Both　sulfur　and　fluorine　play　important　roles　in　organic　synthesis,　the　life　science,　and　materials　science.　The　direct　incorporation　of　these　elements　into　organic　scaffolds　with　precise　control　of　the　oxidation　states　of　sulfur　moieties　is　of　great　significance.　Herein,　we　report　the　highly　selective　electrochemical　vicinal　fluorosulfenylation　and　fluorosulfoxidation　reactions　of　alkenes,　which　were　enabled　by　the　unique　ability　of　electrochemistry　to　dial　in　the　potentials　on　demand.　Preliminary　mechanistic　investigations　revealed　that　the　fluorosulfenylation　reaction　proceeded　through　a　radical-polar　crossover　mechanism　involving　a　key　episulfonium　ion　intermediate.　Subsequent　electrochemical　oxidation　of　fluorosulfides　to　fluorosulfoxides　were　readily　achieved　under　a　higher　applied　potential　with　the　adventitious　H2O　in　the　reaction　mixture.　(C)　2022　Published　by　Elsevier　B.V.　on　behalf　of　Chinese　Chemical　Society　and　Institute　of　Materia　Medica,　Chinese　Academy　of　Medical　Sciences.