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I think it would be a bad idea to plan big financial decisions like buying cars around your relationships. Since you have a kid, I think you might want to consider sedans, like the wrx or lancer evo. They're still very fun to drive but have a bit more functionality too. You might be able to trade one for your 86. The BMW 3 series is very comfortable, but coming from an 86, you will definitely feel like the driving experience is lacking. Or you could just get another job, make more money, and buy more cars.
But what would I know I'm just some guy on the internet
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