This is like the nth time this subject has been posted.
Since I purchased my car used back in March, 2014 I have never had the old pan drain plug off. I have used this oil extractor:
https://www.amazon.com/America-5060T.../dp/B001445IZ8
I remove the dipstick, as in the video in post#13, and insert the larger hose in the hole. I get a little over 5 quarts of oil out. Put a thin film of silicone grease on the dipstick o-ring and install it. Change the filter. Fill it with a 5 qt. jug of Mobil 1 0W-20 oil, run the engine for a few minutes and then top it off with a little more oil. Never timed it, but it takes ~30 minutes total.
I have not changed the o-ring on the dipstick yet, so far no leaks.
Still using the same rubber gaskets that came with the oil extractor. I put a thin film of silicone grease on them also. I had to get a new vinyl hose, ~$0.45 a ft. at Ace Hardware. The original one became hard and brittle. I'm going to get a 3/8" ball valve to replace the plastic clip which after repeated uses does not work well.
Here's a good review video on it: