Disclaimer: Naruto does not belong to me (obviously) but this plot came from my own brain.

"Wow I still can't believe you said no to that girl from last night. From the way things are going right now, you're never gonna get a girlfriend."

Itachi sighed as his dear old friend Kisame continued to tease him.

"Seriously Itachi, if you don't start picking up your dating game, then you're gonna die a virgin. I still can't believe you've never had a girlfriend!" Kisame continued to laugh at his poor friend's expense.

"Shut up Kisame before I push you out of the car." Itachi said irritably.

This conversation wouldn't have been happening if it weren't for that stupid party that Itachi was forced to go to. Not only did he hate parties, he also could not socialise for the life of him. It's not as though he could not interact with others, mind you, but when he was forced to interact, with strangers no less, he was always polite and cordial, or in other words, stiff. Although there were a few exceptions, Itachi rarely opened up to others, always keeping his guard up. And for whatever reason, females always seemed to put him on edge, making him uncomfortable whenever they got too close.

So when one innocent (though not really) girl approached his spot in the corner, attempting to invite him to dance, he panicked. Without looking the part, of course. Uchihas never looked panicked. Before the words even formed in her mouth, he was off. Swiftly exiting the noisy room with far too many people in it, he ran into Kisame, who had witnessed the little exchange and pestered him for answers. And of course, once Itachi revealed to him that he had never had an intimate relationship with a girl before, Kisame exploded with laughter. Which brings us to the current situation.

Rolling down the car window and placing his arm over the window sill, Kisame continued, "I mean, I know that you obviously aren't as good-looking as me…" Itachi rolled his eyes but Kisame ignored this, "But you know, you might actually have a chance with girls if you didn't have the flirting skills of a pillar. Heck, even a pillar could get more action than you."

"And who said I wanted to have a chance with girls?" Itachi replied, his irritation building up.

"Oh wow Itachi, I never knew you batted for the other team." Kisame joked, which promptly earned him a hard hit to the head from his raven-haired friend.

Placing his hand back on the wheel, Itachi sighed. Kisame was never gonna let this go.

"But back to business, I bet you could find a girl if you'd only stopped being such a Serious Stu and became a Happy Harry! Although, you probably need to fix your hair, face and clothes too." Kisame joked while Itachi kept his attention on the road. He undoubtedly knew that his Uchiha friend was a sight for sore eyes, but he wasn't going to admit that to him.

Although Kisame enjoyed teasing his ever silent friend, he genuinely did want to help him find someone. Someone that would be able to give his friend the kind of comfort and relationship that Kisame could not give.

Reaching a stoplight, their car was stopped directly to the left of another car that was occupied by a young female with, pink hair?

Her window was rolled down and her fingers were tapping the steering wheel to the beat of the song that was softly playing on her radio. As Kisame continued to observe her, he noticed that she had fair skin and her hair was tied up in a ponytail, with some strands framing her face. Grinning mischievously at an idea that popped into his head, he called out to her.

"Excuse me miss." Surprised, she whipped her head to face him. Kisame noticed that she had large bright jade eyes and was quite pleasing to look at. Seeing his smile, the girl allowed herself to smile back, although looking quite confused.

Laughing inwardly, Kisame continued, "I was just hoping I could ask you a question." By now, Kisame had caught Itachi's attention, who was looking at them through the corner of his eye, although he could not see the girl because Kisame's large build was obstructing his view.
The young lady did nothing but nod slowly, still looking confused.

At her silent prompt, Kisame went on, "Do you think that my friend here is dateable?" At this, he leaned back for her to see said friend. Itachi, however, abruptly turned his head in Kisame's direction, who had moved out of the way, and found himself staring bewilderedly into beautiful jade eyes. His eyes took in her features, noticing the way her eyes twinkled and he brow furrowed in amusement, the way the strands of her silky pink hair framed her heart-shaped face, and the way her pink lips were upturned into a small smile.

The girl in question, however, only raised one eyebrow and tilted her head slightly in questioning. She was still very much so confused.

Kisame elaborated, "Do you, a pretty young lady, think that this male right here, is dateable?" He gestured to Itachi this time, who was still trying to make sense of the situation.

The pink-haired beauty observed the said male's features, taking in his appearance. He had long jet-black hair that half-spilled over his shoulder, tied in a low ponytail. She noticed the way he appeared calm, but if one looked closely enough, you could see the perplexity in his features. He seemed to be lean and fit, with his face angled sharply. But what stood out most to her, however, was his dark onyx eyes that seemed to draw her in. She contemplated for a while, before deciding to humour them and answer.

"Yeah, I say he's dateable, he's pretty cute." At this, said male looked even more dumbfounded than before, eliciting a soft laugh from the female.

Kisame only grinned at this, "Would you, again a very pretty lady, ever go out with a guy like him?"

Itachi looked just about ready to smack Kisame, which he was about to do, when a small laugh erupted from the green-eyed girl. Both males looked at her in question. Eyes crinkled in amusement and lips showcasing a brilliant smile, the girl graced them with an honest answer, concluding that this would be the last time they see each other.

"Yeah, I actually would."

Both were surprised at her declaration, one more so than the other. Her eyes found Itachi's and with one last smile, winked at him, to which he promptly coughed into his hand and looked away.

The light signalled green for those turning right, and that was the girl's cue to leave. With a wave, she spoke one last time, "It was nice meeting you guys, kinda… I think." Laughing to herself, she drove off.

Still at the stoplight, the two males looked at each other. Before Itachi glared at the other, who was laughing heartily. "See Itachi? You could totally get a girlfriend, you just have to put in the effort."

"I swear I'm never driving you anywhere ever again."

A/N

So, this is my first fanfic that I'm publishing and I'm totally up for some rad reviews or constructive criticism. :)

Short chapter, but hopefully the next one will be longer.

Anyways, Thanks for reading!