Unexpected Affections

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Unexpected Affections is romantic harem story about a guy who would never have dreamed to find himself in such a situation. It's a story about sweet friends and trying to better yourself. This story will jump between categories, you've been warned.

This story includes a romantic date, losing virginity, slightly rough sex, and a giant dick.

This story was originally commissioned by Dissidia.

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Chapter 1

After a long day at work hunched over the keyboard, it was always a relief to sit down at home and just mellow out for a half hour. Your apartment was set up the perfect way you wanted it, with your Marvel postexers framed along the walls of your living room, the shelves displaying your collectable statues now lit by little LED lights, and your hobby desk was

finally

organized to a point where it actually looked clean.

The only thing left that you wanted to do was reorganize your bookshelf.

The last thing that Hannah was going to do was sit around and watch you reorganize your bookshelf.

"Ollie, come on," she said as she was pacing back and forth between the kitchen and the living room. "You need to get yourself out there. There are plenty of fish in the sea and at least one of them has your name on her."

"I don't even like fish," you said with a little smirk.

It was one of those discussions that you'd had with Hannah for years. The blonde woman was your best and oldest friend, even if you were miles apart in almost every facet of life. You worked a high-paying job coding for a Tech startup, while she worked a surprisingly moderate-paying job as an athletic trainer for the local MLS team. She was a tight little bundle of muscles and energy, you... well, you were fat. You knew it; most fat people

knew

they were fat. You were very aware of it. You just... changing that was hard.

"Fine," Hannah said. "Then there's plenty of squirrels in the forest. Or penguins in the Arctic."

"You know I'm fine," you said. "What about you? When was the last time you had a boyfriend?"

"I went on a blind date two weeks ago," Hannah said. "And just because it was kind of awful doesn't mean I'm going to stop trying. You deserve someone who is going to love you, and so do I."

"I've got you, and I've got Hikaru around now too. What do I need a girlfriend for?"

"Sex, Ollie! Romance! You are the sweetest, most loving person I know and you deserve to have that back," Hannah said, throwing her hands up in the air like it was the most obvious thing in the world.

The whole fat thing wasn't new. You'd grown up fat. Or 'big-boned' as people had said at one point as if they were trying to manifest you becoming a linebacker for the football team in your future. The problem was, you liked music and comics and D&D, not running around slamming into things and risking bodily injury. Sports were a dead end for you, which made your friendship with Hannah all the weirder back then considering she was good at

everything

physical, and up until junior year had been better than all the boys at athletic stuff too.

"Look, I heard about this new app," Hannah said, coming over and flopping down on the couch next to you, leaning into you and resting her head on your shoulder and taking your phone from the coffee table in front of you. She typed in the password - she'd known it since the eighth grade - and went to the App Store. "It's supposed to be a dating app for nerds. I want to make a profile for you."

"Hannah..." you sighed.

"Just let me? Please?" Hannah asked, looking up at you and flashing you that overexaggerated, pouting puppy face she had used since you were both ten.

"Fine," you said. "Fine, you can make the profile. I don't know if I'll ever use it though."

"Well, one step at a time," Hannah said, looking it up and quickly downloading it.

You'd tried apps before back in college. It had been a frustrating experience, spending the time to craft funny messages based on a girl's profile. Agonizing over them for an hour sometimes, just because you knew you needed every ounce of help to get a match. And then none ever coming. What was going to make this dating app experience any better?

"There, downloaded. And we can use those pictures I took when we went to the aquarium and that beer festival," Hannah said.

She opened the app and started filling out your profile, not even really asking you for anything other than to approve the photos and read out her responses for you to the questions.

"There, done," she finally said, pressing Save on the profile page. The app loaded and showed the picture of some woman with swiping directions - just like every other dating app. "Wait, what's this?"

She clicked an icon on the screen and an advertisement came up.

"It's just an ad, tap the X when it shows up in the top corner," you said.

"No, wait," Hannah said. "This is an ad from the app company. They're running a competition with their new spokesperson in the state. You can win a date with her as long as you swipe twenty times every day for the next week."

"Right," you said sarcastically. "They say that, but they probably already know who's going to win. What minor celebrity did they hook into it? The weather woman from Channel 5? Or maybe that lady who reports the sports on Channel 11?"

Hannah snorted and shook her head, her lips breaking into a grin. "Nope," she shook her head. "You are never going to guess who it is."

"So show me," you said, rolling your eyes.

Hannah turned the phone and it took you a second to recognize who it was.

"No way!" you said.

"Way," Hannah said. "One of your Uber-nerd crushes. April Vilanova, voice actress extraordinaire."

"I don't have a crush on her," you said. "I just really like all her work."

"Yeah, enough to buy one of everything she's in," Hannah pointed out.

"Whatever, it's not that bad," you said.

"Well, I'm signing you up for this," Hannah said, tapping your screen. "You better swipe."

"Fine, fine," you said. "I will. But there's no way I win."

"Never say never, Ollie Warren," she said. "You never know when a good thing might fall right in your lap."

Chapter 2

Getting up early was something that you'd been forced into by your job. If you had your way you would be a night owl and sleep in until 11 AM every morning, but the founder of the startup you worked for was one of those 'early bird gets the worm' kind of guys who did CrossFit in his spare time, so you were expected at your desk at the office at a miserable 8:30 AM, which meant you usually needed to be up by 7 AM to get ready for the day and make the commute.

Unfortunately, you had quickly learned, sleeping in on the weekend would fuck with your ability to get up on Monday, so you had to be up anyways. This did have the silver lining of being able to get up to make breakfast for your guest.

"Ollie!" Hikaru said loudly when she came out of your guest room. "

I

was going to make

you

breakfast this morning."

That room had once been your home office, but you'd happily shifted things around in the apartment when Hikaru Crockman had called you to ask if you could put her up for a little while. She was your cousin by marriage, which was fairly obvious considering how utterly white you were and how completely Japanese she was. Well, mostly Japanese. Apparently she was a quarter Korean and a quarter White. Her father had married your Aunt Liz and brought Hikaru into the family with him. She was a few years younger than you, but the first time you met her she'd been such a sweet little kid who spoke in Japanese half the time and stumbled through English in such a cute way that you couldn't help but make sure she felt welcome and started learning the language better.

That had been more than a decade and a half ago now, and your step-cousin had graduated college and was moving to the city to look for work.

"Well, I got here first so you're just going to have to eat what I make you," you said with a little grin. It had become a thing in the last couple of weeks since she'd arrived - even though she didn't have a job to go to yet, she woke up early with you and tried to make sure you had something to eat on your way out the door. That first weekend you'd woken up to waffles. Now you wanted to treat her back.

"No, no, no," Hikaru shook her head, stomping over to the kitchen and starting to push you. She was a tall girl but almost willowy thin so the pushing didn't have much effect against your weight, but she was insistent so you let her move you. "I need to pay you back

some

how, Ollie. You can't just do everything for me."

"I can if I want," you teased her.

"I'm better in the kitchen than you anyways," she said, frowning and pushing you out of the kitchen entirely.

"That's big talk coming from the girl who used to only eat rice," you teased her.

"Yeah, when I was six," Hikaru said. "Now go sit at the table."

"Alright, alright," you sighed. You weren't used to other people doing things around your apartment for you, so it felt weird letting Hikaru do stuff in the kitchen. You went and, instead of sitting, grabbed some plates, cups and cutlery and set the table before sitting down. From there you could see Hikaru working in the kitchen, but not what she was working on. Her hair was lighter nowadays, though only half of that was from her mixed genes and the other half was from her adding some auburn highlights to accent the natural waves in her hair. She was dressed in a cute little t-shirt that you hadn't seen before that had characters from Studio Ghibli films chasing each other around the front and back in a continuous circle, and as she worked she had a soft smile on her face. When she glanced up and saw you looking at her she blushed a little and then scowled at you playfully.

You blushed in return, feeling silly for getting caught looking at her, and you took out your phone.

Hannah had texted you again before her early morning run, reminding you that you needed to swipe twenty times on that dating app again today. It was supposed to be the last day, thankfully, and maybe she'd leave off of her campaign.

You opened the app and started swiping. There were a few scantily-clad women who immediately screamed either Scam or Prostitute to you, and a few more who were obviously just there to advertise their Instagram accounts. Then there were the women that you were a little hypocritical about saying no to - you certainly weren't a physical catch or specimen by any means, but you should at least feel

some

spark of attraction to someone you swiped positive on, right? You swiped right on two women in total. One was a girl who looked kind of average-pretty, but your years of spending hours in the character select screen of various games told you with a different haircut she'd probably be way prettier. The other was a woman who was clearly way out of your league, who worked in recruitment and headhunting. You weren't sure whether she was really there for the dating app, or just trolling for potential clients since this was supposed to be an app for nerds to meet and date.

As soon as you swiped left on the final likely-scam, your app exploded with fireworks. That was new, did you get a match or something? It took a moment to load, and then it swapped to your Messages tab - the list where your matches were supposed to be was completely empty except for one lone message with a picture of the app logo instead of a woman.

Frowning to yourself, you opened the message and read it. Then you had to read it again.

"Holy shit," you said.

"Something wrong?" Hikaru asked, coming out of the kitchen carrying two beautiful-looking omelettes with cheese, veggies and ham inside them. She slid one onto your plate and another onto hers.

"I- No, I guess not," you said, shaking your head. "I just... I think I won."

"Won what?" Hikaru asked, raising an eyebrow before she went back to the kitchen to get the OJ.

"That contest on the app that Hannah signed me up for."

"Wait... really?" Hikaru frowned.

You turned your phone and let her see the message. It was long, explaining the process and how you would receive a call later in the day to get the ball rolling.

"W-wow," Hikaru said once she had read the whole thing. "You're really going on a date with April Vilanova?"

"Well, it's supposed to be dinner and a movie," you said. "And it's all a photo opp for the app I guess, so it's more like I get to meet her and take some photos than going on an actual

date

."

"Still, though..." Hikaru said. "That's a big deal, right? She's famous."

"Mhmm," you nodded, and then shook your head as you put your phone down so you could carve into the omelette she made. You popped the first bite into your mouth and you were hit with a swirl of flavours that exploded on your tongue. "Mm!" you hummed in surprise, then swallowed and blinked, looking over at Hikaru. "That's amazing!"

"Really?" she asked, blushing and grinning widely. "You like it?"

"I love it," you said, reaching across the table and squeezing her hand. "Maybe you really

do

know how to cook. You're going to make whoever smartens up and dates you a very happy man."

"I hope so," she said, smiling proudly. "But, um, shouldn't you tell Hannah about the thing? She did sign you up for it, right?"

You quickly dialled Hannah, and she picked up on the second ring. "Hey, Ollie! What's shakin'?"

"You know that date raffle you signed me up for?" you asked. "Well, I won."

"What?!" she shouted into the phone. You weren't sure where she was, but hopefully she was alone. "You won?"

"Yeah," you said. "I wasn't expecting it either. I'm supposed to get more details from them later."

"Ho-ly shit," Hannah said. "Wow, that's so cool!"

"Let me talk to her," Hikaru requested, asking for your phone.

"Hikaru wants to talk to you," you said. "Hold on."

You passed over the phone, and the girls started talking quickly and you lost any say in what they were planning. Apparently, you needed new clothes and a haircut. Soon they were planning a shopping trip for you, and they would bring along your friend Margot from next door to boot since she would obviously want in on helping you out as well.

You didn't think that was necessary, but when two of your closest people were insisting, how could you say no?

"Bye, Hannah," you said once Hikaru finally passed back your phone.

"Bye, Ollie," Hannah said. "See you later! Don't try and get out of it, we're counting on you here."

"OK, OK," you said. "I'll be there."

You hung up, and Hikaru was smiling softly. "What?" you asked.

"Nothing," she said. "You just seemed to really like my omelette."

You had, in fact, practically inhaled it. Blushing, you shrugged. "Alright, I admit it. You're better than OK at breakfast."

That got her smiling even wider.

Chapter 3

You were nervous as hell. Not because you were going out or anything - you'd long ago gotten used to the occasional looks you got for your size, and while you didn't usually eat at fancy places like the restaurant the town car was pulling up in front of, it wasn't like you were worried about getting your forks wrong or something (mostly because it wasn't

that

fancy).

No, you were shitting bricks because you were about to meet April Freaking Vilanova.

The week and a half since you had gotten the message that you'd won the raffle on the app had been a bit hectic. Your coworkers at work either didn't care, or

really

cared because they were also fans of the different TV shows and games that she'd voiced characters for. Hannah and Hikaru were relentless in getting you 'prepared' for the date, and you'd had a couple of 'practice dates' with both of them at your apartment over dinner. You felt like those had made you more nervous rather than less as both women insisted you learn to be more direct at flirting.

Even Margot, your friend from the apartment next door, had been in on it. She'd helped pick out your outfit along with the others, and had sat in on one of the 'practice dates' to help give you encouragement. All three of them seemed to think you should know all of these different signals and gestures and things that, deep down, you knew were silly.

Yeah, this was a 'date.' But it wasn't a

date

. It was more like a meet-and-greet at a Comic Con - April Vilanova was getting paid to be the face of the App, which meant she was getting paid to be on this 'date.' And that kinda felt a little gross to you, and also a little bad.

You still didn't want to waste the opportunity to meet her though, and you'd already been sweating a little when the town car that the App 'event manager' had booked for you showed up in front of your apartment. Now you were getting out in front of the steakhouse and had to blink a couple of times because of all the extra lights. There was a red carpet leading from the parking lot which definitely wasn't usually there, and they had erected one of those background walls that had the app logo and the steakhouse logo and a couple of others repeated over and over.

There was a photographer already taking photos of you coming out of the car, and that made you immediately feel self-conscious, but you did the first thing your friends had told you to do and you fixed your posture and smoothed out your suit jacket, then put on a smile.

Fake it 'till you make it, Ollie,

you could hear Hannah's voice in your head.

You were approached by the event planner, who shook your hand and then led you down the short carpet to the photo-op wall. You already knew everything she told you since she seemed to just be repeating the instructions she'd told you on the phone, and over email. Twice.

Then she left you there in front of the two photographers and you felt awkward as fuck. They also seemed to be feeling awkward.

"Sorry if I have a nip slip, fellas," you said. "This dress just doesn't want to cooperate with me."

One of them smirked and the other smiled and snorted at your stupid joke.

At some unheard cue, both of them raised their cameras and started snapping pictures off to the side, and you looked around and realized April was coming up the red carpet from the other direction as you had where a walled production tent had been set up.

Holy shit, she's actually here.

"Wow," she said with a grin as she walked up to you. "You're a lot taller than I expected."

Your mouth worked once as you took her in, unable to produce sound for a split second. April was... well, she was gorgeous, but in a different way than the photos you'd seen of her. And even than the interviews you'd seen from various conventions or online reporters. You realized quickly it was because she wasn't just an image on a screen, she was here in front of you.

April had a naturally warm, tanned skin tone from her Sicilian heritage, along with gorgeous brown eyes and dark chestnut hair that had been styled and coiffed by a professional. Her nose had a slight hook to it, like the beak of a bird of prey, but it suited her face. She was also a little short, maybe the same height as Hannah when you had expected her to be a little taller like Hikaru, but she was wearing a pretty burgundy dress with a slit up one leg that revealed the matching burgundy heels she was wearing. It also featured a generous amount of her rather prodigious amount of cleavage.

"H-Hi," you said. "I get that a lot, actually. You make that dress look really beautiful." It felt stupid coming out of your mouth, and part of you panicked that you'd fumbled the compliment - Margot had drilled into your head that you should compliment what she was wearing once, and her hair once, and something about her smile later on.