Misperceptions v2
How about shining armor? he always knew how to impress the fillies but that might not help in this case. princess celestia would be willing to help, but she was a princess! when would she ever had time for romance?
A Hole in Fabric
He always thought the knight in shining armor approach was the best, but it never worked, guess it didn't help that he was the one needing rescuing half the time.