You can’t give anything away while wearing the cloak of obscurity.
Attacking someone while wearing the cloak of obscurity would be counterproductive, to say the least.
Getting at your pack while wearing the cloak is VERY awkward. You can reach into your pockets or drop things you’re carrying in your hands, but that’s about it.
You can’t climb anything while wearing the cloak of obscurity.
You can’t transact any business while wearing the cloak of obscurity.
The cloak of obscurity covers you from head to toe. Under most circumstances, you can’t reach out from under it to pick anything up.
If you want to wash, you’ll have to take off the cloak.
You can’t reach out from under the cloak to fill your canteen.
You can’t drink from the fountain while wearing the cloak of obscurity. Either take it off or drink from your canteen.
As long as you are wearing the cloak of obscurity, you cannot put on or take off any other item.
Don’t be silly.
You can’t just pick up everything in sight and stuff it into your pack while wearing the cloak of obscurity. Either take off the cloak or try for individual objects.
You can slip small objects into your pockets or carry things in your arms (under the cloak). But you can’t really get at your pack while wearing the cloak of obscurity.
You are already wearing the cloak of obscurity.
Oh, gee, I forgot to tell you. The cloak of obscurity only works on humans.
You slip on the cloak of obscurity.
Your contact with the outside world is now limited.
The cloak makes you unnoticeable to most eyes. You can still move about freely and use objects in your pack, but you will not be able to interact with people, or manipulate most objects in the outside world.
You take off the cloak of obscurity and restore it to your pack.
You’re not wearing the cloak. It’s in your pack.
The cloak fits you comfortably, but it would get awfully crowded if you tried to fit a genie under there as well.
You can’t get at your pack while wearing the cloak, so be specific about what you want to drop.
If you want to talk to anyone, you’ll have to take off the cloak first.
The guard is not going to stand by patiently while you rummage in your pack.
The eunuch is not going to stand by patiently while you rummage in your pack.
Please. EITHER the cloak of obscurity OR the flute of magic transport. Mixing magic can have unfortunate consequences.