Determining the "best looking" Harley-Davidson model is subjective and can vary based on personal preferences. However, there are a few models that are often regarded as iconic in terms of design and aesthetics. One such model is the Harley-Davidson Fat Boy, introduced in 1990. It gained significant popularity and became famous for its muscular, bold, and timeless appearance, with distinctive features like the solid disc wheels, wide tires, and the characteristic softail frame. The Fat Boy's design has been considered a classic representation of a Harley-Davidson motorcycle and has even appeared in movies, further adding to its appeal.
Regarding the Harley-Davidson model that has aged worst over time in terms of appearance, opinions may vary. However, some enthusiasts have expressed mixed opinions about the design evolution of the Harley-Davidson Sportster models. While the Sportster has a long history and remains a beloved model, some argue that its design has seen fewer updates compared to other Harley-Davidson models. As a result, some individuals feel that the Sportster's aesthetics have become relatively outdated when compared to the brand's more recent offerings. It's important to note that this is a subjective opinion, and there are also many enthusiasts who appreciate and embrace the classic design of the Sportster line.
Ultimately, opinions on the best looking and least aging Harley-Davidson models can vary widely, as different people have different tastes and preferences when it comes to motorcycle design. Harley-Davidson has produced numerous iconic and visually appealing models over the years, each with its own unique charm and character.