylan O'Brien
Leave A Message After The Beep Part 2-Dylan O'Brien
War of The Mind-VOIDStiles
I'll Do It-Dylan O'Brien
Too Much-Mitch Rapp
Too Much Part 2-Mitch Rapp
Too Much Part 3-Mitch Rapp
*Too Much Part 4-Mitch Rapp
Your Fault-Stiles Stilinski
Building Confidence-Stuart Twombly
Night Terrors-Thomas
The Girl From The Helicopter-Thomas
*Senior Night-Stiles Stilinski
Live Listening-Dylan O'Brien
Your Fault Part 2-Stiles Stilinski
Survival of The Fittest-Caleb Halloway
Dangerous Woman-Mitch Rapp
New Haven Police Department-Thomas
New Haven Police Department Part 2-Thomas
Dangerous Woman Part 2-Mitch Rapp
Not The Average Girl- Stuart Twombly
*Not The Average Girl Part 2-Stuart Twombly
Our Girl-Stiles Stilinski
Confidence is Sexy-Dave Hodgman
Faces From The Past Part 2-Stuart Twombly
*Rough Starts-Stiles Stilinski
More Than Friends-Dylan O'Brien
The Call-Mitch Rapp
Wedding Freakout Part 1-Dylan O'Brien
Wedding Freakout Part 2-Dylan O'Brien
Safe & Sound-Mitch Rapp
Safe & Sound Part 2-Mitch Rapp
After Evelyn-Sam Taylor
Bring Her Home-Stiles Stilinski
Sneaking Thrills Part 1-Dylan O'Brien
Sneaky Thrills Part 2-Dylan O'Brien
Seeing Right Through You-Stiles Stilinski
*Finally Time To Be Together-Thomas
Saving The Preacher's Daughter-Sam Taylor
The New Greenie-Thomas
Whatever It Takes To Save Him-Stiles Stilinski

*Study Session-Stuart Twombly

11.2K 136 57
By BriNanny17

Warning: protected sex, fingering, language

"So are we still on for the study session at your apartment?" Neha asked as her, Nick, Billy, Lyle and I walked into the building.

"Yep," I said popping the p.

"Did you invite Stuart?" Lyle asked. I bit my lip as I pushed the elevator button.

"I umm," I stuttered. "I haven't had the chance." I chewed on my bottom lip as the elevator opened. We walked inside and pushed the button to our floor.

"Really?" Neha giggled, sending me a knowing look. "You've been at work with him, his desk right next to yours, all week and you haven't found the opportunity to ask him?"

I sent her a glare as Nick and Billy chuckled. "And haven't the two of you been working on that coding project together?" Lyle asked, joining the teasing.

"Alright, fine." I huffed. "I haven't been able to ask him. Every time I try to bring it up, I just. . ." I groaned as the elevator doors opened. I looked at them over my shoulder to see them smirking knowingly as they held back their laughter. "Shut up," I sighed as I walked towards our office.

I froze in the doorway when I saw Stuart sitting on the couch. "Hey, Y/N."

"Hey, Stuart." I started to walk to my desk but gasped when I felt Neha grab the back of my shirt, holding me in place.

"Stuart, Y/N has something to ask you." I glared at her over my shoulder before slowly looking back at Stuart.

"Okay," he said slowly. He looked up from his phone and looked between Neha and me.

I opened and closed my mouth, unable to form words. Stuart eyed me as he stood up and put his phone in his back pocket. I gasped as Neha pushed me, making me literally fall into Stuart's arms.

"You okay?" He asked as he looked down at me, his hands still on my waist.

"Yeah," I stuttered looking anywhere but at him. I took a deep breath while still looking at my shoes. "We were thinking about having a study session tonight at my apartment, wanna come?" I finally looked up at him, biting my lip.

"Yeah, sounds like fun." He smiled.

"Cool," I stuttered. I cleared my throat as my cheeks burned. "Umm, Stuart?"

"Yeah?"

"You can let me go now," I said, letting out an awkward chuckle.

He looked down like he just realized he was still holding onto me. "Sorry, Y/N."

* * * * *

"But what if we. . ."

"No."

"Have we tried. . ."

"Yes."

"What about. . ."

"We already tried that."

"Well, what if. . ."

"Already considered that."

"This is hopeless," I sighed as I tossed my old coding textbook on the coffee table, making a sleepy Nick and a half-passed out Billy jump. "We have been sitting here for hours."

"My brain is complete mush," Neha sighed as she leaned her head on my shoulder. I smiled as I reached up and patted her head. "I need a break."

"We could go to the club," Billy suggested, suddenly super awake.

"No!" We all yelled as we practically jumped up. He put his hands up in defeat before collapsing back onto the floor.

"I think we should call it," Lyle sighed.

"You're right," I said. As I stood up with a few cups of soda in my hands, Stuart stood up at the same time. I gasped as he bumped my arm, making me spill soda on the front of my shirt.

"Oh shit," Stuart mumbled. He reached forward, hesitating, not sure what to do.

"It's fine," I sighed. "I umm. . . I'm gonna go change. I'll be right back."

"I'm really sorry, Y/N." Stuart stuttered.

"It's fine, Stuart." I laughed. "Really. It's just a white shirt and brown soda." I patted his shoulder before walking into my room. I shut the door but wasn't aware that it didn't shut all the way.

As I pulled my shirt over my head, I heard someone behind me gasp. I turned around and instantly covered myself. "Stuart?" I gasped.

"Sorry," he stuttered. I watched as he looked anywhere but at me before mumbling something, nodding and turning around. I tilted my head, confused, as he quickly came back.

"I should. . . I can. . . Shut this," he mumbled as he looked at me then away a few times, before shutting the door.

"What just happened?" I asked, slowly.

After I had gotten a new shirt, I walked out of my room, pulling my hair back into a ponytail. "Do you guys wanna watch a movie or something?" I asked as I sat back down next to Neha. My heart sank when I noticed Stuart was now sitting across the room, in the armchair instead of next to me on the couch.

"We could," Billy started.

"No strip club!" We all interrupted.

After turning down Billy several more times, we decided to watch a movie. Throughout the movie, I noticed Stuart staring at me and looking away quickly whenever I caught him.

Once the movie was over, I turned it off as everyone got ready to leave. I threw some trash away and walked back into the front room to finish cleaning when I noticed Stuart was the only one still here.

"Okay," I sighed. "What's going on with you? You've been acting weird."

"It's nothing," he stuttered. I looked over to see him gathering the plates.

"Stuart," I sighed. I walked over and took the plates out of his hands. "What's going on?"

I put the plates on the coffee table and crossed my arms over my chest, waiting for him to say something. I slowly grew impatient as he just stared at me, not saying a word.

"Stuart, talk to me."

I gasped when he stepped forward, grabbed my face and pressed his lips to mine. It took me a second before I started kissing him back. As our lips moved in sync, he let go of my face and wrapped his arms around my waist, pulling me closer. I snaked my arms around his neck, moaning into the kiss.

We pulled apart when neither one of us could breathe. He looked down at me as we struggled to catch our breaths. Stuart reached up and tucked a piece of hair behind my ear.

"I really like you, Y/N. I've had this embarrassing crush on you since our first day. Then we got put into the same group and you also had a thing for coding. I couldn't. . . Every time I talked to you, I was so worried I would sound like an idiot. I know we could get in trouble, but. . ."

I cut him off by grabbing his face and roughly pressing my lips to his. As we kissed, Stuart's hand slid down my back. I gasped when he squeezed my ass. I giggled as I jumped up, him easily catching me.

Our lips continued to move in sync as Stuart sat down on the couch with me still in his arms. I ran my fingers through his hair, tugging slightly. I smirked into the kiss as I heard him let out a deep moan. I pulled away and started sucking on his neck. I started to slowly move my hips against his as I felt him tug at my shirt. I leaned back and pulled my shirt over my head, biting my lip. His eyes instantly filled with lust as he scanned my almost naked torso.

I gasped in surprise as he quickly laid us down, him hovering over me. I thought he was going to lean down and kiss me, but he didn't. He just stared down at me, not saying or doing anything. I felt my cheeks burn the longer he looked at me.

"How are you so damn beautiful?" He asked before roughly pressing his lips to mine. As our lips moved in sync, I wrapped one leg around his waist, pulling his hips down to mine. I moaned as he started to grind his hips against mine.

I reached up and started taking off his cardigan. He pulled out of the kiss, sat up, and tore it off. I grabbed the bottom of his shirt and helped him start to pull it off. A shirtless Stuart leaned down and started sucking on my neck. I closed my eyes as his lips trailed down my neck, to my collarbone, and across my chest to my other shoulder. My skin burned every spot his lips touched.

One minute, Stuart and I were making out half-naked on my couch. The next, he had me pressed up against my bedroom door. I gasped as he started leaving wet kisses on my neck. I could feel the bruises forming immediately after he pulled away and moved onto another spot.

He pulled away and looked at me, silently telling me to jump. I quickly obeyed, him easily catching me. I started sucking on his neck, searching for his sweet spot as he carried us over to my bed. I gasped as he dropped me, my back hitting the soft comforter. I bit my lip as he slowly climbed over me.

I barely had time to react to the way his hips grinded against mine before he put his lips on mine. As our lips moved in sync, I reached up and started to undo his jeans. I smirked into the kiss and slowly slid his jeans down his hips. He pulled away with a small grunt and took his pants off, tossing them to the side. He reached down and undid my jeans and slid them all the way off.

I caught him off-guard as he was throwing my jeans to the side and switched our positions. He smirked as I sat up, bringing him with me. I pressed my lips to his, grinding my hips against his. I moaned into the kiss as I felt him get hard underneath me. He sent a shiver up and down my body as he ran his cold hands up my back.

As Stuart struggled to unclip my bra, I couldn't help but giggle. "Easy there, baby." I purred as I leaned back. His hands immediately dropped to my hips. His glasses were crooked as I reached behind me and unclipped my bra. Stuart moaned as I teased him by slowly taking it off and tossing it to the side.

He leaned in to kiss me, but I put my hand against his chest. He pouted as I slightly pushed him away. I slowly rocked my hips, reaching up and taking off his glasses. With his glasses in one hand and my other hand on his chest, I pushed him all the way until he was laying back down.

I slowly leaned down, hovering over him. I reached across him, purposefully pressing my chest to his, as I put his glasses on my nightstand. I hesitated before opening the drawer and pulling out a condom.

Stuart laughed when he saw what was in my hand. "Should I be concerned that you had that in your nightstand?" He teased.

"Do you want to talk about my sexual history or do you want to add to it?" I asked as I sat back on his hips, holding the condom up so my breasts were clearly on display.

"I want to be a part of it," he practically growled, biting his lip as he looked down at my bare chest.

"Then be a man, flip me over, and show me."

I gasped as he did just that. He instantly flipped us over, him now hovering over me. I laughed as he tore open the condom wrapper, using his teeth when he couldn't get it open. "Someone's eager," I smirked.

"Yeah. Well," he sighed. I bit my lip, holding in a moan as he took off his boxers and I caught a glimpse of how big he was.

"It's been a while." He stopped and smirked when he saw the look in my eyes.

He leaned down and slowly pulled my underwear off, throwing them aside. "Wow, babe. All this for me?" He said, referring to how wet I was.

"Just shut up and fuck me." I moaned as I pulled his lips down to mine. Our lips moved in sync as he ran his hands over my naked body. He pulled away and started sucking on my neck.

Stuart grabbed my wrists and lifted my arms above my head. He put his lips back on mine and caused me to shiver as his hands slowly slid down my arms.

"Stuart," I moaned. I gasped as both of his hands wrapped around my breasts.

"Yeah, baby?" He moaned as he bit my earlobe. "Tell me. Tell me how you feel."

"So damn good," I moaned.

"How about now?" He asked, his voice getting darker. I gasped as he slipped his fingers into me. I arched my back as one finger became two and two became three.

"Holy shit," I moaned, getting louder. I gasped as he pulled his fingers out of me. He sat up and smirked down at me as he put his fingers in his mouth.

"You can say that again." He smirked before leaning down and crashing his lips to mine. He licked my bottom lip, asking for permission which I didn't hesitate to give him. Our tongues fought for dominance as he lowered his hips down to mine. I bit his bottom lip when I felt him slip into me.

I let out a loud moan as he rocked his hips, pushing in and out of me, giving me no time to adjust to how big he was. I moaned as I already felt an orgasm starting.

"You feel so good, baby." He moaned as he pushed into me harder.

I gasped when Stuart pushed into me a little too deep. He quickly pulled out and leaned up, looking down at me. "Are you okay?" He whispered.

"Yeah," I said breathlessly. "Better than okay."

"Just tell me if I'm being too rough." He said before leaning down and pressing his lips to mine. As our lips moved in sync, I wrapped my leg around his waist, pushing his hips closer to mine. He smirked into the kiss before slipping into me. His hips rolled against mine as I arched my back, giving him better access.

"Fuck, Y/N." Stuart moaned against my lips as I clenched my walls around him.

The only sound that could be heard was our grunts and moans.

"Stuart," I moaned as he got my g-spot. He pulled away and smirked at my reaction.

"Do you want me to stop?" He asked, teasingly.

"Don't you fucking dare, baby," I said as I grabbed his face and roughly pulled his lips down to mine. I ran my fingers through his hair, tugging slightly as our lips continued to move in sync. As I tugged on his hair, he pushed into my harder.

He pulled out of the kiss and buried his face in my neck, his breath tickling my neck as he continued to grind into me. Our moans echoed off my bedroom walls as my orgasm built.

After a few more times of Stuart grinding harder and deeper into me, I reached my peak with a loud moan. He pulled out of me and rolled over so he was laying down next to me.

We laid there, neither one of us saying a word as we caught our breaths. I stared at the ceiling, unable to wrap my head around the fact that I just had sex with Stuart.

"I've had a crush on you since our first day, too," I whispered, still trying to catch my breath. Out of the corner of my eye, I saw him look over at me.

"Really?" He asked, making me finally look over at him. I bit my lip, my cheeks turning red. He smiled at me as he rolled towards me, reached up, cupped my cheek in his hand and leaned in, pressing a soft kiss to my lips.

When he pulled away, he sat up on his elbow, looking down at me. With a smile on his lips, he leaned down and pressed a small kiss to my nose, making me laugh. "I know we are doing this backwards, but would you like to go on a date with me?"

I reached up, put my hand on the back of his neck and pulled him down to me. Our lips moved in sync as he hovered over me. He pulled away, rubbing his thumb on my cheek as he smiled down at me.

"Best study session ever," he laughed. He leaned down, but I put my hand on his chest, stopping him. I chuckled as he stuck out his bottom lip, pouting.

"Sorry, baby," I smirked. "I don't think I'm ready for another private study session just yet." He sent me a playful glare before laying back down and pulling me into his chest. I closed my eyes and let out a satisfied sigh as I laid in his bare chest, my head over his heart. I smiled as he grabbed my hand, placing out intertwined hands over his peck.

"I never thought I'd be here with you," I said, feeling myself starting to fall asleep to the sound of his heartbeat.

"I know," he said, letting out a small laugh. "I've had a crush on you for so long and I never thought I'd have the courage to do anything about it."

I looked up and kissed his jaw. "Well, I'm glad you did."

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