Abstract-Since the textual contents on online social media are highly unstructured, informal, and often misspelled, existing research on message-level offensive language detection cannot accurately detect offensive content, and user-level offensiveness evaluation is still an under researched area. To bridge this gap, we propose the Lexical Syntactic Feature (LSF) architecture to detect offensive content and identify potential offensive users in social media. We distinguish the contribution of pejoratives/profanities and obscenities in determining offensive content, and introduce hand-authoring syntactic rules in identifying name-calling harassments. In particular, we incorporate a user's writing style, structure and specific cyberbullying content as features to predict the user's potentiality to send out offensive content. Results from experiments showed that our LSF framework performed significantly better than existing methods in offensive content detection. It achieves precision of 98.24% and recall of 94.34% in sentence offensive detection, as well as precision of 77.9% and recall of 77.8% in user offensive detection. Meanwhile, the processing speed of LSF is approximately 10msec per sentence, suggesting the potential for effective deployment in social media.