The water company won't be happy with you pulling their meter. It looks like you are installing a jumper to steal water.
Is all that below grade in hole that keeps it from freezing ??
WHERE are you located, is it really necessary to blow out 100% of all underground water all the way back to meter ??
Why can't you add blow-out port on the house side after you turn off waterflow at meter?? Also add drain port on house side (likely in basement that can dump in floor drain). Likely most of that below-grade water will flow out with gravity, and with the compressed air you'd get 100% of that water out (not sure if that's necessary though).
Sometimes the shutoff at meter isn't all that great anyway and leaks past the shutoff. Likely better solution to let all that flow out with gravity (or help w/ compressed air) and just let that below-grade line stay "open" to the drain port.
You'd obviously blow out all in pipes within the house which is where your REAL RISK of frozen water pipes can cause damage.
If I don't remove the meter in the winter it'll freeze and burst and then they'll make me pay for a new one
Around here, North Carolina, most of our meters are in the ground in a "waterbox." If anything happens before the meter it's the utility problem, after the meter it's out problem. Why is it above ground? How are everyone else's meters around/near it mounted?
I sell those parts. We call it a "meter coupling" but I have heard others call it, "meter ******" or "meter spud" or "meter adapter" or "meter pig tail"
Note: The side that connects to the meter is NOT standard pipe thread.

Wow, sounds like you're doing a lot of work every year, because the township has sub-standard water system subject to freezing . . ie ABOVE frost line !!
Heck, since you're shutting off water (ie the protected portion under frost line) with the "curb key" then effectively OP is doing the township's work every year to prevent THEIR meter from freezing (since above ground) !!! Going the extra nine yards and removing the meter to prevent that portion of line from freezing is again extra unpaid work OP is doing for the township !!
What OP really needs is blow out port IN-LINE in the buried portion ahead of the meter (BELOW frost line) but after the curb shut-off valve !! Thus another curb key shutoff in T that leads to pipe above ground that OP could blow out the entire system. NOT going to happen as township won't let you touch that portion of waterline.
OP is right on track with what he's doing . . . but ALL FOR FREE (that should have been done by township on their nickel) !!
Carry on . . . . and OP you're waaaaaay too nice of a guy doing all that for free.
I can't seem to find the male version of the meter coupling stub... So I'll just get the female stub and attach that to the inlet side of the meter and start blowing from there. Hopefully that won't make the meter spin too much!
Is this what you are looking for. (scroll down, about mid page, product #74619)
http://www.aymcdonald.com/en-US/No-lead-meter-setters-accessories.html
Is this what you are looking for. (scroll down, about mid page, product #74619)
http://www.aymcdonald.com/en-US/No-lead-meter-setters-accessories.html