I just got a job a Dairy Queen. I have summer plans. Does it look bad to ask for those days off?

The dates in June and August should be fine, but the one coming up soon might make you seem flaky. Do you even have a work schedule yet? Getting fired from Dairy Queen isn't that big a deal, you will just have to find a new job and those graduation parties are more important in the long run. I say take your chances.