diff --git a/zio-http/jvm/src/test/scala/zio/http/BoundarySpec.scala b/zio-http/jvm/src/test/scala/zio/http/BoundarySpec.scala
index 52076598e1..47d92220d5 100644
--- a/zio-http/jvm/src/test/scala/zio/http/BoundarySpec.scala
+++ b/zio-http/jvm/src/test/scala/zio/http/BoundarySpec.scala
@@ -59,6 +59,17 @@ object BoundarySpec extends ZIOHttpSpec {
         boundary4.isEmpty,
       )
     },
+    suite("randomUUID")(
+      test("generated boundary is RFC 2046 compliant") {
+        for {
+          boundary <- Boundary.randomUUID
+        } yield assertTrue(
+          boundary.id.matches("^[a-zA-Z0-9-]+$"),
+          boundary.id.startsWith("----"),
+          boundary.id.endsWith("----"),
+        )
+      },
+    ),
   )
 
   val spec = suite("BoundarySpec")(
diff --git a/zio-http/shared/src/main/scala/zio/http/Boundary.scala b/zio-http/shared/src/main/scala/zio/http/Boundary.scala
index 90993f0059..80577a7f7d 100644
--- a/zio-http/shared/src/main/scala/zio/http/Boundary.scala
+++ b/zio-http/shared/src/main/scala/zio/http/Boundary.scala
@@ -75,6 +75,6 @@ object Boundary {
 
   def randomUUID(implicit trace: Trace): zio.UIO[Boundary] =
     zio.Random.nextUUID.map { id =>
-      Boundary(s"(((${id.toString()})))")
+      Boundary(s"----${id.toString}----")
     }
 }