The rule that I use is that the bigger the size of the headphone, the bigger the need for amplification. Of course factors like driver sensitivity and impedance will matter, but the general rule of thumb is, use a dedicated headphone amplifier for a full size headphone. Even a portable amplifier can be enough, depending on the type of the headphones.

Will Greenwald has been covering consumer technology for a decade, and has served on the editorial staffs of CNET.com, Sound & Vision, and Maximum PC. His work and analysis has been seen in GamePro, Tested.com, Geek.com, and several other publications. He currently covers consumer electronics in the PC Labs as the in-house home entertainment expert, reviewing TVs, media hubs, speakers, headphones, and gaming accessories. Will is also an ISF Level II-certified TV calibrator, which ensures the thoroughness and accuracy of all PCMag TV reviews.
The moving coil driver, more commonly referred to as a "dynamic" driver is the most common type used in headphones. It consists of a stationary magnet element affixed to the frame of the headphone, which sets up a static magnetic field. The magnet in headphones is typically composed of ferrite or neodymium. A voice coil, a light coil of wire, is suspended in the magnetic field of the magnet, attached to a diaphragm, typically fabricated from lightweight, high-stiffness-to-mass-ratio cellulose, polymer, carbon material, paper or the like. When the varying current of an audio signal is passed through the coil, it creates a varying magnetic field that reacts against the static magnetic field, exerting a varying force on the coil causing it and the attached diaphragm to vibrate. The vibrating diaphragm pushes on the air to produce sound waves.

Semi-open headphones, have a design that can be considered as a compromise between open-back headphones and closed-back headphones. Some[who?] believe the term "semi-open" is purely there for marketing purposes. There is no exact definition for the term semi-open headphone. Where the open-back approach has hardly any measure to block sound at the outer side of the diaphragm and the closed-back approach really has a closed chamber at the outer side of the diaphragm, a semi-open headphone can have a chamber to partially block sound while letting some sound through via openings or vents.
Be sure to assess the build quality of your prospective headphones. Some earbuds and portable devices are relatively fragile, for instance. If the headphones fold up for easy storage, are the hinges robust, or will they fall apart in a month or two? Don't forget to consider that the earpads and earbuds will get extensive wear and tear over the life of the headphones.
Portability can mean many things, such as appearance in public, having a secure fit so the headphone doesn’t shift off of your ears, amount of isolation from ambient noise (including active noise canceling), whether the headphone can be worn around the neck when not listening or it requires a carry case, and when extra amplification is required, whether a suitable amp can be found that’s OK to carry along with the portable music player.
Of the tested codecs we met, aptX and aptX HD fared the best out of all our candidates. While that may seem strange to say, on the whole their results were right where they needed to be in order to stand in for a wire for commuters, and listeners over 40. You’d really only run into issues at high volumes (90+dB), so while aptX isn’t quite able to keep up with CD quality, aptX HD is able to get extremely close to the mark with a little processing creativeness. Both codecs fall short in the highest frequencies a human could potentially hear, but the vast majority of people can’t hear sounds over 18kHz anyway.

Gaming headsets are headphones that have a microphone attached and allow users to speak to other people and hear them with the same device. In fact, gaming headsets have other practical applications as well. You can use them in business or personal situations when you want to speak to people on a computer using a video phone program or social media chat room. Although these work for music applications, they're more suited for conversational clarity.
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