Take some advice from a Mass resident, IMO you should get the permit, and buy a handgun or two, as laws are only going to get stricter, or stay the same, but high cap mags are getting scarcer.
In 10 or 20 years from now you might well not be able to pick up your chosen brand of semi auto handgun, then purchase some pre-ban high cap mags for it. Future guns might be restricted, or re-designed to not take old style mags, or old style mags might be completely illegal, except for those who already own them. Canada, Calif, Mass, and lots of other states allow people to be grandfathered in on lots of good stuff, but no new purchases.
The laws are either going to stay the same, or get stricter, and high cap mags will keep getting scarcer and more expensive.
Get at least one decent one now, 10 years from now you'll be glad you did.