I've gone to T in everything from gym clothes to dressy jeans & a blouse to business attire. I just wear whatever I'm wearing that day. When we were discussing body image (right before my trip to the Bahamas), I even brought in the swimsuit I bought and changed into it just long enough for her to see it (and then changed back).

If you're self-conscious but still want to dress for summer weather, why not wear a light flowy mid-length skirt or longer shorts or capris? I don't personally like "short shorts" so I usually wear skirts, captis, or mid-thigh jeans shorts in the summer.