I can help you with some of them:
1)side-steps = avoids confrontation
2)It made my head swim. -- it dazzled/confused/astounded me
3)Everybody drank to them. -- everyone toasted them
4)No matter how many spring-time you live through. -- no matter how old you are
5)Life and soul of a party. -- the party-maker; the central mover-and-shaker of the party; the one who makes the party a success
6)How did you come out on this? -- what is your opinion about this?
7)We cool? -- aren't we fashionable and attractive; skilled or socially adept?
8)Do some math in life. -- Don't know. Perhaps: think seriously sometimes.
Student or Learner