A. It can be difficult, so buy earbuds that include silicone tips in multiple sizes. Everyone’s ears are unique, so most earbud manufactures include small, medium, and large silicone tips that you can easily swap out. If you want a particularly snug fit, consider getting third-party earphone tips made of memory foam, which will always adjust to the contours of your ears.
The iPhone will drive the headphone fine and make a very nice sound, but the amp will make a big improvement in harmonic extension and soundstage. Use the amp whenever possible. Both Headfonia and I concur that the E07k is a great amp, and probably the best thing you can get for up to twice the price. I’m familiar only with the E07k, the E17, and the E12. I think the E07k beats the E17 (and both are also USB DACs), while the E12 is just an amp, and has a darker sound but with more power for inefficient headphones. The Philips is not inefficient.
In-ear headphones are like earbuds but are an upgrade to them. These headphones fit into the wearer's ear canal and stay in place with the use of foam or rubber tips. These tips are available in custom sizes so they can fit each individual wearer. When a proper fit's achieved, in-ear headphones reduce outside noise and deliver sound quality at about the same level as over-ear and on-ear headphones.