If you’ll take a trip down memory lane with me, you might recall that back when Jennifer Lopez had a music career, she sang a little ditty called “Jenny from the Block.” Many pop enthusiasts point to that song as the moment when Lopez officially jumped the shark, and the silly, tone-deaf song seems like as good a place as any to chart the beginning of J.Lo’s career disappointments.

I remember the song’s video for an entirely different reason, though – in it, Lopez wore those infamous Manolo Blahnik/Timberland boots that probably symbolize everything that was wrong with the pre-recession 2000s. And now when I’m looking at the Tory Burch Lyle Lug-Sole Ankle Boots, I can’t help but wonder – are they a little too similar to escape the same association in my head?

These boots certainly share a few aesthetic similarities, but I would be remiss if I didn’t mention that these boots are certainly more attractive than the Timbernolos. That might be faint praise, but hey, it’s something. Their intent is similar, however – to turn a work boot into a high-end shoe, and the caramel color make it difficult for one to not remind me of the other. Burch’s shoe is better executed, but I’m just not sure that I’m ready to revisit this look quite yet. I still have yet to forget the sartorial sins of the past. Buy through Saks for $395.