It was painfully difficult to leave you here, but you needed to grow in your own way.

I found the act of articulating those instinctive truths painfully difficult.

It became painfully difficult for him to compose.

Some of those decisions will be painfully difficult, and most will affect fellow human beings.

Working within the current constraints has been painfully difficult.

It's getting painfully difficult to have games called equally.

What we thought was easy has proved painfully difficult.

It felt painfully difficult to hew out another course.

The slope was steep, the traveling slow and painfully difficult.

No easy task, especially since I found it painfully difficult to speak to any female except my mother, aunts and sisters.