Let’s face it—guitars are supposed to look as good as they sound. They’re an extension of the player’s personality, a visual statement as much as an auditory one. But every now and then, a guitar comes along that leaves us scratching our heads, wondering, “What were they thinking?” In this article, we’re going to take a look at five of the ugliest guitars ever made. These are the guitars that made even the most die-hard collectors say, “Maybe not.” Let’s dive into the world of design disasters and find out what makes these guitars so cringe-worthy.
1. Gibson Reverse Flying V: The Backwards Blunder
Gibson’s Flying V is a classic design, beloved by rockers and metalheads alike. So, what did they do in 2007? They decided to reverse it. Yes, the Gibson Reverse Flying V flips the iconic shape upside down, resulting in a guitar that looks like it’s perpetually falling over. The sleek, sharp lines of the original Flying V are completely lost in this awkward, top-heavy monstrosity. Not surprisingly, it didn’t last long in production, and it’s a rare (and often avoided) find today. Some ideas should just stay on the drawing board.

2. Eastwood Airline ’59 Custom: The Plastic Fantastic Misstep
The Eastwood Airline ’59 Custom is a tribute to the original Airline guitars made by Valco in the 1950s and ’60s, but with a twist—these guitars are made of Res-O-Glas, a fiberglass material. While the retro vibe is cool, the execution leaves a lot to be desired. The bulky, plastic-like body, paired with odd color schemes and an overly chunky design, makes this guitar look more like a toy than a serious instrument.

Despite its efforts to capture the vintage charm, the Airline ’59 Custom often comes across as awkward and clunky, rather than classic and cool. It’s one of those guitars that might be better appreciated on a wall than in your hands.

3. Ibanez Xiphos: The Sci-Fi Nightmare
If you’ve ever wondered what would happen if a guitar and a spaceship had a baby, look no further than the Ibanez Xiphos. With its asymmetric, star-shaped body and sharp, jutting edges, the Xiphos looks like it’s straight out of a 1980s sci-fi movie.

While it might appeal to those with a taste for the futuristic and bizarre, most players found it more of an eyesore than an icon. Its awkward shape also made it a challenge to play, which didn’t help its case. The Xiphos is a prime example of a design that just didn’t quite hit the mark.

4. Bo Diddley’s Gretsch Jupiter Thunderbird: The Rectangle That Rocks
Bo Diddley was a pioneer in the world of rock and roll, and his custom Gretsch Jupiter Thunderbird is as unique as the man himself. But let’s be honest—this guitar is just odd. While it’s undeniably cool that Bo Diddley played it, the Jupiter Thunderbird’s blocky, angular shape doesn’t exactly scream elegance. It’s more like a plank of wood that someone slapped a neck on.

Sure, it’s iconic in its own way, but in terms of aesthetics, it’s hard to argue that this guitar is anything but awkward-looking.
5. Kawai Moonsault: The Space Oddity
The Kawai Moonsault is one of the most bizarre guitar designs ever conceived. Shaped like a crescent moon, this Japanese guitar from the 1980s looks more like a prop from a sci-fi movie than a musical instrument. While the idea of a moon-shaped guitar might sound cool in theory, the execution was far from stellar.

The awkward shape makes it difficult to play comfortably, and its overly literal design often leaves players and audiences alike scratching their heads. The Kawai Moonsault is a prime example of how form over function can sometimes lead to a truly peculiar result. It’s definitely a guitar that stands out, but not necessarily for the right reasons.
Conclusion:
So there you have it—five of the ugliest guitars ever to grace (or disgrace) the music world. From the backwards disaster of the Gibson Reverse Flying V to the sci-fi horror of the Ibanez Xiphos, these guitars remind us that not every design is a winner. While some of these models have their fans (beauty is in the eye of the beholder, after all), it’s safe to say that they’re not everyone’s cup of tea. But hey, at least they give us something to talk about! Whether you love them or hate them, these guitars are proof that pushing the boundaries of design can sometimes lead to some pretty strange places.


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