I came to ukulele due to the fact that I can no longer play a six string due to osteoporis and carpel tunnel left thumb and all of the other aches and pains an eighty year old gets. I only play for myself as a hobby, but, it is my main entertainment in life outside of my wife. I was learning DADGAD and fingerpickng on 6 string guitar and loved it until the pain started. Doc said surgery. I say no way. I am going to see a chiopracter later in June. As long as I can play without surgery, that will be it. I always thought ukuleles were toys for children and I had never heard of a tenor guitar. That was up until last July/August 2017. September 2017 I got my first ukulele, a Baritone Kala Ukulele which I love, DGBE. About two weeks ago I purchased a Tenor Ukulele, Melokia, solid Acacia In Bangkok. I just put on a new set of Aquila New Nylgut Strings, low G. I too prefer nylon strings. I read that there is such a thing as a Tenor Guitar made for nylon strings and I plan to get one later. At the moment my wife still is upset about the last purchase. Every since I heard the Tenorlord play tenor guitar I have wanted one. If I can play Tenor and Baritone Ukulele, plus a Tenor Guitar I will be happy.
For some inspiration, you might want to check out John Lawlor on his YT channel:
https://www.youtube.com/channel/UCPk34fJTLo5oARCoBqbV1yg/videos
and via search in other videos
https://www.youtube.com/results?search_query=john+lawlor
I too came from a lifetime of play 6-string guitar, first acoustic, then electric, then classical (which I studied in college as part of my minor in music).
5 yrs ago, I discovered ukulele, and found most of the technique and all of the knowledge from guitar easily portable to ukulele.
Once I discovered fifths tuning about 18 months ago, I decided to try both GDAE and CGDA tunings on every size of uke, as well as several scale lengths of both steel and nylon string acoustic guitar.
I've permanently modified an Oscar Schmidt OGHS 22" scale steel string acoustic guitar with a 1.5" nut for octave-down mando GDAE tuning, with the G being re-entrant, and also modified (but in a reversible way) my 30 yr old Yamaha 25.5 nylon string classical guitar, also with the octave-down mando GDAE tuning, but tuned linear.
All of this can be done with the right strings. I play them all, and have written many songs in fifths tuning since.
The fifths tunings and the symmetry of scales and movable chord shapes anywhere on the fretboard is
very satisfying to me, and transposing is really easy, as is trying to figure out what key a song is in by ear when using fifths tunings. Easier for me than the modified-fourths tunings we use on EADGBE guitar and also ukulele.