A milking table is apparently (I've only seen these in porn) a massage table with a hole for your cock to dangle from as you lay on your stomach.  The provider sits under the table and strokes & blows you.  Thought it would be fun once.  The Venus 2000 is a machine for your dick that's not unlike those machines they milk cows with, only they're milking you.  Looks like a lot of fun to add that device to a bdsm session.  They both could be fun, they both could be silly, but either way, you only live once, right?