AN: This is written for The Golden Snitch, Halloween Costume Contest, Dress-Up. The Prompt is: Write about a character that could be considered a 'Playboy'/Ladies Man. My school and house are, Hogwarts Slytherin!

No, No, No, my plan was not going accordingly like I planned. When I stopped insulting her, like most schoolyard crushes do, it didn't gain her attention. She didn't glance once when I tried to be nice to her. And she definitely didn't take her nose out of a book when I dated multiple witches, trying to gain something from her.

I even paid off multiple witches to claim I was the Slytherin Sex God. She didn't even bat one of her pretty eyelashes at that one.

It looked like I was going to have to grow some figurative balls, swallow all of my pride, which took a few gulps, pull my big boy pants up, and ask her out, outright. It's not that I'm afraid, I just, I just fear rejection.

And now, I had to watch her like a creep until she was on her own, just so I could strike. Waiting didn't take long, like I'd hoped. She had suddenly jumped up from her table in the Great Hall and was running out of the doors. Slinking out of my seat, and making my way to follow her, I didn't notice the pair of brown eyes watching from her table.

Finding her was a bit harder, but I soon found her down in the first courtyard I checked. Noticing her on the bench, I sneaked up behind her and sat down. I watched as she glanced up, her big molten chocolate eyes with golden specks, flashed with annoyance.

"Go away, Malfoy, I'm waiting for someone," Hermione started with her melodic voice.

"Why are you waiting out here in the cold? You'll catch your death out here," I told her, noticing when she winced on the word 'death.'

"If you must know, so you'll go away faster, It's for a boy. Ginny was going to introduce us, and I was late. She told me that he's gone through some tough hoops on fire, to get me to notice him. But, seeing as I'm blind to all thing's boys, she gave me a little forceful push," she explained.

"Did she say what the guy did to gain your attentions?" I dared to ask. Shrugging off my cloak, I settled it over her shoulders, ensnaring her in its warmth.

"Thank you. No, not really. She skimmed over it a bit. Stopped being a prat, trying to gain my attention through girls and money and rumors. Thing's I don't really care for," she finished.

We settled into a comfortable silence, with Hermione leaning into me slightly to keep warm. I basked in her little affection, she must not have realized what she was doing. After a while of sitting there, I finally decided to break the silence.

"So, if a guy was trying to gain your attention, what would you wish he would do?"

"Well, first off, he would pay attention to me and what I like, he would try to spend time with me, whether it was studying, walking to class, or even just lounging around somewhere. He would want to be around me, for me. Not for my brains, my looks, or who I'm friends with. Just me."

"Have you all caught on yet?" Came an unrecognizable voice.

"I doubt it, for the smartest two students in their year, they sure do need things spelled out for them!" Said the other voice, his best friend, Blaise. The only one to know his problems with getting Hermione to notice him.

"Really, you would think that after being out here for over an hour, they would get the hint!" Exclaimed Ginny, Blaise's girlfriend.

"There's no way it's been over an hour! Only twenty minutes surely?" Whispered Hermione.

"Nope! Over an hour, I had to fight Harry and Ron from coming to break you two up!" Sang Ginny. Prancing around them a little, breaking the pristine snow that was settled in front of them.

"How about you allow me to accompany your walk back to the tower? Maybe we could catch a few more moments of peace?" I suggested.

"That would be nice, Draco," she answered.

Permitting me to grab ahold of her arm, we walked slowly and tentatively to her Lion's Tower. Stopping twice, the first to allow her to answer my question on seeing each other again, and the second, to allow a brief, sweet first goodnight kiss.

My luck had finally turned around it seemed.