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Square head 1/4" NPT block water drains

what about a lathe chuck key, ground to size if necessary?

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Nope, needs to be female. I’d rather a 4-point rather than a 8-point.
 
This is what you need.


Find the one that fits tight, heat the plug, then pound in the extractor with a hammer, put some wax or PB Blaster on it and gently remove it with an impact gun using short bursts.

This was my method when I did tear downs when I was a machinist.
 
how about a metric 4 point socket....10mm would be close 10.16 =.40 https://www.amazon.com/HARFINGTON-B...chanical-Maintenance/dp/B0DQH27PCJ?gQT=1&th=1
This is spot-on. They're actually sold as 10mm drain plug sockets. Common on foreign cars. How they ended up in your block is another question entirely. But that's what you have. I just measured a couple 10mm open-end wrenches and got .401 - .403 across the flats, the socket should be similar.

Edited: The only other option I can think of is a 13/32 (.406) four-point socket, but they look hard to find.
 
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After 50 years, I can't take it anymore. I have to find the proper tool to remove these plugs. These plugs are square head .400" across. Yes, I can find square sockets. But not .400" across. Is there a Chrysler special tool for this? I can't fight this anymore. These blocks are over 50 years old and the plugs are stubborn. Yes, I can weld a nut on them and they've never failed to come out but I'd rather not have to do it that way. I have to find the proper tool to remove these plugs. Help me Obi-Wan Kenobe you're my only hope.
.400 measured at the top of the square or the bottom. They have a slight taper and a 1/4" square plug isn't exactly .250.
 
Four point 7/16.... and a piece of steel/aluminum shim.
(Out of curiosity, is a Metric socket close?)

Edit: sorry, didn't see post#27 before posting.
 
After 50 years, I can't take it anymore. I have to find the proper tool to remove these plugs. These plugs are square head .400" across. Yes, I can find square sockets. But not .400" across. Is there a Chrysler special tool for this? I can't fight this anymore. These blocks are over 50 years old and the plugs are stubborn. Yes, I can weld a nut on them and they've never failed to come out but I'd rather not have to do it that way. I have to find the proper tool to remove these plugs. Help me Obi-Wan Kenobe you're my only hope.
check these out: https://www.amazon.com/dp/B09F64XLC...3df11e5953&sp_csd=d2lkZ2V0TmFtZT1zcF9kZXRhaWw
 
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