Which Did You ENJOY More...High School or College Days? Which time of your life do you miss or better yet, ENJOY more, your high school or college days? I don't miss the past. I should probably rephrase the question & ask which did you ENJOY more? Not to say that this means everything, but I had a few more friends in HS, so I think I liked HS a bit better. I never had a job in HS. I only had one pretty good friend in college & that was my beginning college yrs. I enjoyed college too though! With both, they were carefree times...no bills, etc. to worry about! I had pretty good grades w/ both. However, I wouldn't really want to relive either time.