I don't like to sell either, but when I have to I choose a game that I play the least, and/or easiest to replace. So far no regrets after all 6 sales once they were gone. I'm really fond of my collection at the moment so the next round (coming soon) will be much tougher decisions. Maybe you're just due to swap a few out to refresh your lineup, that way the new games will make you forget the old? You are definitely lacking in EM/SS machines, may be worth trying some out?
Your collection is very nice, as you have some that would be tough to replace (SC, Tron LE, ACDC LE?), and the rest not so bad. However if the rest are in cherry condition then yes you'll have a tougher time replacing them as well. On the other hand if that's the case, your games will fetch enough money so that if you decide you want one of them back (you will not want them all back) then you'll have the cash in hand to do so.
The following is my personal opinion based on my tastes and rarity, feel free to ignore it
Keepers: SC METLE IJ GNR ACDCLE MM TAF TRONLE
Borderline: WOZ
Let Go: BSD AFM FH STTNG WH20 SS CFTBL MB TZ
You may also find yourself surprised and get an offer you can't refuse on games you thought were keepers