Do on-ear headphones carry a negative connotation? I wear them because earbuds make my ears hurt after a while.

Its all about the over-ear mate.. over-ear..

Haha ok...I guess technically I'm wearing "over-ear" headphones right now. Hyper-X...pretty cheap gaming headset, extremely comfortable, no flashing led lights or other weird gamer features. Decent sound too.

This is a silly question, but do they go fully around the ear?

I have bigger ears and a get a lot of discomfort from most headphones. I have a pair of Audio Technica ATH-A900X (with huge cans) at home, but I'm always hunting for a cheaper pair to carry around with me.

Yes, they fit around my ears nicely. I've always been uncomfortable with the padding touching my ears the way you describe. I'm pretty picky, but I've found the HyperX headset to be way more comfortable than some other, very expensive headsets that I've tried. I've had them for almost two years now and they've been very durable as well.

Have you tried the Logitech G930? $70, wireless USB with great microphone and great range.

My ears are huge, they fit very well within these earpads. By comparison I use the Beyerdynamic DT770 as my music headphones (vs travel) as those are the only ones I've tried so far that fit my ears and are super comfortable.

+1 My HyperX Cloud 2's are the only over-ear headset I'll ever use again. Fantastic sound, build quality and comfort.

Has he also duct taped over the brand name? 2016 San Francisco, I see you!

The duct tape is made to look decorative, but it's standard practice in Film / TV / Advertising to obscure brand names.

A good way to recognize a stock photo is to look for brand names or logos. If you see any, it's not a stock photo.