Fibroids are the most common tumors of the female reproductive system. It is impossible to determine their true incidence, although frequently quoted incidence of as high as 50% has been found in certain longitudinal studies. Typical leiomyoma is a firm nodular well-circumscribed structure arising from the myometrium. Some of these fibroids may be asymptomatic while the usual symptoms associated are heavy menstrual bleeding, dysmenorrhea, abdominal discomfort, and pressure symptoms. Fibroids can be easily diagnosed by ultrasonography and MRI. However, some cases of fibroids may present as a diagnostic dilemma due to their bizarre presentation and unusual ultrasounds and MRI reports. Here we report three cases of fibroids with atypical clinical features that resulted in difficulty in making diagnosis.