I wish I could wear tight dress too... but it simply doesn't work with my body (and would only accentuate my masculine features)
Really, that type of clothing is for someone with a really amazing body that wants to show it off (kind of the dressed version of a bikini). Otherwise, it just shows off every flaw you have (like a little tummy bump, or wider shoulders, or smaller hips).
So, I stick with things that work with my body (looser / flowing is definitely nice, since you don't really need to stress like crazy about random thins, such as if the meal you just had is making your belly stick out a little bit....or if when you are sitting down, your body is bunching up in an unflattering way... or all the many other random things).