Infrared spectroscopy measurements were used to characterize the OH stretching vibrations in a series of similarly structured fluoroethanols, RCH2OH (R = CH3, CH2P),CHF2, CF3), a series which exhibits a systematic increase in the molecule acidity With increasing number of F atoms. This study, which expand's our earlier efforts, was carried out in non-hydrogen-bonding solvents comprising molecules with and without a permanent dipole moment, with the former solvents being classified as polar solvents and the latter designated as nonpolar. The hydrogen bond interaction in donor-acceptor complexes formed in solution between the fluorinated ethanol H-donors And the H-acceptor base DMSO was investigated in relation to the Solvent dielectric and to the differences Delta PA of the gas phase proton affinities (PAs) of the conjugate base of the fluorinated alcohols and DMSO. We have observed that v(OH) decreases as the acidity of the alcohol,increases (SPA decreases) and that v(OH) varies inversely with epsilon, exhibiting different slopes for nonpolar and polar solvents. These lit slopes tend to vary linearly with SPA, increasing with increasing acidity. These experimental findings, including-the SPA trends, are described with Our recently published two-state Valence Bond-based theory for acid-base H-bonded complexes. Lastly, the correlation of the alcohol's conjugate base PM with Taft sigma* values of the fluorinated ethyl groups CHnF3-nCH2- provides a Connection of the inductive effects for these groups with the acidity parameter Delta PP associated with the H-bonded complexes.