New supramolecular discotic nematic liquid crystals have been prepared simply through hydrogen bonding between the non-mesogenic core of 1,3,5-tris(4-hydroxyphenyl)benzene and the peripheral arms of stilbazole derivatives with different alkyl chain lengths. The discotic mesophases formed by simple hydrogen bonding were examined by POM, DSC, and XRD. The nematic columnar and discotic nematic mesophases were observed depending on the length of alkyl chains around the aromatic core by introducing the curved structure in three arms of supramolecular discotic mesogens. Our controlled methodology will be helpful for providing a convenient and effective way to prepare the rarely found discotic nematic liquid crystals.