Happylife- I also stocked up on "nice" t-shirts before coming to these forums! I was so thrilled that the Gap was offering petite tee shirts. I bought several scoop necks in different colors. In the early spring I even wore them under blazers and camis and still think they worked just fine (no difference than wearing a cami to me).
But my tastes are slowllly evolving. This summer I've only worn the tees as "gear" when we're out doing outdoor activities like boating or exercising etc or around the house with sweats as loungewear. I cannot bring myself to wear them with cotton skirts - which I did all the time last summer.
I agree with Dani that you can be comfy AND stylish. I'm very picky about that - if you are not comfy you are not going to feel confident.
With that said...
I have also slowly become used to a different level of "comfort." Good example is my Citizens Amber jeans. The fabric is not as soft and stretchy as the Huttons (which seriously feel just like wearing sweats to me!). They aren't uncomfortable - they just aren't sweat-pant comfortable. I wouldn't want to wear them on a long plane ride. But they aren't torturing me and making me miserable when I wear them. I can sit and bend and move and eat a restaurant meal and they're fine. They just aren't like wearing sweats. It's an in-between sort of thing. And they look so nice and hold their structure - so I feel great in them!
P.s. I've had a really looonnnngggg week so all day today I've been kicking back in old shorts and tee shirt. I'm a horror story today, fashion wise. I haven't even had a shower yet. If I was a battery, I'd have a blinking light saying "recharging in process." And yes, I ran out of the house twice today looking like this - to shuttle kids to and from their friends. I didn't have to get out of the car though.