The classic Grand Theft Auto games (GTA, GTA2, GTA3, Vice City, and San Andreas) are filled with amazing details that were ahead of the curve.
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Sources:

#30. https://gta.fandom.com/wiki/Gangs_in_GTA_San_Andreas
#29 https://gta.fandom.com/wiki/Denise_Robinson
#28. https://gta.fandom.com/wiki/Carl_Johnson https://gta.fandom.com/wiki/Dialogues_in_GTA_San_Andreas
#27. https://gta.fandom.com/wiki/Eating#:~:text=In%20GTA%20San%20Andreas%2C%20the,game%20resets%20the%20hunger%20counter.
#26. https://gta.fandom.com/wiki/Weather

#21. https://i.chzbgr.com/full/6040911872/h0BA9ECF8/who-the-hell-goes-roller-skating-in-the-sand
#20. https://gta.fandom.com/wiki/Weather
#19. http://en.wikigta.org/wiki/Chariot_Hotel
#18. https://gtaforums.com/topic/904135-the-north-bug/
#17. https://gta.fandom.com/wiki/Statistics#Stamina
#16. https://gta.fandom.com/wiki/Vicefree_Bus_Line
Ghost ships https://gta-myths.fandom.com/wiki/Ghost_Ships_(GTA_Vice_City)
Vice Squad https://gta.fandom.com/wiki/Vice_Squad

GTA III
#8 https://gta.fandom.com/wiki/Claude#Personality

#6. https://gta.fandom.com/wiki/Controversy#Dismemberment
https://gta.fandom.com/wiki/Blood
https://gta.fandom.com/wiki/Street_Criminals https://gta.fandom.com/wiki/Pedestrians
https://gta-myths.fandom.com/wiki/Exploding_Vehicles
https://www.grandtheftwiki.com/Paramedics https://gta.fandom.com/wiki/Paramedics
https://gta.fandom.com/wiki/Grand_Theft_Auto_2#GTA_2:_The_Movie

Places closing
https://gtaforums.com/topic/743422-some-places-closes-at-day-and-opens-on-night/

Ghost ships https://gta-myths.fandom.com/wiki/Ghost_Ships_(GTA_Vice_City)

source