diff --git a/planner/core/integration_test.go b/planner/core/integration_test.go
index 6395df84403a8..dba4b0d27df96 100644
--- a/planner/core/integration_test.go
+++ b/planner/core/integration_test.go
@@ -4570,10 +4570,48 @@ func (s *testIntegrationSuite) TestIssue27242(c *C) {
 	tk.MustExec("use test")
 	tk.MustExec("drop table if exists UK_MU16407")
 	tk.MustExec("CREATE TABLE UK_MU16407 (COL3 timestamp NULL DEFAULT NULL, UNIQUE KEY U3(COL3));")
+	defer tk.MustExec("DROP TABLE UK_MU16407")
 	tk.MustExec(`insert into UK_MU16407 values("1985-08-31 18:03:27");`)
-	err := tk.ExecToErr(`SELECT COL3 FROM UK_MU16407 WHERE COL3>_utf8mb4'2039-1-19 3:14:40';`)
-	c.Assert(err, NotNil)
-	c.Assert(err.Error(), Matches, ".*Incorrect timestamp value.*")
+	tk.MustExec(`SELECT COL3 FROM UK_MU16407 WHERE COL3>_utf8mb4'2039-1-19 3:14:40';`)
+}
+
+func verifyTimestampOutOfRange(tk *testkit.TestKit) {
+	tk.MustQuery(`select * from t28424 where t != "2038-1-19 3:14:08"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+	tk.MustQuery(`select * from t28424 where t < "2038-1-19 3:14:08"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+	tk.MustQuery(`select * from t28424 where t <= "2038-1-19 3:14:08"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+	tk.MustQuery(`select * from t28424 where t >= "2038-1-19 3:14:08"`).Check(testkit.Rows())
+	tk.MustQuery(`select * from t28424 where t > "2038-1-19 3:14:08"`).Check(testkit.Rows())
+	tk.MustQuery(`select * from t28424 where t != "1970-1-1 0:0:0"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+	tk.MustQuery(`select * from t28424 where t < "1970-1-1 0:0:0"`).Check(testkit.Rows())
+	tk.MustQuery(`select * from t28424 where t <= "1970-1-1 0:0:0"`).Check(testkit.Rows())
+	tk.MustQuery(`select * from t28424 where t >= "1970-1-1 0:0:0"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+	tk.MustQuery(`select * from t28424 where t > "1970-1-1 0:0:0"`).Sort().Check(testkit.Rows("1970-01-01 00:00:01]\n[2038-01-19 03:14:07"))
+}
+
+func (s *testIntegrationSuite) TestIssue28424(c *C) {
+	tk := testkit.NewTestKit(c, s.store)
+	tk.MustExec("use test")
+	tk.MustExec("drop table if exists t28424, dt28242")
+
+	tk.MustExec(`set time_zone='+00:00'`)
+	tk.MustExec(`drop table if exists t28424,dt28424`)
+	tk.MustExec(`create table t28424 (t timestamp)`)
+	defer tk.MustExec("DROP TABLE t28424")
+	tk.MustExec(`insert into t28424 values ("2038-01-19 03:14:07"), ("1970-01-01 00:00:01")`)
+
+	verifyTimestampOutOfRange(tk)
+	tk.MustExec(`alter table t28424 add unique index (t)`)
+	verifyTimestampOutOfRange(tk)
+	tk.MustExec(`create table dt28424 (dt datetime)`)
+	defer tk.MustExec("DROP TABLE dt28424")
+	tk.MustExec(`insert into dt28424 values ("2038-01-19 03:14:07"), ("1970-01-01 00:00:01")`)
+	tk.MustExec(`insert into dt28424 values ("1969-12-31 23:59:59"), ("1970-01-01 00:00:00"), ("2038-03-19 03:14:08")`)
+	tk.MustQuery(`select * from t28424 right join dt28424 on t28424.t = dt28424.dt`).Sort().Check(testkit.Rows(
+		"1970-01-01 00:00:01 1970-01-01 00:00:01]\n" +
+			"[2038-01-19 03:14:07 2038-01-19 03:14:07]\n" +
+			"[<nil> 1969-12-31 23:59:59]\n" +
+			"[<nil> 1970-01-01 00:00:00]\n" +
+			"[<nil> 2038-03-19 03:14:08"))
 }
 
 func (s *testIntegrationSerialSuite) TestTemporaryTableForCte(c *C) {
diff --git a/table/column.go b/table/column.go
index 827087ad1acf2..dc8d55ceeacb8 100644
--- a/table/column.go
+++ b/table/column.go
@@ -197,6 +197,12 @@ func handleWrongCharsetValue(ctx sessionctx.Context, col *model.ColumnInfo, cast
 	return truncateVal, err
 }
 
+// handleZeroDatetime handles Timestamp/Datetime/Date zero date and invalid dates.
+// Currently only called from CastValue.
+// returns:
+//   value (possibly adjusted)
+//   boolean; true if break error/warning handling in CastValue and return what was returned from this
+//   error
 func handleZeroDatetime(ctx sessionctx.Context, col *model.ColumnInfo, casted types.Datum, str string, tmIsInvalid bool) (types.Datum, bool, error) {
 	sc := ctx.GetSessionVars().StmtCtx
 	tm := casted.GetMysqlTime()
@@ -247,6 +253,14 @@ func handleZeroDatetime(ctx sessionctx.Context, col *model.ColumnInfo, casted ty
 			sc.AppendWarning(innerErr)
 		}
 		return types.NewDatum(zeroV), true, nil
+	} else if tmIsInvalid && col.Tp == mysql.TypeTimestamp {
+		// Prevent from being stored! Invalid timestamp!
+		if mode.HasStrictMode() {
+			return types.NewDatum(zeroV), true, types.ErrWrongValue.GenWithStackByArgs(zeroT, str)
+		}
+		// no strict mode, truncate to 0000-00-00 00:00:00
+		sc.AppendWarning(types.ErrWrongValue.GenWithStackByArgs(zeroT, str))
+		return types.NewDatum(zeroV), true, nil
 	} else if tm.IsZero() || tm.InvalidZero() {
 		if tm.IsZero() {
 			// Don't care NoZeroDate mode if time val is invalid.
diff --git a/types/datum.go b/types/datum.go
index 9dfae69f68307..e32d2bd46cf27 100644
--- a/types/datum.go
+++ b/types/datum.go
@@ -1131,7 +1131,8 @@ func (d *Datum) convertToMysqlTimestamp(sc *stmtctx.StatementContext, target *Fi
 	case KindMysqlTime:
 		t, err = d.GetMysqlTime().Convert(sc, target.Tp)
 		if err != nil {
-			ret.SetMysqlTime(ZeroTimestamp)
+			// t might be an invalid Timestamp, but should still be comparable, since same representation (KindMysqlTime)
+			ret.SetMysqlTime(t)
 			return ret, errors.Trace(ErrWrongValue.GenWithStackByArgs(TimestampStr, t.String()))
 		}
 		t, err = t.RoundFrac(sc, fsp)
diff --git a/util/ranger/ranger.go b/util/ranger/ranger.go
index 7947696597e71..bb32b4111b7c8 100644
--- a/util/ranger/ranger.go
+++ b/util/ranger/ranger.go
@@ -102,6 +102,9 @@ func convertPoint(sc *stmtctx.StatementContext, point *point, tp *types.FieldTyp
 			// Ignore the types.ErrOverflow when we convert TypeNewDecimal values.
 			// A trimmed valid boundary point value would be returned then. Accordingly, the `excl` of the point
 			// would be adjusted. Impossible ranges would be skipped by the `validInterval` call later.
+		} else if point.value.Kind() == types.KindMysqlTime && tp.Tp == mysql.TypeTimestamp && terror.ErrorEqual(err, types.ErrWrongValue) {
+			// See issue #28424: query failed after add index
+			// Ignore conversion from Date[Time] to Timestamp since it must be either out of range or impossible date, which will not match a point select
 		} else if tp.Tp == mysql.TypeEnum && terror.ErrorEqual(err, types.ErrTruncated) {
 			// Ignore the types.ErrorTruncated when we convert TypeEnum values.
 			// We should cover Enum upper overflow, and convert to the biggest value.