Rejected. By the online dating site.
How much worse can it get when you're single and trying to meet someone...and you have to head to online dating sites (consumer spending on online dating sites tripled to $302M last year) but you get rejected? Not by an individual you were interested in but by the online dating site itself...since now certain sites force you to answer various questions and only let you join if you pass the test according to this Wall Street Journal story (subscription required):
After completing a mandatory 40-minute personality test on the match-making site eHarmony.com, Mr. Bosyk experienced the latest -- and arguably most extreme -- form of courtship humiliation: He was rejected by an online dating service.
...An estimated 40 million Americans visited online dating sites in June, according to comScore Networks, which ranks online dating the most lucrative industry on the Web in terms of consumer spending (with the possible exception of pornography, a business in which revenue figures are difficult to track).