This study was aimed to describe a case study of a 75-year-old male patient with aphakic pupillary block. Angle-closure glaucoma is a sight-threatening condition. Pupillary block is often a component of angle-closure glaucoma that has multiple possible etiologies. Prolapse of vitreous through the pupillary aperture as a cause of pupillary block is uncommon. Although laser iridotomy is the mainstay treatment in pupillary block, it is not always an effective treatment strategy for this particular clinical scenario. A 75-yearold male presented to the emergency department with symptoms and signs compatible with aphakic acute angle closure secondary to vitreous prolapse through the pupillary aperture, causing pupillary block. The patient was treated with topical intraocular pressure (IOP) lowering agents and systemic hyperosmotics resulting in a moderate decrease in IOP. Treatment attempt to relieve the pupillary block component with Nd: YAG laser iridotomy was ineffective. The second attempt at Nd: YAG laser aimed at the vitreous bubble protruding through the pupillary aperture was successful, with immediate aqueous humor flow and deepening of the anterior chamber, IOP decrease, and resolution of symptoms. Anterior segment photographs and anterior segment optical coherence tomography (AS-OCT) scans obtained before and following the procedure were useful in evaluating and documenting the clinical scenario and eventual vitreous block resolution. We report an unusual case of vitreous pupillary block and treatment strategy using Nd: YAG laser vitreolysis. Anterior segment imaging, particularly AS-OCT, is a useful auxiliary test for evaluation and documentation in such complex cases.