You lift at Destination Dallas right? I know you'll have no trouble sourcing if you eventually want to go the AAS route...
There's no reason to beat around the bush here, as others have mentioned. Dallas IS a city with plenty of docs who are willing to prescribe TRT fairly liberally, but it's a very expensive route to take, and there are limits as to how much doctors can prescribe. You're not likely to get more than 200mg/week prescribed, on the high end. You could save up vials over time to plan for a cycle, but in the process you'd have to manipulate a lot of blood tests. And you wouldn't be able to accumulate enough test to run more than about 1 legit cycle in a given year. Beyond that, you'd still probably have to source A-dex, nolva, and any other ancillaries elsewhere, as not all docs are keen on those. Not to mention the fact that doctors aren't going to prescribe d bol, tren, winstrol, etc. This would eventually be very limiting.
I believe the best time to start, if you're set on using, is once gains really grind to a halt, and you know you've got diet, lifting, and lifestyle very much in check. This could be next year, it could be in 10 years. When you can honestly say to yourself that you're tapped out. You don't HAVE to wait this long, but for most people, this seems to be best.
If you have lofty, elite, world-record breaking goals, then starting earlier may be necessary, in order to make the best of your prime years.