Yeah i guess there's no way i can be flat flat, it's better than what i was doing anyway. I have medium, and there's plenty of velcro to spare even when i tried my hardest to tighten it in a bit. I think i measured 36" round the chest, i fit right into medium category, and it was still difficult. Small might be too small, but my moobs really don't squash that much due to mass i guess, for someone with a smaller chest it might be more squishy therefore small might work... The model is comfortable as i you could expect that kind of thing to be, the right side without the velcro i found chafed a bit because it was being pulled in the most. The actual velcro, the hardest bit, hasn't really bothered me, and the shirt material is really nice and not as hot as i expected.