He said nothing for a while, and then smiled painfully.

The secretary shrugged, smiling painfully; they lapsed into silence for a minute.

Brad looked up at him and smiled painfully.

Sara smiled painfully at us and scurried out.

The lieutenant, smiling painfully, said, "Please, let us try to stay polite."

She smiled painfully at him, then swallowed before continuing.

Dull eyes opened and cracked lips smiled faintly and painfully.

Eddie, perhaps remembering that post-coital confidence in the dark of night, was smiling painfully.

'They're doing a nice job on the front wall,' said Pooley, smiling painfully.

He smiled painfully and put a pill in his mouth, letting it dissolve on his tongue.