These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
The soundtrack of IV took a direction of having less classic tracks and more niche ones (This is also the case with V, although to a far lesser extent). Whether this doesn't matter and the games still have a fine music selection or the soundtracks pale in comparison to those from the 3D era seem to depend on the person you ask. There is also a bit of conflict between fans of the IV soundtrack and fans of the V soundtrack.
Crosses the Line Twice: "Dios mío, you shot him! There's blood!... and pubic hair!... all over the studio!!" And more.
Crowning Music of Awesome: Obviously, seeing as they are radio stations. Rockstar usually goes through pains to appropriately pick contemporary and appropriate music for each station.
Special mention goes to K-ROSE in San Andreas. It's country, but somehow it works when you're driving through the woods.
To get an idea of just how much this trope applies, look up the YouTube video for any song ever featured in GTA Radio and check out the comments. If you can make it through the first page without seeing at least three comments about GTA, you've reached the low end of the spectrum.
Chatterbox from III provided the humour on the radio that many players ignored the soundtrack stations. In most of the later games, there are usually a few hilarious talk shows to choose from.
Hans Oberlander, the DJ of SF-UR has quite a few fans thanks to his fun personality and for being very quotable. It helps that SF-UR is also considered to be one of the best stations in the series.
Genius Bonus: Morgan Merryweather often messes up references to classical culture. How many GTA fans are going to know Marcel Proust is French, not Italian?
Growing the Beard: Either Vice City for moving away from original music and having a large variety of classic licensed songs in its place, or San Andreas for introducing randomisation to the radio scripts, allowing the radio to react to the main story.
Hilarious in Hindsight: San Andreas has a radio ad for the American Bank of Los Santos saying that borrowing money for lifestyle is "only a risk if you get into money troubles or the economy changes, which doesn't seem likely!". The game was released in 2004.
This was probably intentional. Even in the early 2000's, there were signs that the economy was going south.
One of the reality-challenged guests on Vice City's talk radio is a Straw Feminist who has written a book about spending a year disguised as a man, disgustedly recounting the (rather mundane) things men do when women aren't around. Four years later, journalist Norah Vincent published a (much more reasoned and sane) book named Self-Made Man: My Year Disguised As A Man.
IV and Episodes From Liberty City takes many jabs towards internet radio, claiming that "no one listens to it". Not only would internet radio become far more popular in The New Tens, but Lazlow Jones' real life radio show became an internet podcast in 2010.
V has a radio ad for Cloud devices stating that your data is on everyone else's devices. Much funnier since someone hacked Apple's iCloud and leaked naked photos of celebrities.
In 2006, a man in Northern Ireland started a service similar to Fernando's New Beginnings (a dating agency for cheating spouses) that even used the same slogan ("Taking the monotony out of monogamy"). When he went on The Ray D'Arcy show to advertise, Genre Savvy listeners lampshaded the whole thing.
Episodes From Liberty City's San Juan Sounds had Henry Santos mention that the Dominican Republic was previously close to becoming a US State, which becomes funnier after the Puerto Rico 2012 referendum voted in favour of becoming one.
Henry Santos:We could have become just like Alaska!
Older Than They Think: You'll be very enlightened if you listen to contemporary hip-hop, then listen to the other radio stations in the games. In addition to the obvious hits from the different time periods, they included a lot of songs that have been sampled for famous rap cuts, probably because those are the easiest to license. Examples include the Isley Brothers' "Between The Sheets" (which was turned into The Notorious B.I.G.'s "Big Poppa") and "Footsteps in the Dark" (whose main guitar riff was used in Ice Cube's "It Was a Good Day", itself featured in San Andreas), and David Mc Callum's "The Edge" (which was the basis for Dr. Dre's "The Next Episode").
Going off that, in V you can hear "The Next Episode"... then switch and hear the Trammps' "Rubber Band" (sampled for The Game's hit "Hate It or Love It"). Shit's like a hydra.
Shallow Parody: The Take Thats in IV got a lot less subtle, and tended more towards mocking specific people and shows rather than genres. Still didn't prevent it from having its funny moments.
Song Association: Lampshaded in IV when the rap station DJ says you'd better like "Flashing Lights" because they are gonna play it again, and again, and again.note Which isn't a bad thing, being that the rest of the station's lineup comes from New York at a time when New York hip-hop was at its lowest point in years. Hi, Fat Joe!