diff --git a/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseDownloadUrlBuilder.cs b/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseDownloadUrlBuilder.cs
index 0a0d1bb36..9c32f2e08 100644
--- a/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseDownloadUrlBuilder.cs
+++ b/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseDownloadUrlBuilder.cs
@@ -15,13 +15,15 @@
  * You should have received a copy of the GNU Affero General Public License
  * along with this program. If not, see <https://www.gnu.org/licenses/>.
  */
+using System.Text.Json;
 using Listenarr.Application.Common;
+using Listenarr.Application.Search.Core;
 
 namespace Listenarr.Application.Search.Indexers.MyAnonamouse
 {
     internal static class MyAnonamouseDownloadUrlBuilder
     {
-        public static string Build(string dlHash, string torrentId, Indexer indexer)
+        public static string Build(string dlHash, string torrentId, Indexer indexer, bool isAlreadyFreeleech = false)
         {
             if (string.IsNullOrWhiteSpace(dlHash) && string.IsNullOrWhiteSpace(torrentId))
             {
@@ -48,7 +50,94 @@ public static string Build(string dlHash, string torrentId, Indexer indexer)
                 downloadUrl += $"{separator}mam_id={Uri.EscapeDataString(mamIdLocal)}";
             }
 
+            // MAM spends a freeleech wedge when fl=1 is present on the download URL
+            // (same approach as Prowlarr). Only apply when configured and the torrent
+            // is not already freeleech / personal freeleech.
+            if (ShouldApplyFreeleechWedge(indexer) && !isAlreadyFreeleech)
+            {
+                var separator = downloadUrl.Contains('?') ? '&' : '?';
+                downloadUrl += $"{separator}fl=1";
+            }
+
             return downloadUrl;
         }
+
+        internal static bool ShouldApplyFreeleechWedge(Indexer indexer)
+        {
+            var wedge = TryGetFreeleechWedge(indexer.AdditionalSettings);
+            return wedge is MamFreeleechWedge.Preferred or MamFreeleechWedge.Required;
+        }
+
+        internal static bool IsAlreadyFreeleech(JsonElement item)
+        {
+            // Match Prowlarr: site freeleech or personal freeleech already applied.
+            // VIP freeleech (fl_vip) still needs a wedge for non-VIP users, so we do
+            // not treat it as already freeleech without knowing the account class.
+            return GetJsonBoolean(item, "free") || GetJsonBoolean(item, "personal_freeleech");
+        }
+
+        private static MamFreeleechWedge? TryGetFreeleechWedge(string? additionalSettings)
+        {
+            if (string.IsNullOrWhiteSpace(additionalSettings))
+            {
+                return null;
+            }
+
+            try
+            {
+                using var doc = JsonDocument.Parse(additionalSettings);
+                var root = doc.RootElement;
+                if (root.ValueKind != JsonValueKind.Object)
+                {
+                    return null;
+                }
+
+                if (root.TryGetProperty("mam_options", out var mamOptions) && mamOptions.ValueKind == JsonValueKind.Object)
+                {
+                    return ParseWedgeProperty(mamOptions);
+                }
+
+                return ParseWedgeProperty(root);
+            }
+            catch (JsonException)
+            {
+                return null;
+            }
+        }
+
+        private static MamFreeleechWedge? ParseWedgeProperty(JsonElement root)
+        {
+            if (root.TryGetProperty("freeleechWedge", out var wedge)
+                && wedge.ValueKind == JsonValueKind.String
+                && Enum.TryParse<MamFreeleechWedge>(wedge.GetString() ?? string.Empty, true, out var parsed))
+            {
+                return parsed;
+            }
+
+            return null;
+        }
+
+        private static bool GetJsonBoolean(JsonElement item, string propertyName)
+        {
+            foreach (var prop in item.EnumerateObject())
+            {
+                if (!string.Equals(prop.Name, propertyName, StringComparison.OrdinalIgnoreCase))
+                {
+                    continue;
+                }
+
+                return prop.Value.ValueKind switch
+                {
+                    JsonValueKind.True => true,
+                    JsonValueKind.False => false,
+                    JsonValueKind.Number => prop.Value.TryGetInt32(out var n) && n != 0,
+                    JsonValueKind.String => bool.TryParse(prop.Value.GetString(), out var b) && b
+                        || prop.Value.GetString() is "1",
+                    _ => false
+                };
+            }
+
+            return false;
+        }
     }
 }
diff --git a/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseResponseParser.cs b/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseResponseParser.cs
index 9ff93f1ed..924d1c2cb 100644
--- a/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseResponseParser.cs
+++ b/listenarr.application/Search/Indexers/MyAnonamouse/MyAnonamouseResponseParser.cs
@@ -331,7 +331,8 @@ public static List<IndexerSearchResult> Parse(string jsonResponse, Indexer index
                             }
                         }
 
-                        var downloadUrl = MyAnonamouseDownloadUrlBuilder.Build(dlHash, id, indexer);
+                        var isAlreadyFreeleech = MyAnonamouseDownloadUrlBuilder.IsAlreadyFreeleech(item);
+                        var downloadUrl = MyAnonamouseDownloadUrlBuilder.Build(dlHash, id, indexer, isAlreadyFreeleech);
 
                         // Preserve raw language code for later flagging/flags list
                         string rawLangCode = string.Empty;
diff --git a/tests/Features/Api/Services/Search/Providers/MyAnonamouseFreeleechTests.cs b/tests/Features/Api/Services/Search/Providers/MyAnonamouseFreeleechTests.cs
new file mode 100644
index 000000000..08f2a9e3e
--- /dev/null
+++ b/tests/Features/Api/Services/Search/Providers/MyAnonamouseFreeleechTests.cs
@@ -0,0 +1,165 @@
+/*
+ * Listenarr - Audiobook Management System
+ * Copyright (C) 2024-2026 Listenarr Contributors
+ *
+ * This program is free software: you can redistribute it and/or modify
+ * it under the terms of the GNU Affero General Public License as published
+ * by the Free Software Foundation, either version 3 of the License, or
+ * (at your option) any later version.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of
+ * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE. See the
+ * GNU Affero General Public License for more details.
+ *
+ * You should have received a copy of the GNU Affero General Public License
+ * along with this program. If not, see <https://www.gnu.org/licenses/>.
+ */
+using Microsoft.Extensions.Logging.Abstractions;
+
+namespace Listenarr.Tests.Features.Api.Services.Search.Providers
+{
+    [Trait("Name", "MyAnonamouseFreeleechTests")]
+    [Trait("Category", "IndexerSearchProvider")]
+    public class MyAnonamouseFreeleechTests
+    {
+        [Theory]
+        [InlineData("Preferred")]
+        [InlineData("Required")]
+        public void ParseMyAnonamouse_Appends_Fl_When_FreeleechWedge_Enabled_And_Not_Already_Freeleech(string wedge)
+        {
+            var json = @"[
+  {
+    ""guid"": ""https://www.myanonamouse.net/t/123"",
+    ""dl"": ""abc123"",
+    ""title"": ""Test"",
+    ""size"": 12345,
+    ""free"": false,
+    ""personal_freeleech"": false
+  }
+]";
+            var indexer = new Indexer
+            {
+                Name = "MyAnonamouse",
+                Url = "https://www.myanonamouse.net",
+                Type = "Torrent",
+                Implementation = "MyAnonamouse",
+                AdditionalSettings = $"{{\"mam_id\":\"test_mam\",\"mam_options\":{{\"freeleechWedge\":\"{wedge}\"}}}}"
+            };
+            var results = MyAnonamouseResponseParser.Parse(json, indexer, NullLogger.Instance);
+
+            var result = Assert.Single(results);
+            Assert.Equal("https://www.myanonamouse.net/tor/download.php/abc123?mam_id=test_mam&fl=1", result.TorrentUrl);
+        }
+
+        [Fact]
+        public void ParseMyAnonamouse_Does_Not_Append_Fl_When_Torrent_Is_Already_Freeleech()
+        {
+            var json = @"[
+  {
+    ""guid"": ""https://www.myanonamouse.net/t/123"",
+    ""dl"": ""abc123"",
+    ""title"": ""Test"",
+    ""size"": 12345,
+    ""free"": true
+  }
+]";
+            var indexer = new Indexer
+            {
+                Name = "MyAnonamouse",
+                Url = "https://www.myanonamouse.net",
+                Type = "Torrent",
+                Implementation = "MyAnonamouse",
+                AdditionalSettings = """{"mam_id":"test_mam","mam_options":{"freeleechWedge":"Preferred"}}"""
+            };
+            var results = MyAnonamouseResponseParser.Parse(json, indexer, NullLogger.Instance);
+
+            var result = Assert.Single(results);
+            Assert.Equal("https://www.myanonamouse.net/tor/download.php/abc123?mam_id=test_mam", result.TorrentUrl);
+        }
+
+        [Fact]
+        public void ParseMyAnonamouse_Does_Not_Append_Fl_When_Personal_Freeleech()
+        {
+            var json = @"[
+  {
+    ""guid"": ""https://www.myanonamouse.net/t/123"",
+    ""dl"": ""abc123"",
+    ""title"": ""Test"",
+    ""size"": 12345,
+    ""personal_freeleech"": true
+  }
+]";
+            var indexer = new Indexer
+            {
+                Name = "MyAnonamouse",
+                Url = "https://www.myanonamouse.net",
+                Type = "Torrent",
+                Implementation = "MyAnonamouse",
+                AdditionalSettings = """{"mam_id":"test_mam","mam_options":{"freeleechWedge":"Required"}}"""
+            };
+            var results = MyAnonamouseResponseParser.Parse(json, indexer, NullLogger.Instance);
+
+            var result = Assert.Single(results);
+            Assert.Equal("https://www.myanonamouse.net/tor/download.php/abc123?mam_id=test_mam", result.TorrentUrl);
+        }
+
+        [Fact]
+        public void ParseMyAnonamouse_Does_Not_Append_Fl_When_FreeleechWedge_Is_Never()
+        {
+            var json = @"[
+  {
+    ""guid"": ""https://www.myanonamouse.net/t/123"",
+    ""dl"": ""abc123"",
+    ""title"": ""Test"",
+    ""size"": 12345,
+    ""free"": false
+  }
+]";
+            var indexer = new Indexer
+            {
+                Name = "MyAnonamouse",
+                Url = "https://www.myanonamouse.net",
+                Type = "Torrent",
+                Implementation = "MyAnonamouse",
+                AdditionalSettings = """{"mam_id":"test_mam","mam_options":{"freeleechWedge":"Never"}}"""
+            };
+            var results = MyAnonamouseResponseParser.Parse(json, indexer, NullLogger.Instance);
+
+            var result = Assert.Single(results);
+            Assert.Equal("https://www.myanonamouse.net/tor/download.php/abc123?mam_id=test_mam", result.TorrentUrl);
+        }
+
+        [Fact]
+        public void ParseMyAnonamouse_Appends_Fl_To_Tid_DownloadUrl_When_Wedge_Enabled()
+        {
+            var json = """
+            [
+              {
+                "id": "1246262",
+                "title": "A Parade of Horribles",
+                "size": "1.1 GiB",
+                "seeders": 2196,
+                "leechers": 6,
+                "free": false
+              }
+            ]
+            """;
+            var indexer = new Indexer
+            {
+                Name = "MyAnonamouse",
+                Url = "https://www.myanonamouse.net",
+                Type = "Torrent",
+                Implementation = "MyAnonamouse",
+                AdditionalSettings = """{"mam_id":"test_mam","mam_options":{"freeleechWedge":"Preferred"}}"""
+            };
+
+            var results = MyAnonamouseResponseParser.Parse(json, indexer, NullLogger.Instance);
+
+            var result = Assert.Single(results);
+            Assert.Equal(
+                "https://www.myanonamouse.net/tor/download.php?tid=1246262&mam_id=test_mam&fl=1",
+                result.TorrentUrl);
+        }
+    }
+}