Definitely going with Bard. I've picked two of my uncommon items: Hat of Disguise and Ring of Mind Shielding. Also going to take the Actor Feat. Basically, he's a performer, and is well versed at playing any and every role on stage and off. He can be anyone, and because of his ring, nobody can tell if he's lying, even by magic.
In fact, I'll probably take the Spy background variant, unless I see one in the playtest backgrounds that I like better.
Still haven't settled on a Rare item yet. I'm leaning towards Belt of Hill Giant Strength, for 21 strength. Another part of his deception, he doesn't look that strong, but he can wrestle dragons. Well, small ones. The only thing is, all three of those are Attunement items, which uses up all my attunement slots.
For my other Uncommon item, I'm thinking either the Helm of Telepathy or Gloves of Thievery. If I took Gloves of Thievery and Expertised Slight of Hand, I'd have a +13 on Sleight of Hand checks, which is awesome. But, with the Helm of Telepathy, he could read the surface thoughts of those he's fooling with his disguises, and know whether he's actually fooling them or not. Only problem is Helm of Telepathy is another Attunement item, which means he couldn't have the Belt above, and it's another headpiece, which means it wouldn't really work with the Hat of Disguise unless I could refluff it as a headband or amulet or something.
So, my choices are:
Ring of Mind Shielding
Hat of Disguise
Option 1:
Belt of Hill Giant Strength (Rare)
Gloves of Thievery
Option 2 (Only if I can refluff so Helm of Telepathy can be used with Hat of Disguise):
Helm of Telepathy
Portable Hole (Rare)
Option 3 (This gives me a free attunement slot for later):
Gloves of Thievery
Portable Hole (Rare)
What do y'all think?