The first time I regifting was when my exboyfriend in an attempt to be cute bought like 10 bags of hersey's kisses and spelled out "I Love You" on my bed. There were so many Hersey's kisses and there was no way I was going to eat all of them so for christmas I made little gift bags filled with hersey's kisses for random people I had to get gifts for but didnt want to spend any money on. The boy found out later but whatever he got over it.