Doesn't do much for me either, but I have learned to let it pass - don't like it, don't look. We all make choices that others disagree with. (I know I've made my fair share of bad choices!) I mean, there was a time when I wore boat shoes...
Discussed a number of times before here on the forum. Example:
https://www.companyofmen.org/threads/nyc-411-prince-of-arabia.148448/
Frequent name changer (we should create a watch list, honestly!). Would not repeat.
It really depends on the escort, how far they are being asked to travel (flying him in from Hong Kong; he will be tired), what your expectations are from the overnight and of course chemistry. It is almost always better to meet the individual first - have you seen the movie "The ghost and the darkness"? Never go into battle with an unproven rifle...
I choose to tip for good service. Whether it be incall or outcall. There are countries where tipping used to be frowned upon, but I have found that tipping has become way more acceptable in most service industries even overseas - I have never had a companion tell me that I over tipped (even in Europe and Asia). I do try to keep my tipping discreet and in line with what the local custom would expect - I moderate my tipping in Europe and Asia.
I hate to break it to you, but the rent was due and the guy just wanted to make sure he seals the deal!
http://www.quickmeme.com/img/10/104aa909fbfb90862f4ba2e37c510376193874e7c3019f17c59876c47e6dae9e.jpg