diff --git a/go.mod b/go.mod
index 705db9a3..95b824da 100644
--- a/go.mod
+++ b/go.mod
@@ -24,11 +24,11 @@ require (
 	github.com/sagernet/gomobile v0.0.0-20230413023804-244d7ff07035
 	github.com/sagernet/quic-go v0.0.0-20230202071646-a8c8afb18b32
 	github.com/sagernet/reality v0.0.0-20230406110435-ee17307e7691
-	github.com/sagernet/sing v0.2.5-0.20230501044132-8365dd48a17a
+	github.com/sagernet/sing v0.2.5-0.20230509045155-f60c80c56f21
 	github.com/sagernet/sing-dns v0.1.5-0.20230426113254-25d948c44223
 	github.com/sagernet/sing-mux v0.0.0-20230517134606-1ebe6bb26646
-	github.com/sagernet/sing-shadowsocks v0.2.2-0.20230417102954-f77257340507
-	github.com/sagernet/sing-shadowsocks2 v0.0.0-20230501032827-681c9c4ee0e9
+	github.com/sagernet/sing-shadowsocks v0.2.2-0.20230509053848-d83f8fe1194c
+	github.com/sagernet/sing-shadowsocks2 v0.0.0-20230510062121-18b8e5920cb2
 	github.com/sagernet/sing-shadowtls v0.1.2-0.20230417103049-4f682e05f19b
 	github.com/sagernet/sing-tun v0.1.5-0.20230520041100-b02f2529160e
 	github.com/sagernet/sing-vmess v0.1.5-0.20230417103030-8c3070ae3fb3
diff --git a/go.sum b/go.sum
index 337adf9f..5c0a35dd 100644
--- a/go.sum
+++ b/go.sum
@@ -113,16 +113,16 @@ github.com/sagernet/reality v0.0.0-20230406110435-ee17307e7691 h1:5Th31OC6yj8byL
 github.com/sagernet/reality v0.0.0-20230406110435-ee17307e7691/go.mod h1:B8lp4WkQ1PwNnrVMM6KyuFR20pU8jYBD+A4EhJovEXU=
 github.com/sagernet/sing v0.0.0-20220817130738-ce854cda8522/go.mod h1:QVsS5L/ZA2Q5UhQwLrn0Trw+msNd/NPGEhBKR/ioWiY=
 github.com/sagernet/sing v0.1.8/go.mod h1:jt1w2u7lJQFFSGLiRrRIs5YWmx4kAPfWuOejuDW9qMk=
-github.com/sagernet/sing v0.2.5-0.20230501044132-8365dd48a17a h1:s2kkd/eR3mWGkYioknxhgQzG8uft4VRx9skhqxxeyVQ=
-github.com/sagernet/sing v0.2.5-0.20230501044132-8365dd48a17a/go.mod h1:Ta8nHnDLAwqySzKhGoKk4ZIB+vJ3GTKj7UPrWYvM+4w=
+github.com/sagernet/sing v0.2.5-0.20230509045155-f60c80c56f21 h1:voT2nOCvukNfRLn9KxQYEYSu9/OZsCqEmD6tEFJAnBw=
+github.com/sagernet/sing v0.2.5-0.20230509045155-f60c80c56f21/go.mod h1:Ta8nHnDLAwqySzKhGoKk4ZIB+vJ3GTKj7UPrWYvM+4w=
 github.com/sagernet/sing-dns v0.1.5-0.20230426113254-25d948c44223 h1:L4eMuM07iSHY3UCknFnuFuHoe5clZuF2Xnf2wwA6Lwc=
 github.com/sagernet/sing-dns v0.1.5-0.20230426113254-25d948c44223/go.mod h1:ZKuuqgsHRxDahYrzgSgy4vIAGGuKPlIf4hLcNzYzLkY=
 github.com/sagernet/sing-mux v0.0.0-20230517134606-1ebe6bb26646 h1:X3ADfMqeGns1Q1FlXc9kaL9FwW1UM6D6tEQo8jFstpc=
 github.com/sagernet/sing-mux v0.0.0-20230517134606-1ebe6bb26646/go.mod h1:pF+RnLvCAOhECrvauy6LYOpBakJ/vuaF1Wm4lPsWryI=
-github.com/sagernet/sing-shadowsocks v0.2.2-0.20230417102954-f77257340507 h1:bAHZCdWqJkb8LEW98+YsMVDXGRMUVjka8IC+St6ot88=
-github.com/sagernet/sing-shadowsocks v0.2.2-0.20230417102954-f77257340507/go.mod h1:UJjvQGw0lyYaDGIDvUraL16fwaAEH1WFw1Y6sUcMPog=
-github.com/sagernet/sing-shadowsocks2 v0.0.0-20230501032827-681c9c4ee0e9 h1:0Dc1t9ao9EyvRil6l/950PLwND1qO1rgnxwbcctE8KE=
-github.com/sagernet/sing-shadowsocks2 v0.0.0-20230501032827-681c9c4ee0e9/go.mod h1:Dpib342FFR68SZ3CSRYxk/zWbanAqRBrCxoLuda5I0A=
+github.com/sagernet/sing-shadowsocks v0.2.2-0.20230509053848-d83f8fe1194c h1:EiQ+i4gdPpSI8D2YUlOeBZA3R1ZGi0ShSLSXoSd/13A=
+github.com/sagernet/sing-shadowsocks v0.2.2-0.20230509053848-d83f8fe1194c/go.mod h1:UJjvQGw0lyYaDGIDvUraL16fwaAEH1WFw1Y6sUcMPog=
+github.com/sagernet/sing-shadowsocks2 v0.0.0-20230510062121-18b8e5920cb2 h1:ORW4JxNuKAEPtKSGRMS+Qj8tnKqn074FPupLLOrG/UI=
+github.com/sagernet/sing-shadowsocks2 v0.0.0-20230510062121-18b8e5920cb2/go.mod h1:i6Eoor37Cy4JKBcelMMFfUVBNjqRYuvcqOBjUI3Zw80=
 github.com/sagernet/sing-shadowtls v0.1.2-0.20230417103049-4f682e05f19b h1:ouW/6IDCrxkBe19YSbdCd7buHix7b+UZ6BM4Zz74XF4=
 github.com/sagernet/sing-shadowtls v0.1.2-0.20230417103049-4f682e05f19b/go.mod h1:oG8bPerYI6cZ74KquY3DvA7ynECyrILPBnce6wtBqeI=
 github.com/sagernet/sing-tun v0.1.5-0.20230520041100-b02f2529160e h1:fivkzQowiOPBafklJmNePBu/sr83rsY5SuSakvoJ2A0=
diff --git a/test/shadowsocks_legacy_test.go b/test/shadowsocks_legacy_test.go
new file mode 100644
index 00000000..8075a7df
--- /dev/null
+++ b/test/shadowsocks_legacy_test.go
@@ -0,0 +1,53 @@
+package main
+
+import (
+	"net/netip"
+	"testing"
+
+	C "github.com/sagernet/sing-box/constant"
+	"github.com/sagernet/sing-box/option"
+	"github.com/sagernet/sing-shadowsocks2/shadowstream"
+	F "github.com/sagernet/sing/common/format"
+)
+
+func TestShadowsocksLegacy(t *testing.T) {
+	testShadowsocksLegacy(t, shadowstream.MethodList[0])
+}
+
+func testShadowsocksLegacy(t *testing.T, method string) {
+	startDockerContainer(t, DockerOptions{
+		Image: ImageShadowsocksLegacy,
+		Ports: []uint16{serverPort},
+		Env: []string{
+			"SS_MODULE=ss-server",
+			F.ToString("SS_CONFIG=-s 0.0.0.0 -u -p 10000 -m ", method, " -k FzcLbKs2dY9mhL"),
+		},
+	})
+	startInstance(t, option.Options{
+		Inbounds: []option.Inbound{
+			{
+				Type: C.TypeMixed,
+				MixedOptions: option.HTTPMixedInboundOptions{
+					ListenOptions: option.ListenOptions{
+						Listen:     option.NewListenAddress(netip.IPv4Unspecified()),
+						ListenPort: clientPort,
+					},
+				},
+			},
+		},
+		Outbounds: []option.Outbound{
+			{
+				Type: C.TypeShadowsocks,
+				ShadowsocksOptions: option.ShadowsocksOutboundOptions{
+					ServerOptions: option.ServerOptions{
+						Server:     "127.0.0.1",
+						ServerPort: serverPort,
+					},
+					Method:   method,
+					Password: "FzcLbKs2dY9mhL",
+				},
+			},
+		},
+	})
+	testSuitSimple(t, clientPort, testPort)
+}