We present a 59 years-old male with a past medical history of hypertension, and hyperlipidemia who presented with diplopia. These symptoms preceded with a 12-centimeter rash in his right inguinal region 2 months prior to the onset of diplopia. He was initially treated for cellulitis with Keflex and then Bactrim with resolution of the rash. After the rash resolved, he started having retro-orbital headache, myalgia and followed by diplopia with right gaze. Magnetic resonance imaging (MRI) with contrast was performed which showed enhancement of cisternal segments of bilateral CN III, V and VI with concerns for Lyme’s disease. Lyme antibodies were positive both in serum and CSF confirming the diagnosis. Patient was started on Ceftriaxone for two weeks per infectious diseases recommendations. Patient continued to have diplopia even at 3 month follow up clinic visit although his systemic symptoms have resolved.