I've got a friend that coaches an off season swim team. He recommends that the guys wear briefs, but they are frequently reluctant. His tactics to change their minds are twofold. First, he wears a brief himself 100% of the time.
The second is a bit less conventional. At the beginning of the season, there's a team social and swimsuit fitting. All of the swimmers and their families are invited. Instead of just fitting the team members, however, they do a fundraiser by selling team suits to parents and family members. The swimsuits are paid for prior to the event. At the end of the event, anyone interested can use the pool.
He doesn't mention this last part on the announcement, which means that nobody brings a swimsuit. At the event everyone is getting fitted for swimsuits, parents included. He finds that most of the dads are more than willing to opt for the brief suit. This in turn make it easier for their kids to make the same choice. Then they get a chance to use the pool with their speedo clad parents.
Last year he also switched the 16+ group to briefs only. He'd thought some people might complain, but not a single person did.
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