I have 15 tattoos and this would be my advice when getting one: don't pick an area for where it might be less painful, you should get the tat where you want it to be permanently on your body, you might regret it later if you just pick a spot based on pain. Sorry speaking of experience... And the truth of matter is pain really depends on the person and their tolerance level. What might be tender and sore for one person might be just fine for you. My philosophy now is get it where you want it... Because that is what will make you truly happy with a tattoo! Hope that helps :)
The pain is fleeting and the tat is permanent so put it where you want it. If it shows when you dressed for work make sure the boss or the client won't object to it and it may hurt you if looking for a job. I like all 4 of mine and after your last tat you'll be thinking of the 1 you want next.
I have five of them and they didn't really hurt. A little uncomfortable briefly in certain spots but I wouldn't go as far as to say it was painful. My daughter is the biggest sissy I've ever seen and she sat through five hours of wings going from her shoulders to her lower back and she did fine.