I have a simple rule for trading, if I want a player, I make the initial offer. If someone wants a player from my team, he makes the initial offer. I don't play that game where an owner sends me an email saying "I'm interested in player X, what would you want for him?". If it's a player that I'm not really interested in trading, I'll usually say so, but I will also tell that owner that I will listen to all offers. If it's a player that I wouldn't mind trading, but haven't really put much thought into it, I might say something like, "I wouldn't mind trading for a RB or WR, so make an offer if you're interested in one of my players". I then may or may not counter offer.
If it's a player that I want from his team, I will always try to make a good first offer. I don't believe in the low ball first offer, for the sake of him making a counter, then I counter that. Business doesn't have to be done that way. I've found that if I make a good first offer, I usually get more trades done without insulting the other owner. Some will say, but you might have gotten him cheaper. I say to that, yes, but I also may not be able to trade with that owner again. Memories of being cheated can last a long time in a dynasty league. If I make a good first offer, and he accepts my offer, he will have good memories of dealing with me. That also goes a long way in a dynasty league.
In closing, the problem with a lot of owners, is that they cannot, or will not, make an offer for a player they covet. So they try the "What would you want for so an so" tactic. They are either scared of making a bad trade, or just plain sucks at it, or they are fishing for the other owner to make a mistake, so they can get something for nothing.