Sure, we're spending billions on holiday season shopping, but food is expensive in NYC and incomes aren't rising. Which is why there are enterprising individuals like one 23-year-old who used Match.com to find men to take her out to fancy restaurants five days a week. more ›

Ladies: are you curious about online dating but too shy to meet anyone before 2013? Do you enjoy the idea of pinstripes as a metaphor for prison bars? Well, inmate #57431-053 AKA Ray Angeloff would love to meet you, as soon as he's paroled from his federal money laundering charges. Angeloff was sentenced in 2009 to five years in prison for posing as a legitimate Wall Street trader and swindling thousands of investors out of at least $3.5 million. While he's at a low-security wing of a Florida prison, he's looking for love online at PrisonInmates.com. more ›

Are you not finding what you're looking for on OK Cupid? Enter: Craigslist. You already use it to find a new roommate, or even a new couch. But how about that special someone to share the upcoming hibernation season with? Maybe it's time to double down and just admit that you're "already dead inside." more ›

[UPDATE BELOW]: Dating sites are constantly making claims like "2% of U.S. marriages can't be wrong" or promising that you'll "find someone special within six months," but does anyone actually put them to the test? One brave Manhattan author and lawyer is taking "Upscale Matchmaker" and HuffPo blogger Amy Laurent to court for failing to deliver on her promise to find him the perfect woman. more ›

It's the ultimate New York fantasy. You're sitting next to some old man, doing your morning crossword puzzle, you look up and there they are. The love of your life, filling out the same 16-down. You lock eyes, you move next to them, and you end up getting off at the same stop with promises to meet for dinner. It's a great idea, but you probably have a better chance of conversing with that hobo who smells like Colt 45 sitting down the car than you do of finding Mr. or Mrs. Right. Enter SubMate. more ›

A Brooklyn man filed a $5 million federal lawsuit against Match.com yesterday, accusing the dating site of teasing users with profiles of "canceled subscribers or [ones who] never subscribed at all." As a result, Match sparked an inferno of "humiliation and disappointment" for 37-year-old user Sean McGinn, whose lawsuit argues that "Match's policy causes severe emotional distress and anxiety for some [subscribers], including those who keep writing e-mails to one member after another and never hear back because he/she is writing to people who've canceled... Because the writer has no way of knowing this, he or she may experience profound personal anguish, suffering which is easily preventable by Match." more ›