Women Need Details - Or At Least This Woman Does

Would it be that hard for certain people to elaborate on their commentary? For example:

I bought a very cute Juicy Couture (one sale) one piece bathing suit, and Tommy responds: "Huh. A one piece. Well, you are older and a mom. Uh, it's cute, just don't stop wearing bikinis." Does that mean I should return it??

I got my hair cut short last night. Tommy's reaction: "Well, you look older. It's different!" Always a good reaction to a girl who thinks it's a super-cute hair cut and specifically told the hair stylist to not give her a "mom haircut". What's with this "older" and "mom" thing?

His mom's reaction to my hair cut last night: "Grandmother still remembers when you were upset over Tommy shaving his hair off for the first time." Huh? What does that have to do with my hair?! Should Tommy be upset that I cut my hair?

Baeleigh when asked why she's on red at school: "I don't know" or "'Cuz." Ugh.

Deliverables to my boss on a daily basis. "Looks fine." "Looks Ok." Or simply no comment and just forwarded on. I only hear negative feedback. But usually, it's crickets. Is "fine" or "OK" mediocre or a good job? I dunno. I just want to know that I'm exceling at my job.

I don't need a life story but give me a little more detail, please. Otherwise, my pessimistic self is left to interpret her own ideas of this evaluation. And that's never good.