Awwww, rough night. Especially when you have to deal with 2 lo's who need you. What's waking DD up at night?
Ok, so between 7:30 PM and 7:10 AM, he needed you twice, since the other times he was able to put himself back to sleep. If you look at it that way, it's not too bad. (I know, easy for me to say as I didn't spend an hour up with him during the night). Both those times you fed and gave teething tabs and he did a GOOD stretch afterwards each time. So definitely sounds like a teething issue, and probably a degree of hunger too as he's taking in less during the day.
Other than giving pain meds if / when needed, there's really not much else you can do. Oh, just a thought, I read here somewhere (looked for it, but can't find it now) that one of the moms gives meds as you would a DF, just pop it in without actually waking lo just before mom and dad head off to bed. Would he wake completely if you tried that?
I hope your efforts are rewarded soon by a beautiful little pearly white!!! At least then you'll know what you're dealing with the next time he starts "acting up" again.
BIG HUGS and really holding thumbs for a better night!!