diff --git a/plugins/obs-ffmpeg/obs-ffmpeg-mux.c b/plugins/obs-ffmpeg/obs-ffmpeg-mux.c
index f152b2849e3e1a..08879c3e4c5c0d 100644
--- a/plugins/obs-ffmpeg/obs-ffmpeg-mux.c
+++ b/plugins/obs-ffmpeg/obs-ffmpeg-mux.c
@@ -582,10 +582,10 @@ static void generate_filename(struct ffmpeg_muxer *stream, struct dstr *dst, boo
 	char *filename = os_generate_formatted_filename(ext, space, fmt);
 
 	dstr_copy(dst, dir);
-	dstr_replace(dst, "\\", "/");
-	if (dstr_end(dst) != '/')
+	if (dstr_end(dst) != '/' && dstr_end(dst) != '\\')
 		dstr_cat_ch(dst, '/');
 	dstr_cat(dst, filename);
+	dstr_replace(dst, "\\", "/");
 
 	char *slash = strrchr(dst->array, '/');
 	if (slash) {
diff --git a/plugins/obs-outputs/mp4-output.c b/plugins/obs-outputs/mp4-output.c
index fd4e1fca43bb69..a2cdc490a73879 100644
--- a/plugins/obs-outputs/mp4-output.c
+++ b/plugins/obs-outputs/mp4-output.c
@@ -392,10 +392,10 @@ static void generate_filename(struct mp4_output *out, struct dstr *dst, bool ove
 	char *filename = os_generate_formatted_filename(ext, space, fmt);
 
 	dstr_copy(dst, dir);
-	dstr_replace(dst, "\\", "/");
-	if (dstr_end(dst) != '/')
+	if (dstr_end(dst) != '/' && dstr_end(dst) != '\\')
 		dstr_cat_ch(dst, '/');
 	dstr_cat(dst, filename);
+	dstr_replace(dst, "\\", "/");
 
 	char *slash = strrchr(dst->array, '/');
 	if (slash) {