The short answer is no, massage therapy should not hurt. A lot of people believe ‘no pain, no gain’ applies to massage, but pain is your body’s warning signal, telling you that something is wrong. Massage should not be a pain tolerance competition.
The long answer is that sometimes, massage comes with discomfort. Pain could be your body telling you that your massage therapist is about to put one of your joints at risk danger of further injury, and they need to stop. It could be caused by fascia or scar tissue coming un-stuck and allowing circulation to return to the area, sort of like when your toes thaw after playing in the cold for too long. Sometimes discomfort happens if you feel emotionally unsafe about getting body work done; your brain does not know the difference between emotional and physical pain. And sometimes it just hurts to have a spasm or trigger point worked on because the massage therapist went too deep too quickly. In all of these cases, it’s best to let your therapist know what you’re feeling. I promise it will not make you look weak.