I don't think this site promotes doing any kind of transition without professional assistance, but I'll wait for someone more knowledgeable to comment. Supposedly having too much of most of these foods is very dangerous. I'm not sure if the levels you're suggesting would be, but I'm also not sure it would have any major effect. (DO NOT overdo the licorice though, that especially can easily be fatal).
Within levels considered safe by health authorities? Well, from my experience food will (obviously) affect your mood, and I've found some foods have put me in a more andro frame of mind, though maybe not to the extent that you desire. (I don't think it was the placebo effect either, since I did not know that they had estrogenic effects at the time). However, the only reason I noticed was that I was eating a diet that was inadvertently boosting testosterone levels before (to lose weight), and noticed a major difference when I took a day off the diet and consumed a large number of estrogenic foods by chance. The contrast was what made it stand out (and, sadly, I've never been able to lower my testosterone levels in the same way since, so maybe there were other things happening I wasn't aware of, and there were some negative side effects too like headaches and tiredness).
While I was very pleased with the results, I don't know if what I was doing was safe (again I wasn't doing it on purpose, so it's hard to say). I don't think experimenting with food can hurt, but it must be at levels that are considered safe by health authorities, and if it helps you then great. But foods alone can only do so much, especially when eaten at healthy levels (as they always should be).
Also, I understand that there can be an aversion to things that seem like drugs and that we feel safer around "natural" foods, but this isn't always the case. "Natural, whole foods" doesn't automatically mean safer, even if we seem to feel more comfortable with them. I know it can be hard for us to find gender therapists who understand andro issues, so I understand the temptation from that angle too, but perhaps members on this site can point you in the right direction?