She packed her own suitcase for the cruise with all her prettiest clothes.
But even the girl that was the most confident, prettiest girl in my high school was not like some Lolita like a bat out of hell.
If de la Renta has a singular skill, it is his ability to make women—both young and old—look their prettiest.
The Argentineans have played some of the prettiest stuff at the tournament and have grown into one of the favorites.
Tom Brady, the prettiest of pretty boys, leads the Patriots.
Of course you think Lottie is the prettiest, and I shant quarrel with you about that.
They were all pretty, but Maria, the youngest, was the prettiest of the three.
"It's the prettiest little town in the State," said Aunt Jane proudly.
Of all the Peruvian sheep the vicuña is certainly the prettiest and most graceful.
Just beneath us, in one of Kitty's prettiest chintz arm-chairs, sat a middle-aged woman.
Old English prættig (West Saxon), pretti (Kentish), *prettig (Mercian) "cunning, skillful, artful, wily, astute," from prætt, *prett "a trick, wile, craft," from West Germanic *pratt- (cf. Old Norse prettr "a trick," prettugr "tricky;" Frisian pret, Middle Dutch perte, Dutch pret "trick, joke," Dutch prettig "sportive, funny," Flemish pertig "brisk, clever"), of unknown origin.
Connection between Old English and Middle English words is uncertain, but if they are the same, meaning had shifted by c.1400 to "manly, gallant," and later moved via "attractive, skillfully made," to "fine," to "beautiful in a slight way" (mid-15c.). Ironical use from 1530s. For sense evolution, compare nice, silly. Also used of bees (c.1400). "After the OE. period the word is unknown till the 15th c., when it becomes all at once frequent in various senses, none identical with the OE., though derivable from it" [OED].
Meaning "not a few, considerable" is from late 15c. With a sense of "moderately," qualifying adjectives and adverbs, since 1560s. Pretty please as an emphatic plea is attested from 1902. A pretty penny "lot of money" is first recorded 1768.
"a pretty person or thing," 1736, from pretty (adj.).
Quite; more than a little: The weather's pretty rotten (1565+)