I just went shopping to help a male friend of mine buy casual clothes for work. I learned that I am not alone in having difficulty finding menswear that fits me well...
My friend is a small guy, but not tiny. He is probably 5 ft 6 or so, and very slim. Men's shirts with a 14.5 collar simply didn't fit him. For the most part, the sleeves were way too long — even the 32–33's — and so were the shoulders. The Banana Republic smalls were even too big, which I didn't know was humanly possible. He was a good sport about it, and he and his girlfriend and I were eventually able to find a few — but just a few — shirts that fit.
Of course, I couldn't resist trying on a some shirts myself, whereupon I was once again confronted with the all-too-familiar problem of having boobs and hips. My neck is a 15.5, but if you have ever tried to button a 15.5 — or even a 16.5 — men's shirt over a pair of size Ds, you know how impossible it is. The 17.5 fits fine around the chest and hips, but is just way, way too big everywhere else. Of course, some brands work better than others (CK is my current go-to for shirts), but overall it was just one of those days where nothing fits quite right.
On days like this, sometimes I wish that I didn't have boobs or hips, or at least had less, um, ample ones. But my boobs and my hips are a part of me, and I feel comfortable with them; I just wish that the clothing I like worked for the body I have. Sigh.
I was also "sir'd" twice. (Usually, clerks aren't sure what to call me, so they don't use a pronoun at all.) One of those times was particularly awkward today. A salesclerk said, "Can I help you sir?" I turned around and he said, "oh, ma'am, I'm sorry." I said, "it's okay." He apologized again, and to try to make him feel less awkward, I said "I have a men's shirt on, so I understand." He looked at me a minute and then said, "Well, your haircut confuses us."
What?! Who is this "us?" And what is so incredibly confusing about a woman with short hair? The "confusion" point annoyed me in a way that being called sir never does. Grrr!