Easy Ad plugin For Classipress theme in wordpress

Hi.

I am looking for a plugin much the same as this but more indepth.

http://wordpress.org/extend/plugins/adseasy/

I would like it to auto generate categories if i were to add to my current ones and also detete categories should i delete from my website. The plugin would also need to handle subcategories so for instance if a Honda specialist car centre only wanted to advertise in the Honda cars section and not the whole cars section then this could be done. Of course it would need the option to link pics either from the owners website or a locally stored one.