2 weeks?
5 tee shirts, ideally non descript (if you want to blend in, avoid wearing your favorite NC baseball jersey or anything with locations on it, branded shirts will attract looks and envy, making you stand out as a rich person)
2 button down
7 undies
7 pairs of socks
1 pair of comfortable walking shoes (on you when you fly)
1 pair of comfortable flip-flops / open-toed shoes (strapped to outside of backpack)
1 pair of swim trunks that are good looking enough that you could go to town with them.
1 pair of cargo pants that are comfortable and good looking (on you when you fly)
Tiniest toiletry bag you can make happen (foldable toothbrush, small toothpaste bottle, deodorant), get as much complimentary stuff from hotels (not because it's cheap, because you don't have to carry it).
Sun glasses (on you when you fly)
Baseball cap (on you when you fly)
Phone charging cable and plug adapters
This will all fit in a carry-on backpack if you don't pack like a gremlin and you can make it last at least a week between washes.
I have something very similar to this and have used it for weeks on end outside the country:
There are laundromats everywhere (like in the US) and most hotels will accommodate your laundry for a fee (it's worth it, go out for the day and do shit, come back to your neatly folded and cleaned clothes on your bed), no need to carry shit for weeks on end.
I have no idea how your wife is, but in my experience with women, you'll end up with a check-in bag anyway.
Now here are a couple of thoughts:
None of this material shit matters. The one and only thing that you should be concerned with is : where is my passport, my credit card and my cash?
I have and recommend an around the neck pouch for most of the cash and the passport :
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In case SHTF in a foreign country, you want to be able to move quickly and at any moment. If your passport is inside the hotel, you're screwed. If your CC gets locked/stolen, you're screwed, that's why I have a back up that isn't supposed to be used during the trip, but could be if needed. Cash works mostly everywhere, and works excellent with taxis to get them to get you somewhere in a hurry. Always have a plan and be ready to leave everything and go back to an airport ASAP.
Have a normal sized wallet for your regular CC and your day to day cash. This is your decoy if someone tries to pickpocket you, this is what they need to go after, this is what you pull to pay for your meals and regular purchases. If you need to access your emergency cash, do it in a bathroom or somewhere hidden.
I would avoid touching anything drug related, depending on which country you're going to, cops are a lot less understanding than stateside if you're caught with anything. And that includes weed.
If you're worried about personal safety, most pocket knives will get you in trouble in any city. Full metal pens will not and are very effective if handled properly.
I'm not even mentioning a firearm, depending on the location you're looking at 20+ years without parole for carrying.
I'm not the most well travelled person out there, but I've done my fair share and have had decent success, even in somewhat sketchy countries (central Mexico, old USSR block, north Africa) with that method.