Started with Audio-Technica m40x’s & had those for a couple of years.
Heard about the Phillips SHP9500 and purchased them for $59.99 on Amazon. I didn’t know what I was doing at the time (no Dac, no AMP and didn’t give myself time to get used to them), so in my ignorance, I didn’t hear $60 worth of difference over the m40’s, so I returned them.
Bought the Monoprice Retro’s for $25.00. I gave them a chance, but thought they were a toss up between the m40x’s, but didn’t bother to return them.
Got my first headphone amp and found that the Retro’s with amp sounded better than the m40’s. I was learning the importance of dacs & amps.
Purchased the Sennheiser 58x Jubilee’s and loved them. Visitors can’t get enough of that headphone. They always ask where I got them from.
About the same time, bought a used pair of Modhouse Argons and upgraded my headphone amp. These are amazing and I’ll probably never get rid of these. Definitely my go-to.
Looking for something portable to take to the beach, I bought a couple pairs of Koss KSC75. They were as good as advertised, but I’ve rarely used them. I don’t love how they clip on my ears.
Not loving the Koss KSC75’s fit, I purchased the Porta Pros about a month later with the Yaxi pad replacements. I LOVE THESE. If I’m not sitting down for a while at my desk and/or I’m not in the mood to have heavy headphones on, I reach for the Porta Pros. The 58x’s are better (richer, fuller), but I love, love, love the Porta Pros. Probably my second favorite next to the Argons.
I have a pair or Thieaudio Phantoms on order and hoping they live up to the hype. Will probably sell the 58x’s and m40’s to make room for them.
From the Phillips to the Phantoms was about 9 months. It’s been a fun journey!