I use an impact driver and rubber hammer to get those sorts of caps out. The impact seems to help free them and also ensures the tool bit is driven into the hex head firmly while you do it.
If you don't grease the plug, that dry rubber grommet will grab the metal and make loosening difficult. I had an aftermarket screw in gas cap on my ST (Oberon, I think was the brand) and it too had an O-ring. If I tightened it just a bit too much it was dang near impossible to loosen. A tiny dab of silicone paste took care of that until the gas washed it away.I use an impact driver and rubber hammer to get those sorts of caps out. The impact seems to help free them and also ensures the tool bit is driven into the hex head firmly while you do it.
Now this young man was paying attention in classThere is a second, and I think more probable cause for the difficulty you encountered when trying to remove that crankshaft hole cap: The last person to remove and replace it didn't pay attention to the fine print in the Service Manual, which states "Apply Grease to the Threads".
I went into the Service Manual to find the torque for that cap and the little timing hole cap above it, and saw the "Note 7" beside each torque value. Note 7 says "Apply Grease to the Threads".
The torque values for both of those caps are extremely low. I guess, though, with a new O-ring installed on each one and grease on the threads, the very low torque is sufficient, because I can't ever recall seeing a post where someone has complained about oil leaks from either of those plugs.
Michael
Service Manual Specifications - Timing Hole and Crank Access Hole caps