$re = '/user_b: (.*?)^[0-9]/ms';
$str = '27/07/18, 12:02 PM - user_a: https://www.youtube.com/
Watch this
27/07/18, 12:15 PM - user_b: <Media omitted>
27/07/18, 12:52 PM - user_b: Read this fully
some text
some text
.
some text
27/07/18, 12:56 PM - user_c: text ..';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php