play, ploy, pretty
Possibly. Properly.
Some five letter words that start with P and end with Y are:paddypalsypansypantypappyparryPartypastypatsypattypennypeppyperkypeskypettyphonypickypiggypithypoesypokeypoppyporkyportlypottypoutyprivyproxypudgypuffypulpypushyputtypygmy
Some words that start with G and end with Y are:gabbygalaxygalleygaudygaygenealogygentlygeographygeologygeometryghastlyghostlygigglygiddygingerlyglorygoodygoofygorygraduallygravellygravelygravitygravygraygreedygullygummyguppyGuy
Some words that start with a vowel and end in a Y are:animosityanyelectrifyenemyeveryexactlyonlyorneryuglyusury
Photography
Yeti or yogi.
meaty
lay
yearly
Silly
obscurityobscenityobesityobligatoryobviouslyoddlyoddityoratoryorganicallyoffertoryoilyonlyopportunityorangeryornatelyorderlyorgandyoriginallyordinarilyornery
By Bye Buy