Re: How do I reassign a suitcase to a sim that's not in my household?
@bellacrumplb1 I just did a test with my Sim and put a suitcase in the lot, then dragged it in live mode into his personal inventory. Then I had him call his adult son and invite him over. Next I had the dad give the suitcase as a gift to the adult son (who lives on a different lot). This whole transaction seemed to go fine, so maybe check if you can do that with your Sim, and if it's then useable to the other Sim?
When he comes without a suitcase does he act like he has one (changing clothes, etc.?). You said you sold the suitcase... did you check if perhaps it's in the household inventory? That's where things go if you grab them and hit delete in certain situations. You mentioned a screenshot... Did it not attach correctly?