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
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
*Study Session-Stuart Twombly
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

*First Kiss Part 3-Dylan O'Brien

14.7K 172 196
By BriNanny17

Warning: SMUT, language, public sex, car sex

I stared at my reflection, fixing my hair for the millionth time. My hands began to shake when I saw that Dylan would be coming to pick me up at any minute.

After years of living next to each other, being best friends, finally admitting our feelings for each other and sleeping together, Dylan and I were finally going on our first date. I searched my room before finding my purse. I grabbed my wallet, chapstick, phone and a pack of gum putting them into my bag. I slipped my bag over my shoulder and subconsciously looked out the window.

I smiled when I noticed Dylan parked in front of my house, him leaning against the hood. I suddenly felt giddy as I left my room, jogging down the stairs and heading outside. I smirked when he didn't notice me approaching his car. I quickened my pace as I jogged down the driveway, towards him.

I laughed when he jumped slightly as I walked around his car, him finally seeing me. I wrapped my arms around his neck, instantly pulling him in for a kiss. Our lips started moving in sync as he wrapped his arms around my waist, pulling me closer.

"Well, hello to you," he smiled as he looked down at me, still leaning against the hood of his car with me in his arms.

"Hi," I giggled.

"You look gorgeous." He said as he looked down at my outfit. I was wearing a blue short dress that went to my knees and a pair of black ankle boots.

"Thanks," I blushed, looking at my shoes. I bit my lip as I felt Dylan use his pointer finger to lift my chin. When our eyes met, he pressed his lips to mine.

"You ready?" He asked, pulling away.

I bit my lip, nodding. I nervously chewed the bottom of my lip as Dylan intertwined our fingers, leading me around his car. I smiled as he made a showy deal as he opened the door for me. I playfully curtsied before sliding into the passenger seat.

I giggled as Dylan slid across his hood, almost falling off completely. He got into his seat, his cheeks red. "Can we pretend I didn't just try to slide across the hood of my car and almost fell on my face?"

"Whatever you say, cool guy." I teased. He laughed as he started the car. We were barely down the road when I felt him reach over and intertwine our fingers. I smiled as he lifted my hand to his lips and kissed the back of it.

"So, are you going to give me a hint about where we are going?" I asked. I looked over to see him smirking at me.

We didn't say anything as we drove to our mystery destination. As the radio played, I subconsciously bounced my leg. "You okay?" He asked, turning towards me when we pulled up to a stoplight.

"Of course," I smiled as I gave his hand a reassuring squeeze. He lifted our intertwined hands up to his lips again and pressed a kiss to the back of my hand.

I looked out the window, confused when I saw we were at a parking lot on the edge of the park. "What are we doing here?" I stuttered, looking back over at Dylan.

He just smirked as he put the car in park. He turned off the ignition and sent me another smile before getting out of the car. I had barely taken off my seatbelt when he opened my door. He grabbed my hand and helped me out of the car.

"Wait here," he said, kissing my cheek. I wrapped my arms around myself as he grabbed something from the trunk. I smiled as he walked back over to me, a picnic basket and a blanket in his hand.

"Dylan," I smiled, tears starting to form.

"Y/N," he sighed with a small laugh. "This was supposed to make you smile, not cry."

"These are happy tears, you idiot." I said playfully hitting his arm. He laughed as he handed me the blanket, wrapped his arm around my waist and began leading me to a grass clearing.

He set the basket down and helped me lay out the blanket on the grass. I sat on the blanket, a big smile on my face as he set up the picnic. I chewed my bottom lip as he pulled stuff out of the basket. He pulled out plates, silverware, two glasses, a bottle of sparkling cider, and some containers of food.

"So," I said, slightly clearing my throat. "What did you bring?"

"Well, I know how much you love the chicken parmesan and spaghetti from Antonio's Restaurant so I ordered some and picked it up on my way to get you."

"I can't believe you did all of this for me," I said, my voice breaking. Dylan stopped setting up the picnic and looked up at me.

"Y/N," he sighed as he walked on his knees over to me. He cupped my cheek in his hand and kissed me. He pulled away and pressed his forehead to mine.

"What's going on, babe?"

"Nothing," I stuttered.

"Y/N," he sighed, knowingly. "You know you can tell me anything."

"I just. . . Two weeks ago, we were just best friends who lived next to each other. Then, we went to Lucy's party and you kissed me for the first time. That night, you told me you loved me and I loved you and. . . And then we slept together. Now, we are going on our first date. I just. . . I can't believe we are finally together."

"I can't believe it either," he smiled, tucking a piece of hair behind my ear.

"You don't understand," I said under my breath.

"Understand what?"

"I've had a crush on you for the longest time. And now that we are finally together, I feel like. . ." When I hesitated to continue, Dylan grabbed both of my hands in his and gave them a reassuring squeeze.

"I feel like at any moment I could wake up and we would be back where we were two weeks ago. And that. . . That scares me," I said, my voice breaking.

Dylan pulled me into his chest when he heard my voice crack. "I know what you mean," he whispered as he gently rubbed circles on my back. "Since I told you how I felt, there were moments that I thought it was a dream. Mainly because I've dreamed about it before."

I let out a small laugh as he added that last statement. I pulled out of the hug, Dylan immediately looked down at me and cupping my face in his hands. "I am going to say this as clearly as I can," he started, his voice soft. "I love you with every fiber of my being. I love everything about you. I love being with you. I love your smile. I love when I'm the reason for that smile. I love hearing you laugh or tell a story. I love you more than I have ever loved another being. I am totally, completely, head over heels in love with you. Nothing will ever change that."

I sat up on my knees and pressed my lips to his. I let out a small giggle as he laid us back down, me hovering over him. I pulled away and bit my lip as he reached up and tucked a piece of hair behind my ear.

"I love you too, Dylan. You make me happier than I have ever been. You have always been there for me, no matter what. I will always love you."

He smiled as he pulled me down, pressing his lips to mine. I laid on top of him as our lips continued to move in sync. He rolled us over, him now hovering over me. I bit his bottom lip, giving him the chance to slip his tongue into my mouth. I moaned as his tongue slipped into my mouth and began moving against my own.

"Dylan," I gasped as he pulled away and started kissing my neck. "Baby, if we keep doing this, our dinner is going to get cold."

"I'm okay with that," he smirked, leaning back down and pressing his lips to mine.

I giggle into the kiss as I immediately started to move my lips against his in sync. I wrapped my arms around his neck as I felt his hand slid up my thigh. I let out a moan as he started sucking on my neck, leaving wet bruises.

"I guess we could always order a pizza," I laughed as his lips reached my ears. I held in a moan as he gently bit my ear.

"I know you held back a moan," he whispered, his lips brushing against my ear.

"Sorry," I gasped as he bit my ear again. "It's just. . . We're in a park, Dyl."

He pulled away, his knees on each side of my hips. "So," he shrugged. I sent him a look making him smirk. He lowered himself so he was resting on his elbows. "It's late and there is no one around."

"Sure, but. . ." I stopped talking as I looked around to see he was right.

"Plus," he whispered as he lowered his body closer to mine, "I may have chosen a spot in the park that no one goes to."

"Hold on," I laughed. "You picked a spot in the park that was excluded? On purpose? Did you want us to get mugged? Or did you bring me here to murder me?"

He sent me a playful glare before shaking his head. "If there is a condom in that picnic basket, I am going to steel your car and leave you here to do that by yourself."

"No," he laughed. "There's not a condom in the picnic basket." I sent him a look, knowing that wasn't the full truth.

"It's in your wallet, isn't it?"

He sent me a cheesy smile, making me laugh. "Come on," he sighed. "Every guy has one in his wallet."

I rolled my eyes as I pulled Dylan down to me and pressed my lips to his. It didn't take long for the kiss to get heated. As our lips moved in sync, I completely forgot about the fact that we were laying on a picnic blanket, at night, in a secluded part of the park, about to have sex.

I reached up and slid my hands up his chest, under his shirt as he slipped his tongue into my mouth. He pulled away long enough to take off his shirt before pressing his lips back to mine.

I moaned against his lips as his hand slipped under the skirt of my dress and squeezed my thigh. He danced his fingers up my body until he found my breast. I smirked, happy that I had made the courageous decision not to ware a bra.

"Dylan," I moaned as he squeezed my breast, slowly massaging it.

He pulled away and started kissing my neck. I let out a satisfied sigh as he grabbed the strap of my dress with his teeth and dragged it off my shoulder. He kissed across the front of my chest to the other shoulder.

As he dragged that other strap off my shoulder, he let go of my breast and pulled his hand back. He sat up, pulling me with him. He didn't break our eye contact as he reached down and pulled my dress over my head, tossing it onto the picnic basket.

"I can't believe we're about to do this," I whispered as he laid us back down.

He smirked down at me before pressing his lips back to mine. As our lips moved in sync, I reached up and started unbuttoning his pants. He pulled away and quickly finished taking them off. He looked down at me as he reached up and slowly slid my underwear down my legs.

I reached up and pulled his boxers down as he started kissing my chest. I moaned when he started sucking on my nipple, his hand cupping and massaging my other breast.

"Dylan," I moaned. "Please, babe. Don't tease me."

"Of course not, baby." He said under his breath as he slipped himself into me. I arched my back as I felt myself stretch around him. We let out matching moans as he started moving his hips, pulling in and out of me.

I pressed my lips to his as he started moving his hips faster. Our lips moved in sync hungrily as I felt an orgasm already building. "Holy shit," I gasped.

"What, baby?" He said breathlessly.

"I just," I stuttered. "I can't believe how amazing you make me feel and how quickly you do it."

"It's all you, babe." He smirked. "You do this to me. Just looking at you, I'm instantly hard."

I dragged my hands down his back as he pushed into me harder. Our lips moved in sync, our teeth crashing together as we moved our bodies against each other.

"I need you to do something for me, baby." He whispered into my ear.

"Anything, baby. Just say the word and I will do whatever you want me to," I moaned. "Holy shit, Dylan. You make me feel so amazing."

"I have this fantasy that I want to do with you. Right here. Right now."

"What is it?"

He pulled away and looked down at me, still inside me. "I wanted to. . . I've only wanted to do this with the one girl I loved, the one person I could and wanted to spend the rest of my life with. . . It's just. . ."

"Dylan," I cut off his rambling. "Whatever it is that you want to do, I'm okay with it."

"Really?" He asked. I nodded making the smile on his face grow even more.

"What is it?"

He hesitated before quickly saying, "I've always wanted to have the woman I love ride me, while sitting in the front seat of my car."

"Car sex?" I asked, tilting my head slightly. "You've never had car sex?"

He sent me a look, laughing slightly. "Let's not forget, I was your first time," he playfully glared at me before breaking and laughing.

"Come on, Dylan." I laughed.

"Fine," he sighed. "I've had car sex before, but. . ."

"You did all the work?" He sent me an embarrassed look before shrugging.

"Let's do it."

He looked at me like he thought I was kidding. "Seriously?" He asked when he saw the look on my face. I bit my lip as I nodded.

We quickly got up, got dressed and started packing up our non-eaten dinner. We walked back to the car, hand-in-hand. I tucked a piece of hair behind my ear, suddenly feeling nervous as Dylan put the basket and blanket in the trunk of his car.

He walked back around the car and wrapped his arms around my waist when he was standing in front of me. "Front or back?"

"What?" He laughed.

"Front or back seat," I clarified before adding, "perv."

"Front?" He said, not sounding sure of himself. I sent him a smirk as I reached behind me and opened the driver's side door. He bit his lip, his eyes filling with lust, as he quickly got in the front seat.

I climbed onto his lap before pulling the door shut behind me. "Ready?" I asked, trying to sound sexy.

"If you are," he said, sounding nervous. I turned on the radio before pressing a soft, teasing kiss to his lips. I pulled away and reached down, unbuttoning his jeans. I lifted my hips and slide his jeans and boxers down his legs.

He watched me intently as I pulled my dress over my head, tossing it in the backseat. I grabbed his hands and made him slid my underwear down my legs, throwing them aside.

He opened his mouth like he was getting ready to say something. Before he had a chance, I roughly pressed my lips to his. It didn't take long for him to start moving his lips against mine.

I heard him gasp as I lowered my hips onto his, making him slip into me. He moaned as I started slow and began moving my hips faster.

"Holy shit, baby." He moaned louder. He leaned his head back, squeezing his eyes tightly. I felt my own orgasm build as I grinded my hips against his.

As I continued to rock my hips against his, riding him, I started sucking on his neck. "How does this feel, baby? Is it everything you fantasized?"

"Fuck yeah," he moaned as I sped up.

I moaned when I felt him cum into me. "Oh shit," he mumbled. "I'm not wearing a condom."

He looked at me, nervously biting his bottom lip. "It's okay, babe." I laughed.

"No," he stuttered. "I'm not wearing. . . And I just. . ."

"I'm on birth control."

"Really?"

"Yep. I just figured we. . ."

I didn't finish my sentence but I didn't need to. "Well, in that case," he smirked.

I let out a giggle as he wiggled his eyebrows. "Get in the backseat, baby."

I giggled again as I quickly got in the back. I gasped as Dylan crawled into the back seat, instantly hovering over me. He pressed his lips to mine and didn't hesitate to slip into me. I moaned against his lips as he pulled in and out of me.

Our breathing got louder as we both fell into orgasm. "Harder," I moaned. He let out a deep-throated moan as he obeyed my request.

"Your turn," he growled into my ear. "Cum for me."

"I'm close, baby." I gasped. My comment made him moan as he moved his hips into mine faster.

My breathing sped up as I felt my orgasm building. "Holy fucking shit!" I yelled as I felt myself cum.

Dylan moaned as he rolled out of me and laid down between me and the seat. His chest was pressed to my side, his arm draped over my bare stomach. I felt his eyes on me as I caught my breath.

I rolled towards him, our noses inches apart. I ran my hand up his chest before lazily wrapping it around his neck.

"That was amazing," he moaned as he tightened his arm around me, pulling me closer. "I can't believe I finally. . . I can't believe we. . . I can't believe you were willing to. . . Thank you."

"Well," I laughed. "You made my fantasy come true. It was the least I could do."

"Your fantasy?" He asked, craning his head so he could look down at me. I looked up at him and kissed his chin. "What fantasy?"

"Making love to the man of my dreams."

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