Such an outside could not fail of prepossessing people in his favour.
"He is a person of most prepossessing manners," said Mrs. Merton.
The country from Berlin to Hamburg is not prepossessing in its appearance.
Mr. Errett's personal appearance is striking and prepossessing.
He was not a prepossessing boy, with his out-bulging forehead and stooping shoulders.
I assumed a form most prepossessing and most amiable in her eyes.
He was a man of about fifty, of prepossessing exterior, elegant manners, and intelligent mind.
As we approached the ship, her appearance was not prepossessing.
He is far from prepossessing in personal appearance, and his Voice is disagreeable; and yet he wins your attention from the start.
His appearance and manner were prepossessing, and we at once became intimate.
1640s, "causing prejudice," present participle adjective from prepossess. Opposite meaning "causing agreeable first impression" first recorded 1805.