I'd probably get the E55... its a freakin mercedes and is such a pimp car.

 

I would tell you to get the E55 because it will hold it's value much longer than the STi. While I think the STi one helluv a car, the Mercedes E55 just oozzes luxury, and straight P.I.M.P. All you need is some aftermarket rims and you are basically good to go. I am only nineteen years old, and I could see myself in a E55 til I become a grumpy old man (who can afford an exotic =P). Where as the STi is more of a "young" car.