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I was 18 and never repeated a class. As for the last question I guess it depends on what you mean by feeling older. From a mutuality stand point no but from a educational stand point yes. This is my fault, I was young and immature and consider being around friends more important then my education so I made sure I was in the "regular classes" vs "honors classes" because that where all my friends at the time was at. The one time my parents made me take a more advance class I purposely did bad so that the teacher had me change to the regular class.

Thankfully it really did not harm me in college other then having to take Calculus one my first semester where most other computer science students started with Calculus two but other then that really had no effect on my time in college. That being said back in 2001 when I got into college it was a bit less competitive, having a High-school GPA in the high 3s was consider good unlike now where it gotten crazy and it almost expected at the better colleges you have an over 4 GPA (AP classes allow you to get over a 4 GPA)