When you find yourself trying to remember a show (or any works) that's on the tip of your tongue but just out of reach, come here - the collective brain of the TVTropes community can probably help. Post all the details you can remember (examples help). If you're looking for a trope, head over to Trope Finder. Have general questions about tropes? Visit Ask The Tropers!
This is a bit of a long shot, but could it be one of the Dragaera books, by Steven Brust?
I've not read them myself, but I recall the character of Vlad Taltos being an assassin, and having some sort of small draconic-looking familiar, and apparently some of the books have dragons of some sort.
Edited by ArsThaumaturgis My Games & Writing
THANK YOU SO MUCH!! YOU NAILED IT!! I dont think I ever would have found it without you! Thank you thank you thank you!!
Ah, I'm glad to have been of service! ^_^
My Games & Writing
It's very possible I'm confusing multiple books. But I think this book might have been in the Wheel of Time series maybe? And maybe the main character is friends with a dragon? But again, maybe I'm mixing those parts in from other stories.
The parts I'm clear on is that it is a High Fantasy book about an Assassin. The part I remember the most clear (I think near the start of the book) the main character assassin is in I believe another assassin's lair or office I think and he thinks something to himself along the lines of, I better be on my best behavior and careful, because if he has half as many booby traps as I have in my office I'll never get out of here alive
or something like that.