A/n: Smuttiness and explicit language in this one so get out the holy water! Anyways, please enjoy this imagine. Okay, without further ado, let's begin.

I sat on the couch, feeling exhausted. I was waiting for my fiancé, the singer and songwriter Shawn Mendes, to come home. I love falling asleep in his arms. Soon, the door swung open and Shawn walked in and smiled at me.

"Hey baby girl. I thought I told you not to stay up waiting for me." He said. Here's the thing: when I'm really tired, I get emotional. So, after he said that, I bursted into tears.

"I'm sorry. I'm sorry Shawn. I'm really tired and I want to go to bed, but I sleep better in your arms. That's why I waited up for you." I said. Shawn sat down next to me and pulled me close to him as he rubbed my back.

"Shhhh, it's okay honey. I'm not mad, okay? I'm not mad. Let's go to bed honey." He said. I nodded and held his hand as we went upstairs and into our bedroom. I got under the covers and so did Shawn, he took his shirt off and pulled me close to him. I placed a gentle kiss on his chest.

"Shawn." I whispered before placing another kiss on his chest.

"What's up darling?" He asked. I looked at him. Suddenly, I wasn't as tired as I had just been. I kissed his jaw.

"I missed you today baby." I said. Shawn rubbed my back.

"I missed you too honey." He said. I suddenly came up with an idea.

"Shawny?" I asked.

"Hm?" He responded.

"So, if I wake up before you, can I wake you up by rubbing your dick which may lead to other things?" I asked. Shawn chuckled. I'm waiting for marriage before I have sex so I know that I'm with the right guy first, but Shawn and I do other sexual things.

"That would be an amazing way to be woken up." He said. I smiled.

"Would you mind taking off your shorts so you're just in your boxers please? That way I don't have to stick my hand between your shorts and your boxers to wake you up." I asked and said.

"Of course darling." He said as he got out of bed and took off his shorts. I smiled. I couldn't really see him since it was dark, but I've seen his body before, and it's truly a glorious sight to see. Shawn got back into bed.

"Thank you bubs." I said.

"You're welcome honey. I love you." He said as I put my head on his chest and he wrapped an arm around me.

"I love you too." I said, and then we fell asleep.

The next morning

I woke up in the morning and Shawn was still sleeping. I admired him for a moment before remembering how I wanted to wake him up. I lifted up the blankets a little and then watched his face as I began rubbing him. Even in his sleep, I could see the sharp intake of his breath. I continued to watch him and rub him as I kissed one of his nipples. I then licked it in circles and sucked at it. Shawn's eyes snapped open and he smiled at me.

"Holy fuck babe. You should wake me up like, fuck, this all the time." He said. I smiled and removed my mouth from his nipple. I continued to rub his dick - which was becoming hard - as I kissed his jaw. I realized something in that moment, so I stopped rubbing him and looked at him. He looked at me too. I shook my head.

"I don't want to wait." I said. He gave me a confused look.

"What?" He asked.

"I don't want to wait until our honeymoon to have you take my virginity. I'm ready Shawn. I want you to take my virginity." I said. His eyes went wide and he sat up. I sat up too.

"What? Are you sure? Are you positive?" He asked. I nodded and smiled as I put my hand to his cheek.

"I'm one hundred million percent positive. I want this honey." I said.

"But you always told me, even on our second date, that you wanted to wait for marriage before you have sex so you know that you're with the right guy." Shawn said. I nodded.

"Yes, but Shawn, I just... I feel ready. We're engaged, so that means that we're going to be married, and I know that you're the right guy for me. I want this." I said.

"Are you sure?" He asked again. I smiled and nodded.

"Yes, I'm sure." I said.

"You don't have to do this just because we're engaged honey. I don't want to pressure you into anything, I swear." He said.

"Shawn, my love, I know. I'm ready honey. Please Shawn." I said. He smiled at me.

"I love you baby. Oh crap, I have to go out and get condoms. I'll be right back." He said. I nodded.

"Okay, I'll just be right here." I said.

"Okay." He said as he got up and went to leave the room. I laughed.

"Shawn honey, aren't you going to get dressed? I don't think that people will let you into their stores if you're wearing just your boxers." I asked and said with a giggle.

"Oh shit, you're right. See what you do to me babe? You've got me all flustered." He said. I smiled.

"I love you." I said as I watched him get dressed.

"I love you too honey." He said. He got dressed and then was about to leave again, but then I realized something.

"Shawn?" I asked. He looked at me.

"Yes babe?" He asked. I stood up and walked over to him.

"Um, so I had been planning on getting some lingerie for our first time but I was going to wait until it got closer to our wedding day and our honeymoon to get the lingerie. Basically, I don't have any sexy lingerie right now. Um, is that okay? Like, is it okay if I'm just in my regular bra and underwear?" I asked. Shawn smiled at me and kissed my cheek.

"Of course it's okay babe. You don't need to be wearing sexy lingerie. Either way, no matter what you're wearing, it's going to end up on the floor." He said. I giggled and nodded.

"Okay. Go get condoms so you can take my virginity!" I said with a laugh.

"Holy fuck I can't wait." He said. I laughed and smiled as I watched him get his shoes on and practically run out of the house that we have together. While he was gone, I googled how much it would hurt. Yes, I felt ready to lose my virginity, but I was nervous about the pain. Apparently, the more turned on you are, and the wetter you are, the less it will hurt. A little bit later, I heard the front door open and smiled. Shawn soon came in the room and I set my phone aside.

"Hi honey. Um, would you mind if we talked a little bit before we have sex?" I asked.

"That's fine honey, I'll just put the condoms right here. What do you want to talk about?" He asked. He set the condoms down on the dresser and then sat on the bed with me.

"So, yes I'm ready, but I'm worried about a couple of things, and since you're about to take my virginity and since you're my best friend, I was just hoping that we could talk about it before we have sex." I said. Shawn nodded, turned so he was facing me more, and held my hands in his. As our skin touched, I felt electricity spark through me yet I felt safe and warm at the same time. Shawn rubbed the tops of my hands.

"Of course honey, we can talk about anything." He said. I looked at his handsome face.

"Um, so I just did some research while you were gone, because well, I'm worried about how much it's going to hurt. But, I read that the more turned on you are, and the wetter you are, the less it hurts." I said.

"Well, luckily I know how to turn you on and make you practically soaking for me, so that's good. If, while I'm going in you, it hurts too much, I want you to tell me to stop, okay? You know that I would never want you to be in pain, so if it gets to be too much, tell me okay?" He asked.

"Well, I have to lose my virginity at some point. Wait, okay, what if it does hurt a lot, and I stop you, would you mind just staying inside of me and staying still until the pain passes and then I'll let you know when you can move again?" I asked. Shawn thought about this for a moment and then nodded.

"Okay." He said. I smiled but then became nervous.

"Um, I'm nervous for the next thing but I don't know why. There's something that I want to ask you to do, it's something that, I guess whenever I imagine losing my virginity to you, I always picture it happening, but you don't have to do it if you don't want to." I said as I looked at our hands. Shawn squeezed my hands gently and I looked up at him.

"My love, it's just me. You never have to be nervous around me, you know that -" He started.

"I know. I'm not feeling nervous around you, I'm feeling nervous about asking you to do this for some reason. I don't know if it's weird or something." I said.

"Honey, this is your first time and I want to make it as special as possible. I will do whatever you want, okay? If you want to light a bunch of candles around the room, I'll do it. Whatever it is, it's not going to be weird, and I'll do it, okay?" He asked. I nodded.

"Okay. So, when you're going in me for the first time, will you just please keep kissing me until you're all the way in? I don't know why I want that, but I just want to be kissing you while you're going inside of me." I asked and said. Shawn smiled and nodded.

"Of course I'll do that baby girl. I would love to do that." He said. I smiled.

"Thank you. Also, um, what if I'm not as good as the girls in your past?" I asked. Shawn's eyes widened.

"Honey, they were ex girlfriends and one night stands. You, my love, are going to be my wife, which will make our sex a thousand times better. Okay?" He asked. I nodded.

"Okay. I'm ready honey." I said. He smiled.

"Okay, come here." He said as we both stood up. He put his lips on mine. I felt my heart race as if I had just run a marathon, I felt butterflies erupt and fly around in my tummy, and I felt sparks shoot through my body.

"Shawn." I said as we pulled away. He looked at me.

"Yes?" He asked, his eyes already dark with lust.

"Can I scratch your back while we have sex?" I asked. Shawn smiled and nodded.

"Of course. Babe, you can do whatever the fuck you want to me." He said. I smiled and he began to lick my neck as he hummed into it and he squeezed my bum. I instantly felt myself becoming wet and turned on for him.

"Oh Shawn." I moaned. He squeezed my butt some more as he licked my neck. I pressed my clothed private parts against his and he pulled away and moaned.

"Oh fuck honey. Do that again." He said. I pressed myself against him again.

"Like that?" I asked. He nodded.

"Yes, fuck." He said. I smiled and we began to undress each other. Shawn smiled at my body. "So beautiful." He whispered, causing me to blush. He then began to lick my neck again as he held me close to him. I could feel the tip of his penis against my privates, causing me to moan.

"Oh Shawn honey. I want you, please baby, please take my virginity." I said. He pulled away and smiled at me.

"Okay honey. Before we start, please know that you and I are never going to fuck, okay? You and I will always make love, and it will always be sweet and beautiful. I promise you that I'll go slow, and I'll be gentle, okay?" He asked. I nodded.

"Okay honey." I said.

"Are you sure that you want to do this? Because once we do this, there's no going back." He asked and said. I smiled at him.

"I'm sure about this Shawn, I promise." I said. He smiled and gave me one more kiss.

"Lay down baby girl." He said. I did as told and watched as he put a condom on himself. He then got on the bed and smiled at me.

"I love you Shawn." I said. His smile widened.

"I love you too Y/n. I'm going to take good care of you, I promise." He said.

"I know you will honey. You always take care of me no matter what it is." I said. He kissed my cheek and then looked at me, his eyes examining mine, searching for any trace of doubt or worry, but there were none.

"Ready?" He asked. I nodded.

"Yeah. And you'll keep kissing me as you go in me?" I asked. He nodded.

"Yup. Let me just line myself up." He said. I nodded and watched as he lined his dick up to my privates. He then looked at me, we smiled at each other, and he put his lips on mine as he entered me for the first time. Sure his fingers had been inside of me before, but that was different. I wrapped my arms around his shoulders. He had one hand next to my side, and the other one rubbing my other side. I'm not going to lie, it hurt. I finally put my hands on Shawn's shoulders and pulled away from the kiss.

"Hold on a second." I said. He looked worried.

"You okay honey?" He asked.

"It hurts a bit. Would you mind just staying still for a moment please?" I asked. He rested his forehead against mine.

"That's fine honey. I'm almost all the way in you. You're doing great so far baby." He said. I smiled at him.

"I love you." I said. He gave me a kiss.

"I love you too." He said when he pulled away from the kiss.

"Okay, you can move again." I said.

"Are you sure?" He asked. I nodded.

"I'm positive. Just keep kissing me please." I said. He put his lips on mine and continued to kiss me as he finished entering me. He pulled away from the kiss and smiled at me.

"I'm all the way inside of you honey. You're doing great. How do you feel?" He asked me.

"It hurts a little but other than that I feel good. I just need to adjust a bit." I said. Shawn nodded.

"Okay baby." He said. He kept kissing my cheek lovingly as I adjusted to his big size. I kissed his shoulder gently.

"I'm ready honey. You can move now." I said. Shawn looked at me.

"Are you sure?" He asked. I nodded.

"Yes, I'm sure. Um, is it okay if we just keep looking at each other while we make love? I want to see your facial expressions throughout this." I asked and said.

"That's fine babe. I'm going to start moving now, okay?" He asked. I nodded and kept my arms wrapped around his shoulders. He had both hands placed on either side of my body to hold himself up.

"Okay." I said. Shawn gave me a quick kiss and then began thrusting slowly. I suddenly felt bad. Was I supposed to feel pleasure right away? By the look on his face, he was definitely feeling the pleasure right away. He kissed my cheek and then looked at me. I smiled at him.

"Fuck Y/n. Shit babe, you're so tight." He moaned. I then began to feel the pleasure and my smile widened. I looked at him and moaned.

"Oh Shawn, oh Shawn baby." I moaned. His smile widened. He rested his forehead against mine.

"Oh fuck honey. You're, fuck, making me feel so good." He moaned. I smiled at him and played with his hair.

"Shawn, Shawn, just like that baby. Oh honey." I moaned.

"Am I, shit, making you feel good babe?" He asked.

"Yes, so good honey. More honey, I want more. Faster." I moaned.

"I don't want to hurt you." He said. I looked at him as he continued to thrust into me and put my hand to his cheek.

"I don't mean like, fuck, really fast. Just a little bit faster, please. I want to feel more of you honey. Just a little bit faster please." I said as I moaned.

"Okay, but tell me if it hurts." He said. I nodded. He picked up his pace and the pleasure became more intense. I arched my back and my boobs touched Shawn's chest as I moaned.

"Fuck, oh my gosh, yes Shawn, yes." I moaned.

"Does this hurt at all?" He asked.

"No. Shawn, oh Shawn." I moaned. I scratched at his back and he hissed in pain, so I took my hands away. He shook his head.

"No, keep scratching. Fuck babe. I don't even care about the pain. Scratch, fuck, as hard as you want." Shawn said as he moaned. I scratched at his back again and smiled at his reaction. Yes, I had given him hand jobs and stuff like that before, but to see his eyes close as his mouth fell open made me smile.

"Shawn baby, don't stop honey, you're making me feel so good." I moaned. Shawn opened his eyes and looked at me.

"I won't stop babe, not unless you tell me too." He said. I knew what it felt like to have an orgasm build because of the other things that Shawn and I had done. I smiled at him as I put one hand on his cheek and tangled the other in his hair.

"I'm going to cum, baby, oh my gosh Shawn I'm going to cum." I said. Shawn smiled.

"Good girl. Cum for me honey, cum all over your fiancé's dick. Cum for me Y/n." He said. My orgasm washed over me and my legs shook as I screamed his name.

"SHAWN! SHAWN! SHAWN I'M CUMMING! FUCK I'M CUMMING! SHAWN! YES OH GOSH YES SHAWN! I'M CUMMING!" I screamed. He smiled at me. His nose scrunched up and I felt him twitch inside of me.

"I'm going to cum, fuck." He moaned.

"Cum for me Shawn, cum for me baby." I said. His mouth fell open and he screamed my name as he came.

"Y/N! Y/N FUCK! I'M CUMMING! I'M CUMMING Y/N! Y/N! Y/N FUCK YES! Y/N! Y/N!" He yelled as he came. I smiled, knowing that I had had this affect on him. We both came down from our highs and smiled at each other.

"Holy shit that was amazing." I said. He chuckled and nodded.

"It really was babe." He said as he was about to pull out of me. I put my hands on his shoulders and stopped him. I blushed, a little embarrassed about what I was about to ask him.

"No. Please, just, stay inside of me for a moment or so. I like this feeling of your body inside of mine, it's like - it's like I'm one with you. Please?" I asked. Shawn smiled and nodded.

"Of course honey, that's fine. You did so great and I'm so proud of you." He said. I smiled.

"I love you so much Shawn. Thank you for doing that." I said. He kissed my cheek and then smirked at me.

"I love you so much too Y/n. Anytime darling. How do you feel?" He asked as I rubbed his back a little. I smiled.

"I feel good. I feel really good. How do you feel?" I asked. His smiled widened.

"I feel amazing. You're the best I've ever had baby." He said. My eyes widened.

"Really?" I asked. He chuckled and nodded.

"Yup." He said. I smiled.

"Oh Shawn, that makes me so happy. I wish we could stay like this." I said. Shawn nodded and smiled before burying his face in my neck. I could feel the sweat from his forehead on my neck.

"Me too honey." He said before placing a few gentle kisses on my neck. I closed my eyes and smiled. We stayed like that, with him inside of me, for a few more moments.

"Okay honey, you can pull out if you want." I said. He placed a gentle kiss on my neck again and then pulled out. He smiled at me and then threw away the condom. He came back and laid next to me and gently pulled me close to him.

"I love you." He said.

"I love you too. Um, I have a question." I said. He nodded.

"Sure, what's up babe?" He asked.

"Can we just stick to that one position for now please? I mean, I would love to ride you eventually, but I don't really know of any other positions. But, for right now, until I'm comfortable with trying another position, can we just continue to do what we just did please?" I asked. Shawn nodded as he rubbed my side.

"Of course honey. Just like I said on our second date, you set the pace, I'll just keep up." He said. I smiled and gave him a kiss. Throughout the day he kept saying how wonderful I had been and how proud of me he was. I wrote him a letter that talked about my love for him, and after he read it, and after we finished breakfast, we made love again and it was beautiful. I love Shawn so much.