I think it's about being tasteful. Be honest if you think they'll suspect it and take Fawn Liebowitz advice. ^^^ I have been on both sides and it's usually no big deal.
However, don't be a constant re-gifter. Mr. Fleur de Lis' grandparents are infamous for re-gifting. This year, we're getting them restaurant gift cards because they don't need any more stuff. I just KNOW they'll end up in the family gift swap.
We regift a lot. My family members up north always manage to get my hubby long sleeved shirts and sweatshirts, which are always really nice (usually Ralph Lauren and Nautica). BUT they must not understand the weather we have in central Florida. It was 85 today. So he has NO use for them. They usually end up going to his brother, who CAN use them. We appreciate the thought, but we each own 2 sweatshirts that get worn only if it's cold and we're camping.
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“All his life he tried to be a good person. Many times, however, he failed.
For after all, he was only human. He wasn't a dog.”
― Charles M. Schultz
Warning: The above post may be dripping in sarcasm and full of smartassedness.
I regift generic things -- especially bath products like from Bath & Body Works or the Body Shop (my cupboards are already too full of that stuff!). I usually regift them by putting them in my mother/sister's stockings (yes, even though we're all grown ups, we still have stockings and all contribute little things) or else the generic secret santa or gift exchanges I get roped into through work, etc.
I think regifting in the sense of giving something to someone else you are not going to use is cool . . . up to a point.
But you wouldn't wrap it or anything and you would make it clear it wasn't some special thought.
Regifting in the sense that you wrap the gift given you by someone else and represent it to someone as if you made some special effort to acquire it, well it seems uhm . . questionable.
If its the thought that counts . . there isn't a lot of thought there.
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