Disclaimer; I own none of the Avengers. Just my wild imagination.
Tony Stark/ Iron Man
Before I say anything, he already said it himself; Genius, billionaire, playboy and philanthropist. No need to worry about your safety –he could pay fifty men to be your bodyguard if necessary, even better he would protect you. He's handsome, charismatic with exceptional sense of humor –remember all his funny one-liners- that could charm your pants off. His taste in music is just as awesome as Dean Winchester and he could give a lecture about mechanical engineering when he was drunk like a skunk. He even has a monument built to the skies with his name plastered on it.
So, what's the problem?
Again, before I said anything, Tony Stark had beaten me to it. Volatile, self-obsessed and don't play well with others. He also has this major alcoholic problem and don't like to be handed things. Chances are, if you go shopping for groceries or anything, he will leave you to suffer carrying all the stuff alone. He's prone to do reckless thing on regular basis such as sending off a nuclear to another portal. The habit worsen when he's dying. If by chance you managed to date him, get ready to face the tantrums of his previous scandals at your wedding. Oh, and all of your hard works of keeping him in line will be credited with only be credited 12% and an argument could be made for fifteen.
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