#2 has nice bokeh, colour and good light at model, dress and background, model a bit larger but i think it is fine. :thumbsup: selecting the right lens is important and work within that constrain. 85mm is not a suitable len for head plus shoulder. yes, you can shoot with any lens, just not flattering. i read 85mm is suitable for full body shots. give 200mm a try for head shots. models dont always hold their heads straight up. 200mm will compress the head with the body. if the head, shoulders, body and legs are in a straight line, i think it will be very boring. compression or exaggeration, you decide.
anybody can get any lens (50mm, 85mm), set to maximum aperture and shoot at minimum focusing distance or as long as the head and shoulder fill the frame. bokeh will be there. the ears will disappear, the nose stick out. it is not skill, it is science.