For me 2020 is probably when I'll get another four wheel toy, my beater is reliable, the GTI should go to 200k without a fuss.
Right now I'm looking to change up the two wheel toy, currently have an '08 Triumph Daytona 675 that was great for the first 3000 miles I owned it, and nothing but headaches in the 21 months since then. Looking at Ducati's and YZF-09s now =]
That being said when I do make the next move, 03-04 mustang cobra is on the top of the list or an 11-12 boss 302, lightly use focus RS would be second on the list, lightly used s2k third, fourth place is a tie between C6 vette, 911, or cayman.