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The Bay State of Massachusetts has thousands of singles looking for love. Find your match today! Match.com is the Worlds Largest Online Dating, Relationships, Singles and Personals Service in Massachusetts. We have the hottest attractive and available Jamaica Plain, Massachusetts women/men on the internet from hot blondes to cute brunettes to sexy redheads. It's not easy being single in Jamaica Plain - but it's a cinch meeting single men and single women on Match.com.