Disclaimer: I don't own Pokemon, but I pwn it.

'This…has got to be the worst day of my life…' May Maple, a Pokémon Coordinator extraordinaire, was facing death in the face

I shall be taking a break on the bigger fictions for now and work on some one-shots, which I'm sure some of you are hungry for. I hope you enjoy this cute entry.

'This…has got to be the worst day of my life…' May Maple, Pokémon Coordinator extraordinaire, was facing death in the face. Death took the shape of a young man with oddly white hair and ruby eyes filled with impatience and boredom, and wearing a black sweat suit. Her hell was in the form of an ice cream parlor located in Lilycove City.

This foul demon, going by the name of Brendan, held his fork gingerly over his sundae. "You might want to straighten out the look on your face. You look like a scarecrow."

The 'scare' part wasn't too far from the truth, but it was the frustrated glaze that would impart fear of those who stared at it too long. 'Why that rotten little…!' May quickly stopped that thought, resisting the huge to kill both Brendan and herself. "I hardly look like a scarecrow, though I will admit you look more like a crossbreed between a vampire and a gargoyle ."

"Tch, how rude. You insult the guy that you asked out on a date? Have you any tact whatsoever?"

"Oh yes, how could I ever forget? Remind me to hang myself later for it!" May couldn't have been more fed up with herself. This entire situation started off in the totally wrong direction.

Going back to earlier that day…

Ever since going on her own, she had been on a winning streak in the Hoenn area. It was part of her plan to revisit her past competitions to strengthen her strategy and Pokémon. Unfortunately, her winning streak was ended by an exceedingly skilled Espeon. After the victory ceremony, May took the time to rest in the lobby area. Though she was disappointed, it meant that she had more to learn, which wasn't a bad thing. Seeing the victor passing by, she decided to congratulate him before he left. "Hey Brendan!"

"Hm? Oh, it's you." Brendan noted, only paying a bit of attention.

"I just wanted to say that was a great battle. Your Pokémon were fantastic!"

"Heh, I know." Brendan smoothed his hair back dramatically, rather pleased with himself.

'Isn't he modest?' There was no point in worrying about it. She shrugged it off for now. "I wish you the best in the next tournament, because the next time we battle, I'm going to beat you."

"Pft, like hell."

This knocked May down a couple of notches. "…Eh?"

"You weren't exactly exceptional competition. I've had a tougher battle putting my clothes on today."

There was no way she was going to let that slide. That was just being way too cocky. "Gee, I didn't realize you were so dumb you couldn't put on your on clothes."

"Save the petty comebacks when you actually beat me." Brendan walked off, leaving May completely defeated.

Defeated, and infuriated.

The boy's biting comments struck a nerve in May, surfacing any anger she tried to hold back. "That good for nothing, lowdown, evil, dirty little…PRICK!" She yelled, catching the attention of a few wary bystanders. Embarrassment overcame her anger as she suddenly grew aware of her position.

"And what are you yelling about, May?" A voice called from behind.

"Eep…!" May flinched, recognizing the voice. With a lopsided smile, she glanced at the green haired Pokémon coordinator behind her. "Oh, uh…h-hey Drew! What's up?"

"I was going to congratulate you on getting second place until you start screaming like a banshee."

"Sorry about that. I had a little run-in with a big jerk." May spoke grimly, praying for a harsh fate to befall the white haired menace.

"I see. But in any case, you were really impressive in that last match. I can really tell you've greatly improved yourself over the last year."

Blushing darkly, May nervously twiddled her thumbs. She couldn't look him in the eyes. "Oh, um, t-thanks for the compliment. Y-you were really great too."

"I've could've done better. There's always next time though. But hey, I'm planning to stick around for the next few days. If you're not doing anything, there's a lot of interesting places to see here."

May was simply thunderstruck. "Are…are you…asking me…"

"I gotta get going now, got Pokémon to tend to. See you later." Drew walked towards the exit, leaving the stadium.

May was still in a state of shocked. Drew just asked her out. Admittedly, she was also interested in him. She was planning on inviting him on a date later today, but wasn't sure if Drew was interested. But with this much reassurance, she wasn't going to back down. She was convinced to ask him out later tonight.

Before she left the stadium, she noticed the hint of smirks and giggles in the room. It was only then she noticed something on her ear.

A rose.

'…Man he's clever.' She thought, smiling. She rushed home to try and get ready.

Later that evening, May was waiting in front of the ice cream parlor, famous for their sundaes. She pulled out all the stops for this date, wearing a long, silk dress with thin straps, flat dress shoes and a small gold necklace. She knew heels would be a classier choice, but she could never walk on those without tripping over herself.

Earlier, she got information from the receptionist on the whereabouts of Drew's room and slid her letter underneath the door. Looking at her watch, it was six in the evening, the time of their rendezvous. Her heart kept a vicious beat, nervous about making the date go smoothly. There were so many thoughts and worries crossing her mind. She was a nervous wreck.

"So we meet again, May."

But one look at her date, and all of her emotions and thoughts sank into the very depths of darkness. "…BRENDAN?"

And the rest is history, which brings us back to the lovebirds of hell.

Leaning back casually, Brendan tossed a smug grin at May. "I had to admit, I'm still surprised you've fallen for me so quickly. It usually takes about 5 minutes for it to sink in."

"I'd rather fall for a Muk." May shot icily.

The comment didn't faze the cool headed boy as he waggled his spoon at May. "My, my, aren't we in a foul mood? I'll bet you were hoping to get Drew on a date, but mistakenly slipped the letter in my room."

"How did you know that?" May was sure she didn't speak of Drew once to him, so it would be impossible for him to know.

"I didn't, but thanks for being such a good sport." Brendan winked at May, who gaped in shock.

'ACK! He tricked me!' May wanted to bang her head for falling into such an obvious trap.

"But then again, it was still pretty obvious. That guy is almost as much of a heartthrob as I am, so I don't blame you."

"I hate to interrupt your delusions, but you're not a heartthrob by any means. You're more like a demon that eats small children."

"How pitiful. You go through the trouble of asking me out, and now you're insulting me. Safe money says you're going to kiss this demon by the end of the night."

May shot up in her seat, reaching her boiling point. "Now listen here, you little bi—"

"May? Is that you?" Drew asked, standing right next to their table.

'Oh crap…!' May's brain temporarily froze, almost shouting profanities right next to her person of interest. She quickly sat down, trying to recompose herself. "H-hi Drew. I didn't expect you to be here." Both the coincidence and irony was outstandingly cruel.

"Same here. I didn't know you already had plans with someone, especially a date with Brendan. It's usually impossible to land a date with him due to his high standards."

"Heh, I just happen to have a distinctive taste in women."

"Wha? You two know each other?"

"Brendan and I go quite a ways back. You remember Professor Birch? This is his grandson."

"Meh, it's not that big of a deal." Brendan waved off, finishing off his sundae.

This was quite a blow to May, mainly for how Drew was friends with such a pain in the fanny. Brendan being the grandson of a famous professor was also a surprise. "That's, uh, rather impressive…" She wanted to sound amazed, but at the same time, was disappointed with who she thought would've been a great person.

The irony gets worse and worse every time she discovers something new.

"Well, I should get going. I wouldn't want to interrupt your date."

"Wait, Drew! This isn't—"

"Say Drew, what was your number one turn off when it came to women?" Brendan interrupted, grinning evilly.

"A major turn-off? I'd have to say those who likes to make excuses or lie. Oh, sorry May. What were you about to say?"

May opened her mouth to speak, but caught Brendan's wicked grin. It suddenly clicked as to what he planned.

…That sly bastard.

"Oh, err…nothing…" May sank back into her seat, defeated once again.

"Oh, okay. Enjoy yourselves, thought not too much." Drew sniggered to himself, walking up to the counter to order his ice cream.

Once Drew was out of earshot, May was prepared to chew Brendan's head off. "Why the HELL did you do that?"

Enjoying this almost too much, Brendan shrugged innocently. "Do what? All I asked was a simple question."

"Simple question? You deliberately did that so I wouldn't say anything!"

"Me? No, I'm not that evil. Think about it this way." Brendan leaned forward, his chin resting on his hand. "If I didn't say it, imagine what might've happened. Truth be told, I've saved you."

May had to take a moment to think about it. From the way things looked during that situation, it might've taken a turn for the worse. Besides, there was a certain devil that probably would've made it sound much worse than it was. But there was something to question about Brendan. "Why would you of all people want to save me from embarrassment?"

"Answer this question first: Why didn't you just leave rather than continue the date?"

May leaned back, crossing her arms in irritation. "Even if it's a mistake, I don't like leaving things unfinished. I could just leave, but I'd rather stay and finish this date off than look like a coward. Besides, I really wanted to try the ice cream here."

'Interesting…' Brendan found May a little more intriguing than earlier. "As for your question…I just felt like it."

Brendan was getting beyond annoying. May wanted to break his neck so badly. "That's a dumb answer."

"This coming from the person who placed a love letter under the wrong door. Nice."

May's anger was reaching new heights as a waitress passed by to drop their bill. She was going to end this before she ended up a felon for manslaughter. "Speaking of which, since I've finished my ice cream, I think I'll call this a night. Now if you'll excuse me…" May got up from her seat and was about to put her money on the table when Brendan's hand caught hers, encasing the money in her fingers.

"So, you're going to leave after I've gone so far as to treat you? I didn't know you were THAT kind of person."

Once again, Brendan pulled a trick May didn't see coming: being a gentleman. "You were going to treat me…?"

"You're not the only person to finish what they start. Come on, let's go." After dropping the money on the bill, Brendan walked out of the ice cream parlor.

"Hey, don't just leave me here like that!" May chased after the boy, dashing out the door. She couldn't help but wonder what Brendan meant by that. Curiosity drove her to see what was going through his mind. But once she found out, this little torture ride was through.

While walking, May couldn't help but think about Brendan, as in why he was doing this. Also, when Drew mentioned of his high standards, it was even more obvious that he was continuing this date for a reason. It was killing her to know what it was. "So Brendan, where are you dragging me? Perhaps a monster's den?"

"We're not going to your room if that's what you're wondering."

"What is THAT suppose to mean?"

"You might want to relax a bit. You don't want to get grey hair this early in your life."

"I guess you're speaking from experience."

"Heh, touché."

May thought back to when Drew mentioned about it being impossible to land a date with Brendan, though she couldn't imagine anyone being interested in that jerk. "So Brendan…why me?"

"What's that?" Brendan stopped to give her his attention, though still wearing a bored look.

"Why did you accept the date with me? By some strange stroke of luck, you actually have some girls interested in you. You also know that I'm interested in someone else. So why didn't you just ignore the letter?"

"Hmm…why, oh why…a simple yet complex question…" Brendan took a moment to ponder his answer.

"Why the heck are you even thinking about it? Obviously, you had some evil plan in your little head to even go, let alone treat me."

Brendan had a thoughtful look on his face as he started to speak. "Actually…the reason I continued is because…I…" Brendan was about to finish his sentence when he stopped abruptly and continued walking.

"What? Hey! Don't just stop right there! Finish!" May demanded.

"I don't think so. I'll tell you if you finish this date."

"….Stingy jerk."

"Ah, here we are." Brendan pointed to a flight of stairs which led to the Lilycove beach.

To May's amazement, close to the ocean was a long beach towel with a picnic basket set on top. In the middle of the ocean were several rock peaks that glistened under the moonlight. It looked like a very romantic spot. "Wow…this is…"

"You might want to pick up your jaw. You don't want any birds nesting in there." Brendan teased, walking towards the spot.

"S-shut up!" May yelled, glaring at her so-called date. The two sat at the picnic site and started to eat. She was surprised to see a lot of delicious foods. What was even more surprising was most of her favorites were present. "So, do you want to start telling me what's going on? This date is starting to get a little weird." Going from hell to…not so hell was a bit off. She figured he was going to play some crazy prank on her or something. Then again, she better make sure her food wasn't poisoned.

Brendan peeked at May with a scrutinizing gaze. "What, are you displeased with the food here?"

"No, it's not that. I can't help but feel you want something out of this."

"You're right, I do."

"Well, what is it? Stop leaving me in suspense already!"

Brendan had a soft, longing expression as he leaned forward to May. May couldn't help but find it a little creepy…but cute. "I want…you…"

May's face turned bright red, shocked beyond comprehension. She almost fell back. "W-W-WHAT?"

Leaning back, Brendan started laughing. "Nah, I'm just kidding!"

'The hell…?' May thought he was serious for a moment. The guy was odder than she expected, if that was possible. "Be serious. I want to know why you went on a date with me."

Brendan paused as he took a sip of juice, his eyes closed. "So, how do you feel right now?"

At this point, May tossed him a dark, flat gaze that demanded answers. "Like strangling you with a dirty sock. Look, can you be serious?"

"I am serious." When Brendan opened his eyes, May could easily tell he meant it. "You're not feeling any sadness whatsoever?"

"No, why would I?"

Smirking victoriously, Brendan shrugged. "No reason. Regardless, I got one thing I wanted."

May was drawing several blanks out of that comment. "What? Really?"

"There is one more thing. Have you ever visited Littleroot Town?"

'O…kay…' Did this date turn into a walk down memory lane? What was that boy driving at? "Yeah, several times."

"When was your first visit?"

"Um…about 10 years ago. I remember because I was wearing this cute white dress then. It was when I met your grandfather."

"The white dress with the butterfly bow…" Brendan reminisced quietly to himself.

May raised an eyebrow in surprise, hearing the comment. "Yeah, that's right! How did you know?"

For a moment, Brendan looked as though he was caught off guard, but quickly recovered. "Lucky guess. Most young girls around that age wear that type of thing. But that's irrelevant, please continue."

"Well anyway, I also remember seeing this kid; I think he had black hair. He was always hiding behind something when he saw me. Seemed like the nervous type. But…he was kinda cute. I just wish I could've talked to him."

"Heh, sounds like a wimp to me." Brendan laughed.

Strangely, May could have sworn his laugh to be a little…forced. Oh well, the kid was a weirdo anyway. "Well, he was, but…he looked like a really nice kid. It's kinda weird, but…he was the first person I ever liked. Heh, don't know why since I could never talk to him. He would always run away. I never found out why he did that. "

"It would be hilarious if you met him by some weird coincidence."

May couldn't help but laugh at the idea. "Yeah, it would be funny. But…I would like that. Oh well, I'll bet he forgotten about me by now."

"You didn't forget him, right?"

"No."

"Then why would he forget you? I wouldn't count someone like that out just yet. The future is always uncertain."

"Huh…" May gave a surprised look towards Brendan. For some reason, Brendan seemed a little too sure. It could be his cocky always right attitude though. "That's pretty nice advice coming from you. I didn't expect that."

"Just like you shouldn't expect to beat me in the next coordinator tournament."

"You can talk tough now, but I'll definitely beat you! Just wait and see!"

"If you lose, you'll treat me to a sundae."

With competitive spirit rivaling Ash's, she was prepared to step up to the challenge. "Hmph, fine! Then how about this: If I win, you have to treat me to a fancy restaurant! And I can order whatever I want!"

Brendan had to chuckle at the huge difference between wagers. "That's fine. Don't cry once I defeat you." He extended his hand to seal the deal.

"That's my line." With a smile, May grabbed his hand and shook it. Maybe Brendan could be a normal person after all.

But that was about to change.

Brendan suddenly pulled her forward, catching her by surprise. Gently, Brendan cupped her chin and planted a quick, gentle kiss on her lips. At this moment, May didn't know what to feel. His lips felt warm and soft, strangely relaxing. She was battling to pull back, but something within her self-conscious yearned to stay there. The second it lasted felt like minutes. When Brendan broke the kiss, she felt like a lost child in a strange world. She was speechless.

With a clever smile, Brendan whispered three simple words in her ear. "…Told you so."

'What does he mean by...?' It was then she recalled a statement he made to her in the ice cream parlor. That was more than enough to bring May back to reality. A grand mixture of shock, embarrassment and anger flooded her as she stumbled back, holding herself up. "Wh….wha…what…w-w-what was that all about?"

Standing up, Brendan feigned a look of innocence. "What was what? All I remember was you lunging at me for a kiss. I never realized you felt so strongly for me."

There wasn't a word May could find to express what she felt at that moment. Flabbergasted was the most accurate one she could think of. "But you just…I didn't…I mean you…me…that was…AGH! I can't believe this! I lost my first kiss to this guy!"

And thus her happy world came crashing down.

"Don't forget your first date." Brendan pointed out.

"My first date? How did you…OH YEAH! MY FIRST DATE TOO! AW MAN!" May yelled out in frustration.

This was getting very, very enjoyable to the sinister coordinator. "I've yet to hear any complaints. I'm guessing you found everything satisfactory?"

"You be quiet!" May bellowed, blushing furiously. "You know what? I'm going to my room before you do something else weird." Standing up, she started striding quickly to the Pokémon Center, still burning red in the cheeks.

Of course, Brendan had to leave a final jab to finish off the night. "Ah, before you go. When you see me in your dreams tonight, say hello!"

"SHUT UP!" While practically dashing back to her quarters, she gingerly touched her lips. She didn't know what upset her the most: The fact she was kissed by some devilish weirdo, or the fact she actually liked it…

Whatever the case, it was going to haunt her for years to come.

Back at the beach, Brendan was busy packing things up when another pair of hands started helping out. "I take it things went well?"

Brendan smiled to himself at the thought while walking back to the Pokémon Center with a handful of his belongings. "You know, that date invitation was for you, even if it did go under my door by mistake. I was surprised when you told me to go on the date instead of you going. I know you liked her too."

Drew smirked at the comment, also carrying a load. "True, but I felt you deserved a shot. After all, you've been waiting a good while for such a chance. It was too good of a chance, given your 'distinctive taste' in women."

"Well…I guess I would call her a rather distinctive taste, but it's still a taste regardless. It's too bad she's as dense as you've said she was. I guess it wasn't obvious since I dyed my hair."

Drew found that to be a good point. "Ah, that's right. Your favorite color is white, isn't it?" The white haired lad couldn't help but feel embarrassed about it, rubbing his neck shyly.

"It has been for 10 years."

Clever, no?

Fun fact: Ruby (Brendan from the manga) is actually wearing a hat, his hair is naturally black (at least I think it's black).