Solvent effects on excited-state photophysics of 1-aminofluoren-9-one (1-AF) and 3-aminofluoren-9-one (3-AF) are examined. Solvent-dependent Stokes shifts indicate that the lowest energy electronic transition for both species has substantial charge-transfer character. In addition, the influence of solvent on nonradiative rate constants is investigated. Increased radiationless deactivation of 3-AF in protic solvents relative to that in aprotics is observed and is attributed to intermolecular hydrogen bonding. In contrast, an unusual solvent dependence for k(nr) of 1-AF is observed. The nonradiative rate constant decreases with increasing solvent polarity and is lower in protic solvents than in aprotics. A 1:1 hydrogen-bonded complex of 1-AF with 2,2,2-trifluoroethanol (TFE) is observed in heptane solutions, and k(nr) for this complex is approximately a factor of 4 lower than for 1-AF in pure heptane. These results suggest that the intramolecular hydrogen bond in 1-AF provides a more efficient deactivation pathway than an intermolecular hydrogen bond to the solvent.