Hello, I use my Large Flamenco as my work bag alternating with my Large Puzzle bag. Both of those fit my 14inch ThinkPad. I can still close the magnetic button and sinch in the sides a little bit. In my experince, it is a comfortable and easy to maintain bag. I do have some marks on the leather but it usually wipes clean and scratches disappear if I use a leather polish on it. I must admit the Flamencos are my favourite type of bag due to the comfort, usability (easy to get in and out) and durability.
I am also attaching a foto from the store where they showed me how to wear it cross body by adding this thick strap (my preferred way of wearing it), or how to dress it up for the evening by adding the donut chain, tucking in the handles and wearing it as clutch.
Have fun choosing the right bag for you.