diff --git a/lib/widgets/post_row.dart b/lib/widgets/post_row.dart
index cff8c8739..c59b9b38a 100644
--- a/lib/widgets/post_row.dart
+++ b/lib/widgets/post_row.dart
@@ -240,7 +240,7 @@ class PostRow extends StatelessWidget {
 								if (attachments != null) WidgetSpan(
 									child: attachments,
 									floating: settings.imagesOnRight ? PlaceholderFloating.right : PlaceholderFloating.left,
-									alignment: PlaceholderAlignment.middle
+									alignment: latestPost.span.hasVeryTallWidgetSpan ? PlaceholderAlignment.top : PlaceholderAlignment.middle
 								),
 								if ((!parentZone.tree || (post.parentId != latestPost.threadId && (baseOptions?.highlightString?.isNotEmpty ?? false))) && !site.explicitIds && post.parentId != null) ...[
 									PostQuoteLinkSpan(
diff --git a/lib/widgets/post_spans.dart b/lib/widgets/post_spans.dart
index 50dd82031..a8072c6f4 100644
--- a/lib/widgets/post_spans.dart
+++ b/lib/widgets/post_spans.dart
@@ -131,6 +131,7 @@ abstract class PostSpan {
 	String buildText();
 	double estimateLines(double charactersPerLine) => buildText().length / charactersPerLine;
 	bool get containsLink => false;
+	bool get hasVeryTallWidgetSpan => false;
 }
 
 class _PostWrapperSpan extends PostSpan {
@@ -258,6 +259,16 @@ class PostNodeSpan extends PostSpan {
 
 	@override
 	bool get containsLink => children.any((c) => c.containsLink);
+
+	@override
+	bool get hasVeryTallWidgetSpan {
+		for (final child in children) {
+			if (child.hasVeryTallWidgetSpan) {
+				return true;
+			}
+		}
+		return false;
+	}
 }
 
 class PostTextSpan extends PostSpan {
@@ -759,6 +770,12 @@ class PostCodeSpan extends PostSpan {
 	String buildText() {
 		return '[code]$text[/code]';
 	}
+
+	@override
+	bool get hasVeryTallWidgetSpan {
+		final lineCount = RegExp(r'\n').allMatches(text).length + 1;
+		return lineCount > 5;
+	}
 }
 
 class PostSpoilerSpan extends PostSpan {
diff --git a/lib/widgets/thread_row.dart b/lib/widgets/thread_row.dart
index 437c484ac..adb55248a 100644
--- a/lib/widgets/thread_row.dart
+++ b/lib/widgets/thread_row.dart
@@ -363,7 +363,7 @@ class ThreadRow extends StatelessWidget {
 											if (site.classicCatalogStyle && attachments != null) WidgetSpan(
 												child: attachments,
 												floating: settings.imagesOnRight ? PlaceholderFloating.right : PlaceholderFloating.left,
-												alignment: PlaceholderAlignment.middle
+												alignment: latestThread.posts_.first.span.hasVeryTallWidgetSpan ? PlaceholderAlignment.top : PlaceholderAlignment.middle
 											),
 											if (headerRow.isNotEmpty) TextSpan(
 												children: [