The system disclosed herein is directed to a plunger having a protective sleeve for shielding contaminants from the plunger. The plunger includes a handle, and a flexible cup. The body further includes a tab, a shoulder region, a central portion, a first tail, and a second tail. An inlet is disposed on the external surface of the flexible cup. The inlet is coupled to a connector. A through-hole is disposed in the flexible cup or the handle. The through-hole is configured to receive the body of the protective sleeve by passing a portion of the body through an opening of the flexible cup.