I gave away a GREAT representative bag of thrift stuff:
One was a sweater I made. Hard to give away things we make, isn't it?
I GAVE IT AWAY AND LIVED.
One was a jacket a friend loaned me for a trip abroad. It was perfect and packable. It looked good on me. She made me keep it, in one of HER purges. I INHERITED SOMEONE ELSE'S STUFF AND I GAVE IT AWAY.
One was a denim jumper/dress I purchased in an inappropriately impossible size. I let myself miss the return deadline and then convinced myself I'd remake it. I GAVE UP THE DREAM AND THE WORK AND I GAVE IT AWAY.
Final items were a pair of ice skates. My mother had become the default keeper of them and had recently returned them. I'd not gotten them out of the trunk of the car. I went to a college reunion recently and drove past the park which served as the ice skating rink nearest the campus. That was it. I decided the skates had to stay in that community. Did I mention I'm not that size mumble-something years later? I GAVE AWAY MY FAVORITE OLD SKATES.
Those are the kinds of things that are hard to give away. I left them miles away, out of state. It's rather freeing. I recommend it.