Roscoz-I'm not into receptive anal sex at all (I'm not wired for it, as it causes me discomfort) and I'm way more into oral sex and jack off; but friends who are into it said to use fingers first (trim/cut the fingernails and file them so there are no jagged edges), and then use small toys.
Also you should go very slowly and use lube (water based ones, silicone as long as your toys are not silicone) and you can use condoms on toys if you are going to share them with someone else or just to clean them easier.