diff --git a/crates/aiken-lang/src/ast.rs b/crates/aiken-lang/src/ast.rs
index b326d123..1760ec53 100644
--- a/crates/aiken-lang/src/ast.rs
+++ b/crates/aiken-lang/src/ast.rs
@@ -1479,13 +1479,17 @@ impl AssignmentKind<bool> {
     }
 }
 
-impl AssignmentKind<()> {
+impl<T: Default> AssignmentKind<T> {
     pub fn let_() -> Self {
-        AssignmentKind::Let { backpassing: () }
+        AssignmentKind::Let {
+            backpassing: Default::default(),
+        }
     }
 
     pub fn expect() -> Self {
-        AssignmentKind::Expect { backpassing: () }
+        AssignmentKind::Expect {
+            backpassing: Default::default(),
+        }
     }
 }
 
diff --git a/crates/aiken-lang/src/tests/check.rs b/crates/aiken-lang/src/tests/check.rs
index 89184c28..11a5c861 100644
--- a/crates/aiken-lang/src/tests/check.rs
+++ b/crates/aiken-lang/src/tests/check.rs
@@ -1205,6 +1205,46 @@ fn backpassing_basic() {
     assert!(check(parse(source_code)).is_ok())
 }
 
+#[test]
+fn backpassing_expect_simple() {
+    let source_code = r#"
+        fn and_then(opt: Option<a>, then: fn(a) -> Option<b>) -> Option<b> {
+          when opt is {
+            None -> None
+            Some(a) -> then(a)
+          }
+        }
+
+        fn backpassing(opt_i: Option<Int>, opt_j: Option<Int>) -> Option<Int> {
+          expect 42 <- and_then(opt_i)
+          let j <- and_then(opt_j)
+          Some(j + 42)
+        }
+    "#;
+
+    assert!(check(parse(source_code)).is_ok())
+}
+
+#[test]
+fn backpassing_expect_nested() {
+    let source_code = r#"
+        fn and_then(opt: Option<a>, then: fn(Option<a>) -> Option<b>) -> Option<b> {
+          when opt is {
+            None -> None
+            Some(a) -> then(Some(a))
+          }
+        }
+
+        fn backpassing(opt_i: Option<Int>, opt_j: Option<Int>) -> Option<Int> {
+          expect Some(i) <- and_then(opt_i)
+          expect Some(j) <- and_then(opt_j)
+          Some(i + j)
+        }
+    "#;
+
+    assert!(check(parse(source_code)).is_ok())
+}
+
 #[test]
 fn backpassing_interleaved_capture() {
     let source_code = r#"
@@ -1320,6 +1360,29 @@ fn backpassing_unsaturated_fn() {
     ))
 }
 
+#[test]
+fn backpassing_expect_type_mismatch() {
+    let source_code = r#"
+        fn and_then(opt: Option<a>, then: fn(a) -> Option<b>) -> Option<b> {
+          when opt is {
+            None -> None
+            Some(a) -> then(a)
+          }
+        }
+
+        fn backpassing(opt_i: Option<Int>, opt_j: Option<Int>) -> Option<Int> {
+          expect Some(i) <- and_then(opt_i)
+          let j <- and_then(opt_j)
+          Some(i + j)
+        }
+    "#;
+
+    assert!(matches!(
+        check(parse(source_code)),
+        Err((_, Error::CouldNotUnify { .. }))
+    ))
+}
+
 #[test]
 fn trace_if_false_ko() {
     let source_code = r#"
diff --git a/crates/aiken-lang/src/tipo/expr.rs b/crates/aiken-lang/src/tipo/expr.rs
index 166e1b54..5fa3dcae 100644
--- a/crates/aiken-lang/src/tipo/expr.rs
+++ b/crates/aiken-lang/src/tipo/expr.rs
@@ -1708,14 +1708,15 @@ impl<'a, 'b> ExprTyper<'a, 'b> {
     }
 
     fn backpass(&mut self, breakpoint: UntypedExpr, continuation: Vec<UntypedExpr>) -> UntypedExpr {
-        let (assign_location, value, pattern, annotation) = match breakpoint {
+        let (value, pattern, annotation, kind, assign_location) = match breakpoint {
             UntypedExpr::Assignment {
                 location,
                 value,
                 pattern,
                 annotation,
+                kind,
                 ..
-            } => (location, value, pattern, annotation),
+            } => (value, pattern, annotation, kind, location),
             _ => unreachable!("backpass misuse: breakpoint isn't an Assignment ?!"),
         };
 
@@ -1723,19 +1724,23 @@ impl<'a, 'b> ExprTyper<'a, 'b> {
         // in front of the continuation sequence. This is because we do not support patterns in function argument
         // (which is perhaps something we should support?).
         let (name, continuation) = match pattern {
-            Pattern::Var { name, .. } | Pattern::Discard { name, .. } => {
+            Pattern::Var { name, .. } | Pattern::Discard { name, .. } if kind.is_let() => {
                 (name.clone(), continuation)
             }
             _ => {
                 let mut with_assignment = vec![UntypedExpr::Assignment {
                     location: assign_location,
                     value: UntypedExpr::Var {
-                        location: assign_location,
+                        location: value_location,
                         name: ast::BACKPASS_VARIABLE.to_string(),
                     }
                     .into(),
                     pattern,
-                    kind: AssignmentKind::Let { backpassing: false },
+                    // Erase backpassing while preserving assignment kind.
+                    kind: match kind {
+                        AssignmentKind::Let { .. } => AssignmentKind::let_(),
+                        AssignmentKind::Expect { .. } => AssignmentKind::expect(),
+                    },
                     annotation,
                 }];
                 with_assignment.extend(continuation);
@@ -2126,7 +2131,7 @@ impl<'a, 'b> ExprTyper<'a, 'b> {
                     location: Span::empty(),
                     value: Box::new(subject.clone()),
                     pattern: clauses[0].patterns[0].clone(),
-                    kind: AssignmentKind::Let { backpassing: false },
+                    kind: AssignmentKind::let_(),
                     annotation: None,
                 },
             });