diff --git a/Sources/Hummingbird/HTTP/MediaType.swift b/Sources/Hummingbird/HTTP/MediaType.swift
index aeaf587a..01c56510 100644
--- a/Sources/Hummingbird/HTTP/MediaType.swift
+++ b/Sources/Hummingbird/HTTP/MediaType.swift
@@ -126,7 +126,7 @@ public struct MediaType: Sendable, CustomStringConvertible {
 
     /// Return if media type matches the input
     public func isType(_ type: MediaType) -> Bool {
-        guard self.type == type.type,
+        guard self.type ~= type.type,
             self.subType == type.subType || type.subType == "*"
         else {
             return false
@@ -154,7 +154,7 @@ public struct MediaType: Sendable, CustomStringConvertible {
 
     /// Media type categories
     public struct Category: Sendable, Equatable, RawRepresentable, CustomStringConvertible {
-        internal enum Internal: String, Sendable, Equatable {
+        internal enum Internal: String, Sendable {
             case application
             case audio
             case example
@@ -166,15 +166,6 @@ public struct MediaType: Sendable, CustomStringConvertible {
             case text
             case video
             case any
-
-            public static func == (_ lhs: Self, _ rhs: Self) -> Bool {
-                switch (lhs, rhs) {
-                case (.any, _), (_, .any):
-                    return true
-                default:
-                    return lhs.rawValue == rhs.rawValue
-                }
-            }
         }
 
         let value: Internal
@@ -195,6 +186,15 @@ public struct MediaType: Sendable, CustomStringConvertible {
             self.value.rawValue
         }
 
+        static func ~= (_ lhs: Self, _ rhs: Self) -> Bool {
+            switch (lhs.value, rhs.value) {
+            case (.any, _), (_, .any):
+                true
+            default:
+                lhs.value == rhs.value
+            }
+        }
+
         public static var application: Self { .init(value: .application) }
         public static var audio: Self { .init(value: .audio) }
         public static var example: Self { .init(value: .example) }
diff --git a/Tests/HummingbirdTests/CacheControlTests.swift b/Tests/HummingbirdTests/CacheControlTests.swift
new file mode 100644
index 00000000..a1a683d2
--- /dev/null
+++ b/Tests/HummingbirdTests/CacheControlTests.swift
@@ -0,0 +1,26 @@
+import Hummingbird
+import XCTest
+
+final class CacheControlTests: XCTestCase {
+    func testCssIsText() {
+        let cacheControl = CacheControl([
+            (MediaType(type: .text), [.noCache, .public])
+        ])
+        XCTAssertEqual(cacheControl.getCacheControlHeader(for: "test.css"), "no-cache, public")
+    }
+
+    func testMultipleEntries() {
+        let cacheControl = CacheControl([
+            (MediaType.textCss, [.noStore]),
+            (MediaType.text, [.noCache, .public]),
+        ])
+        XCTAssertEqual(cacheControl.getCacheControlHeader(for: "test.css"), "no-store")
+    }
+
+    func testCssIsAny() {
+        let cacheControl = CacheControl([
+            (MediaType(type: .any), [.noCache, .public])
+        ])
+        XCTAssertEqual(cacheControl.getCacheControlHeader(for: "test.css"), "no-cache, public")
+    }
+}