I vaguely remember computer magazines in the early 2000s talking about that: some lawyers suggested that EULAs were of questionable enforcability because they were negotiated solely by one party with legal resources and signed by one party without. The general status quo seems to have been "make threats and settle out of court" ever since, avoiding any sort of legal precedent being set.
I'm not a lawyer, so perhaps I'm unaware of a high profile case where such a thing happened, but as far as I'm aware EULAs are very similar to the state of DMCA takedowns: widely used as a cudgel against the little guy, since most people don't have the resources to fight it out in court, and in the rare cases of resistance they go for an out of court settlement.