diff --git a/system/HTTP/CURLRequest.php b/system/HTTP/CURLRequest.php
index 500b425d2dc5..dfc9ba97f7b2 100644
--- a/system/HTTP/CURLRequest.php
+++ b/system/HTTP/CURLRequest.php
@@ -389,7 +389,7 @@ public function send(string $method, string $url)
         // Set the string we want to break our response from
         $breakString = "\r\n\r\n";
 
-        if (strpos($output, 'HTTP/1.1 100 Continue') === 0) {
+        while (strpos($output, 'HTTP/1.1 100 Continue') === 0) {
             $output = substr($output, strpos($output, $breakString) + 4);
         }
 
diff --git a/tests/system/HTTP/CURLRequestTest.php b/tests/system/HTTP/CURLRequestTest.php
index 4893266e5009..3115f86aedbb 100644
--- a/tests/system/HTTP/CURLRequestTest.php
+++ b/tests/system/HTTP/CURLRequestTest.php
@@ -1109,4 +1109,30 @@ public function testUserAgentOption(): void
         $this->assertArrayHasKey(CURLOPT_USERAGENT, $options);
         $this->assertSame($agent, $options[CURLOPT_USERAGENT]);
     }
+
+    /**
+     * @see https://github.com/codeigniter4/CodeIgniter4/issues/8347
+     */
+    public function testMultipleHTTP100(): void
+    {
+        $jsonBody = '{"name":"John Doe","age":30}';
+
+        $output = "HTTP/1.1 100 Continue
+Mark bundle as not supporting multiuse
+HTTP/1.1 100 Continue
+Mark bundle as not supporting multiuse
+HTTP/1.1 200 OK
+Server: Werkzeug/2.2.2 Python/3.7.17
+Date: Sun, 28 Jan 2024 06:05:36 GMT
+Content-Type: application/json
+Content-Length: 33\r\n\r\n" . $jsonBody;
+
+        $this->request->setOutput($output);
+
+        $response = $this->request->request('GET', 'http://example.com');
+
+        $this->assertSame($jsonBody, $response->getBody());
+
+        $this->assertSame(200, $response->getStatusCode());
+    }
 }