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You will find married dating sites like Ashley Madison that let you search an extensive database of like-minded people seeking affairs, with the aim of finding a discreet and confidential way of having a short-term, illicit affair. The best services are free to register, have a solid security and anonymity strategy, a working matching or messaging system and give you the opportunity to meet up with your matches. Popular affair dating sites:. With estimated Aiming at the casual dating niche, Ashley Madison has well thought out features like the travelling man where you can match with women on your holidays or business trips to other cities.