“I’m in Trouble!” is a comedy centered around a third rate poet and his many break-ups.
Seon-Woo (Min Sung-Wook) won the Kyeongin Ilbo Newspaper’s Spring Literary contest, but he’s still unemployed. His girlfriend of three years Yun-A (Jeong Ji-Yeon) asks Seon-Woo to meet her father, but he never shows up. Instead, he spends the night with his senior Seung-Kyu (Lee Seung-Joon) drinking alcohol.
Yu-na finally has enough and breaks up with Seon-Woo.Seon-Woo, wanting to get back with Yu-Na, travels to Donghae to reconcile, but ends up spending night with a dabang coffeeshop girl. Seon-Woo finally meets Yu-Na again, but somehow his senior Seung-Kyu and the dabang coffeeshop girl appear in front of them …