Preppy rhymes with:
preppie, preppie, digiuseppe, giuseppe, pepe, pepi, peppi, peppy, preppie, seppi, sheppy
Preppy sounds like:
paperboy, prab, prebe, prefab, prep, prepay, preppie, preview, prevo, priebe, privy, prob, proba, probe, prof., proof, prop, propp, prove, provo, purifoy, purify, purpa, purvey, purview