diff --git a/library/Requests/Exception/File.php b/library/Requests/Exception/File.php
new file mode 100644
index 000000000..e4a62e6b8
--- /dev/null
+++ b/library/Requests/Exception/File.php
@@ -0,0 +1,5 @@
+<?php
+
+class Requests_Exception_File extends Requests_Exception {
+
+}
diff --git a/library/Requests/File.php b/library/Requests/File.php
new file mode 100644
index 000000000..39f66e595
--- /dev/null
+++ b/library/Requests/File.php
@@ -0,0 +1,70 @@
+<?php
+/**
+ * File handler for file uploads
+ *
+ * @package Requests
+ * @subpackage Utilities
+ */
+
+/**
+ * A file object describing an upload.
+ *
+ * Used in the $data parameter to POST requests.
+ *
+ * @package Requests
+ * @subpackage Utilities
+ */
+class Requests_File {
+	/**
+	 * The path to the file.
+	 *
+	 * @var string|null
+	 */
+	public $path = null;
+
+	/**
+	 * The file mimetype.
+	 *
+	 * @var string|null
+	 */
+	public $type = null;
+
+	/**
+	 * Override the file name when uploading.
+	 *
+	 * @var string|null
+	 */
+	public $name = null;
+
+	/**
+	 * Create a file wrapper.
+	 *
+	 * @param string $filepath The path to the file.
+	 * @param string $mimetype The mimetype override. Will try to guess if not given.
+	 * @param string $filename The upload file name.
+	 *
+	 * @throws Requests_Exception_File If file is not readable or does not exist.
+	 *
+	 * @return Requests_File
+	 */
+	public function __construct($path, $type = null, $name = null) {
+		if (!file_exists($path) || !is_readable($path)) {
+			throw new Requests_Exception_File('File is not readable', null, $path);
+		}
+
+		$this->path = $path;
+		$this->type = $type ? $type : mime_content_type($path);
+		$this->name = $name ? $name : basename($path);
+	}
+
+	/**
+	 * Retrieve the contents into a string.
+	 *
+	 * Caution: large files will fill up the RAM.
+	 *
+	 * @return string The contents.
+	 */
+	public function get_contents() {
+		return file_get_contents($this->path);
+	}
+}
diff --git a/library/Requests/Transport/cURL.php b/library/Requests/Transport/cURL.php
index 4429edb64..945f0efbf 100644
--- a/library/Requests/Transport/cURL.php
+++ b/library/Requests/Transport/cURL.php
@@ -316,15 +316,35 @@ protected function setup_handle($url, $headers, $data, $options) {
 
 		$headers = Requests::flatten($headers);
 
+		$files = array();
+
 		if (!empty($data)) {
 			$data_format = $options['data_format'];
 
+			if (is_array($data)) {
+				foreach($data as $key => $value) {
+					if ($value instanceof Requests_File) {
+						$files[$key] = $value;
+					}
+				}
+			}
+
 			if ($data_format === 'query') {
 				$url = self::format_get($url, $data);
-				$data = '';
+				$data = array();
+			}
+		}
+
+		if (!empty($files)) {
+			if (function_exists('curl_file_create')) {
+				foreach($files as $key => $file) {
+					$data[$key] = curl_file_create($file->path, $file->type, $file->name);
+				}
 			}
-			elseif (!is_string($data)) {
-				$data = http_build_query($data, null, '&');
+			else {
+				foreach($files as $key => $file) {
+					$data[$key] = "@{$file->path}";
+				}
 			}
 		}
 
diff --git a/library/Requests/Transport/fsockopen.php b/library/Requests/Transport/fsockopen.php
index 21cb56d5e..02b6e9239 100644
--- a/library/Requests/Transport/fsockopen.php
+++ b/library/Requests/Transport/fsockopen.php
@@ -153,14 +153,24 @@ public function request($url, $headers = array(), $data = array(), $options = ar
 		$out = sprintf("%s %s HTTP/%.1f\r\n", $options['type'], $path, $options['protocol_version']);
 
 		if ($options['type'] !== Requests::TRACE) {
+			$files = array();
+
 			if (is_array($data)) {
+				foreach($data as $key => $value) {
+					if ($value instanceof Requests_File) {
+						$files[$key] = $value;
+					}
+				}
+			}
+
+			if (is_array($data) && empty($files)) {
 				$request_body = http_build_query($data, null, '&');
 			}
 			else {
 				$request_body = $data;
 			}
 
-			if (!empty($data)) {
+			if (!empty($data) && empty($files)) {
 				if (!isset($case_insensitive_headers['Content-Length'])) {
 					$headers['Content-Length'] = strlen($request_body);
 				}
@@ -169,6 +179,33 @@ public function request($url, $headers = array(), $data = array(), $options = ar
 					$headers['Content-Type'] = 'application/x-www-form-urlencoded; charset=UTF-8';
 				}
 			}
+
+			if (!empty($files)) {
+				$boundary = sha1(time());
+				$headers['Content-Type'] = "multipart/form-data; boundary=$boundary";
+
+				$request_body = '';
+
+				if (!empty($data)) {
+					foreach ($data as $key => $value) {
+						$request_body .= "--$boundary\r\n";
+
+						if ($value instanceof Requests_File) {
+							$request_body .= "Content-Disposition: form-data; name=\"$key\"; filename=\"$value->name\"\r\n";
+							$request_body .= "Content-Type: $value->type";
+							$request_body .= "\r\n\r\n" . $value->get_contents() . "\r\n";
+						}
+						else {
+							$request_body .= "Content-Disposition: form-data; name=\"$key\"";
+							$request_body .= "\r\n\r\n" . $value . "\r\n";
+						}
+					}
+				}
+
+				$request_body .= "--$boundary--\r\n\r\n";
+
+				$headers['Content-Length'] = strlen($request_body);
+			}
 		}
 
 		if (!isset($case_insensitive_headers['Host'])) {
diff --git a/tests/File.php b/tests/File.php
new file mode 100644
index 000000000..d2ea89ccf
--- /dev/null
+++ b/tests/File.php
@@ -0,0 +1,39 @@
+<?php
+
+class RequestsTest_File extends PHPUnit_Framework_TestCase {
+	/**
+	 * @expectedException Requests_Exception_File
+	 */
+	public function testInvalidFile() {
+		new Requests_File(sys_get_temp_dir() . 'null.exe');
+	}
+
+	public function testBasic() {
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), '');
+		$file = new Requests_File($tmpfile, 'text/plain', 'readme.txt');
+
+		$this->assertEquals($file->path, $tmpfile);
+		$this->assertEquals($file->type, 'text/plain');
+		$this->assertEquals($file->name, 'readme.txt');
+
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), 'hello');
+		$file = new Requests_File($tmpfile);
+		$this->assertEquals($file->name, basename($tmpfile));
+
+		$this->assertEquals($file->get_contents(), 'hello');
+	}
+
+	public function testMime() {
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), 'hello');
+		$file = new Requests_File($tmpfile);
+		$this->assertEquals($file->type, 'text/plain');
+
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), "\xff\xd8\xff");
+		$file = new Requests_File($tmpfile);
+		$this->assertEquals($file->type, 'image/jpeg');
+
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), "\x78\x01");
+		$file = new Requests_File($tmpfile);
+		$this->assertEquals($file->type, 'application/octet-stream');
+	}
+}
diff --git a/tests/Transport/Base.php b/tests/Transport/Base.php
index 566e09fad..f3438f1f4 100644
--- a/tests/Transport/Base.php
+++ b/tests/Transport/Base.php
@@ -845,4 +845,13 @@ public function testBodyDataFormat() {
 		$this->assertEquals(httpbin('/post'), $result['url']);
 		$this->assertEquals(array('test' => 'true', 'test2' => 'test'), $result['form']);
 	}
+
+	public function testFileUploads() {
+		file_put_contents($tmpfile = tempnam(sys_get_temp_dir(), 'requests'), 'some secret bytes, yo');
+		$request = Requests::post('http://httpbin.org/post', array(), array('foo' => 'bar', 'file1' => new Requests_File($tmpfile)), $this->getOptions());
+
+		$result = json_decode($request->body, true);
+		$this->assertEquals($result['files']['file1'], 'some secret bytes, yo');
+		$this->assertEquals($result['form']['foo'], 'bar');
+	}
 }
diff --git a/tests/phpunit.xml.dist b/tests/phpunit.xml.dist
index 64e0b8260..1e3602332 100644
--- a/tests/phpunit.xml.dist
+++ b/tests/phpunit.xml.dist
@@ -13,6 +13,7 @@
 		<testsuite name="General">
 			<file>ChunkedEncoding.php</file>
 			<file>Cookies.php</file>
+			<file>File.php</file>
 			<file>IDNAEncoder.php</file>
 			<file>IRI.php</file>
 			<file>Requests.php</file>