A dispenser (200) includes a supply structure (202) and a biasing structure (206). The supply structure holds mailers (204). A mailer from the mailers includes a first wall and a second wall. The first and second walls are closed at a first side of the mailer, closed at a second side of the mailer, and closed at a closed end of the mailer. The first and second walls are not closed at an open end of the mailer. The mailer is arranged to be dispensed from the supply structure (202). The biasing structure (206) is arranged to engage the mailer as the mailer is dispensed from the supply structure (202). The biasing structure (206) has narrowing surfaces configured to contact the sides of the mailer as the mailer is dispensed. The narrowing surfaces of the biasing structure (206) are arranged to narrow the open end of the mailer thereby causing the open end to be biased open.