I've been making music for a couple years now. I recently started using a computer, and now I still mostly just play synths/record vocals live (with the occasional unique instrument), and only use a DAW for recording and mixing/mastering. I am looking for an affordable way to listen to myself while I play, and just a general good speaker system. My room is a pungent acoustic dumpster fire anyway so I don't need anything fancy or super accurate, I use over-ears for that.

Here's the catch: I can't stand wearing headphones. I have glasses, which makes them super uncomfortable to wear for anything but the occasional mixing and mastering. Everyone I know recommends bass amps for synthesizers, but the internet also says they suck for listening to anything else. I just need something good, that will allow for a full range of sounds, without being expensive or too tailored to properly treated rooms.

Any recommendations on the type of speaker/specifics?

assuming you have an audio interface, i would recommend the kali lp-6 speakers - you can find a pair of these used on ebay for ~ US $250 and there is not much else in that price range that will offer as much full range power.

however if you want to spend more money there are a lot more options in $500 - $1500 and there are tons of great threads going over specifics, i would recommend searching for some of those before making any purchases and testing them if possible.

good luck

Just get some reasonable Genelec or Yamaha actives.

Used market full of them, starting maybe circa $250

For h/phones I wear Beyer DT series (770,880,990) and have done for as long as I have worn glasses. I know what you mean though, I struggle with various other brand being highly annoying and very uncomfortable.

But I don't know how big your head is?

Thanks for clearing things up.

I can't recommend, using a bass amp for synths. All but the most expensive ones are going to colour your sound in a mostly annoying way.
I use Genelecs with a sub. I know some people who love their Yamahas (HS8?) with their synths.
Also wearing glasses for a very long time. I had a couple of on-ear headphones, that were very annoying. And for some reason, I can't use in-ears. They never fit.
I am very happy with my DT1770 and my Audio Technica R70x. Very comfortable for a big head with glasses.

I would be among the first to tell you to get speakers. I would be among the first to tell you to get speakers even if your room is "not treated" or is "big" or is "small". I would recommend speakers even if you did not wear glasses. Everybody should have speakers.

But there is no reason to not seek out improvements on the Headphone Comfort front as well. I wear glasses and I have a few pairs of headphones that work well for me for long-term wearing. One is a pair of Grado 225s. All these Grados are super-light and just rest gently on top of your ears. Obviously not good for isolation. The other ones I can wear for long periods are the Beyer DT series. DT 770, DT990 etc They are really big around and give good isolation but their cushioning is some kind of velour or something that 'gives way' to the glasses frame better than a leather or plastic covered cushion will.

Another thing I have heard of is people "breaking in" their headphone cushions to have a 'channel' for the glasses frame. I am not sure exactly how they do this. I assume it is with a dummy head or an elastic band or a clamp or something and not by wearing them for 12 hours a day.
for a gig maybe. Not for studio monitoring.
for once the internet is right
I can vouch for the Kalis. We got a pair on an "emergency" basis when our speakers blew, but now we use them all the time.

+1

Good nearfield monitors AND a sub.

Can't get by without a sub, period. You need it to determine what's happening with your bass and kicks.

Kali makes great monitors and subs, and they are reasonably priced.

With you on headphones. I only wear them when I'm tracking a vocalist.