Hi Trevor,
From what I can see in the tailstock housing photo the thread seams to be full of small particles of swarf.
One thing I would do is with a single point internal screw cutting tool, is to clean out the thread with this. A single point tool used methodically will show up any defect in the thread which can be scarped away using the tool.
Then it needs to be clean, really clean. Start with an old tooth brush dipped in white spirit regularly. Mop up the accumulation from the bottom of the bore as you go, don't allow this to flow towards the tailstock barrel. If you have, Isopropyl, brake drum degreaser use this with the tooth brush afterwards, but watch the paint on the body of the tailstock. It might be wise to wrap some masking tape over this and around the edge to protect it.
Finally with some cotton material from an old Tee shirt, wrap a strip several times around a piece of small diameter, plastic, or steel bar. Work this around the thread to remove the last bits of debris. This might need doing several times.
My hunch is the female thread is at fault, but just to be on the safe side, put the male housing on a mandrel in the lathe. Running in backgear with a half round Swiss needle file run up the flanks of the thread using the flat of the file. Then pay attention to the crests of the thread again with the flat of the file. You are looking to remove damage not a load of material. Coating the thread with felt tip marker will show where you are taking material/damage off.
Don't be tempted to use a 3 square or Triangular Swiss needle file, this is the wrong included angle, and please be sure to have some protection on the Swiss needle file handle. I saw one lad at school with the handle of the file under the skin of his right palm like a large thorn.
Then clean this thread as above. A trial assembly without any oil should see the thread screw in further than before. If this happens replace the feedscrew and then lightly oil the thread which should go fully home now. If you have to use the Tommy bar it needs more work I am afraid.
My feeling is that when you unscrewed the thread it actually "picked up", not your fault these things are sent to test us. As you say you had to use the Tommy bar to release the housing. Once the housing had been released it should have unscrewed by hand, the grease nipple providing all the leverage needed.
Regards
Gray,
Edited By Graham Meek on 07/05/2020 10:30:09