Hey Dude,
Good to have you here at MG.
Firstly you've done the right thing by doing your homework before reaching for any pins! Second respect for the 14yr junior wife !
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I'm guessing you are pretty new to weight training too (or at least not done any for a long time)? You have made a great decision to start training. As we age we lose muscle mass and bone density. Weight training can slow/reverse these effects of aging. It's not just about extending length of life, (you joked about 'what's left of it!) but improving quality and I respect that.
I have to agree with my friends above, from what you've told us, and the questions you've asked, it sounds like you're not ready for AAS for building mass. Your doctor already has you on base level TRT so you have a plentiful supply of test in your system (I'll come back to this later) simply adding additional test will have no beneficial effects whatsoever all you've do is increase the likelihood/severity of side effects.
My advice (for now):
1. Get your training sorted. Spend the money you would have spent on AAS on a PT if necessary. I would never have done it, but got a block of sessions as a present - and now would recommend to anyone. A decent PT will educate and motivate and will be money well spent. You should make decent progress in reducing BF and in strength.
2. Diet. As training - get it sorted. Now is the time to lose those excess pounds. You do not want to calorie deficit when trying to add muscle so get if off now!
3. Research. There is plenty of reading to do and a lot to learn. There is a newbie section here, start there, then 'break out' into the wider site. (For example MOOBS from excess BF is not the same as Gyno).
From what you say I suspect you are looking to replace your Doctor prescribed TRT with TestC from UGL's. Obviously this is not something I could recommend, but I understand the financial reasoning for your suggestion. If you do decide to go down this road then I would see regular blood work as essential. You already have good baseline info from the doctor and you are trying to maintain this level (?) so it should be relatively easy to self administer until you get this level right for you - but you need blood tests to get this right.
Some of the guys on here are also on TRT, so can advise better, but I think the average is around 0.5ml of TestC 250 per week (1ml/fortnight) but that will be different for everyone.
I know it's not what you may have wanted to hear, and I'm sorry, but at MG were NOT interested in "selling" the use of AAS, (one of the main reasons I come here). Not something that can be said of all sites!
Best of luck to you - let us know how it goes,
T40