197. First Time*

A/n: Smuttiness and swearing in this one! Anyways, please enjoy this imagine and stay safe! I love you guys! Okay, without further ado, let's begin.

My boyfriend of a little over five months, Shawn Mendes, gave me a quick kiss before heading towards his front door. I'm staying at his place in Toronto, Canada for the summer. Shawn has a lot of experience when it comes to sexual things, but me? I'm a virgin. Shawn and I have done some sexual things in the bedroom, but we've never had sex.

"I'll be back in a few hours, okay darling?" Shawn asked. He was going out with the boys - Brian, Jon, Matt, and Prashan. I nodded.

"Okay. I'm going to have something special for you when you get back." I said as I placed my hands on his gorgeous chest. He smirked at me as he placed one of his hands on my waist, his other hand on the doorknob.

"And what would that be?" He asked, his beautiful brown eyes looking into mine. I smirked back at him.

"I can't tell you." I said. He let out a frustrated groan before putting his lips on mine once again. As our lips locked passionately, I felt my heart race with excitement, I felt butterflies erupt in my stomach, and I felt sparks shoot through my body. When we pulled away, I had turned to mush, unable to speak from his incredible lips. Shawn chuckled as I brought my fingers to my lips, kissed my cheek, and then opened the door.

"I'll text you when I'm on my way home, my love. I love you." Shawn said. I smiled.

"Okay. I love you too." I said. Shawn waved at me before leaving.

I immediately went into Shawn's bedroom, which we had been sharing ever since I came into town. I obviously didn't tell Shawn this, but tonight when he got home, I was going to ask him to take my virginity. Shawn had lots of candles, and I was not going to light them yet, but I just wanted to pick out which ones to use. I was going to make Shawn a nice, romantic dinner, have some candles on the table, and some in the bedroom.

Also, I had gotten a very sexy little black dress just for this (A/n: dress is up above!). Shawn loves my boobs so I made sure to pick out a dress that would show them off. When I tried the dress on, I felt confident and sexy, which were two feelings I almost never felt. I wouldn't put it on until later, but I knew that this dress would have Shawn dying to have me.

I knew Shawn wouldn't mind me using his candles, so I picked four of them. I put the French Vanilla candle and the pop champagne candle on the dining room table. I put the custom Yankee candle that I had gotten Shawn with a picture of us on it that was lavender scented and the pillow talk candle in the bedroom. Would that be enough? I added a couple more rose scented candles in the bedroom, and made sure that Shawn's condoms were on the table beside the bed, ready for him.

I went into the kitchen and began to make chicken parmesan. When it was done I placed it on the counter to cool. I went into the bedroom and put on the black dress, made sure my hair looked nice, and did my makeup. Shawn texted me that he was on his way home, so I put on my black heels and went back into the kitchen so I could put our food onto our plates. I put on some slow, nice, romantic music, and looked in the mirror one more time before Shawn got home. Yup, he was going to like this.

I heard the front door open as I lit the candles on the table. I looked over as he walked in, wanting to see his reaction. I smiled as his jaw practically went to the floor, his eyes going up and down and all over.

"Holy fucking shit. What's all of this?" Shawn asked as I finished lighting the candles. I walked over to him and wrapped my arms around his shoulders as he instantly wrapped his arms around my waist, keeping my body close to his.

"It's my surprise for you. I made chicken parmesan and I was thinking we could have some wine. Do you like it?" I asked with a smile. His eyes went to my chest for a moment - I didn't need to wear a bra with the dress because it had padding - before flicking back up to my eyes.

"I love it." He whispered before kissing me. I could tell he wanted more than a kiss, especially when I felt one of his hands travel down to my butt and squeeze. I pulled away from the kiss.

"Not yet, my love. If you're a good boy for me during dinner I promise I'll be a good girl for you afterwards." I said with a smirk before heading back to the dinner table.

"Fuck." Shawn muttered. Shawn pulled out my chair for me and once I sat down he leaned down, moved my hair, and kissed my neck. I gripped the table, overcome with pleasure as he used his tongue to trace random shapes on my neck.

"Fuck Shawn." I moaned. He kissed a bit more before stopping. I was left breathless as he poured us some wine and then sat down.

"That was just a little preview." Shawn said. I smiled at him. He still had no idea that I wanted him to take my virginity.

"How was your time with the boys?" I asked Shawn before taking a bite of my food. He smiled.

"It was really fun. We went to this place where they had virtual reality headsets." Shawn said. I smiled at him as we ate and he told me about it. I could tell by the excitement on his face and his voice that he had had fun.

"I'm glad you had fun baby." I said when he was finished telling me about it. He smiled at me.

"You look incredible by the way. I don't think I've told you that since I got home. You look absolutely stunning." Shawn said. I blushed at the complement.

"Thank you. You look so handsome." I said. He was wearing black skinny jeans and a casual button down shirt. He blushed at my complement.

"Thank you sweetheart." He said. I stood up and walked over to him. Shawn's eyes never left me, they only encouraged the confidence I was feeling. He pushed his chair back a little and I sat sideways on his lap. One of his big hands went to my back and his other hand went to my thighs. He watched my face as I watched my own hands. They traveled up his chest to the top buttons of his shirt, and I watched my fingers undo the top four buttons of his shirt, showing off his gorgeous chest hair that I've always loved.

"That's much better." I whispered as I ran my fingers through it a bit. I locked eyes with Shawn and he put his forehead against mine. His hand was still on my thigh, my skin, and I knew that neither of us cared about our dinner anymore. I held his face in my hands as we kissed with more passion than ever before. Shawn's hands moved around my body and I couldn't help but smile into the kiss. We pulled away from the kiss as we both smiled and I stood up and grabbed our plates.

"What are you doing darling?" Shawn asked.

"I'm going to put our food away. Unless you want to keep eating?" I asked. He smirked at me and I knew what he was going to say before he said it.

"No, I was thinking of eating something else." He said. I blushed and giggled. I put our plates away and turned to Shawn. His eyes were intense and lustful but also loving.

"Shawn, before we, you know, get started, I just want to say something." I said as he wrapped his arms around my waist and I wrapped my arms around his shoulders. He rested his forehead against mine.

"And what would that be?" He asked. I suddenly became nervous and he must have sensed this because his thumbs began to rub my sides.

"First of all, don't rip this dress off of me because I want to wear it for you again sometime. Second of all, there's a reason why I did all of this. I want you to take my virginity." I said. Shawn's eyes widened and he pulled his forehead back.

"Really? Are you sure?" He asked. I nodded and held his face in my hands.

"I'm positive. I love you, I want us to make love, I want you inside of me Shawn. I trust you, obviously. I know you'll take good care of me and be gentle and loving with me. I put a condom next to the bed so we're ready." I said with a blush. Shawn smiled and kissed my forehead.

"I'll take care of you darling." He said. I nodded.

"I know. Will you, um -" I began. Shawn nodded, knowing what I wanted. In the past, we had discussed what we would do for our first time. I had read that the more wet you are, the less painful it would be. I wanted him to finger me first before we had sex.

Shawn kissed me passionately as his hands traveled down to my bum and he squeezed a few times, eliciting moans from me. He used his body to gently push me against the kitchen counter as I tangled my fingers in his hair. Shawn slipped his tongue in my mouth and as our tongues fought for dominance his big, incredible hands were doing incredible work on my ass. My head tipped back as I moaned.

"Good girl darling. Don't stop moaning." Shawn said before going to work on my neck. I gripped his hair with one hand, my other hand gripping the counter. I had never been so turned on as I was at this moment.

"Shawn. Please." I moaned. He nodded and quickly placed his fingers against my privates. I moaned at the feeling, my eyes closing for a moment.

"Holy shit. You're fucking soaking for me. You want me darling?" Shawn asked seductively.

"Please. Please. I need you. I need you so bad." I moaned. Shawn pulled the bottom of my dress up a little but didn't take it off of me. He quickly took my underwear off of me and threw it on the floor. I quickly took his shirt and pants off, needing to have him in just his boxers.

"Ready?" Shawn asked as he put one arm around my waist. I nodded and gripped his shoulders, our foreheads resting together. He eased one finger into me, our eyes locked as my eyes widened.

"More." I whispered. His second finger went in me, and my jaw dropped at the pleasure he was giving me.

"Fuck you're so tight baby. Does this feel good sweetheart?" Shawn asked. I held his face and nodded as I moaned.

"Yes. Fuck. Shawn, Shawn. Faster, more." I moaned. He nodded and did as told.

"Good girl. You're doing so good. You look so sexy." Shawn whispered before kissing my jaw. I moaned more and more as he slipped a third finger in. The pleasure was like never before as it built. My head tipped back, Shawn's lips on my jaw, and my legs began to shake.

"Fuck. I'm gonna cum so fucking hard." I moaned.

"Hold on. Hold on." Shawn said. Shawn used his one arm to lift me up off the ground a bit as he pressed me against his body. I spread my legs as wide as I could as he held me in the air.

"I need to cum, I can't hold it much longer Shawn." I moaned.

"Cum right now, cum all over my fingers." Shawn instructed as he kept three fingers inside of me and pushed his thumb on my clit. I did as told, the orgasm hitting like never before with this new position. I knew I was squirting all over his floor but neither of us cared. Shawn held me up as my whole body shook, the pleasure almost being too much. I gripped his hair, my eyes rolling back, and screamed for him.

"SHAWN! SHAWN! FUCK!" I screamed repeatedly. Shawn helped me ride it out, and when I was done, I let my legs drop and Shawn gently set me on the kitchen counter. I was out of breath and my body was still shaking a bit.

"You did so good. So good baby girl. I'm so proud of you." Shawn whispered as he kissed my cheek. I whimpered, still needy for him.

"Shawn." I whimpered. The lust in his eyes was still there, but right now his eyes were mostly filled with love. He gently cupped my cheeks with his big hands.

"I'm going to take your virginity darling, don't worry. That was an intense orgasm, wasn't it? You're still shaking." Shawn said. I nodded.

"Yeah." I said. I leaned forward to kiss him and of course he kissed back. Soon, we were making out again. Without breaking the kiss, Shawn lifted me up and carried me to the bedroom. He kicked the door shut with his foot and set me down. I watched him as he reached behind me and unzipped my dress. He kneeled down and took off my heels.

"You're so beautiful. Let me take care of you darling." Shawn said before picking me up and laying me on the bed. I sat up and took his boxers off of him.

"I forgot to light the candles." I said. He smiled.

"It's fine." He said before reaching for the condom.

"Can I put it on you?" I asked. Shawn nodded and handed it to me. I opened the foil and it put it on him. He was so hard for me, which I loved. I laid back and spread my legs. Shawn put his lips on me as he slowly entered me. It didn't hurt as much as I expected. When he was done entering me, he pulled away from the kiss.

"You're doing so good Y/n, darling." Shawn said.

"I love you." I said.

"I love you too." Shawn said with a smile. I nodded when it was okay for him to move, and he kept his forehead against mine. He began to move his hips, slowly thrusting. His eyes stayed on mine, and I knew he was asking if I was in pain. I shook my head, no, I wasn't feeling any pain, but I also wasn't feeling any pleasure. He kissed me briefly. "Spread your legs wider my love." Shawn said. I did as told, giving Shawn a better angle. My eyes widened as I suddenly felt pleasure and Shawn smiled. "There we go."

"Shawn." I moaned before moving my hands to his back. I've always loved how sculpted his back is, so as Shawn kept thrusting, I let my hands roam around before wrapping my arms around his back and gripping his shoulders.

"Y/n, fuck baby. Oh Y/n. Scratch my back sweetheart." Shawn moaned. I dug my nails into his back, causing him to moan before kissing me.

"Fuck Shawn." I moaned after I pulled away from the kiss. Shawn always squeezes my butt, so I decided to return the favor. Shawn's body hovered above mine, our eyes locked as he kept thrusting at a steady pace, as I reached down, grabbed his incredible ass, and squeezed hard. Shawn's eyes widened and he let out a moan that was so beautiful I almost came just hearing it.

"Do that again." Shawn said. I did as told and squeezed again.

"I'm close. Faster. " I moaned. Shawn picked up his pace.

"I'm close too. Holy fuck. When I tell you to, squeeze my ass again and I'll cum, okay? Fuck." Shawn asked. I nodded.

"Fuck. Okay." I moaned. We kept moaning for each other, bringing each other closer to the most incredible edge.

"Now baby." Shawn said. I squeezed his ass as hard as I could and his eyes went wider than ever before as they rolled back. His moan as he came for me was the most beautiful thing I had ever heard and I couldn't help but squirt as I came for him, all over him.

"SHAWN! SHAWN!" I screamed as pleasure overcame my body and my legs shook. Shawn put his forehead against mine and I quickly moved my hands to hold Shawn's face.

"That's it darling, good girl. Fuck you're so beautiful." Shawn said as he kept thrusting, helping me ride out my high. I wrapped my arms around his shoulders and my legs around his waist as he buried his face in my neck. He slowly stopped thrusting.

"Shawn. Shawn. Just one more thrust, please." I whimpered. He thrusted once more before picking his head up and kissing me gently and lovingly as I whimpered. He kept kissing me until my whimpers stopped and I was calm again. He stayed inside of me as he kissed my nose and my forehead and then gently slid out, threw the condom away, and laid next to me. He opened his arms up as he looked at me and I put my head on his chest, curling myself perfectly into his side as I draped my arm around his naked, sweat covered torso, and he wrapped his arm around my shoulders.

"How do you feel? Do you feel sore at all, my love?" Shawn asked. I picked my head up and put my chin on his chest.

"No. I feel really good." I said. Shawn smiled and tucked some hair behind my ear.

"Good. You did so good baby. I'm so proud of you." Shawn said. I blushed at the complement, which made Shawn chuckle. I rested the side of my face against Shawn's chest, my smile wide as he rubbed my shoulder with his thumb. His touch was so comforting and soothing that I couldn't help but close my eyes.

"Shawn?" I asked.

"Yes my beautiful, sweet, precious girl?" Shawn asked, making me giggle.

"I just wanted to tell you that I love you and I really appreciate you taking such good care of me." I said. Shawn moved his fingers to my hair as he massaged my scalp.

"I love you too baby girl, and I will always take good care of you." Shawn said. I kissed his chest before closing my eyes again. I felt my body relax before suddenly remembering something. My eyes shot open as I sat straight up.

"The candles are still burning." I said.

"What?" Shawn asked.

"In the dining room." I said as I wiggled my naked body out of bed.

"Darling they won't light the apartment on fire, they're in containers, it's okay." Shawn said, but I was already halfway out of the room. I quickly blew out the candles, turned off the music, and went back in the bedroom to find Shawn laughing pretty hard, his sculpted naked body on top of the blankets.

"Why are you laughing?" I asked as I climbed onto the bed.

"If you could've seen your beautiful naked body wiggle out of bed and run down the hall, oh my gosh I was not expecting that. Your butt is so cute. You are so cute." Shawn said. I laughed and blushed before resting the top half of my body on his chest. As I spoke Shawn gently rubbed my back.

"You know, I really try my hardest to be cute around you. Earlier, when I was wearing that little black dress, I was feeling really confident and sexy, but at the same time I was trying to impress you." I admitted. Shawn smiled as he tucked some hair behind my ear.

"I don't know if you know this, but I'm already your boyfriend. You don't have to keep trying to impress me." Shawn said.

"I know, but I like to. I can tell by the look on your face when you're impressed with me, when you're proud of me, and I like it. It makes me feel good." I said. Shawn smiled.

"I love you baby girl." Shawn said. I smiled at him.

"I love you too." I said before taking my index finger and tracing his lips. When I finished tracing his lips he rolled onto his side. We adjusted so we were facing each other. Shawn propped himself up on his elbow and I put my hand on his torso. I couldn't help but admire his body. The room was getting dark, so Shawn reached over and turned on the lamp next to my side of the bed. He kissed me and then looked at me for a moment, a look of amazement on his face. "What? Why are you looking at me like that?" I asked him.

"Because I just made love to my girlfriend for the first time and it was absolutely incredible, and now I'm just thinking about the fact that I'm the luckiest man alive to be able to lay next to you, especially when you're naked." Shawn said. I blushed and covered my face with my hands. "No, don't do that sweetheart. Show me your gorgeous face." Shawn said as he gently pulled my hands away. I smiled at him.

"Better?" I asked. He nodded.

"Much." He said before kissing me. We laid in bed, cuddling, kissing, focusing on nothing but each other and our love for each other, for the rest of the night, before dressing into pajamas and falling asleep together. I love Shawn so much, and I'm so glad he took my virginity.

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