Have you ever been to a store and the cashier decides to small talk to you about whatever item you are looking to purchase? This happens to me a lot and I would say that there is a 50/50 chance that it's completely awkward.
When I worked retail back in the day, I don't think I ever made direct comments based on a product that was being purchased unless explicitly asked. I was always kind and yes, would small talk, but never directly about the product. It feels super intrusive most of the time. I feel like some stores are way worse with this than others. Barnes & Noble is one where the cashier will almost 100% of the time try to connect with you over what you're buying, and I either have to explain to them what it is, or they use it as a common interest point and want to talk to you about a subject and half the time I'm on lunch and just want to get out of there quick.
If you have experienced this, can you think of any weird comments that threw you off guard? I remember one time I was at Walmart with my brother, and when he checked out the cashier goes, "aren't you a little OLD to be playing with these?" When he went to buy a LEGO set.
But yeah, I just find it pretty weird. Are you cool with it or is it equally uncomfortable for you?