Characters who have never been or are no longer married.
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- Mr. Sakamoto
- Gunter
- Mr. Seckofsky
- Jay Sherman
- Sherpas
- Mindy Simmons
- Bonita Simpson
- Dr. Simpson
- Floyd Simpson
- Galston Simpson
- Ivy Simpson
- Lambert Simpson
- Pippa Simpson
- Prudence Simpson
- Twitta Simpson
- Zeke Simpson
- Llewellyn Sinclair
- Ms. Sinclair
- Seymour Skinner
- Waylon Smithers, Jr.
- Snake's Relative
- Stacy Lovell
- Stu Discothèque
- SWAT Leader
- Sylvie Trousseau
- Moe Szyslak
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