Aod automatic transmission

That drain plug is not factory. To do a proper transmission service you drop the pan and replace the filter. You can drain the pan first from that drain plug to make it a cleaner job. You fill it through the dipstick tube. With just a drain and filter change you'll need 5-7 quarts of mercon

The drain plug is a good option AFTER you drop the pan, install a new filter, a refill it with new fluid..
THEN you can come back after a few miles and dump the fluid from the added drain plug ( you can do this more than once) to try and get a more complete fluid flush in an Automatic....

That first picture appears to be your trans mount and crossmember. The bolt facing the camera is a tailshaft housing bolt, has nothing to do with drain/fill. Your dipstick should be behind the engine on the passenger side and you fill through that. Also, I'm concerned about that drain plug washer. You need a smaller harder washer or a plug that has a shoulder on it, the washer looks like it's being squeezed out and probably won't seal well. You can also drain the torque converter if you're feeling ambitious, remove the bottom front bell housing cover and turn the engine until the drain plug is at the bottom. If you completely drain trans and converter you will need about 12 quarts total. Put fluid in until full on dipstick, start car and run just for a few seconds to fill converter, then shut off and add a couple more quarts. Check your dipstick while running, if it's showing on dipstick but low don't add any fluid until it's fully warmed up. If dipstick is dry add a quart and check again when warm.

foxbodybill89 said:

You can also drain the torque converter if you're feeling ambitious, remove the bottom front bell housing cover and turn the engine until the drain plug is at the bottom.

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I have found torque converter drain plugs to be a real hit and miss deal... Most do NOT have them...

foxbodybill89 said:

That first picture appears to be your trans mount and crossmember.

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Agree. And is that trans mount split/cracked? And being oil-soaked isn't helping it's well being either.