diff --git a/server.py b/server.py
index 06c23e5..5facdf2 100644
--- a/server.py
+++ b/server.py
@@ -187,7 +187,7 @@ def stop_all_videos():
 
  
 # terminate a parent process and all its child processes using a specified signal.
-def kill_child_processes(parent_pid, sig=signal.SIGKILL):
+def kill_child_processes(parent_pid, sig=signal.SIGILL):
     try:
         parent = psutil.Process(parent_pid)
         parent.send_signal(sig)
@@ -412,7 +412,7 @@ async def state():
 
 
 @app.post("/play/file")
-async def play_file(file_path: str = "cache", title: str = None, thumbnail: str = None):
+async def play_file(file_path: str = "cache", title: str = None, thumbnail: str = None, loop: bool = False):
     try:
 
         # check if we are going to play all videos or a single video in the cache
@@ -427,7 +427,7 @@ async def play_file(file_path: str = "cache", title: str = None, thumbnail: str
             args=(
                 file_path,
                 State.PLAYING,
-                False,
+                loop,
                 title,
                 thumbnail,
             ),
diff --git a/static/cache.html b/static/cache.html
index 4c9234a..cb6d0ca 100644
--- a/static/cache.html
+++ b/static/cache.html
@@ -17,11 +17,14 @@ <h3>Cache Storage</h3>
   <div id="listOfVideosContainer" >
   </div>
   <script>
+      let holdTimer;
           document.getElementById('go_back_btn').addEventListener('click', () => {
             let url = window.location.href
             window.location.href = window.location.href.substring(0, url.lastIndexOf('/') )
 
           });
+
+          async function togglePlayVideo(e, video, isLooping) {
           let debugUrl = new URL("debug", window.location.href)
           async function togglePlayVideo(e, video) {
                   try {
@@ -33,13 +36,18 @@ <h3>Cache Storage</h3>
                     url.searchParams.append("file_path", file_path)
                     url.searchParams.append("title", title)
                     url.searchParams.append("thumbnail", thumbnail)
+                    //repeats the video if looping
+                    if (isLooping) {
+                      url.searchParams.append("loop", "true"); 
+                    }
+                    console.log("Fetching URL:", url.href);
                     const response = await fetch(url.href, { method: "POST" });
                     return response.json()
                   } catch(error) {
                     console.log(error)
                   } 
             }
-
+          }
           async function togglePlayEntireDirectory(e) {
             try {
               e.preventDefault()
@@ -69,17 +77,32 @@ <h3>Cache Storage</h3>
             }  
           }
 
-          async function handlePlayButton(e, video) {
+          async function handlePlayButton(e, video, isLooping) {
             const playButton = document.getElementById(video.id)
-            const response = await togglePlayVideo(e, video)
+            if (playButton.classList.contains('is-looping') && isLooping) {
+              let stopURL = new URL(window.location.href.replace('cache', 'stop'));
+              await fetch(stopURL.href, { method: "POST" });
+              playButton.textContent = "Stopped";
+              playButton.style.backgroundColor = ""; 
+              playButton.classList.remove('is-looping');
+              isLooping = false;
+              setTimeout(() => { playButton.textContent = "play"; }, 2000);
+              return;
+            }
+            const response = await togglePlayVideo(e, video, isLooping)
             if (response["detail"] === "Success") {
-            playButton.textContent = "Success!";
-            playButton.disabled = true;
-            
-            setTimeout(() => {
+              if (isLooping) {
+              playButton.textContent = "Looping!";
+              playButton.style.backgroundColor = "green";
+              playButton.classList.add('is-looping');
+              } else {
+              playButton.textContent = "Success!";
+              playButton.disabled = true;
+              setTimeout(() => {
               playButton.textContent = "Play";
               playButton.disabled = false;
             }, 2000);
+          }
           } else {
             alert(response["detail"]);
           }  
@@ -139,10 +162,33 @@ <h3>Cache Storage</h3>
               playButton.textContent = 'play';
               videoSize.textContent = formatBytes(element.size_bytes);
         
-              playButton.addEventListener('click', (e) => {
-                handlePlayButton(e, element)
+              //Loops video if held for 750ms
+              playButton.addEventListener('mousedown', (e)=> {
+                startTime = Date.now();
+                holdTimer = setTimeout(() => {
+                if (playButton.classList.contains('is-looping')) {
+                  playButton.textContent = "Release to STOP";
+                } else {
+                  playButton.textContent = "Release to LOOP";
+                  }
+                  }, 750);
               });
 
+              playButton.addEventListener('mouseup', (e) => {
+                clearTimeout(holdTimer);
+                const duration = Date.now() - startTime;
+
+                if (duration >= 750) {
+                  // It was a long press
+                  handlePlayButton(e, element, true);
+                } else if (!playButton.classList.contains('is-looping')){
+                // It was a normal click - reset text if it started changing
+                playButton.textContent = "play";
+                playButton.style.backgroundColor = "";
+                handlePlayButton(e, element, false);
+                }
+});
+
               playEntireDirectoryBtn.addEventListener('click', handlePlayEntireDirectoryButton);
 
               videoImgContainer.appendChild(videoImg);