I've never had a problem diving with or without a hood. (Equalizing, that is.) A little water usually gets in all by itself since it's a wet hood; so I've never had to pull the hood away. I've never had a too-tight hood suction to my ear and cause the issues the OP described, so I also would suspect fit. As suggested, however, a little cold water that quickly heats up solves that issue.SparticleBrane:The way I see it--
My hood doesn't usually let water in through the ear area unless I specifically pull it back. Unless I do this, as I descend I can feel the squeeze. Thus there is a pressure differential between the inside of the hood and the outside. Probably small, but enough to be noticeable. What happens if you're at depth and somehow your hood lets in a rush of water (say you get kicked or whatever). Would this change in pressure possibly be enough to hurt your ears? Most likely no but it isn't something I'd want to chance.
I let water completely fill up my ears as I'm descending, especially with a hood. After a quick moment of chilly water I'm all warm again--big deal. If you use a 50/50 white vinegar/rubbing alcohol mix in your ears after your dive you probably won't have any issues with infections either (if you want to do it US Navy style, 5 minutes in each ear).
My chronic ear infections, however, were 100% solved by the 50/50 mix SparticleBrane recommended. 5 minutes in each ear. A PITA when you want to hang out and socialize, but far better than pain, antibiotics, and no diving for 3 weeks each time!