Hmm. Must admit I was hampered by the past 5 years criteria, most of my favourite TA vids are in the 2009-11/12 range, (plus I prefer M/F which they don't do as much of anymore) but these are some of my favourites over the past 5 years (in no particular order)
1) No Rack for Tracy (Milf Tracy is one of my all time favourite lees)
2) Hell in the stocks again (can't go too wrong with Samantha, though I preferred her earlier stuff, this vid in particular with Kelli was great)
3) Paisley Soles and Sides
4) Complete submission (I'm not really into this whole Tickling + vibrator trend as much, but this one was amazing)
5) Asian Ordeal