Her coworkers had seen her femme up once or twice before, the job interview, and when she got dragged on stage for a keynote presentation, but her natural look was very much a "working from home" vibe, even when she went to the office.
Normally she'd drag herself into work with a hoodie and a hangover. Hair tied back with a knot and a pair of rotten old sneakers she'd never remembered to replace.
Dressing down meant she could get an extra thirty minutes of sleep, which was no small amount given she regularly spent most evenings hunched over a computer, alternating between last minute fixes for work, and various Japanese comics of a dubious nature.
Not today. Today, Cherry made an effort.
She'd borrowed her roommate's lipstick. Some of her clothes too. She'd even worn the uncomfortable shoes she'd bought for a wedding. Ones she promised herself never to wear again.
The reason? Today was a special day at work, and it never hurt to make a good first impression with the new boss. Cherry got a few looks on the way into the office, but the arrival of her new boss turned everyone's heads.
"I'd like to introduce you all to our new VP of Engineering, Stevie."
"Hello everyone, it's wonderful to meet you all. I imagine some of you might be a little surprised. Stevie isn't a very common name for a woman..."
Cherry was surprised. Yes, she'd been expecting another dude in a suit, but that wasn't why Cherry was shocked. She'd met Veronica at a party, back in university. Somehow she looked even taller than before, too.
"Cherry, isn't it? I haven't seen you in forever!"
"Oh, you know each other?" The founder was all smiles. "Wonderful! I'll leave you two to catch up."
"You know, I almost didn't recognize you." Veronica was smirking.
"Er...Um..." Cherry didn't know what to say. She was still a little shocked.
"Although it doesn't seem like anything else has changed." Veronica laughed. "Still as timid as ever."
"Err.."
"You look sweet though. Good enough to eat!" Veronica leaned forwards and mimicked taking a bite. "Still the same old Cherry."
Veronica walked off without saying a word, moving onto the next coworker for pleasantries and introductions.
The meeting had wrapped up, and shortly afterwards Cherry was back at her desk, miming productivity. She couldn't think straight. Her mind was replaying the moment over and over again.
Not her last meeting with Veronica, but her first.
--
She was twenty, and it was her first real party at college. One of her dorm mates had dragged her away from the computer, insisting that Cherry go to at least one party. That was where she'd met Veronica for the first time.
Cherry had been hiding in the corner, nursing a coca-cola without alcohol, wondering how long she'd have to put up with the loud music, when Veronica approached.
"Hello."
"Um, Hi."
"I haven't met you before, are you a freshman?"
"F...F...Final Year.."
Cherry's brain was in a total panic. The captain of the swim team was speaking to her. The captain of the swim team was leaning over her. She alternated between trying to make eye contact and staring at her feet.
"Are you OK?" Veronica had gently grabbed her chin, lifting it up. "Had too much to drink?"
"I'm the des-des-designated driver!"
Cherry was torn between collapsing onto the floor, or pushing her chin forwards into Veronica's hand.
"Shame. It would have been fun to share a drink with you."
"I...I..."
"Nervous?"
"Yes...First...Party."
"Oh. Don't worry. I don't bite."
Cherry's mind went into overdrive. Imagining Veronica leaning over her and gently biting into her neck. She couldn't stop herself from blurting her thoughts out.
"P..Please."
"You're so fun to tease, Cherry." Veronica sighed. "A shame."
"O..oh?"
"It looks like your friend needs a ride home." Veronica pushed Cherry's chin with her finger, "See?"
Cherry's dorm mate was covered in vomit.
"Oh...Jessie. Oh no."
"It looks like she won beer pong though." Veronica laughed. "Oh well."
Veronica grabbed Cherry's hand, and scribbled out a phone number. "Call me when you get home, ok? So I know you're safe."
--
"Cherry? Cherry?"
She was spaced out in front of her computer. Seven unread emails. Two slack notifications.
"The new boss wants to see you."
Cherry froze in place.
"Um. Sure. One sec."
Two of the emails were from Veronica. One of the slack messages too. Cherry quickly wrote out a reply, then deleted it. After a few attempts, she managed to type out "I'm on my way!" and hit enter.
Standing outside Veronica's office, Cherry couldn't bring herself to knock.
"Cherry, is that you? Do come in!"
Cherry regretted wearing the uncomfortable heels. Out of practice, every step she took was a risk, and as a result, it took an embarrassingly long time for her to take a seat opposite.
"Well, Cherry, as you know I'm doing one-on-ones with every member of the engineering team."
"...Yes..." Cherry nodded meekly back.
"I have to say, I'm really impressed with the work you've been doing. It says here you were on call for three months, during product launch?"
"Well.. Yes... Um."
"Just you?"
"Kinda. Um."
"Are you ok Cherry?" Veronica closed her laptop lid, "You seem a little out of it."
"I... I... Um." Cherry was stumbling over her words. "I'm... I'm sorry!"
"Cherry?"
"I never called you back. I'm so sorry. I had to take Jessie to the ER, I thought she'd vomited up blood, and I... Um... It was 5am by the time I got home and then it was too late but then..."
"Really?" Veronica was holding back laughter. "You know, I thought i'd scared you off. It might sound like boasting, but you were the only one who never called me back. I did wonder if i'd gone too far."
"Umm... No... not... no." Cherry wanted to curl up into a small ball.
"That or you didn't like me."
"No..no...um. Yes. No."
"Don't worry Cherry. I'm just teasing. I heard from Jessie's friend that you two got home in the end." Veronica sighed. "Never mind, eh?"
"oh."
"This probably isn't a great conversation for work." Veronica sighed. "Don't want to get into trouble on my first day."
The rest of the conversation went as well as it could. Cherry stammered out a few answers, often consisting entirely of one word. Veronica promised to fix some of the on-call burden, too.
"Oh, and Cherry, just before you go!"
"Yes?"
Cherry didn't want to turn around. It was hard enough to stand straight.
"My number's still the same. Give me a call if you'd like to get drinks after work sometime."
"S--Sure."
"Oh, and, by the way, you look great today. Glad I'm not the only one putting in the effort!"
Cherry tried not to squeal out a thank you, and wobbled her way back to her desk.
--
The next day, her flatmate was a little surprised when Cherry asked to borrow another outfit.
"Again? Really? Not that I think it's bad, but... two days in a row?"
Cherry didn't know how to explain it. It sounded silly. Dressing up to impress her boss, her old college crush. The one she'd never had the guts to call.
"M...My...Boss."
"What. Some jerk is making you dress up?"
"No. Um... I..."
"Ohhh. Say no more."
