Preppy baby boy names take in the inherent softness of the lifestyle and combine it with the cutting edge of high-brow academia to remind him to take advantage of life’s comforts. These names are imbued with the richness and boldness of classic literature and music of the 18th century or the easy breezy nature of the all-powerful letterman jacket—all in just a few syllables! Give your little gentleman the feeling of the Ivy League from day one with a preppy baby boy name.