Liam brings up a good point about money spent on guy's clothing being part of the journey.
That's how I started. Well, buying girl's clothing, but you get the idea. And, I started at second-hand stores to keep costs down. Yard sales are a good idea, too.
I used to write a shopping list so that if I was questioned I could say I was shopping for a female relative.
Also, I started a spreadsheet to keep track of everything I'd spent on my transition. And, at least until before I went full time, I included clothing purchases as part of the cost. Because it is part of the journey. Perhaps it's a small part, but it's part.