Disclaimer: I claim no ownership to any of these characters! In no way, shape, or form do I have any legal access to these characters. Just writing this break my heart.

A/N: Yet another fanfiction I have started without finishing the rest. There is something seriously wrong with me! Anyways, this is a Shounen Ai, meaning guy on guy action ( and a little bit of lesbian on the side). You have been warned. Couples include: Axel and Roxas, Sora and Riku, Slephie and Tidus and Yuna, Kairi and Selphie (gasp! Lebians!), Namine and Marluxia, Zexion and Demyx, Olette and Hayner, and any other couple I fell like inserting! Mwahaha (couples not set in stone). Now this is mainly a AkuRoku but this chapter is strictly Riku and Sora. Why? Because its a prologue to the story. You will see when i put the next chapter up that this is not a Riku/Sora story!! Anyways, on with the show! (REVIEW!!)

Cupid's Dilemma

Prologue: It started with a bang

(Roxas POV)

"I can't believe she broke up with me!" whined my twin brother, Sora. He leaned over my desk, mourning the loss of his girlfriend, Kairi.

I stare at him in disbelief. "You didn't think you guys would actually last right? You two had the most pathetic relationship I've ever seen. First, she isn't your type. Second, you dated her because you were bored! Seriously Sora." I sighed in annoyance. This has got to be the 5th girl that didn't work out.

He pouted slightly. "Sorry for not wanting to be alone. You should get a lover yourself and then you'll see what I mean by the joys of another's company, Roxas."

I leaned back in my chair, not really wanting to deal with his stupid antics. So what if I don't have a lover? I'm happy without one thank you very much. "Look Sora. If you want a real relationship, I can help you out. But you have to trust me on who I pick."

His eyes brightened tremendously. He grasp my hands as he exclaimed, "Really?!" I nodded my head in reply. He then did this little dance in his seat as I rolled my eyes.

"C'mon." I said as I pulled him out of my classroom. It was currently lunch break so we had the luxury of going on a love hunt. We walked through the corridors, to the second year's classrooms. He looked around curiously as I led the way. I stopped when we reached the school rooftop doorway. Outside stood a group of people adn in the midst of the crowd stood my target.

"Him." I stated as I pointed a small finger at a tall silver haired boy. He laughed as he talked about something with his friends, completely oblivious to what was in store for him.

Sora raised an eyebrow at me. "Riku? As in the super popular jock Riku who I haven't spoke with for 4 years?" He kept on staring at me as if I were insane.

"Yes." I stated bluntly. I don't think he would have expected me to choose a guy for him. But I knew in my gut that Riku was perfect for Sora. When they were younger they got along so well, like the perfect couple. But then Riku went to junior high and they drifted apart. Riku joined the sporty crowd and Sora mingled with the arts. End of friendship.

He shook his head. "No way." as he tried to scamper off but I held him back. Holding tightly onto his slim wrist, I took us to the prey. I tapped Riku on the shoulder to get his attention. He turned to us, surprised as Sora was when I showed him my choice.

"Roxas. Sora?" he said the latter name in a softer tone. Guess you can't really prance up to an old buddy and expect it not to be uncomfortable. He waved to his basketball buddies telling them to leave, and they complied. "This is rather unexpected."

Sora was trying to hide behind me, wishing the ground would swallow him up. I flung him in front of myself and said, "Sora needs help in math. I know your a genius in that subject so I thought you could help him out."

Riku stared at the me confused. "Wait. Why me?"

Sora was starting to panic slightly. I could see him shaking. "Because I'm too busy to deal with it. Now, play nice." I stated as I waved to them as I walked away. I set up the meeting, now it was up to them to make some magic.

(Sora POV)

Damn you Roxas! How could you do this to me! I said to get me a nice girl, not to rekindle an old friendship. I looked up at Riku who was still trying to assess the whole situation at hand. This was hopeless.

"I'm sorry. Roxas was just being an idiot." I say knowing things would be better if I just left. He stares at me with his aqua marine eyes, still lost. "I don't need help with anything." I started to walk off knowing that staying would only hurt. I hadn't talk to the guy in years! Seeing him now, happy without me, broke my heart.

He grabbed the collar of my uniform, pulling me to a halt. I looked back at him perplexed. "Then why are you here?" he asked, looking for some insight to what was going on.

I sighed. "Roxas said he wanted to help me in my pathetic love life so he brought me here. He said that you would be a good match. I told him that it was ridiculous but he insisted." My cheeks started to redden. Its embarrassing to tell your ex friend that you brother says you make a cute couple.

"Oh." he said, not really knowing how to react. I can't blame him though. He lets go of my shirt and I begin to walk off again. I take a couple of steps until for the umpteenth time I'm stopped.

I roll my eyes in aggravation. Really, I just want to leave! It's awkward staying here and I'm not a fan of being in strange situations. "What!" I say in a peeved voice as I turn my head to the culprit.

Riku winces slightly. He hesitates before talking, scared I might go off on him again. "And what about you?" he asks. I'm totally confused.

"What about me?" I asked for him to clarify.

He looks straight into my eyes. "Do you think we'd make a good couple?" I did not expect that.

I blush really hard. "Us?" I stuttered, I've totally lost my cool now. I haven't conversed with this guy for years and he's asking if we would make a good couple? Sure, I had a little bit of a crush on him when I was younger but that was forever ago. There is no us anymore no matter how much I once wanted it.

He waited for an answer. I could see him getting more anxious by the second. I avert my eyes as I answer him. "You left me." I said quietly, pain visible in my voice. I feel a lump growing in my throat. "You enter junior high and never bothered to call ever again." I felt tears building up but I hold them back.

He opens his mouth in shock. "What are you talking about? You were the one who ignored me!" He retorts. I look up at him angry. What the hell was he talking about.

"I didn't do anything! I see you walking along one day and you turned away ignoring my existence!" I shout at him.

He clenches his fists. "That's because you didn't reciprocate my feelings!" Wait, what is he talking about. "I sent you that letter and you never responded. How do you think I would feel?!"

I look to him in confusion. "What the hell are you talking about?"

"You don't remember?" he asks, anger still rising. "I slipped a letter in your mail box confessing how much you meant to me. I said to meet me in the secret spot if you felt the same way."

I shook my head vigorously. " You did not! I never got a love letter from you."

"You didn't?" he says dumbfounded.

"No!" I shriek. This is why we drifted. Because of some stupid misunderstanding?

Then he began to laugh. Laugh! I glare at him. "This isn't funny!" I cry exasperated. He doesn't stop though. He clutches his stomach from laughing so hard.

"I can't believe it!" He says through his fit of giggles. "I'm so damn stupid!" I could agree with him on that one. "I thought you didn't show because you didn't like me. This is so pathetic!"

"Are you kidding?" I fumed, "I had the fattest crush on you. If I had gotten that letter I would have been there in a heart beat." There. Now he knew my feelings. I could just die.

He stops laughing as he smiles at me. The smile I loved so much and I can't help but smile back. "I'm sorry for jumping to stupid conclusion years ago."

"You should be." I jest as he playfully punches me in the shoulder. We laugh together this time as we lean comfortably against the fence. Side by side we sit there, a peaceful silence floating about.

Slowly, I felt his hand tangle with mine, and I let him. He turns to me and says. "Sora, be mine?" I chuckle at the line he uses to win my heart.

"Yes." I answer as I sneeze his hand lightly. He bends down slightly, I can feel his warm breath on my face. I close my eyes, giving him permission. He swoops further and captures my lips, kissing me sweetly. He detaches himself and leans his side against mine.

If this is a dream don't ever wake me up.

(Roxas POV)

"It went well I'm guessing?" I say as the two of them walk over to me, hand in hand. It was after school and I didn't get a chance to meet up with Sora until now.

"Yes it did." Sora says gleefully. I could tell he was on cloud nine.

Riku looks at his wrist, staring at the navy blue watch. "I have to go. Practice starts soon."

Sora nods as he lets loose his lovers hand. "Ok." he says disappointed but understanding that Riku has a life other than him. "Call me when you get home, alright?" Sora asks in a shy tone.

Riku bends down and kisses the brunet on the forehead. "Of course." he replies as he heads over to his club.

Sora watches as Riku leaves, his eyes never leaving the silver haired teen. I wave a hand in front of his face in order to snap him back into reality. We head off towards our house.

"Thanks Roxas." he says quietly.

"Anytime." I reply.

Sora and Riku were the first couple I ever set up and they wouldn't be the last. After this event, Sora forced me into the business of putting people together, saying how I was made for the job. Now I am a modern day Cupid, on a conquest to fill the world with loving couples. But, if I'm always setting up others, what happens to me?