Order of basicity: CH3-NH2 > NH2 > Ph-NH2 > (Ph)2NH
Basic strength is the ability to donate the lone pair. Due to Inductive effect by CH3 electron density on N increases thus lone pair donating tendency increases. When benzene ring is attached to the nitrogen the lone pair of N take part in resonance and is not available the donation, thus low basic strength. In 2 phenyl groups, more resonance is there and hence even lower Basic strength.
Regards