Question: A 54-year-old man presented with a 4-day history of severe anal pain. Relevant medical history included an appendectomy, correction of an umbilical hernia, and an idiopathic proctitis in 2009 that responded to treatment with mesalazine enemas. Initially, the anal pain was related to bowel movements, but later it was continuously present especially when seated. Bowel habits had altered and the patient complained about constipation; there was no rectal blood loss or fever. The patient had a homosexual relationship and denied unsafe sexual intercourse during the past year. He tested negative for HIV. Rectal examination was painful and revealed a palpable anal and distal rectal mass. In addition, inguinal lymphadenopathy was noted. Laboratory tests showed a normal leukocyte count but an elevated C-reactive protein level (52 mg/L). Colonoscopy under sedation revealed a circular rectal mass with superficial ulceration and pus (Figure A; endoscopic retrograde view). In addition, aphthoid erosions were noted in the transverse and descending colon. Because there was a high suspicion of malignancy, a workup for rectal cancer was initiated, which included magnetic resonance imaging (MRI) showing the rectal mass with infiltration in the surrounding fat tissue (Figure B, T2 weighted, arrowhead) and locoregional (Figure C, T1 weighted, arrowhead) and inguinal (Figure B, C, arrows) lymphadenopathy. Histologic examination of the biopsies from the rectal mass showed diffuse infiltration of the lamina propria by plasma cells, lymphocytes, and occasional multinucleated giant cells. The surface epithelium was eroded and there was ulceration and focal cryptitis with infiltration of neutrophils, but no malignancy (Figure D). Additional deep incisional biopsies did also not show malignancy. What is the diagnosis of this distal rectal mass causing the severe anal pain? See the Gastroenterology web site (www.gastrojournal.org) for more information on submitting your favorite image to Clinical Challenges and Images in GI. At the time the incisional biopsies were taken, serologic tests for Treponema pallidum were positive. In addition, immunohistochemical staining for spirochetes showed numerous spirochetes in the rectal biopsies (Figure E). Biopsies taken in 2009 during the episode of proctitis were immunostained and showed spirochetes in retrospect. The diagnosis was therefore late syphilis (latens tarda) presenting with severe anal pain and a rectal mass mimicking rectal cancer. After treatment with 3 injections with benzylpenicillin on days 1, 8, and 15 (after excluding neurosyphilis), the pain and serologic tests normalized completely. Within 3 months the rectal mass had disappeared, as shown by rectal examination and MRI. The patient's partner tested negative for syphilis serology. Sexually transmitted diseases (STDs) are found in 55%–86% of men who have sex with men (MSM) presenting with proctitis, with gonorrhea and chlamydia infection being the most common causes, followed by herpes and syphilis.1Klausner J.D. Kohn R. Kent C. Etiology of clinical proctitis among men who have sex with men.Clin Infect Dis. 2004; 38: 300-302Crossref PubMed Scopus (85) Google Scholar, 2Davis T.W. Goldstone S.E. Sexually transmitted infections as a cause of proctitis in men who have sex with men.Dis Colon Rectum. 2009; 52: 507-512Crossref PubMed Scopus (33) Google Scholar Rectal syphilis has many different presentations, varying from asymptomatic infection to proctitis and rarely presents as an ulcerating rectosigmoidal mass that can mimic anorectal cancer.3McMillan A. Lee F.D. Sigmoidoscopic and microscopic appearance of the rectal mucosa in homosexual men.Gut. 1981; 22: 1035-1041Crossref PubMed Scopus (71) Google Scholar Other micro-organisms that can cause a rectal mass include serovars of Chlamydia trachomatis (lymphogranuloma venerum), Mycobacterium tuberculosis, Actinomyces, and cytomegalovirus. This case illustrates the importance of taking a complete clinical history, including sexual preferences, in patients presenting with proctitis. STD as the cause of proctitis is a frequently missed diagnosis, resulting in delayed treatment and potential disease transmission. Serologic testing is therefore imperative to exclude STDs in MSM with proctitis.1Klausner J.D. Kohn R. Kent C. Etiology of clinical proctitis among men who have sex with men.Clin Infect Dis. 2004; 38: 300-302Crossref PubMed Scopus (85) Google Scholar, 2Davis T.W. Goldstone S.E. Sexually transmitted infections as a cause of proctitis in men who have sex with men.Dis Colon Rectum. 2009; 52: 507-512Crossref PubMed Scopus (33) Google Scholar, 3McMillan A. Lee F.D. Sigmoidoscopic and microscopic appearance of the rectal mucosa in homosexual men.Gut. 1981; 22: 1035-1041Crossref PubMed Scopus (71) Google Scholar In addition, clinical information is invaluable to the pathologist for adequate histopathologic examination of the rectal biopsies, which should include special stains for micro-organisms.