Display MoreI'm not crazy about playing with headphones, but sometimes late at night it's a necessity. I find playing through the Kemper with cans more enjoyable than any other digital guitar solution I've tried, including the Axe II. As mentioned, using the "space" control is a must.
A person's perception of their tone through headphones is extremely dependent on the headphones themselves. They have different frequency responses or "sonic signatures" and different models sound massively different from one another.
Generally, it's best to choose as "flat" of a frequency response as possible, yet no pair of headphones is perfectly flat. Also, take into consideration the design of the headphones (closed back, open, semi-open). This makes a huge difference. Open-back designs leak sound both in and out of the headphones but a lot of people (including myself) find them much more enjoyable to play guitar through. They don't sound so boxed in or isolated.
ATH M50s (mentioned previously) are a popular set of headphones and may be "flatter" than say, Dr. Dre Beats, but really are still far from flat. Anyone who doesn't believe me can just check out the response graph at headphone.com. Also, not a fan of the closed back desing of the M50s.
Well, that may be, but out of the affordable options they were by far the most neutral sounding that I tried.
In any case, when I want to play at night I normally just play my electric unplugged, I like it better this way than with headphones.