Some boys may feel more comfortable around girls that are the same size as him. If you really think about it, a lot people tend to think that fat people are supposed to date a person the same size as him/her. Not all people judge someone on their looks. Looks is not important, if you know that the person has an amazing personality than you should strive for them.
There's really no clear answer to this question, because everybody has their own opinion.
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