Maybe it’s because I played them too late, but while I mostly had a blast playing HL2, the first one never clicked for me.
I know, it’s been very influential and new when it released, but it was still quite straight a FPS game. Whereas HL2 is like a crazy theme park of different ambiences and mechanics.
I’ve played Tales of Monkey Island. If you’ve played Telltale’s version of Sam and Max, it’s pretty much the same kind of take. Probably suffers quite a bit from the episodic format, and puzzles are a bit straightforward compared to classic monkey island games. Fans of the series mostly consider it a huge letdown.
Can’t say anything about the more serious parts the Telltale catalogue, I’ve never played those, but for having played this, the 3 Sam & Max seasons and Back to the Future, there was certainly a Telltale formula that started annoying me after a while. They went less and less subtle about crafting their dialogues so they all lead to the same answer, they clearly wrote their stories with an objective to reuse character models and assets, and they still used that in-house engine that looked and controlled terribly, barely improved through the years.