Metal- and additive-free transsulfinamidation of N-unsubstituted sulfinamides and N-pivaloyl-protected sulfinamides with various amines is reported. With this method, both N-monosubstituted and N,N-disubstituted sulfinamides were obtained in good yields simply by heating. Preliminary experiments also indicate that alcohols can be used as nucleophiles instead of amines and can provide sulfinate esters.