102: ‘Thrift Shop’ by Macklemore & Ryan Lewis ft. Wanz

Will and Fergie both have more money than they need and spend it on going out to bars and clubsThey both have expensive lifestyles.

They come regularly to the same club. A guy named Macklemore also comes there regularly. And he is not impressed by their money. He buys everything from a thrift shop, in varying degrees of quality. But he still walks into the club confidently, wearing all pink, except for his gator shoes and a slightly smelly leopard mink, and walks up next to Fergie. He’s proud of his frugality. He dresses granddad style and looks incredible doing it.

Fergie laughs at and mocks him.

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100: ‘Milf $’ by Fergie

Will has recently come into money. And he brags about it to his friends, much to his friend’s, Fergie’s, annoyance. She herself has a successful career as a singer and plenty of money herself.  She has just been rejected by an ex and thrown herself into her work and is actually proud of it. But has she ever rubbed that in his face? No, she has not.

So she decides to remind him. She calls his newfound wealth ‘milk money’, meaning he got it the way babies get milk, with the help of others. She, on the other hand, has what she calls ‘milf money’. She worked hard creating a sexy pop star image, and that pays her expensive lifestyle. In other words, she is independent.

And she has thoroughly proven to her parents, that she can do something right.

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99: ‘She Hates Me’ by Puddle of Mudd

Mudd meets a woman and falls in love. For about a week and a half, everything is grand.

Then he slowly remembers that he has met her before. In fact, he has dated her before. And he has broken her heart before. And she hates him for it. This is her revenge.

She doesn’t come out of the experience scot-free either, though…

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95: ‘That’s What I Like’ by Bruno Mars

Will has come into money. Lots of money. And now he wants to spend it on Taylor, his girlfriend. Anything she wants. And if she doesn’t know what to ask for, he has suggestions:

Coming to his recently acquired condo in Manhattan
Or renting a beach house in Miami
lobster tail for dinner
Or his new assistant, Julio, can get her scampi
money
a ride in his new Cadillac
Gold jewelry
strawberry champagne
Silk sheets
white diamonds
trips to Puerto Rico
shopping sprees in Paris

Whatever she wants, it’s hers. And he’ll enjoy giving it to her. He likes to see her smile and promises she will never have a reason not to anymore.

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94: ‘Two Black Cadillacs’ by Carrie Underwood

It had been a long time since Sara kicked out her married lover.

One day she gets a call from his wife, Evanescence. The wife who apparently doesn’t know that he had cheated on her, which he had led Sara to believe.

Evanescence is shocked to find out. She herself has been flirting with someone else and hidden that, but couldn’t bear the thought of him having an actual, real affair. Sara assures her, that he need not know anything about her flirting. Not yet, anyhow. She should wait for the exact right time to tell him.

Two months later they finally meet each other at the husband’s funeral. both the preacher and his brother have good things to say about him, but the two women don’t even cry. They do all things you’re supposed to do: put a rose down and throw a handful of dirt in the grave, but all with dry eyes. But Evanescence also throws down a letter telling him everything. She has not said anything to him while he was alive.

Sara sees her do it. They smile knowingly and both walk away.

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93: ‘Dangerous Woman’ by Ariana Grande

Will and Taylor have been dating for a while now. They share more and more of their lives with each other.

So now Will is introducing her to his party life. Going out is not new to her. after all, it was how they met, but with Will, it tends to get out of hand. But she wants to experience it, so she starts going with him when he goes out to drink, with a completely open, ready to experience it.

It is seductive, and she enjoys it a lot. It makes her feel like a dangerous bad girl and gives their love life new flavour. However, she doesn’t approach it like Will and Fergie do, letting go of all control. She is testing her limits but is always focused and aware of where they are.

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92: ‘She’s Out Of Her Mind’ by blink 182

Will and Taylor have always had an on again/off again relationship. After they skip their latest breakup, they just stop breaking up.  And being together for a longer stretch of time means that surfaces start falling away.

Taylor stops being Will’s perfect dream girl and starts being genuine: An antisocial girl, who likes Bauhaus and is a little crazy sometimes. Not the batshit-crazy jealous woman, she turns into just before their breakups, she just loses her head sometimes. And she’s self-aware enough to apologise for it. And Will finds that he actually really likes the real Taylor.

Taylor sees a deeper layer of Will too. Perhaps a bit deeper than Will himself sees. She sees him working hard on his studies, but he doesn’t seem passionate about it. And she’s worried about him. So one night she tries to tell him that, but it turns into a fight, during which she calls him a know-it-all and he argues that by being a doctor he would help people, so so what if he doesn’t love every moment of his studies? In the end, she admits to having lost her head a bit and apologises.

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