I feel I've maybe been lucky, but I started escorting after being made redundant in mid-2014. I gave myself a few months off civvy work, but planned to go freelance, and started whoring a few days after leaving the office. For about five months I escorted full-time (which was handy to capitalise on the 'newbie' effect), then from early 2015 I started combining setting up my freelance business with part-time escorting (3-5 bookings per week).
This year, I relocated, so lost a lot of time house-hunting, packing, unpacking etc., and I've also been inundated with civvy work, and recently hit a minor health issue, so have done very little escorting, but that's one of the things I love about it - it's so flexible. If I have the time, I can do bookings, if not, I don't. I do feel it financially if I'm not doing bookings, but can manage so long as my civvy work is ticking over OK.
Also, I've never really had any psychological issues from escorting. A few friends know, so I can discuss it with them, there's SAAFE etc. for online support, and that's enough for me.
I think you'll find once you start a civvy job, you won't need to lie so much and it might all be easier to deal with.