Matthew Mullenweg, the founding developer of WordPress.org and the founder of wordpress.com registered ma.tt and blogs about the discovery of .tt and registering ma.tt with TTNIC. He highlights the problems with getting a .tt domain (unable to use credit cards to pay for .tt domains online, waited one week for confirmation that his payment was accepted) but is happy with his new .tt domain. Perhaps this will get more interest in .tt and hopefully more interest by local users to care about .tt TLDs. I’ve noticed that there is a sco.tt domain registered.
For more background behind the running of .tt, read the Trinidad and Tobago Computer Society’s “Interview with the TTNIC administrator”
BTW, in case you’re wondering, The Trinidad and Tobago Computer Society also has a .tt domain : https://www.ttcs.tt/
(updated Sept 16 2018 – updated the TTCS url)