Thursday, June 25, 2026

The Red Dress Trend - Sabrina


Was told this one was hard to read, try opening in a new tab or reading below: 

 Well, here I am again. Back in my hometown, dolled up in an outfit with a note that reads "To Aidy, the best little Sister a girl could ask for! Have fun! - S.C." with a lipstick print I'm ashamed to admit I could tell you the exact shade, product line, and manufacturer of with 100% accuracy. Most guys, maybe not ones in their 30s like me, would be excited to have been mailed a kiss by one of the world's most famous and beautiful women, but most guys aren't that girls exact lookalike. I've spent so much time staring at her in the mirror that I've become entirely desensitized to her appearance. Maybe I was starting to look at her like a big Sister, she pushes me to do things I don't want to because she thinks they'd be good for me like a big Sister, which is why I'm wearing this red dress. To signal to the other Lookalikes that I'm one of them so we can network or commiserate. I didn't want to, I don't want people to know I'm a guy, I don't want them to know I'm in my 30s, I don't want them to know that these curves aren't padding anymore. 

When I started this job, I went years without ever interacting with Sabrina directly, but when I declined this, she actually called me and flew me out to meet her. She said it would be cute if all of us little Sisters got together and had sleepovers and talked about boys. Not wanting to risk my job I asked her how old she thought I was, what kind of stuff she thought I was into, and why the Hell she would ever think I'd be into boys. But I didn't want to put my job at risk, so I just nodded and told her she was so right and so smart. We were both in flats so she was a bit taller than me as she pulled me into the hug, she promised to send me the perfect outfit as she left, and its the one you see me in now. How did she do? 

What I didn't think of was that the date of the Trend was also the day I was booked for a party, Sabrina, thinking she was being a cool big Sis went along with my Mom's plan to let me attend some local birthday parties, that way I could make a little money on the side and "get socialized," which is something my Mom liked to say. So I would visit birthday parties, graduation parties, anything a celebrity appearance would make better. Everyone would sign NDAs to avoid conflicts with Sabrina's whereabouts and mine, people could take and share photos amongst themselves, but not post them on social media. We said it was for security and people understood. My Dad, after seeing his beer-drinking buddies ogling me and getting close to me, I thought he would step in and defend me, but he pulled me aside and proposed the idea of charging the adults 45 dollars for a photo together. Most of them had wandering hands, but luckily I was short enough that most of the Dads had to settle for the small of my back as going for my ass would make them hunch and I guess they didn't want to make their perviness too obvious.

This dress was actually a bit comforting, not comfortable, it's very tight and constricting, but it's form-fitting and engulfs most of my body. It's like a weighted blanket that makes my ass look great. As much as I dislike looking like this, its hard not to feel a sense of pride when I see how my hard work is paying off, well, hard work and hormones. Trading my ever-diminishing manhood that I have to painfully (though alarmingly less painful than it used to be) for a feminine but world-famous ass isn't a trade I'd make without any financial incentive, but a job well-done is a well-done. The breasts though, not as big as I imagine some of the other Lookalikes have to deal with (shout-out Sydney) are harder to hide. Guys can have girly butts, no big deal. Who would notice? But can you imagine trying to see a movie during the Summer and deciding between wearing a hoodie and sweating to death, or wearing a t-shirt with a visible bra, or wearing a t-shirt and having the girls poke out to say "hello" once you hit the air conditioned theater. So it is a bit of a relief to be in an outfit that was designed for the shape of my body. It makes me feel a bit more confident, which you'd have to feel to set up your phone in a hotel bar to film yourself dancing for a social media post, I had a few minutes before the party started but luckily the only person at the bar was my Mother, she gave me an enthusiastic cheer as I picked it up and pushed "send," putting myself out there to be hit up by the other girls. 

My Mom told me how proud she was, I find its best not to resist and just let her praise me until she tires herself out. I never asked her to be my manager but I guess she likes the chance to spend time with me. But it made it easier for this side-hustle, she didn't even take a cut, but she set up the party appearances whenever I'd visit home. She'd let me focus on getting pretty and would give me the details before I went in, I would sing a song, pose for some pictures, remind a few Dads that they're married and be on my way. So as we got toward the door that leads from the bar to the restaurant, I asked my Mom the name of the kid the party was for, "Donnell" was all she said. 

"A boy? Is he a little fruity?" I joked without an ounce of irony about what I was wearing.

"Oh no, not that I've noticed." She said with an odd inflection as she opened a door to reveal Donnell Green, someone I went to high school with and took it upon himself to make my life as hard as possible.

"Mom. What's going on?" I asked, reverting, making myself as small as possible and shrinking behind her to hide myself while he smiled at me.

"Well, Aidy, I talked to your Sister and she said you seemed excited about having sleepovers with the other girls but you were upset about not being able to participate in the boy talk, so she asked me to help arrange a date for you."

"Mom! He used to bully me!" I say as she swings an arm back to hook around my shoulders and push me back in front of her, me stumbling in the towering Sabrina heels I was wearing. 

"Sweetheart, that was 15 years ago. People can change and he was very happy to hear that you'd be willing to sit down with him after he saw the pictures of you." Mom went on to explain that Donnell was recently single and moved home to take care of his Father. I was so caught up in the disbelief of the situation that I didn't realize Mom was inching me closer and closer to the table throughout her explanation. Donnell got up, pulled my chair out, and sat me down with his big, strong hands. My Mom turned to leave.

"Mom! Wait! What would Dad say?" I squealed, grasping at anything to get me out of this situation. Donnell cleared his throat.

"I spoke to him, we came up with a price he was comfortable with, so that's your Mom, your Dad, and your big Sister's approval we have for our date. Nothing to worry about."

"What about my approval? You were always so mean to me, you used to pick me up in the hallway and put me on top of the lockers, not IN the lockers. On TOP OF, you know I'm afraid of heights."

"I figured you got over that since you're in those tall-ass heels. Besides, people can change. Or have you not looked in the mirror lately? Look, I'm just here to help you out, Sabrina seemed very excited about helping you with this experience and you don't want to let your meal ticket down, do you?"

"I guess not... What do I have to do?"

"Just be the girl and let me be the man. The night leads where the night leads."

"OK. But this is just a one-time thing for work. Don't expect this every weekend."

"That's not up to you, and your Dad told me that you have a party to perform for at the Dixon house next weekend. I mean, unless you have a good time and I outbid him."

"I didn't even know Mr. Dixon had kids..."

"He doesn't."

Wednesday, June 24, 2026

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.

Monday, June 22, 2026

The Red Dress Trend - Rachel + Upcoming Schedule


Scheduled this for PM instead of AM and just noticed, so here it is a little late! I wanted to have these spaced out a little more, but I had a hand joint issue that made it very draining to type. So I did a mad dash to have things ready for the final week now that I have some mobility back in it. So this week we'll have at the very least 3 captions. Taylor Swift tomorrow and Olivia Rodrigo after that! 

There won't be a new caption July 3rd, when I'll be posting the model poll to see what 4 beautiful ladies get captions in September. If you have any last minute suggestions please leave them in the comments!


 Subject to change, but the plan for now:

July 3rd - Model Poll

July 10th - Blackedmail sequel

July 17th - Hawkeye vs. Hot Guy sequel

July 24th - Assignment sequel

July 31st - Hell Week sequel

August 7th - WHAT!? sequel

August 14th - Hiding the Evidence sequel

August 21st - Group Costume sequel

August 28th - The Dress-Up Mess-Up sequel


September will be the 4 model poll winners, October will, I believe, be the Fake ID conclusion. Then I'm probably gonna sleep forever. 

As far as Lasspoint goes, I'm still posting the updates on DeviantArt, it seems to do really poorly on this blog, which I understand. It's not the usual content.  If anyone is missing the story, it's there and I'll post it on a different, more accessible story site if anyone has suggestions.

Friday, June 19, 2026

Friday, June 12, 2026

The Red Dress Trend - McKenna


 Guest cap by Jocelyn! Make sure to look at her blog! I thought it would be fun to have someone new to the world of caption-making to tell the story of the newest Looalike. 

Friday, June 5, 2026

The Red Dress Trend - Sydney


 Here's her red dress! Next week we have a guest cap from Jocelyn! Make sure to check out her amazing work, link to her blog in the sidebar.