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My reccomendation: Mid to late 90s BMW 3 series (e36-e46). FUN TO DRIVE, manual, decent gas milage, very reliable, less than $10k, not exatly quiet, but not as loud as mopar or something, and they have decent convertables (though I can't recall the last time I've seen a man drive a convertable 3 series).
If you don't like loud or bad gas milage, stay away from the 5.0 mustang.
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