Given the option of either looking possibly too small or possibly too large, I'd opt for small. The 36 works perfectly, I think. The 40 is a bit too "teacup saucer" for me. 40 is a fine size for a watch with a more prominent bezel (i.e.: Sub), but the Exp40 looks too big & flat for me.
Alternatively, maybe consider an Explorer 2 in 40 that has a more pronounced bezel & is still utilitarian? Or a Sub (no Date)?
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