Solid Hardwood, Engineered and Laminate Flooring - wood floor staining question

I am refinishing my kitchen wood floor(which will be a learning experence for me so any general info welcome). I would like to have a checker board look with two different stains, a more "normal" stain and a "custom color" orange stain. My main concern is how to do this. I was thinking of staining the floor the regular stain then taping off squares and doing the darker orange, but will a stain take over another stain or does it have to be freshly sanded wood? How in general can I achieve this look? Not even sure I'm on the right track. I am worried that I wont get a straight edge with tape. So please let me know how you would go about doing this. Thank you very much for any help!

Well I'm starting this job tomorow either way. I was hoping for some help but ohwell.