The Red Dress Trend - Olivia

I was hoping that the clip in question would suffice, even if I'm not technically wearing a dress, a video of me in a red outfit posted at the same time the Red Dress Trend was going down should be good enough, right? I'd like to reach out, talk to some people about how embarrassing this gig is, or at least maybe I could get some tips on how to be less anxious about it. Part of me thinks I shouldn't complain because I really don't have to do much compared to some other stories I've heard. I can't confirm all, or any, of them obviously, but I've heard Taylor Swift's Lookalike has it way worse than I do. Unfortunately, unlike the rest of them I can't just do my hair, throw on a red dress and suddenly become Olivia, this job is something I wouldn't be in any way qualified for in any way, most of the guys they get apparently have a strong resemblance to their celeb already, I can only look like Olivia with the heavy involvement of technology and I'm not working tonight, they offered a chance to get dolled up but I'm hanging with my girl tonight and as excited as she gets about having an exact clone of her favorite pop star around, I don't like the completely non-boyfriend way she looks at and speaks to me when I'm in my "uniform."

This actually started because of her, my name was Bayley back then, it still is, but so few people use it anymore. When it was announced that Olivia would be making a stop near us on her tour, my girlfriend flipped. I wanted to get a pair of tickets as a gift, she really is the best thing that ever happened to me. I saved and saved and sold a good chunk of my video game collection and when they finally went on sale, they sold out immediately. I managed to find a scalper willing to part with one of their tickets, but all of my saving only amounted to most of one ticket, had to pay the rest with my grocery money but I got it! My girlfriend was at first excited, then crestfallen to find out it was one ticket and I wouldn't be attending. There's no way I'd be able to afford another ticket so I figured I could bust out my IT skills and get myself in there, I scanned the ticket and tried to make another but the coding was tricky so I used an AI program to create a crew pass for myself. I could use it to get in, slip into the crowd, find my girl and enjoy the night. Maybe I'd be able to get some merch or an autograph and win boyfriend of the year. 

When we arrived, she got in the audience queue and I went to the staff entrance of the venue. I inhaled deeply, gathered all of my nerves, then scanned the pass. The light turned green on the terminal and it told me where to go, I didn't want to draw suspicion, so I'd just go to whatever room I was supposed to, act busy until nobody was looking, then slip out. As I entered the room I was directed to, it was a sterile, white room with a single chair and several panels on the wall. Another terminal asked to scan my pass, I did, and it lit up "welcome, Olivia" before the panels on the walls started to shift and several metal tentacle-like objects came out and restrained me as it got to work on me. I feared for my life but then I realized it was tearing m clothes off, I then feared for my everything else. It sprayed me with a chemical-scented liquid that burned at first, then sprayed me down with water. I realized my body hair had washed away. A large hourglass-shaped contraption approached me, then split in four and surrounded me, encasing my body save for my arms, neck, and head. I felt it squeezing and coating me in something. I then felt a tense, tight pressure on my crotch. It hurt. I tried to shout but a mask made of the same material as the hourglass dropped from the ceiling and encased my face. A tube shot down my throat to help me breathe. I tried to rock, writhe, and fight but I was powerless to move anything. I don't know how long I was there but I resigned myself to my fate until it opened and dropped me. Everything returned to the way it was and one of the panels shifted and there was Olivia Rodrigo or...

No. It was me. I was Olivia Rodrigo. Why was I Olivia Rodrigo? It had cinched my waist, added padding, hair extensions, make-up, compressed my face into her shape, added a supplement to freeze my face in place as an exact copy of Olivia's. It could still function but wouldn't return to my shape. I was wearing an outfit that consisted of a red bodysuit, black pantyhose, and some platform shoes. Then the panel shifted to reveal another mirror except I was, wait no. That's really Olivia Rodrigo. She looked entertained at the sight before her. She walked over and eyed me up and down without a word, picking up my personal belongings that the tentacles had placed on the seat. She opened my wallet, looked at the ID, then at me, then showed it to me. "You're a guy?" My hand subconsciously went between my legs to feel the smooth, pressed-in flat area under my outfit where the proof used to be. I nodded. She asked how I accessed her auto-dresser. The only thing I can assume happened is that when I asked the AI to make me a pass to the Olivia Rodrigo concert it somehow pulled the data from her actual ID and put it in the code of the pass, but that sounds mighty illegal so I just mumbled a response.

"I'm lost."

"I'd say you're found is more like it. They asked me to try this auto-dresser out tonight and it... Looks like it does a phenomenal job." Olivia said, circling and inspecting me. 

"I um... I can leave. I'm sorry it's..."

"No! Your voice isn't quite there yet, but I have an idea. Let's see if this auto-dresser is good enough to fool my adoring fans. If you can go onstage without anyone noticing, I won't tell anyone anything."

"I can't sing."

"You won't have to, just get me some time to relax between songs, we'll say there's an issue with the mic, just dance, tease, entertain them a little. When I'm ready to come back I'll relieve you of your duties, you can get out of here. Heck, you can keep the outfit." I didn't have much choice. I nodded. The concert went on, I texted my girlfriend and told her I was stuck backstage before I went on, Olivia sliding past me, slipping me the dead microphone, giving me a slap on the ass and wishing me luck. I scanned the audience for her, then realized I was just staring like a deer in the headlights, so I started doing random dance moves, lip-synching to the random playlist they played between songs as the band took their break. I'd finally spotted my girlfriend, pointed directly at her and smiled as she took a selfie of the both of us from a distance. That made quick work of the frown she'd been wearing at the fact I wasn't with her. 

Afterward, I went backstage to realize that the machine had destroyed my old clothes. Olivia offered me a trench coat to sneak out, not before a man in a suit told me he worked for a company called LALS and let me know that his company was purchasing an auto-dresser and would like to offer me work as Olivia's double. That was the quickest "no" I ever said. Then he told me how much I'd make and, well, my girlfriend and I had a lot to talk about on the way home after I got her to stop screaming at who she thought was Olivia Rodrigo approaching her to drive her home. So, that's what I've been doing for work since. My girlfriend loves the merch, the free tickets, she's even been able to meet Olivia a few times. I don't like how Olivia likes to tease me by picking especially feminine outfits for us on nights she knows my girlfriend will be there. That babydoll? Yep. Had to wear that our anniversary dinner. It's all well and good as long as she's happy, but I've noticed that when I'm in my work clothes, she doesn't view me as a boyfriend at all. She likes to gossip and play like we're two besties, I've even caught her accidentally beginning to vent about me to "Olivia." But I guess I can take solace in the fact that it really only had to do with her missing me. A bit odd to phrase it as "I miss having a man around," instead of "I miss having Bayley around," but hey, at least she still cares about the real me.

What Happens In...

 

My superhero star herself! There's a caption featuring Kathryn (from before I knew who she was!) In contention to get a Sequel in our sequel poll! We're in the home stretch with about a week left! So make sure to vote for your favorite, you're allowed to submit one vote per day! The winner seems pretty clear at this point but maybe a runner-up or two will get something. 😉

https://strawpoll.com/bVg8BkxWMyY

^ Link to the poll, if you want to sample the captions, check a few posts back. 

What Do They See in Him?

 

Trick or Twins

 This GIF was requested the first time I did Halloween requests but I lost the e-mail that contained it. Luckily they requested again. Hope you enjoy it! 

Halloween Reunion

 This GIF is from the Twisted Metal TV show, which I thought was really fun! Definitely want to caption some GIFs of Mayhem from that show at some point too. I tried hard to cover up the contraptions on Axel's hands. So if you notice them, pretend you didn't. 

The Dress-Up Mess-Up

 

Surprise Visit

 I tried to come up with an idea as cute as the GIF! 

So Not Fair

 

This is a special cap inspired by Nicegent42's new comic! Similar to the Math Teacher caption from a while back, I was given the story and asked to make a caption inspired by the themes and events of the story with my own little spin. If you want to check out the comic it's really fun and available on Lulu with preview pages on Deviantart! 

Link here for the preview pages: https://www.deviantart.com/nicegent42/gallery

Lulu link: https://www.lulu.com/shop/nicegent42-and-petit-maudite/stepfatherss-fall/ebook/product-yvynmre.html?srsltid=AfmBOoq-zJAs0wkGb8v3yIz20XVXH12U7WZcX0KFB5Zvm8che3m5vgT3&page=1&pageSize=4

63 Jump Street, pt. 2

 

Reassignment, pt. 2

 

Reassignment, pt. 1

 

Understudy

 This was a request caption! A little different from my usual stuff but it was fun. 😀 

Third Wheel

 

My Hallmark Moment

 I thought this would be a cute one! 

A Day at the Office

 

A Look-Alike Halloween

 A lot of people wanted another Look-Alike caption and I was sitting on this GIF to want to use for Halloween and recent events made it feel obvious. Hope this lived up to the desire. 

The Ghost Prank

 Someone sent me this GIF and asked for a caption about a someone going undercover and getting caught by their bully. I'm not sure who the model is but wowza. 

Math Teacher

 

Here's a special cap! NiceGent42 has a new story that just released and they reached out, asking if I'd like to do a caption inspired by it and I thought it sounded like a good time. I had a chance to check out the story and kept the "teacher becomes a student" and "language barrier" themes and changed around some motivations, names, and character relationships so if you enjoy this, you can hop over to NiceGent's story and enjoy a similar concept without any of it spoiled! Or if you don't enjoy this caption, you can hop over to the other story and see the concept done by a better writer. 😉

https://fictionmania.tv/stories/readhtmlstory.html?storyID=17244411461371637252

I'm never drinking again. Technically, it would be illegal for me to do so now, but even if I could, I'm never touching the stuff again as it led me here, wearing a girl's uniform on a school trip while answering to the name Lucia. My real name is Jason, and I was meant to be starting a job as the new Math teacher for this school after I finished chaperoning the trip. But due to way too much booze, a far too cocky attitude, and an angry ex-turned-coworker-turned-older-Sister, I was pretending to be the new girl while the staff grew more and more irritated that Jason was gone.

Since I didn't have a class to teach until after the trip, I didn't have to report for duty until the kids actually made it to the hotel, so I arrived the night before and decided to hit the bar. That's where I ran into Mariana, an old flame I hadn't spoken to in years. I held a grudge against her for leaving me, she always made up some stuff like I was "arrogant," "pretentious," "insecure," or said I "had an inferiority complex." She was making up excuses to leave me because I was never a very tall or muscular guy. I'm way too smart to believe that nonsense. She told me that she was here for the school trip, she recently took a job as the drama teacher for the same school. I tried to let bygones be bygones and ordered her a drink while I explained that I would be teaching Math, the subject she taught when the two of us were together. But I sent some... distasteful e-mails while I was intoxicated and hurt over her leaving me that included some half-truths and some not-at-all truths that got her blacklisted from public schools in our state. But she's here at a private school, so it worked out for her. Though she did mentioned she was hired as the Math teacher until someone with a much beefier work history came in and stole it out from under her, relegating her to the drama class. Whoops.

As the night continued, things grew a bit hazy but I remember following her to her room and noticing how much less stumbly she was compared to me. But after we got to the door of her hotel room, I remember nothing until waking up in her bed with a dry mouth and a pair of frilly purple panties and a girls' croptop with the school logo on, this instantly upset me, Mariana had always teased me about my height, my small frame, and my soft voice. Was she trying to get back at me? I stood up, pounding headache while looking for my clothes, I couldn't find them, but I did find Mariana waiting for me to say that she hadn't seen any of my stuff either. I needed to get downstairs and get a key to my hotel room, I could worry about the ID and cash in my wallet later. 

Mariana said she didn't pack any male clothes, why would she? So she offered to doll me up and so I'd look less suspicious. I accused her of planning this. She said if she had actually planned this, she would have taken compromising photos of me wearing the logo of my employer to blackmail me with and, well, she did plan this and she did do that. I didn't have much of a leg to stand on, so I let her. She did her thing to make my curly hair sit down to my shoulders, applied the make-up appropriate for a 17-year-old girl before strapping me into a bra and inserting breast forms into the cups and helping me into a girl's uniform that just happened to be in her closet and just happened to be my size. The blouse was a bit snug on my heavy chest. The knee socks on my shaved legs felt strange. The slightly heel in my shoes was hard to manage, but made feel a little taller. The skirt was a constant source of worry, but it hid the bulge in my panties. So I added the cardigan and was taken to the mirror where Mariana introduced me to Lucia. 

After hitting an invisible wall in the doorway, Mariana eased me out. There I was, out in the open, dressed like a teenage girl so I could get the key to my room and change out of this. We got to the desk and I tried to speak in a soft voice, but nothing would come out. Mariana said "Lucia doesn't speak much English. We're here for a school trip and Jason Rivera, one of my coworkers isn't answering his phone. Could we get a key to the room please?"

The cute young woman behind the desk nodded at me with a patronizing facial expression. Like I was some idiot kid wasting her time. It's better than the look of disdain she gave me when I hit on her the day before I suppose. But then she clicked away on her keyboard, saying that Jason Rivera checked out already, but he left his bag which was in their lost & found. However, they'd need Jason's ID to give it to us, otherwise it would he shipped to Jason's billing address. I wanted to cry, I slumped in a lobby chair with my legs spread wide open. Drawing the attention of several men much too old for a girl my age as Mariana laughed and pushed my knees together. It was uncomfortable, so I crossed my legs, which was more uncomfortable but I didn't want to fidget and draw more attention so I sat still. 

I stated at the carpet trying to regain my composure before I heard a flood of footsteps followed by "who is that?" "Wait is there a new girl?" "I think her skirt is too short for the dress code." I looked up to see all of my would-be students and the principal, my new boss, Mr. Lockwood. He looked to Mariana, nodded toward me and walked over before crouching in front of me. Does he recognize me? Everything is over. He knows.

"Hello, young lady, you must be Lucia, I'm Principal Lockwood." He said in a slow, condescending tone before looking at Mariana, "I got your text about your little Sister not speaking English, so I spoke with Edward, he's fluent in both languages so we'll have them partnered up for the trip." I couldn't think of anything to say or do that wouldn't make my situation worse so I just stared blankly until Mariana repeated everything he said to me in Spanish. When we were dating, speaking Spanish was kind of our thing, we never really had the chance to do it with anyone else. I forced a smile and nodded as a young man approached and helped me out of my chair before kissing my hand. He said he was sorry about My Mother getting sick, which I chalked up to his being bad at Spanish.

But then Principal Lockwood thanked Mariana for volunteering last minute after Jason backed out, but that accommodating her baby Sister in her tough times wouldn't be a problem. She planned this whole thing out. She wasn't even supposed to be here until this morning. No wonder she had a uniform in my size. She must have been on my phone after I passed out. Checking me out of my room, texting Lockwood about my not showing up... She made me a teenage girl! I stared daggers at her until I realized Edward still had my hand and was rambling about how excited he was to see the play we were on this trip to see. I nodded politely trying to pry my hand from his grip. Lockwood told him to act like he had seen a pretty young lady before. That was inappropriate. 

We were all corralled onto the bus, I tried to sit next to Mariana, but she reminded me that students sit in the back and I had to sit next to Edward who continued to show off his Spanish, the pronunciation was off, but he was decent at it. All I could focus on, however was the chatter amongst the other girls in the class calling me a slut, and talking about how the new girl is already huddled up with a boy. I started to answer his questions in a higher, daintier voice than my regular one to drown them out. I felt myself slipping more into character, it made it easier to pretend I couldn't hear their mean-spirited comments. 

When we arrived Edward climbed over me and held his hand out to assist me up like a gentleman, I'd think it would be more gentlemanly to not climb over me so the only thing between my face and your junk is your school-issue khakis but maybe I'm old-fashioned. After helping me up, he didn't let go of my hand, treating me like I needed to be guided. I'm a non-English speaker, not a toddler. Walking down the steps I could feel the breast forms jiggling and I hoped that nobody saw them jiggling, a quick glance around confirmed that they had and were waiting for more. I started to feel the scale of this whole thing and I gripped Edward's hand tighter, he took it as a signal to pull me closer. I followed him inside as a girl gave me the evil eye, Edward informed me in Spanish that was his jealous old girlfriend Emma, he dumped her because she wouldn't stop bullying every girl she was jealous of, but she was basically harmless. 

The play was interesting, but I had to put up with Edward repeating everything they said back to me in Spanish. All I could think about was the weight on my chest, the sensation of the smooth skin and kneesocks rubbing together as I bounced my crossed legs, and the fact that Edward was trying once more to hold my hand. I turned in my seat to search for Mariana who was already staring at me, waving, and recording with her phone. Whether she was recording me or the play was a toss-up, but I had a feeling it was me. When I turned back around Edward's face was inches from mine. I had to ease him away, and remind him that we just met. Teenagers are such idiots. 

While we were walking out I had to sneak to the restroom. Mariana followed and complimented how well I was filling the role and that I should consider the drama class. I started to argue back but Emma walked in, so I had to switch back to Spanish. We argued back and forth about her planning this whole thing. But she had no issues with what she did to me, she said this was payback for my attitude and the way I treated women. I lost the will to argue as I felt tears well up, Mariana hugged me, the height difference between us now more apparent that I'm in chunk heels and she's still taller than me. I needed a drink, but that wasn't happening, Mariana left the bathroom and I followed. As I exited the door I felt something yank at my skirt as I turned to see Emma pinning it in the door and slamming it, yanking my skirt off. I quickly covered the tell-tale sign in my panties before I could be noticed. I turned and the door was locked. My skirt was stuck as people began to notice the teenage girl in her underwear. Edward ran over and removed his cardigan to cover me up. The door opened and Emma came out "Oh my gosh, Lucia. You really need to watch out for that bubble butt of yours when you're leaving a room." This bitch. 

We made a stop at a restaurant for lunch but Mariana handed Eddie her debit card and asked if I could help her pick out some outfits, as my luggage had been lost on the flight over. He agreed. He led me to the clothing store in the same shopping center, I was still wearing his cardigan wrapped around my waist as my skirt was torn beyond repair. I sheepishly browsed the clothes, I said I was hot and removed my cardigan as an excuse to look at the tag, I had no idea what size I was. I got some jeans, which Edward insisted I model for him. I got some skirts, which Edward insisted I model for him. I got some new shoes, flats this time. I got a casual dress, which Edward insisted I model for him. I got some new bras and panties, which Edward thankfully didn't insist I model for him. I didn't think I'd need this many changes of clothes for a two day trip, but hey, Mariana's paying and draining her bank account would be fun. I put the school-appropriate skirt back on and watched Edward swipe Mariana's card. 

As we were walking back, he worked up the courage to ask me out. I reminded him I was just here because my Mom was sick and I wouldn't be staying. He asked for my number. I told him my Mom doesn't let me have a phone. He wrote his number down and gave it to me, I stuffed it into my pocket and we returned to the restaurant. After we ate, we piled back into the bus and returned to the hotel. We were visiting a museum the next day so I tried to mentally prepare myself for Edward to read every single sign to me, to repeat every single bad joke the tour guide makes, and for Mariana to document it all. I tried to make an excuse as to why I had to go back to my room and not be around him anymore, but Lockwood came to interrupt us.

"Well, Lucia. Good news." He said. Then looking to Edward to translate. "I spoke with your Sister and she provided the proper documentation and your enrollment is complete. We're very happy you've decided to stay with us." Edward burst with excitement and wrapped his arms around me, I could feel him getting hard against my stomach and I had to use all of his strength to pry him off me. Lockwood leaned in and gave me a kiss on each side of my face. That was inappropriate. "Though I'm sure none of us is quite as happy as Edward here. He seems to have taken quite a shine to you, so we arranged your schedules together so he could help you until your English gets to an acceptable level." This was embarrassing. I had to wait for Edward to translate to react, I couldn't even force a smile but he still seemed happy as a clam. 

As Lockwood walked away, he turned back, "Oh, and your Sister mentioned that you were interested in the drama class. We'll have a substitute filling in for the foreseeable future, as the Math teacher we had lined up just resigned and she accepted the position." 

RBF

 Another attempt at the new method, tried a few things differently. Let me know how it looks. Also, a little proud I gave a double meaning to "RBF"

I walked out, swinging my hips and clicking my heels to greet my Aunt, I smoothed my skirt and sat obediently on the couch across from her in the den. I crossed my legs despite the dull pain it applied to my shrunken and now-useless member. The weight of the budding breasts from the hormone treatments I'd agreed to and my long, styled hair were a constant reminder of how much I'd changed since getting here. The make-up on my face I put so much time into practicing that I could do it in my sleep was a skill I wasn't proud to possess. I cleared my throat, making sure i was going to hit my girly voice properly and said "what do you think, Mother?"

Obviously, she was my Aunt, not my Mother. And not by blood, she married my rich, aging Uncle for his money. The same Uncle who was my insurance policy if things didn't work out for me in life. Unfortunately, I heard through the grapevine that she had come along and now everything was going to her. I came back to get on his good side, but he was all but checked out and I was at the mercy of Ellie, who was only 15 years older than me but a handful of decades younger than him.

At first she wrote me off, but I was desperate and was willing to fight her on this. But I couldn't afford a lawyer and had very few cards to play. So when she said she'd put me back in his will if I played along with this little scenario of hers, I agreed and was bombarded with contracts. She said she feared the time had passed, though she always wanted a child of her own, and if it was one related to her husband, all the better. I agreed, not realizing that the contracts all specifically called for a Daughter, not a son.

After that it was off to the court house where my name was changed to Elizabeth. Yes, I was now named after Ellie. My crash coarse in femininity began for the next few months and before long, here I sat before her. A makeshift Daughter.

"You look wonderful, Elizabeth. I think we'll both be very happy with this arrangement. I'll have the Daughter I've always wanted and you'll never have to work a day in your life."

"I do put a lot of work into looking this..."

"Oh, nonsense, that's not work. You have to do some cardio, squats, and paint your face up to live in the lap of luxury. Don't let any of our gentleman callers know, but it's a simple price to pay."

"Good point, Mother." I attempted to smile but the disdain on my face felt very clear. I knew better than to try and reason with her about the whole not-into-men thing, lest I be taken over her knee again.

"That, my dear, is also something I want to point out. You have what they call 'Resting Bitch Face,' everything you say and do looks it's against your will." No shit.

"I'm sorry, Mother. I'll work on it."

"Nonsense! You're the spoiled brat Daughter of a wealthy socialite, it's only natural you'd be a bit of a bitch. The men will love it. I can't wait to show you off."

"Shall we celebrate with a drink?" Because God damn I need one.

"Sweetheart, I really need you to get smarter and learn your way around a contract if you're going to take up my stilettos and bag your own man."

I stifled a sigh "whatever do you mean?"

"You're not 24 anymore. Mark was 24. You're 18."

"Can you... Can you actually legally change my age?"

"I'm rich, Princess. I can do anything legally. Now, our driver is here and we have shopping to do. He's quite handsome and around your age, I think I'll keep him around for you."

I didn't have any words. I could only smile and nod, though it was a bit of a relief to let my "resting bitch face" do it's thing. I followed my new Mother outside. A tall, muscular guy in a suit waited by the car, he couldn't have been older than 20. But he was dressed very nicely, and opened the door of the limo for us. He kissed my hand before I got in.

"You know, I've had the most wonderful idea!" Ellie chimed in, addressing the driver. "We're going to be shopping today, lots of outfits, lots of shoes, lots of jewelery. You know, girly girl things. But what's say you help sweet little Elizabeth out and let her model some for you, help her see what a real man would appreciate?"

"Whatever you need, ma'am. It would be my pleasure." He said before stealing a glance at my legs then making eye contact, I met his gaze with my plastered-on glare, he responded by smiling and licking his lips before closing the door. I got chills up my spine, is this how men were going to look at me? What does Ellie expect me to do with this guy? Why was she so right about men liking the resting bitch face? My reluctance being a turn-on to these guys was going to make things much harder... I didn't mean like that.

"Don't worry, dear. I'm not going to make you marry a driver. He's just someone we can keep close, get you some practice to reel in a real big fish. So, anything you were imagining these gold digging little bimbos doing to you once you had my Husband's money, make sure you let him help you get the hang of." 

Introducing the Girls to the Boys