Recently I was solicited by a prostitute and I don't think i was too helpful.  Here is the story.
I was traveling.  In the jurisdiction in question, prostitution is thought to be illegal, but as I understand it, only working a brothel, or working the street, is actually illegal.  Paid sex arranged by an agency and discussed in a home or hotel room is legal.  This understanding, or misunderstanding, as it may be, caused me to be naive enough to think the twenty-something girl who asked if i wanted to go up to my room and talk might actually be interested in this slightly thick middle-aged man.  As I don't take part in random sexual encounters, I offered to sit and talk with her in the casino lounge of my hotel instead.  Like I said, I was naive, and not in tune with what was up, nor do I know the scene so as to know the "process".  We talked about our home towns, our families, and the cultures of Long Island and middle America.   Until we got to the part about her brother not talking to her since she started "doing this" I had no clue what was up.  When I finally realized the situation, I tried to defuse it and back my way out, and eventually I got to the point of saying "I don't want to take advantage of you" and "you're made for better things than this".   Both true statements, and both intended with compassion, but both critical and judgemental to a woman who obviously was not doing what she had always dreamed of doing.
How could I better have imparted Christ in that moment?  What better expression of her value and dignity could I have made?  I know she was not pleased with my responses because she left with an "I hope the next guy just tells me right away if he's not interested".  THAT was not my failing, as I didnt know the girl was working in the first place.  Her only concern was that I wasted her time. 
As I made my way to my room, feeling all sad after resisting a temptation many would not have fought at all, another woman tried to get me.  She used a much more identifiable approach "Where are you going all by yourself?" she asked.  I moped right on by and didn't respond.