A/N: Here's the next chapter. Hope you enjoy it.

Thank you for all your reviews and for everyone who put my story (or the prequel) and me to their alerts and favs. Thank you for supporting something that started off as a simple 'what if' idea of a relationship expert (at least for others). ^^

Disclaimer: Not mine. Never was, probably never will be. Just helping stubborn vampires and witches to see the light.

Thanks to my beta XcastielXNovakX who made reading this a lot more comprehensible.

Chapter 2:

Sitting in his armchair in his room at the Boarding House, Damon wondered how he could win the witch over.

Honestly, why did he even bother? Clearly, she didn't want him. She may have been attracted to his body and their fights but Damon was pretty sure she didn't consider him for a relationship – hell, before the whole werewolf bite and all of its consequences he himself hadn't considered himself as boyfriend material. Not in the normal way. Not with honesty, commitment and trust.

The closest thing to a real relationship Damon had ever had had been a relationship like the one he'd had with Andie. The Bennett witch wouldn't stand for any of that crap. He'd have to make an effort – constantly. In other words he'd have to behave himself and act in ways he always made fun of Stefan for. So why did he still try?

The answer was easy enough: He was Damon Salvatore. He always got what he wanted and he l-o-v-e-d a good challenge.

And, though he hated to admit it, Bonnie was probably his last chance for happiness. Truth be told he really felt … something … for Bonnie. Every time they fought he got excited. Every time he managed to piss her off he felt euphoric. However, when someone else threatened the witch or enraged her Damon got sour. No one – and he meant no one – had the right to do just that but him.

All of his musings, however, didn't get him any closer to the witch. He needed a plan to chase her. It was all so much easier when he could compel his targets. Damn witches!

Slowly, Damon swirled the scotch in the crystal glass he held in his hand staring intently at its content. If he stared long enough perhaps he was able to see what he should do next. Grow some balls! You lost them somewhere along your way. His mind tried to spite him.

Sadly, he knew his unconscious mind wasn't as wrong as he would have liked. The last few months took their toll on him. He wasn't the same ruthless psychopath that came into town just about a year ago. And though he wasn't sad about that – he even had something like a friend again and some strange relationship with his brother – he couldn't look into the mirror and remember all the things he did to win Elena over.

It wasn't even that he turned his emotions back on. Or even that he tried to make the girl who looked like Katherine jealous with one of her best friends. It wasn't even the matter that he tried to be the 'good guy' for her. Honestly, most of those things were a positive result. They even helped him to form a bond with his Judgey.

However, his antics turned out of proportion. He lost himself along the way of being the 'good guy'. He tried everything he could to be accepted by Elena. And what good did it do him? None, that's what. Damon was, again, someone's dark not-so-secret secret.

There was another thing that bothered him. He knew that he was cursed – he was a vampire after all. But did the first Bennett witch he met not only bond him to her own lineage but also to the Gilbert lineage? Was there a single Gilbert woman with whom he didn't sleep with or tried to sleep with? Katherine, Isobel, Jenna (even though it had been more of a flirt relationship than anything), Elena. And knowing his luck there probably had been a few ancestors between Katherine and Isobel.

Did Emily know what she was doing? Did she know about Bonnie and her best friend? Had it been Emily's way of binding him to the Gilbert line so that he was prone to find Bonnie? Had this been Emily's way of securing him in the close proximity to Bonnie? And by binding him to the Gilbert women Emily took care that he didn't sleep with one of Bonnie's ancestors? He could only imagine her reaction to such a revelation.

Opposed to Elena who didn't seem to mind (not enough to keep her distance at least) that he slept with her great-great-grandmother (What was Katherine to her, anyway?) and with her mother before he got to the latest generation, Bonnie wouldn't have been to keen to let someone who went through the female members of her lineage close to her. That would have been a disaster waiting to happen.

And again you're searching for someone else to blame. Ever thought that it all had been because of Katherine?

"Shut up, mind!", the vampire growled.

See, you^'re trying it again. Ever thought that you had been so deep in love with Katherine that you've looked for women who looked similar to her?

Damon snorted. "That explains Caroline and all the other blondes and redheads."

But for those you didn't care. Who was the one you loved for over a century? Who was the one you did a favor for in turning her into a vampire? And who was the one you tried to get your last century and your humanity back from?

"Shut up!", Damon yelled and the glass in his hand shuttered against the stone wall next to the fireplace. He hated it when someone else was right. It didn't even matter that it was his own mind. "I've definitely drank too much. That's it. I'll never drink again."

And the pope is a Muslim.

Sometimes Damon hated himself and his smart aleck ways.

However, he still wasn't any closer to make the Bennett witch his. If he didn't find a way soon he was positive someone else would come in and steal her away. With his luck Jeremy would come back to her and tell her he's sorry for breaking things up the way he did and that he loved her for her selflessness. Before the older Salvatore let that happen he'd become a monk!

Frustrated, Damon shook his head. Pondering what to do never did him any good. That was his brother's forte. He was one for action. He was the impulsive one. He was full of fire. That's why Bonnie could handle him. Somehow, she was a combination of fire, impulsiveness and planning, calmness.

If she wanted to play hard to get he would do what he could do best – okay, second best. The other thing he would do to her after she was his, the vampire thought smugly. If he learned anything in almost 150 years being a vampire and longing for a woman being kept in a tomb unable to reach it was how to be persistent. And that was exactly what he was going to do with Bonnie.

If she didn't want to speak with him he would bother her as long as it would take for her to cave. It did work out before. 'Cause Damon was pretty sure that the witch hadn't wanted to tell him about the magic and its meaning.

With his new revolve Damon headed to the Bennett home. He was going to annoy her until she would let him in so that they could talk. About what, Damon had no clue, but it didn't matter at this instant. He would cross that bridge when he got to it.