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There are 47 sixteen-letter words containing I, L, M and 4S

ambitionlessnessantihomelessnessantiship␣missiles anti-ship␣missilesas␣much␣as␣possibleassimilationistsassimilativenessboil␣someone's␣pissbrushtail␣possumscompassionlesslycompressiblenessconfessionalismsdamsel␣in␣distressdisassembly␣linesdisassimilationsdissimulatressesecclesiasticismsfamily␣businessesgross␣motor␣skillsimpulse␣responsesintermissionlessirremissiblenessLadies␣MayoressesMaltesian␣crossesMarquesas␣Islandsmarriagelessnessmiliary␣abscessesMississippi␣Millsopsismodysplasiaosteoglossiformsparish␣assembliespluries␣summonsesprofessionalismspseudoclassicismschismaticalnessschoolmistressesschoolmistresslysemi-postal␣stampssemisubmersiblessemisuccessfullysimultaneousnesssingle␣star␣systemstrabismologistssubstantivalismssummary␣dismissaltoxoplasmastasistransmissionless

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