Bobby Brown -- Wanted Man

8/14/2009 12:25 PM PDT

Bobby Brown -- Wanted Man

The next time Bobby Brown sets foot in Massachusetts, dude could have a date with a jail cell.

A judge has issued a warrant for the singer's arrest after he failed to appear in court -- reportedly for flaking out on child support payments.

According to the Boston Herald, Brown hasn't forked over $45,000 in child support payments for the two teenage children he had with former girlfriend Kim Ward.

Brown is required to pay $5,000 in child support per month for the kids.

It's not the first time Brown has been in trouble for being a deadbeat -- dude spent four days in the slammer in 2007 for missing payments.