Not that high on everything: Place 2D squares with dynamic text at X, Y in video

Im back.

This time I want to place squares(or something) in my video. Inside the squares there's gonna be text, dynamic text that'll change over time. The squares are supposed to be placed when I click on a specific X, Y position in the jit.pwindow. They will stay fixed on that specific X,Y position.

I think OpenGL is the way to go but Im not that high on that. So. Got any tips or so?

I feel lazy asking here but I really do need some help :)