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My opinion is that you should lose some weight. At 5'6" / 250 lbs, it actually should be pretty easy to drop like 20-30 lbs since you're so large already. I had a friend in college who was about your height and weight and after dropping to 225 lbs (which is still really large by the way), he just got a TON of female attention. I think people are far more tolerant than they're given credit for, but you have be willing to be a little reasonable.
And the thing is, we're only talking about physical and superficial issues here. Carrying that much weight puts you at risk for a ton of health issues and given than you're 22, I think it would be a shame for you to have 45-year-old problems at 25.
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