My two pennyworth, I think the mono version is fine, as for the wrinkles, some need reducing. My main critique is the back ground is messy and you have lost his left elbow. I always remind myself that, sometimes less is more.
For this edit.
From the colour image, create your mono, and then select the magic wand tool, set tolerance to 20, tick anti-alias and contiguous. Un-tick sample all layers. Select add to selection, that’s the second box on the top bar next to the symbol of the magic wand. Now click to select, anywhere to the upper right of the subject then click again on an unselected area again only on the right hand side of the image, do this until all the blank area to the right of the mid area above the head is one selection.
Go to select, modify selection, click on contract, select 1 pixel click OK. Go back to select, modify and this time select refine edge, set a radius of 1, smooth 9, feather 2.4 hit OK.
Next its go to edit, copy, edit, paste this puts the selection in a new layer.
Now go to edit transform and flip horizontal.
Select the move tool, click on the top right of the picture and move the new layer to the opposite top corner. The move can also be done using the arrow keys.
When its in position open edit and go to transform and click on scale, now click on the bottom right of the frame and keeping your finger pressed on the left hand button of the mouse pull the frame out untill the selection roughly covers all the of the space to the left of the sitter, it doesn’t matter if parts of the sitter are obscured. You may have to pull on the other corners of the frame to complete the cover, hit enter to complete the transform.
On the layers pallet lower the opacity of the new layer to about 50% enough so that you can see through to the subject.
Select the erasure tool and carefully rub out the unwanted overlay on the subject. Click back in history if you make a major mistake otherwise ignore minor errs by repairing with the clone tool.
When you are happy with the tidy up bring the opacity of the layer back to 100%, check to see if any thing needs to be corrected then flatten image.
Now with the dodge tool set to 7% exposure, and the range on highlights, gently build up the whites in the eyes and on the teeth. Then bring up the highlights in the hair. Remember less is more.
Next with the burn tool selected, set to 7% and this time midtones, gently quieten the highlights on the brow and nose. Treat the hoody in a similar way to remove the higher tones, and the flash at the rear of the ear.
Now select the gradient tool, set it to foreground to transparent, foreground set to black, mode normal, and opacity at 47%. Pull a gradient from the top of the picture to the bridge of his nose, and another one from the bottom up to his chin.
Finally select all, go to edit select stroke, set foreground colour to black and a pixel amount to suit the size of the image, hit OK.
SAVE.
I have explained my process, in as simple a way as I could, there are many shortcuts and processes that I could have employed but I thought it might complicate things. If you are an advanced PS user then my apologies for being presumptuous.
Rhodese.