A/N: This is inspired by the movie John Tucker Must Die. Let me know what you think and if i should continue! Enjoy!

Prologue

He was the ultimate playboy, heir to a multi-million dollar company, high society and here I was, on his arm, a middle class girl who hid from society.

That's right. I, Rory Gilmore, somehow got mixed into a scheme to get revenge on the one and only Logan Huntzberger.

I had transferred from Harvard to Yale and immediately met Logan at the YDN. Little did I know that he had three girlfriends at the same time. I learned what a playboy he was as all of his girlfriends would visit the newsroom, at different times of course. They all thought they were special and his one and only.

Soon after, they had all discovered that he had more than one girlfriend. They began sharing stories and realized that not only had he used the same moves but that he had also never told them he loved them. They had all told him they loved him but his response would simply be a kiss. They couldn't believe that they had fallen for his act.

Everyone knew that he was the ultimate playboy but in an effort to clean up his image he had gotten a "girlfriend". However, he was never one for monogamy and no girl kept his interest long enough.

That's how this all started. He needed one girlfriend that would be good for society events, one for the crazy parties with his friends and one for the mellow days. When the girls discovered this, they decided to have some fun and get revenge by all dumping him at the same time but also planting a girl in his path to seduce him and break his heart.

That's where I came in. Since I had just transferred to Yale and worked in the newsroom with Logan. The girls saw how he behaved with me and confronted me. They convinced me to get him to date me, fall in love with me, and then dump him while humiliating him.

I wasn't so sure. I didn't want to get involved in drama and he hadn't done anything tome. But I felt bad for them and I could see their desperation. I wanted to make friends and he already flirted with me so I figured it wouldn't be too difficult so why not.

Now a few months later, here I am, at a Christmas gala in Hartford on the arm of Logan Huntzberger. I knew I needed to end this arrangement. I had unknowingly fallen for the ultimate playboy and I refused to let myself be added to the list of girls that loved Logan.