Does this count as ejaculation?

It may have been precum. And the head of the penis is pretty sensitive, so, massaging that part can quickly result in that.

If you didn't feel any contractions in his penis then it probably doesn't count.

Its probably pre-ejaculation fluid... it feels painful for the guy, but its a good pain like a torturous pain.

Was your boyfriend "finished" after that came out, or did he still have more to go? What you are probably describing is precum, this happens before the full blown ejaculate. It does have sperm in it so it could get you pregnant. That's why the "pull out" method doesn't work. It's completely normal.