[quote=Sundered Echo]
So, for Reigenleif, would she get to keep her staff? I'm pretty sure she'll be leaving her Dwemer cloak behind, but her robes and jewelery contribute quite a lot to her magical longevity in battle. What will happen regarding those? Would the Redguard have any mage robes in their style? Her dagger is easily concealable, so I'm not worrying about that.
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Staffs are a big more ambiguous because magic isn't huge in Hammerfell, and it's fairly easy to pass one off as a walking stick, which is fairly handy with arrogant ass dwemer who don't have time for magic in the face of superior technology. As long as she didn't really carry herself as a mage and maybe made some effort to disguise how the staff looked, it would be totally possible to get away with carrying it around. 

But to answer your question, there aren't really a lot of mages in Hammerfell, so she'll have to enchant some jewelry and her given clothing to kind of perk stuff up. The camp will have enchanters, you just might have to pay them off. 

Just to clarify, your equipment and stuff isn't gone forever, it's just like a longer version of that quest in the Thalmor embassy where you had to give it to Delphine to smuggle in for a while. I'm pretty flexible with what you guys chose for your characters, just make it more Hammerfellish and take comfort in the fact you won't be parted with your stuff for too-too long- there will even be instances where you may have access to it in the city itself.