diff --git a/enginetest/queries/script_queries.go b/enginetest/queries/script_queries.go
index 7cb8945ebd..83fb585946 100644
--- a/enginetest/queries/script_queries.go
+++ b/enginetest/queries/script_queries.go
@@ -14636,6 +14636,27 @@ select * from t1 except (
 			},
 		},
 	},
+	{
+		// https://github.com/dolthub/dolt/issues/10243
+		Dialect: "mysql",
+		Name:    "OR filters are simplified to correct type",
+		SetUpScript: []string{
+			"create table t0(c1 boolean)",
+			"insert into t0 values (true)",
+			"create table t1(c1 int)",
+			"insert into t1 values (2)",
+		},
+		Assertions: []ScriptTestAssertion{
+			{
+				Query:    "select 1 from t0 where (19 or 's') != (7 != t0.c1);",
+				Expected: []sql.Row{},
+			},
+			{
+				Query:    "SELECT * FROM t1 WHERE NOT EXISTS (SELECT 1 FROM t0 WHERE ((((19)OR('s')))!=(((7)!=(t0.c1)))));",
+				Expected: []sql.Row{{2}},
+			},
+		},
+	},
 }
 
 var SpatialScriptTests = []ScriptTest{
diff --git a/sql/analyzer/optimization_rules.go b/sql/analyzer/optimization_rules.go
index 11e509e591..aa26cd6aa0 100644
--- a/sql/analyzer/optimization_rules.go
+++ b/sql/analyzer/optimization_rules.go
@@ -238,11 +238,11 @@ func simplifyFilters(ctx *sql.Context, a *Analyzer, node sql.Node, scope *plan.S
 				), transform.NewTree, nil
 			case *expression.Or:
 				if isTrue(ctx, e.LeftChild) {
-					return e.LeftChild, transform.NewTree, nil
+					return expression.NewLiteral(true, types.Boolean), transform.NewTree, nil
 				}
 
 				if isTrue(ctx, e.RightChild) {
-					return e.RightChild, transform.NewTree, nil
+					return expression.NewLiteral(true, types.Boolean), transform.NewTree, nil
 				}
 
 				if isFalse(ctx, e.LeftChild) && types.IsBoolean(e.RightChild.Type()) {
@@ -256,11 +256,11 @@ func simplifyFilters(ctx *sql.Context, a *Analyzer, node sql.Node, scope *plan.S
 				return e, transform.SameTree, nil
 			case *expression.And:
 				if isFalse(ctx, e.LeftChild) {
-					return e.LeftChild, transform.NewTree, nil
+					return expression.NewLiteral(false, types.Boolean), transform.NewTree, nil
 				}
 
 				if isFalse(ctx, e.RightChild) {
-					return e.RightChild, transform.NewTree, nil
+					return expression.NewLiteral(false, types.Boolean), transform.NewTree, nil
 				}
 
 				if isTrue(ctx, e.LeftChild) && types.IsBoolean(e.RightChild.Type()) {