Yeah I have to say I'm pretty happy with what I have. The 5S and iPad Air are a great set of devices. OS X Mavericks breathed new life in to my MacBook Pro for a while. I already upgraded to 8gb of RAM... and I'm considering dropping the optical drive and doing a dual SSD RAID setup.
Realistically, in the near future I'd like to get either; a nicely optioned 13" Retina MacBook Pro, or a nicely optioned 21.5" iMac. I'm also probably going to get a new 1tb AirPort Time Capsule to replace my older AirPort Extreme, and an Apple TV. I also wouldn't mind a new iPod Touch to replace my old Nano.
If money was no concern, I'd like a fully built 12-core Mac Pro with three Thunderbolt displays. Three unlocked 64gb iPhone 5Ss, one in each color, and one of each color of the leather case. All five color iPhone 5Cs, 32gb unlocked, and one of each color 5C case. Two 128gb iPad Airs, one of each color. Two Retina iPad Minis, one of each color. One of each color Smart Cover and Smart Case for both the iPad Air and iPad Mini. A decked out 15" Retina MacBook Pro. A 13" MacBook Air. An Apple TV. A 3tb AirPort Time Capsule... and a collection of the various cables accessories and docks for everything...