From left to right: A Rio MP3 player (I owned that model actually), an Walkman style FM Radio (mostly a guess, could be something else), and a Beeper (remember those?)
I think the idea is that PC is lame because he has all of those devices that have become passe and or obsolete (can you even get beeper service anymore?).
I have that Rio as well. I think it's the Rio 500! Mine holds 32MB
A 32MB card cost ~$50 then.
I know, back in the "day" that was a decent amount of storage, today it is rather hilarious though.
This would be my interpretation as well.