Thanks ganb8te! The only advantage to #4 over #1 is that I then have the control of dropping the stuff off at his place and then saying "ok I gotta go". Otherwise I feel I am just hanging out at home while he "stops by" and then takes off. I then look like I am just a loser hanging out at home without any plans.

But maybe I am overthinking... I guess I could be all dressed up sexy when he comes by like I am going out afterward. Or I could be baking cookies or something.