diff --git a/src/lib/parsing.ts b/src/lib/parsing.ts
index 33bd0c1..aeae4b2 100644
--- a/src/lib/parsing.ts
+++ b/src/lib/parsing.ts
@@ -2,7 +2,9 @@ import { nip19 } from "@nostr-dev-kit/ndk";
 
 // Regex patterns
 const URL_REGEX = /https?:\/\/[^\s<>"')\]]+/g;
-const IMAGE_EXTENSIONS = /\.(jpg|jpeg|png|gif|webp|svg)(\?[^\s]*)?$/i;
+const IMAGE_EXTENSIONS = /\.(jpg|jpeg|jpg2|jp2|jpe|png|gif|webp|svg|avif|bmp|tiff?)(\?[^\s]*)?$/i;
+// Blossom / NIP-96 content-addressed URLs: SHA-256 hash (64 hex) as filename, any extension
+const BLOSSOM_URL_REGEX = /\/[0-9a-f]{64}(\.[a-z0-9]{0,5})?$/i;
 const VIDEO_EXTENSIONS = /\.(mp4|webm|mov|ogg|m4v|avi)(\?[^\s]*)?$/i;
 const AUDIO_EXTENSIONS = /\.(mp3|wav|flac|aac|m4a|opus|ogg)(\?[^\s]*)?$/i;
 const YOUTUBE_REGEX = /(?:youtube\.com\/(?:watch\?v=|embed\/|shorts\/)|youtu\.be\/)([a-zA-Z0-9_-]{11})/;
@@ -37,7 +39,7 @@ export function parseContent(content: string): ContentSegment[] {
     // Clean trailing punctuation that's likely not part of the URL
     const cleaned = url.replace(/[.,;:!?)]+$/, "");
 
-    if (IMAGE_EXTENSIONS.test(cleaned)) {
+    if (IMAGE_EXTENSIONS.test(cleaned) || BLOSSOM_URL_REGEX.test(cleaned)) {
       allMatches.push({
         index: match.index,
         length: cleaned.length,