diff --git a/core/network/context.go b/core/network/context.go
index 01f3177d..7fabfb53 100644
--- a/core/network/context.go
+++ b/core/network/context.go
@@ -14,12 +14,13 @@ type noDialCtxKey struct{}
 type dialPeerTimeoutCtxKey struct{}
 type forceDirectDialCtxKey struct{}
 type useTransientCtxKey struct{}
-type simConnectCtxKey struct{}
+type simConnectCtxKey struct{ isClient bool }
 
 var noDial = noDialCtxKey{}
 var forceDirectDial = forceDirectDialCtxKey{}
 var useTransient = useTransientCtxKey{}
-var simConnect = simConnectCtxKey{}
+var simConnectIsServer = simConnectCtxKey{}
+var simConnectIsClient = simConnectCtxKey{isClient: true}
 
 // EXPERIMENTAL
 // WithForceDirectDial constructs a new context with an option that instructs the network
@@ -39,22 +40,26 @@ func GetForceDirectDial(ctx context.Context) (forceDirect bool, reason string) {
 	return false, ""
 }
 
-// EXPERIMENTAL
 // WithSimultaneousConnect constructs a new context with an option that instructs the transport
 // to apply hole punching logic where applicable.
-func WithSimultaneousConnect(ctx context.Context, reason string) context.Context {
-	return context.WithValue(ctx, simConnect, reason)
+// EXPERIMENTAL
+func WithSimultaneousConnect(ctx context.Context, isClient bool, reason string) context.Context {
+	if isClient {
+		return context.WithValue(ctx, simConnectIsClient, reason)
+	}
+	return context.WithValue(ctx, simConnectIsServer, reason)
 }
 
-// EXPERIMENTAL
 // GetSimultaneousConnect returns true if the simultaneous connect option is set in the context.
-func GetSimultaneousConnect(ctx context.Context) (simconnect bool, reason string) {
-	v := ctx.Value(simConnect)
-	if v != nil {
-		return true, v.(string)
+// EXPERIMENTAL
+func GetSimultaneousConnect(ctx context.Context) (simconnect bool, isClient bool, reason string) {
+	if v := ctx.Value(simConnectIsClient); v != nil {
+		return true, true, v.(string)
 	}
-
-	return false, ""
+	if v := ctx.Value(simConnectIsServer); v != nil {
+		return true, false, v.(string)
+	}
+	return false, false, ""
 }
 
 // WithNoDial constructs a new context with an option that instructs the network
diff --git a/core/network/context_test.go b/core/network/context_test.go
index 09125516..b12def5e 100644
--- a/core/network/context_test.go
+++ b/core/network/context_test.go
@@ -4,6 +4,8 @@ import (
 	"context"
 	"testing"
 	"time"
+
+	"github.com/stretchr/testify/require"
 )
 
 func TestDefaultTimeout(t *testing.T) {
@@ -38,3 +40,20 @@ func TestSettingTimeout(t *testing.T) {
 		t.Fatal("peer timeout doesn't match set timeout")
 	}
 }
+
+func TestSimultaneousConnect(t *testing.T) {
+	t.Run("for the server", func(t *testing.T) {
+		serverCtx := WithSimultaneousConnect(context.Background(), false, "foobar")
+		ok, isClient, reason := GetSimultaneousConnect(serverCtx)
+		require.True(t, ok)
+		require.False(t, isClient)
+		require.Equal(t, reason, "foobar")
+	})
+	t.Run("for the client", func(t *testing.T) {
+		serverCtx := WithSimultaneousConnect(context.Background(), true, "foo")
+		ok, isClient, reason := GetSimultaneousConnect(serverCtx)
+		require.True(t, ok)
+		require.True(t, isClient)
+		require.Equal(t, reason, "foo")
+	})
+}