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Around 8m, we dropped the third nap because he would started skipping it pretty regularly. First nap was usually pretty long, but the second and third naps were pretty short - 45m-ish. After we officially dropped the third nap, the two naps were both around 90m long.

She was taking decent first and second naps which would push the third nap too late and too close to "bedtime" (which is still flexible anyway). We switched to 2-3-4, roughly.

Also, I have a toddler, so it's just a lot easier for me to plan outings based on two naps, not three.

I can't remember with our older son. But I've been trying to figure this out for C now as well. I feel like she needs a 3rd because her second nap ends around 1:30 and she can't go like 5.5 hours until bedtime. But it ends up being from 4:30/5:00 to 5:30 and then she isn't ready for bed until 8ish which is too late. Blech. Let me know how 2 naps goes and maybe we'll try it too!
@Mrs. Pickle: @Foodnerd81: is 2-3-4 the length of wake time between naps?

Eventually the 3rd nap had to get progressively shorter as wake times extended and he naturally wouldn't sleep more than 45 minutes no matter what beginning around 4 months. You could set a clock to it. We dropped it around 5 or 6 months when he just refused to go down for it at all. At that point we did long baths to keep him happy and bumped up bedtime like 15 minutes and it was fine. The first two naps were 90 minutes to 2 hours and they didn't really get longer after the transition except they were really solidly 2 hours each until 10 months. We did a 2.5, 2.5, 3 schedule for a long time.

@DesertDreams88: unless they are waking him up, I'm not sure how much they can do to lengthen a nap. they can control when they put him down for a nap but can't really control how long he stays asleep.