Aaron Carter has been through a lot in his 26 years, but his latest love life plan makes me think he may not have both feet firmly on the ground.

It's been over a decade since we've seen Aaron Carter and Hilary Duff together, but that doesn't seem to be stopping the former teen heartthrob from trying to win his newly single ex back.

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Aaron was most recently in the news for filing for bankruptcy after being over $3.5 million in debt, so I'm not so sure Duff is dying for this reunion. But that's not keeping Aaron from trying cause he has been tweeting up a storm about his former lady in what appears to be an attempt to woo her back.

Aaron spouted a number of tweets last Thursday with gems like

"Don't be that stupid d----- that loses the love of your life forever...Like me...

I'll spend the rest of my life trying to better myself to get her back. I don't care what ANY of you think.

That tweet just gave me an anxiety attack"

And when asked by followers if he was indeed talking about Hilary Duff, Carter's simple, succinct response was

"Sure am"

Of course no word from the Duff camp on all of these tweets, but I think it may be safe to say she won't have the response Aaron is hoping for.

The two split back when they were just 16-years-old after Carter had cheated on Duff twice, most famously with Lindsay Lohan (leading to a minor feud between the two starlets). Now ten years later, she has a son and a failed marriage and he has a broken engagement and no money.

Stranger things have happened in Hollywood, but in my opinion if Carter thinks his twitter tactic will get him what he wants, he may have just about lost his mind.