diff --git a/src/uu/tr/src/tr.rs b/src/uu/tr/src/tr.rs
index 57acb7fac..968682a26 100644
--- a/src/uu/tr/src/tr.rs
+++ b/src/uu/tr/src/tr.rs
@@ -164,20 +164,23 @@ pub fn uu_app() -> Command {
         .about(ABOUT)
         .override_usage(format_usage(USAGE))
         .infer_long_args(true)
+        .trailing_var_arg(true)
         .arg(
             Arg::new(options::COMPLEMENT)
                 .visible_short_alias('C')
                 .short('c')
                 .long(options::COMPLEMENT)
                 .help("use the complement of SET1")
-                .action(ArgAction::SetTrue),
+                .action(ArgAction::SetTrue)
+                .overrides_with(options::COMPLEMENT),
         )
         .arg(
             Arg::new(options::DELETE)
                 .short('d')
                 .long(options::DELETE)
                 .help("delete characters in SET1, do not translate")
-                .action(ArgAction::SetTrue),
+                .action(ArgAction::SetTrue)
+                .overrides_with(options::DELETE),
         )
         .arg(
             Arg::new(options::SQUEEZE)
@@ -188,14 +191,16 @@ pub fn uu_app() -> Command {
                      listed in the last specified SET, with a single occurrence \
                      of that character",
                 )
-                .action(ArgAction::SetTrue),
+                .action(ArgAction::SetTrue)
+                .overrides_with(options::SQUEEZE),
         )
         .arg(
             Arg::new(options::TRUNCATE_SET1)
                 .long(options::TRUNCATE_SET1)
                 .short('t')
                 .help("first truncate SET1 to length of SET2")
-                .action(ArgAction::SetTrue),
+                .action(ArgAction::SetTrue)
+                .overrides_with(options::TRUNCATE_SET1),
         )
         .arg(Arg::new(options::SETS).num_args(1..))
 }
diff --git a/tests/by-util/test_tr.rs b/tests/by-util/test_tr.rs
index bf589a5c5..6adbc4022 100644
--- a/tests/by-util/test_tr.rs
+++ b/tests/by-util/test_tr.rs
@@ -46,6 +46,32 @@ fn test_delete() {
         .stdout_is("BD");
 }
 
+#[test]
+fn test_delete_afterwards_is_not_flag() {
+    new_ucmd!()
+        .args(&["a-z", "-d"])
+        .pipe_in("aBcD")
+        .succeeds()
+        .stdout_is("-BdD");
+}
+
+#[test]
+fn test_delete_multi() {
+    new_ucmd!()
+        .args(&["-d", "-d", "a-z"])
+        .pipe_in("aBcD")
+        .succeeds()
+        .stdout_is("BD");
+}
+
+#[test]
+fn test_delete_late() {
+    new_ucmd!()
+        .args(&["-d", "a-z", "-d"])
+        .fails()
+        .stderr_contains("extra operand '-d'");
+}
+
 #[test]
 fn test_delete_complement() {
     new_ucmd!()
@@ -78,6 +104,14 @@ fn test_complement1() {
         .stdout_is("aX");
 }
 
+#[test]
+fn test_complement_afterwards_is_not_flag() {
+    new_ucmd!()
+        .args(&["a", "X", "-c"])
+        .fails()
+        .stderr_contains("extra operand '-c'");
+}
+
 #[test]
 fn test_complement2() {
     new_ucmd!()
@@ -118,12 +152,46 @@ fn test_complement5() {
         .stdout_is("0a1b2c3");
 }
 
+#[test]
+fn test_complement_multi_early() {
+    new_ucmd!()
+        .args(&["-c", "-c", "a", "X"])
+        .pipe_in("ab")
+        .succeeds()
+        .stdout_is("aX");
+}
+
+#[test]
+fn test_complement_multi_middle() {
+    new_ucmd!()
+        .args(&["-c", "a", "-c", "X"])
+        .fails()
+        .stderr_contains("tr: extra operand 'X'");
+}
+
+#[test]
+fn test_complement_multi_late() {
+    new_ucmd!()
+        .args(&["-c", "a", "X", "-c"])
+        .fails()
+        .stderr_contains("tr: extra operand '-c'");
+}
+
 #[test]
 fn test_squeeze() {
     new_ucmd!()
         .args(&["-s", "a-z"])
         .pipe_in("aaBBcDcc")
-        .run()
+        .succeeds()
+        .stdout_is("aBBcDc");
+}
+
+#[test]
+fn test_squeeze_multi() {
+    new_ucmd!()
+        .args(&["-ss", "-s", "a-z"])
+        .pipe_in("aaBBcDcc")
+        .succeeds()
         .stdout_is("aBBcDc");
 }
 
@@ -132,7 +200,16 @@ fn test_squeeze_complement() {
     new_ucmd!()
         .args(&["-sc", "a-z"])
         .pipe_in("aaBBcDcc")
-        .run()
+        .succeeds()
+        .stdout_is("aaBcDcc");
+}
+
+#[test]
+fn test_squeeze_complement_multi() {
+    new_ucmd!()
+        .args(&["-scsc", "a-z"]) // spell-checker:disable-line
+        .pipe_in("aaBBcDcc")
+        .succeeds()
         .stdout_is("aaBcDcc");
 }
 
@@ -223,7 +300,16 @@ fn test_truncate() {
     new_ucmd!()
         .args(&["-t", "abc", "xy"])
         .pipe_in("abcde")
-        .run()
+        .succeeds()
+        .stdout_is("xycde"); // spell-checker:disable-line
+}
+
+#[test]
+fn test_truncate_multi() {
+    new_ucmd!()
+        .args(&["-tt", "-t", "abc", "xy"])
+        .pipe_in("abcde")
+        .succeeds()
         .stdout_is("xycde"); // spell-checker:disable-line
 }