Primary leiomyosarcoma (LMS) of breast is a very rare neoplasm of breast. Less than forty cases have been reported so far. Clinical presentation of this entity simulates other benign and malignant lesion of mesenchymal tumors of breast. Histopathological examination remains the goldstandard but application of ancillary techniques helps in further confirmation of the diagnosis. Herein we presented two case-reports of the primary LMS of breast. One of the cases was reported to have the axillary metastasis too. Though the optimal management followed for this entity is tumor excision with clear margins, the multi-disciplinary team performed Modified Radical Mastectomy (MRM) with axillary node dissection.