
Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

Running these analyses costs money. Buy through my links to help keep lights on! I may get a small commission.
Just got my nephew(12yo) a Fiio ECHO Mini(MP# player w/bluetooth) and a set of Koss Porta Pro's. [https://www.amazon.com/FiiO-MINI-Bluetooth-Independent-Headphones/dp/B0DT3HZWVH?th=1](https://www.amazon.com/FiiO-MINI-Bluetooth-Independent-Headphones/dp/B0DT3HZWVH?th=1) [https://www.amazon.com/Koss-Porta-Pro-Wireless-2-0/dp/B0DBXNTS87](https://www.amazon.com/Koss-Porta-Pro-Wireless-2-0/dp/B0DBXNTS87) If he/she is into making music at all, check out the Teenage Engineering ko133. Super fun! [https://www.amazon.com/engineering-Operator-Sequencer-Recording-Microphone/dp/B079M56Z4G](https://www.amazon.com/engineering-Operator-Sequencer-Recording-Microphone/dp/B079M56Z4G)
So, my hat size is 8 1/4, my head circumference is a little over 25 inches (64cm). I'm looking for a set of travel headphones, $500CAD (about $370USD) or less. At someone's advice, I ordered and picked up a pair of Momentum 4s on sale. "They're huge!" they said. I had to wear them at the full extension and they were *painful,* they barely extended to below my earlobes and pressed down on top of my head something awful. Bose QC Ultra, Sony WH-1000XM4 too small. Bose QC45 *fits* (just) but it looks like I'm wearing a birthday hat perched on top of my head. I picked up a pair of Koss Bluetooth porta pros by the way. A great purchase, no regrets, they fit at full extension, but I would like something with a little more audio quality, know what I mean? Suggestions?
Porta Pro Wireless and KPH30 Wireless have audio pass through so you even if the battery takes a shit you can still use them for the rest of eternity as if they were the wired version. Will only buy bluetooth headphones that can do this.
I picked up the Koss Porta Pro Wireless. They are foldable and not as bulky as most over ear headphones. Sometimes I take the included case but usually just don’t. [Koss Porta Pro](https://koss.com/products/porta-pro-wireless)
The wireless 2.0 works well for phone calls. Same sound signature as the originals as well.
I love both my Bokeh Open and Bokeh Closed very much. I love the build quality and especially the sound signature. Zach just knows how to tune a headphone. Plus I love being able to have that ZMF sound in a portable form factor. I can go from my desk with OTL tubes to a Bluetooth dongle to laying in bed or whatever.
The Bokeh. And the Porta Pro wireless 2.0 for on the go https://preview.redd.it/x4v3kg3tv7xg1.jpeg?width=4000&format=pjpg&auto=webp&s=df28ee1363dc9d341232cfb53a40664be72db333
Porta Pro Wireless is the most comfortable wireless headphone I've ever used, due to the light weight and clamp force. If you need noise cancellation, I can recommend the Bose Quiet Comfort Ultra - it sounds ok once you turn down the bass in the app.

Sennheiser
HD 560S
Budget gaming king with clear sound, but tight fit.

Sony
WH-1000XM4
ANC king, durable, but unreliable mic and touch controls.

Sennheiser
HD 6XX
Legendary mids, durable, but narrow soundstage and weak bass.

Sennheiser
HD 490 PRO
Super comfortable, wide soundstage for gaming, versatile pads.

Sennheiser
HD 599
Super comfortable, easy to drive, wide soundstage, open-back.

Ranked #1
Sennheiser - HD 6XX

Ranked #1
FiiO - FT1 Closed-back Headphones

Ranked #1
Sennheiser - HD 560S

Ranked #1
Sony - MDR-7506

Ranked #1
Sony - WH-1000XM4

Ranked #1
Sennheiser - HD 560S