My soon to be ex-wife never wanted to do her clothes shopping with me, but one time she came to see me in an out-of-town location where I was working and she needed some clothes. So we went clothes shopping since I knew where the mall was and she didn't.
I always thought it would be neat to go shopping with her but the reality was wayyyy different. There I was in female spaces, surrounded by female clothing, and I just wasn't feeling it. I hadn't yet accepted that I am a transsexual so maybe that had something to do with it, and my taste in clothing was dictated mostly by my inner 16 year old girl, and that did not mesh well with my 47ish year old wife's tastes. My wife was not interested in mini skirts or 4 inch heels.
Still, it was educational from the standpoint that I got to see shopping through her eyes. She is not model thin, and finding affordable clothing that was age appropriate and fit well was a challenge; it is a challenge that we both share since I am coming at it with a biological male body. We did get a laugh at the absurdity of the pricing on some of the clothes - a pair of worn looking jeans for $150? Bypass.
I did have a chuckle that I kept to myself when we were looking at shoes. We were waiting for the salesman to bring out some shoes in her size, so I was just sitting in some seats with an apparently bored expression on my face. I love women's shoes and I just had to sit there and keep my thoughts to myself. While i was musing about that a shoe salesman wondered by and made a sympathetic comment to about me, the guy made to sit there in apparent distress while my wife shopped for shoes. Distress is NOT what I was feeling at that moment buddy LOL...... lust for some of the shoes I was seeing was my feeling