You are proving once again that you lack the sense God gave a goose. Those boots do not resemble go-go boots in the slightest. They are more like wellies or other boots made for walking in wet muddy slippery ground. You would know this if you put your head where daylight shines.
The meme dates from October of 2022.
The joke is attributed to Jimmy Fallon who said, “You’re not allowed to pass a ‘Don’t say gay’ bill, and then show up wearing Nancy Sinatra boots.” The Lincoln Project an extreme anti-Trump GOP PAC posted a comparison of this photo with the green M&M character captioned, “Who wore it best?”
An Aug 28, 2023 article at the DailyDot.com see .../debug/ron-desantis-white-boots/
has more details and shows the true nature of these attacks.