You have the Jeep for winter utility and hauling, so if I were in your place I'd want something fun. First choice would be a Honda S2000, second choice Mazda MX5, third Acura RSX type S. RSX will give you cargo space, others not so much.

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1985 500SL Euro w/ AMG bits 130k
1984 300SD Turbodiesel 192k
1980 240D Stick China 188k
2001 CLK55 AMG 101k
2007 S600 Biturbo 149k Overheated Project, IT'S ALIVE!!!