V-Moda M-100 Crossfade Wireless, and Sennheiser Momentum 2.0. V-Moda can be found for about 35 dollars above your price ceiling. Sennheiser lists at $499, WAY over your ceiling, but they have come down in price. They can b e found in the $389 range, still probably too high for you, but you need to hear them... Well worth the money. I have the aforementioned Sennheiser Urbanite XL, but I hesitate to recommend them. They have good base, but they lack clarity, mostly in the mid and high frequency area. They are also a bit uncomfortable, which is an area where their more expensive brother, the Momentum 2.0 excels. You did not distinguish between open or closed headphones; An amazing open over-ear option for overall excellent sound, and tight, enjoyable bass are the Phillips SHP9500. You can find a million reviews on YouTube, and they are currently $65 bucks, which is what I paid for them. Easily the biggest bang for your buck when it comes to hi-fidelity, build and comfort. I also have two in-ear headphones that are also worth mentioning. The Beats Powerbeats 2 Wireless are great in-ears, and their bass is pretty good for an in-ear. I bought and returned the highly regarded Jay Bird X2 bluetooth earphones because their noise isolation was poor, their peak volume was too low, and their bass was insufficient for my taste as well. I believe they had good over-all clarity, just too soft when it comes to volume. Had they been louder, I would have kept them, despite the average bass response. Almost lastly, I have an awesome budget bluetooth option that comes very close to the Powerbeats 2, and that is the Treblab XR100. These are basically copies of the Powerbeats. There are several versions of the Treblab, such as the Bluephonic, and others. The two I mentioned are exactly the same, and I have both. (gave the Bluephonic to my son) At $39, these are a HUGE must buy. I would say they are a bit louder than the Powerbeats 2, but they lack their refinement by just a touch. I use my Treblabs more often than my Beats Powerbeats 2, now that I think about it. I would add that the Bluephonic and the Treblabs both have better earphone tips than the Beats. They are very comfortable, they stay in your ear better, and they isolate pretty well. Finally, I have not tried these closed over-ear cans, but they are worth mentioning because of the hundreds of rev iews that say they have fantastic bass, and that is the Sony MDR-XB950. The XB stands for extra bass, and apparently, this is very true. You can get a refurbished pair for $99, and a new pair for $148. They are wireless, and said to be very comfortable, a long battery life, (20 hours & rechargable), have NFC pairing, and built-in microphone. Maybe you should give these a try? Good luck bro.