Waking Up: Demi Lovato

Story Info
Dan puts on a couple of "performances" as Demi Lovato.
7.6k words
24.8k
24

Part 1 of the 4 part series

Updated 08/31/2017
Created 04/02/2015
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Starring: Demi Lovato

Codes: (MMF, Mast, Anal, DP, Body Swap, Toys, Sci-Fi, Cons.)

Disclaimer: This story is pure fiction. None of this has happened or ever will happen.

*

The familiar pounding feeling in my head came back as I was woken up by the sun shining brightly into my room as well as the sound of my alarm clock buzzing. I reached for my alarm clock and punched it with my fist hoping to get the blaring noise to finally stop. I felt like the bashing feeling going through my skull was going to burst right through my forehead. I slowly opened my eyes and had to shield them from the bright sunlight shining directly into my face.

I could tell from the all too familiar feeling in my head that Victoria decided to test out how much alcohol she could handle in my body, which from this headache was too much. I have no idea why consuming a ton of alcohol was the first thing most girls did when they had my body but I'm glad I don't have any weird tattoos or piercings, last time I checked anyway. I finally decided to open my eyes and look at the clock.

"Shit! I said out loud as the clock said eight fifty two am. I realized that I had overslept and I needed to get to work at nine thirty in the Los Angeles traffic. I was fucked.

I quickly jumped out of bed and throw on my work clothes, deciding I smelt good enough to forgo a shower for today. I rushed as I quickly straightened out my hair and put on my work clothes, doing my best to at least look a little professional and presentable.

Grabbing my keys off of the kitchen table, which I would have thanked Victoria for since I usually misplace my keys, I locked the door on the way out. I unlocked my car and jumped inside, hoping I could somehow beat the unforgiving hell that was known as the California morning commute.

I sat there in the boredom of the traffic which felt like hour after grueling hour, but it reality it had only been about 20 minutes. I drove my car into the parking garage and parked in my designated spot. I grabbed my things and ran towards the elevator, hoping I'd get to my desk in time. I waited patiently to bolt out of the door as soon as I got to the 11th floor. The doors slowly opened and I shot out of there like a jet on a runway. I ran into the doors of the law firm and got to my desk. I looked up at the clock to see if I had made it on time. I had made it with a minute to spare.

"You have some very good timing Mr. Carpenter," a husky male voice said to me. I turned around to see my boss, Adam Farewell. Farewell was one of the most successful lawyers in all of Hollywood. He's worked with almost every celebrity I could think of and was well respected. He was looking for a fresh and innovative young lawyer to come in and help him slowly transition to retirement in a few years and I was one of three interns he was considering for the job. He was friendly with me but was also tough on me when he needed to be, just like the other interns.

"A good lawyer always makes a good entrance. Well done just making it into work on time today Mr. Carpenter," he laughed with his signature deep laugh.

"Thank you sir," I kindly responded back.

"Now I have some files I need you to go over for today and that's about it for today. We've been light on work in your absence but if I know California as well as I know the law, we're going to get busy in the next couple weeks ahead. So I will need you to try and not take off any more days for the rest of the month at least, unless it is a family emergency or something of that caliber. Think you can do that for me?" Mr. Farewell explained. Being an intern and knowing Mr. Farewell's mannerisms, he was basically telling me if I took another day off that I was going to be in big trouble.

"Yes of course Mr. Farewell, anything you say sir," I politely replied back.

"Excellent Mr. Carpenter," he said putting a huge stack of papers on my desk. "Now hurry and get these files sorted out."

"You got it sir," I replied as he walked back to his office to take care of his things.

I started working on the files he placed on my desk which I knew I just had to sort out by name, but the fact that I was on the verge of getting trouble at my dream job while also knowing that tonight was probably going to be another swap bodies night left me seriously worrying about the safety of my job.

It took a rough nine hours before I was finally done with all of the paperwork that Mr. Farewell had left on my desk. I massaged my writing hand with my other hand due to the incredible crapping my hand was experiencing. I looked up at the clock again and it was almost seven o'clock.

I cleaned off my desk for the day before I headed out to the parking garage. Waiting in the elevator fell like an eternity but I finally got in the parking garage. I got in my car and felt so tired from work that I needed to listen to some music so I did not fall asleep at the wheel.

As I pulled out from the parking garage I flipped from station to station but nothing seemed to be keeping me awake. There were some songs I had never heard of before and one new song by Demi Lovato but I just decided to turn off the radio and get a cup of coffee on the way home.

I walked into my empty apartment and felt so tired. I had no idea why a simple day at work led me to be so tired but for right now I didn't care that it was eight thirty at night. Throwing off my work clothes and getting into a pair of pajama pants. I left a note by my bedside explaining my situation to the unfortunate soul who'd end up in my body before I went to bed and closed my eyes.

When I woke up the next day, it took a lot of effort for me to get it up. I knew I was in someone else's body do to the fact I could tell I was in some sort of moving vehicle. I tried to get up from the bed but the swaying of the vehicle caused me to fall onto the floor.

"Ow," I said as I fell face and chest first onto the carpeted ground. As soon as I hear the voice that came out of my new mouth, I had a feeling I knew exactly who I was. I looked down at my new body and it was dressed in a simple black nightgown.

I looked at my new bodies' arms and saw that familiar looking tattoos. I was pretty sure on who I was at the moment but just to make sure I bring my new hands down to my hips and grab my ness ass. Feeling the large amounts of flesh I knew who I was. I was now in the body of pop star Demi Lovato.

I figured I should call her and see if she's been up in my body yet. I used her memories to find her cellphone and unlock it so I could call her. After putting in the password I look at the time on the screen and see the time is seven thirty am.

I dialed my own number and waited for a couple rings before Demi in my body picked up the phone.

"Hello? Who are you and why are you in my body?" she said in my voice, clearly terrified and confused by this unique situation.

"Hey Demi, my name is Dan Carpenter. I have a note for you on the side of the bed that briefly explains what's going on here. Don't worry this is not a permanent thing and you'll y have your body back by tomorrow, just please stay calm," I said to her in the most relaxing tone I could say.

"Okay I'm going to read the note," Demi replied. The phone was silent for a minute or two before she got back on the phone.

"So you have an ability that allows you to swap bodies with someone at random? I'd say you are full of shit but seeing the results for myself I'm officially a believer," she commented.

"I'm so sorry I had swapped with you Demi, it was a complete accident. I just hear your new song on the radio before I went to bed last night and I found myself in this tour bus?" I asked, not knowing exactly what I was on.

"Yeah it's a tour bus," she replied.

"That makes sense now," I responded.

"This is so weird. So this happens to you every other day?" she asked.

"Yeah it does." I respond.

"Can I ask whose body you've been in before, out of curiosity?"

"Taylor Swift, Emma Stone, and Victoria Justice." I replied.

"Interesting. Wait a minute, oh shit!" she exclaimed.

"What's wrong Demi?" I responded.

"My tour. I'm supposed to perform tonight," Demi shouted. "I don't want to disappoint my fans. I love my Lovatics."

"And I have to be to work on time today, can you tell me what time it is there?" I ask.

"It's only seven thirty in the morning," she yelped back.

"Okay how about we come to an agreement. Since I can access your memories while I'm in your body, I can try to put on your show for tonight and you go to my work and fill out the paperwork for Mr. Farewell?"

"Mr. Farewell? You mean Adam Farewell? Like Adam Farewell the lawyer Adam Farewell?" she asked.

"Yeah I work for him. Why? Is that going to be a problem?" I ask.

"No not at all I know exactly where his office is," she replied.

"Okay good. All you need to do is file any documents he gives you alphabetically. You need to be there by nine thirty. Do you think you can do that for me Demi?"

"Well since you are going to do my show tonight I'd be glad to help," she replied. "Just one more thing. Is it okay with you if I play with your dick before work? I'll let you have at my body if you say yes."

"Uh yeah sure Demi," I said as I was kind of surprised she just brought that up out of the blue. "Okay is there anything I need to know about your concert tonight or any advice?"

"A couple things. Just don't forget the lyrics, don't have a wardrobe malfunction and be sure to flaunt my body around up there for the crowd," she advised.

"Flaunt your body? What do you mean by that exactly?" I asked.

"Make sure you play with my, well your body a bit on stage. Really gets the crowd into it," she suggested.

"What do you mean by that?" I asked, not completely sure what she meant by that.

"You know, shake my ass, use my hips, pat my pussy with your hands, and maybe grab a tit. Stuff like that will make the crowd so horny," she giggled as it sounded weird to hear my own voice giggle.

"If you're okay with that," I replied. "Just one more thing Demi."

"Yeah?" she replied.

"Please don't get me drunk after work. I'm always suffering from the hangovers from the girls who are in my body and it's getting pretty bad."

"Fine, it's the least I can do since you're going through with the concert. Can I smoke some weed instead?" she begged.

"Deal, just remember I have to go to work in the morning so do not go overboard."

"Yay!" She exclaimed on the other side of the phone. "Thanks Dan. Sorry you have to do my job, hope you get a good experience out of it though."

"Thanks for being cool with being in my body." I replied.

"No problem. I've always secretly wanted to know what it's like to have a big dick."

"Wait, you think my dick is big?" I said as I couldn't help but blush from the compliment.

"Not going to lie it's pretty impressive," she said in a tongue and cheek manner. "Anyway I hope you have fun, I know I will. Talk to you soon Dan."

"Bye Demi. Have some fun, but not too much fun."

"Alright Commander Buzzkill, have fun too. Bye," she replied.

"Bye." I responded as I pressed the end call button on her phone.

Man I was so lucky that I was getting girls who were okay with being in a random guy's body for a day. It felt weird to not have someone who wasn't completely understanding of the situation and I was lucky to swap with woman who seemed more relaxed than others. I look down at her body, feeling sexy as hell in the silk nightgown.

"Since she is already playing with my dick, I might as well have some fun myself," I thought to myself as I was about to leave for the bathroom to check out Demi's gorgeous body, a sudden thought swept into my mind. I walked over to her dresser next to her bed and grab a huge black dildo.

"Now I'm ready to have some fun," I giggle in her voice as I take the huge fake member and make my way to the bathroom. Making sure there was no one else on the trailer, I ran into the bathroom and locked the door, just in case if someone tried to interrupt me while I took in my new body. I place the huge fake cock on the bathroom counter while I take in her curvy form.

Looking into the mirror, the first thing that caught my attention was her beautiful smile. I look up and her deep light brown eyes are looking right back at me. I let her long brown hair down out of the bun it was in when she felt asleep.

"Why don't we move onto the main event shall we?" I sad in her voice, basically teasing myself as I bring up her hands to the straps of the nightgown. I strike a sexy little pose in the bathroom mirror as I slowly slide down one strap followed by the other. I give a little shimmy of her body until the straps make the nightgown fall to the ground, leaving Demi Lovato only covered by a pair of silky black panties.

"Wow Demi, you are a curvy little slut. I like it," I giggle in her voice as I strike several poses that make her curves really stand out. I run my hands up and down her stomach, feeling that she was curvy but still really in shape. My hands wander upwards until they make skin to skin contact with her cute average sized tits.

"Cute little tits Demi," I thought to myself as I grabbed and weighed the little bits of flesh in her hands. "Not spilling out of my hands but enough for a solid handful, good job."

I take the flesh on her chest and squeeze them together to get a better look at her nipples. Her nipples were a light brown color which contrasted well against her lighter skin. They began to poke out more the more I played with them and soon they were pushing against her palms. The breasts themselves were very perky. They were perfectly shaped circles but they looked good on her body. I loved how they jiggled from the slight push her hands gave them.

These tits are perfect," I moaned in her voice as my hands squeezing and kneading her breasts felt amazing. Bouncing them up and down felt incredible as the soft skin smacked against her body. I could start to feel her lower lips become aroused from the steady amount of pleasure that came with squeezing and playing with her modest sized breasts.

I continued to play with the squeezing the globes of flesh as I worked them in and out of my palms. The feeling her hard nipples poking lightly against the skin on my hands sent a small chill down to her crotch. Deciding it was time to move on, I slowly took my hands off of Demi's underrated chest.

"Well these were certainly fun to play with but now let's go down south," I seductively whispered to myself as I moved her hands down her warm sun tanned skin. My hands traveled down her stomach, going slowly and taking enough time to get down lower to tease. My hands continued to slide down slowly until they had reached the waistband of her panties.

"Looks like it's finally time to get a first person view of that famous Lovato ass," I thought as I turned around and grabbed the waistband of the G-string and slide the G-string panties down past her incredible rump, gliding down her thighs until they made their way around her tattooed ankles. In the reflection of the mirror was the booty that made straight men and lesbians around the world crazy with lust.

"This ass is fucking huge," I thought to myself as I used both hands to squeeze her big round booty. So far all the girls I swapped with have slender builds, but she was a curvy woman with nice tits and a humongous ass. It felt like two giant fleshy pillows in my hands ass I jiggled her big butt cheeks. Staring in the mirror I couldn't help but be mesmerized by her large posterior.

I shook her big ass back and forth to tease myself before I resumed squeezing and squishing her plump ass cheeks, loving the amazing rush of pleasure that came with my rough handling of the soft flesh. I gave a huge smack to each incredible butt cheek, the sound of the smacked skin sounding like a whip being cracked. Feeling curious, I spread her ass cheeks apart until I see her cute little starfish.

"Nice asshole Demi," I chuckled as my hands continued to squeeze and mesh her booty together. After continuing to play with her butt for a couple minutes. I decided to turn back and look at her glistening cunt. I looked down at her moist opening, which had a tiny bit of hair directly above it.

"Cute. I always loved girls with a little bit of hair down there," I thought to myself as I slowly ran her hand back and forth through the slight bit of hair just above her wet snatch. I lowered her hand out of her pubic hair until it slowly made contact with swelling pussy lips. A sharp jolt caused her body to jolt up in pleasure as I ran her fingers up and down the very sensitive lips.

The other hand left her ass after a minute or two and joined the other hand at her pussy. I spread her pussy lips apart with her left hand and slowly inched her right hand towards her opening. A huge rush surged throughout her entire body as one finger went inside her pussy while another quickly joined it.

"Holy fucking shit that feels good," I thought to myself as I made her fingers squirm around in her pussy. I could feel my breathe get heavier and heavier as I pushed her fingers inside of her harder and at a rhythm that her body seemed to respond positively to.

I wanted to keep going with the incredible pleasure my fingers were providing her love button, but I took one look at the dildo on the counter and pulled her fingers away from her cunt.

Masturbating in a woman's body for the fourth time now, I wanted to switch things up and keep things interesting, hence why I brought the dildo into the bathroom in the first place. I knew that girls used these things all the time but I have not used one as a woman yet. My curiosity of how close this fake cock felt like a real one peeked my interest. I grabbed the dildo off the counter and held it in my hand.

"Why don't we try out this little guy for size?" I say as I place the huge black dildo on the toilet seat. I position her pussy directly over the plastic toy. I did a quick countdown in my head before I slowly lower her opening onto the realistic toy.

"Oh fuck!" I moaned audibly as I slowly continued to take more and more of the toy into her wet and aching pussy. Shivers pulsed throughout her body as the tip pushed against her inner walls the further I lowered her down on it. It felt absolutely amazing as the fake cock invaded Demi's love cave, the feeling was sending me through the roof.

I felt sad as I moved her off the cock but felt the joy and pleasure as I slowly slammed her vagina back down on the toy. After slowly bouncing up and down on the fake dick, I start to wiggle her hips while it was inside her opening so it could stretch out her inner walls as much as possible.

While I started to speed up the pace of bouncing up and down on the fake cock, I brought her hands up to her tiny breasts and started to rub and pinch both of her protruding nipples.

I couldn't help but imagine how sexy it would be to find this exact scenario but in my own body. A naked Demi Lovato who was fondling and jiggling her modest sized boobs in her hands, pinching and playing her lighter colored nipples with her fingers, all the while bouncing up and down on a fake cock in the most obscene way. Thinking of this incredibly erotic sight in my mind caused Demi's lady parts to become wet with pure lust.

I was horny as hell in her body and I needed to cum. I started slamming her eager vagina onto the fake member with reckless abandon. The pure force of bouncing up and down on the toy made a drop of sweat drop down from her forehead and onto her succulent breasts.

I couldn't help but let loud audible moans escape for the singer's mouth as I felt overwhelming amounts of pure pleasure. The pleasure was rising to the point I know her body couldn't take much more. With one final huge thrust, the pleasure started to erupt like a volcano.

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