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Hi, we have all discussed this in a few occasions if you look at the thread. Different folks like different strokes, so there isn't a right or wrong answer to you question, it is more a matter of personal preference. The Pro Team range is designed to be race tight, so should, in the case of the bibs, feel a little awkward off the bike, but once on, a perfect fit. But, it is possible to 'size up' and get a more relaxed fit. I would say from my experience, that a large pair of Pro Team bibs will feel tighter than a medium pair of classic bibs.
What's the sizing like if you wear a Medium classic bib? Should you go a size up on the Pro Team Kit?