My makeup routine has progressed through the years and my learning what works well for me, this way. The products and my system I use when doing my make up includes.
I give myself a good shave. Usually I plan my dressing sessions and if so I let my beard grow a day longer. I use a good D.E. safety razors (I have a few that I collected and enjoy using in rotation and I also use good blades) I use a good shave brush and either a good tube of cream or good shave soap for applying the shave cream prior to shaving.
A good quality face wash, needs not be expensive, often Noxema works for me. But no harsh soaps.
Once I pat my face dry I apply a good moisturizer, again it needs not be expensive. I let it set into my skin fora few minutes.
I then gather my face contouring/concealer kit, a series of color palettes from lighter to darker. I'm lucky as after a close shave my beard is not too hard to hide. I blend a yellowish-biege concealer and I have a specific brush that is quite thick to use it blend in the concealer. I also take said concealer and brush on my eye lids up to my brows and deep under my eyes to remove any dark circles but also to help make my eyes pop. I also blend the concealer on my T zone. I then take a darker color and contour my jaw line, temples and hair line. I let this all set for a few minutes.
I then take a good liquid foundation, fitting my generally fair skin. This is important, one needs to find a foundation that is close to one's skin tone. Remember if you are a Sun worshiper or work out in the Sun you may have to adjust for time of year where your face may have more color. Foundation needs not be caked on. Sometimes us CDers tend to frost our faces like we would a cake.

I know I use to. A good job with concealer should reduce the need to go heavy with foundation. Foundation is more for smoothing out our complexion. I put a dollop of foundation on the back of my left hand and let my body heat warm it up. I then have a specific brush for applying my foundation. I start from my nose outward to the left and right pushing it into my pours to help make them less noticeable (got that from Wayne Goss on Youtube) and I feather blend the foundation into my jaw line which has had its darker contouring color applied. I then blend up my forehead into my hair line and also blend foundation lightly down my neck line. Too many people CDers/TGers and even GG's have forgot to blend foundation down their neck line and as result get a hard demarcation between their face and neck.
I then let this all set for a minute or two. It is then time to help it all hold with a good quality and complexion blending pressed powder. I use a matt based powder as I feel it helps hide male features and our often large pours better. I use a very puffy and good quality brush for this. I use to use the applicator pad that comes with these powders but they tend to streak and not apply as evenly. So a good brush helps apply this powder more gently over my face.
Once all that is done I use contouring powders and good brushes to hi-light under my eyes, my T zone and darker shading for the sides of my nose which help make a generally larger male nose look more petite and then I also brush a darker powder on my jawline and temples.
After I do my eyes, lips, blush on my cheeks I will with a big puffy brush blend in a dusting of loose powder which I find using ones with an iridescence sheen looks good on me.
I can go many hours without fear of any beard stubble showing through this technique. I do not find my face to have its make up look too caked on. It's tougher for us CDers as most women do no need as much if any at all unless they have poor skin. We generally have to use more but be careful to not cake it on all on too much.
Well that is my technique.
