Episode 129 of "Will and Grace"
s06e07 Nice in White Satin

Will learns that Karen missed her physical, so he takes her to one of the finest doctors in the city. It is not until after the doctor does a demonstration on Will that Karen obliges. While at the office, Jack flirts with a male nurse, and he later announces that he's going to be a nurse himself. The problem is, training costs $2,700, and Will and Karen are reluctant to give him the money. Once they pay the fees, Jack, fickle as ever, announces that he's taken up surfing, and that he needs $1,600 for lessons. Will and Karen are about to let the nursing school know of his decision to drop out until Jack comes up with an inventive way to feed Karen her calcium pills.