The effect of cyclodextrin (CD) complexation on the fluorescence properties of methyl 4-(dimethylamino)-benzoate (MDMAB) was studied. The complex with alpha-, beta-, and gamma-CDs exhibited twisted intramolecular charge transfer (TICT) fluorescence whereas only the emission from the locally excited state was observed in aqueous solution without CD. In the case of the alpha-CD complex, dual TICT emission was observed, a low-energy emission was centered at 520 nm, and a higher-energy emission was centered at 450 nm. The dependence of TICT emission intensity on pH and alpha-CD concentration suggested that the lower and higher energy emission can be attributed to the TICT states of MDMAB in the 1:1 and 1:2 MDMAB-alpha-CD complexes. On the other hand, only the formation of 1:1 complex was observed in the presence of beta- and gamma-CDs. The cavity size effect on the fluorescence properties of MDMAB was further discussed on the basis of time-resolved laser spectroscopy.