The aim of this study was to determine provoking factors of clinical anxiety among dental students from trainers and students’ perspective. A cross-sectional study was conducted among junior dental students of Taibah Dental College and their trainers using the 38-item modified Moss and McManus clinical anxiety questionnaire. Totally, 123 students and 27 clinical trainers participated. In 5 out of 32 situations significant differences in anxiety were reported by students and trainers (P< 0.05). Dental students reported higher level of anxiety than clinical trainers when they are presenting cases in clinical sessions, helping in a faint, failure of local anaesthesia injection and not meeting the requirements before the exam. However, clinical trainers were more anxious than dental students when they get involved in arresting postoperative bleeding (P< 0.05). Clinical trainers shared largely the same perspective with dental students on the following clinical anxiety provoking situations: when they getting diagnosis wrong, inadvertently hurting the patients, are dealing with psychiatric patients, treating medically compromised patients, coping with uncooperative patient, dealing with fainting patient, fracturing a tooth, extracting wrong tooth, causing accidental pulp exposure, fear of patient’s satisfaction, tearing of the cheek/lips due to catching on a dental burr, getting infected by patients, and giving wrong treatment (P>0.05). It was concluded that clinical trainers and students have great similarity in their perspective on the clinical anxiety provoking situations with slight differences. Clinical trainers’ anxiety dramatically increased with the most risky clinical conditions such as getting infected by patients, arresting postoperative bleeding and dealing with psychiatric patients.