Purpose. This report documented the occurrence of globe subluxation (GSL) during the insertion of a scleral contact lens (SL) and described the management of two keratoconus patients, in need of a gas permeable contact lens prescription and experiencing GSL. Furthermore, an anatomical explanation for the occurrence of spontaneous GSL is attempted. Material and Methods. Two separate case reports of GSL were evaluated and described. In case 1, the patient experienced GSL secondary to insertion of a trial SL and in case 2 the patient had experienced multiple GSLs secondary to Grave’s disease. Different management strategies were taken to help to provide functional vision for these patients. In case 1, the patient was fitted with a smaller corneal gas permeable lens to minimize lid manipulation needed to insert a lens and provide effective correction. In case 2, the patient’s existing Prosthetic Replacement of the Ocular Surface Ecosystem (PROSE) SL was designed to increase vertical lens steepness to tighten the lens fit and minimize the chance of losing the lens during wear. Results. With the help of the individually fitted contact lenses, it was possible to achieve visual rehabilitation in accordance with the patient’s specific needs. Conclusion. SL are fitted with increasing frequency and tend to require excessive lid manipulation, which may lead to GSL. This small case series demonstrated different lens design and selection maybe utilized to minimize the occurrence of GSL. The superior septum orbitale is perforated several times across the width of the upper lid by the aponeurosis of the levator. This structural arrangement weakens the superior septum orbitale and, postulated here, predisposes the eye to GSL by a herniation primarily of the superior septum orbitale.