When I was hired at Jalopnik, my coworkers and you the readers knew me as the lady with four Smart Fortwos. Yet, I seemingly pulled a switcheroo on all of you by amassing a collection of Volkswagens.

Gregory had a 2017 Smart ForTwo Cabrio that was recently totaled. It was tiny but it was loaded, and he really loved it. He is looking for another drop-top that is still fun and funky without being ...