I actually re-gifted something this christmas by accident. My birthday was 3 weeks ago, and i got some small tool sets. But this christmas I wrapped it up with some other tool stuff for my uncle. When he opened it, I was just like wtf how did that get in there.... Haha cant tell him though.
I always re-gift chocolates.. they are usually already wrapped nicely and make a good addition to presents you are already giving. as long as you remember to take the card with your name off first then nobody can ever backtrace it and know where it's coming from
My boss gave me this massive box of chocolates that one of our biggest clients gave him. This thing is a good 30cm x 45 cm. Kind of re-gifted it to me haha