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I pull a single motorcycle trailer with my 02 Prius. The boxster should be up to the job. Where the black bumper extensions are looks inviting for some sort of custom hitch. Brakes might be a bit scary, but adjusting your driving style can overcome this.
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2001 Boxster
2007 Toyota Highlander
2003 New Beetle Convertible, Turbo, Tip 6 speed 
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