Eliot Spitzer is secretly dating Lis Smith, the head spokeswoman of mayor-elect Bill de Blasio (and Spitzer’s former campaign aide during his failed run for New York City comptroller).
General Wesley Clark Dating 30 Year-Old CEO of Overvalued Shopping Website

Retired Army officer, failed presidential candidate, and prolific foreword-writer Wesley Clark has a girlfriend: Ahalife.com CEO Shauna Mei, an ex-Goldman banker who graduated from MIT in 2005. Page Six reports the May-December couple (Clark is 68) recently appeared holding hands in the Hamptons. Aww.
These Filthy-Rich Lovers Are Tech’s Newest Young Power Couple, Thanks to Facebook's Instagram Deal
Kevin Systrom, 28, made off quite well when he sold his company Instagram to Facebook, personally clearing a reported $400 million, or $725,000 per day of work. But Systrom, described by one associate as an "ultra nerd," didn't get there on his own. Longtime girlfriend Nicole Schuetz has been with him the whole way.
Media Power Couples List Is Hopelessly Damned
Oh look, another opportunity for media people to do what they love best: Talk about themselves and start shit on Twitter, this time in the context of the New York Observer's "New York Media Power Couples" list.
Anna Wintour and Barack Obama in the Same Room, Whoa
Vogue editor Anna Wintour is hosting a fundraiser for Barack Obama at her house tonight. Holy coming-together-of-the-gods, Batman! We so desire a picture of them together. Going tonight? Take one for us. [Photoshopped pictures go in the comments.]
Ivanka Trump Whining: The Sound of the Future
Ivanka TrumpKushner is very upset about a profile of her and her new husband Jared that Crain's ran yesterday. Thanks for bringing that story to our attention, Ivanka! Also: The KushnerTrump brand is the future of the New York Observer.
When Bush Met Babs: A Defamer Romance
A momentous power summit accompanied last weekend's Kennedy Center Honors, where Barbra Streisand had her first-ever audience with President George Bush. Video from the event features Streisand — a vicious Bush critic who spent much of the recent election cycle as the Obama campaign's Deputy Director of Fundraising…
Jared Kushner Gets The Trump Seal Of Approval!
On the Howard Stern show yesterday, Donald Trump noted that, according to a listener, his daughter "Ivanka was dating a 'very rich guy—not as rich as me, but a very rich guy' from a 'real estate family.'" Translation: That is basically a blessing from the goyim for New York Observer publisher Jared Kushner!…