Hyalinizing Trabecular Tumour (HTT) is rare among follicular cell neoplasm and contributes less than 1% of all primary thyroid gland tumours. It is commonly seen in middle age with female prepondenrance. HTT is a benign to malignant potential tumour. The tumour has definite histomorphological features. However cytological diagnosis is challenging. The definite cytological diagnosis of HTT is important to plan the surgical treatment. Here we present two case reports; one in 72 years male and other in 22 years female highlighting the pitfalls in the cytological diagnosis of HTT.