diff --git a/src/ops/put.rs b/src/ops/put.rs
index 555a4bf..969022d 100644
--- a/src/ops/put.rs
+++ b/src/ops/put.rs
@@ -98,7 +98,7 @@ pub fn put(options: PutOptions) -> Result<()> {
         // println!("Strategy: {:?}", strategy);
 
         if options.dry {
-            eprintln!("Dry-deleting: {}", path.to_str().unwrap());
+            eprintln!("Dry-deleting {:?} with strategy {:?}", path, strategy);
         } else if let Err(err) = strategy.delete(path, &options) {
             eprintln!("{}", err);
         }
@@ -140,12 +140,19 @@ impl DeletionStrategy {
         }
 
         // try to use the $topdir/.Trash directory
-        if should_use_topdir_trash(&target_mount) {
+        // NOTE: really wish i could break from if statements...
+        'topdir: while should_use_topdir_trash(&target_mount) {
             let topdir_trash_dir = target_mount
                 .join(".Trash")
                 .join(utils::get_uid().to_string());
-            let trash_dir = TrashDir::from(topdir_trash_dir);
-            trash_dir.create()?;
+            let trash_dir = TrashDir::from(&topdir_trash_dir);
+            match trash_dir.create() {
+                Ok(_) => (),
+                Err(err) => {
+                    info!("Not deleting {:?} in mount's trash-dir {:?} because of IO error: {:?}", target, topdir_trash_dir, err);
+                    break 'topdir;
+                }
+            }
             return Ok(DeletionStrategy::MoveTo(trash_dir));
         }