What does Lena Dunham have that her fans want for themselves? We’re going to rule out her fashion sense and her strange and limited love life, as well as her self-described “Fat Upper Pussy Area.”

Aside from her charmed artsy childhood, what her admirers envy most about Ms. Dunham are her writing talent and commercial success. Yet these are the very topics that will get short shrift in Not That Kind of Girl the book, while she is otherwise occupied itemizing her 1,459-calorie-a-day intake. At least, to judge by the proposal, which is not public and therefore emphatically not for review. But what the hell—it’s Lena Dunham!

Laced with her familiar self-deprecating wit and done up in colorful cupcake doodles, the proposal organizes her musings into six chapters: Work, Friendship, Body, Sex, Love, Big Picture.

More memoir than strict advice, the outline is long on anecdote and light on takeaway.

There are pages and pages devoted to her variously indifferent, degrading or just plain boring sexual encounters, punctuated by admonitions to the reader, along the lines of: Don’t you go and try that now. You deserve better!

But why should Ms. Dunham have all the fun?

She says her hope in writing the book is to inspire others to learn from her mistakes and tell their own stories. “There is nothing gutsier to me than a person announcing that their story is one that deserves to be told, especially if that person is a woman,” she writes.

Assuming her book is geared toward young, urban, underfunded creatives much like Hannah Horvath, more self-expression is hardly what’s called for. These are the folks who devote Tumblr blogs to their own facial hair, can’t make mac and cheese without Instagramming it, and post every dress on Pinterest as though it came straight from the Vogue fashion closet.

What this generation really needs is jobs that pay off their student debt. To that end, here’s a more useful piece of professional advice than anything one is likely to glean from Ms. Dunham’s eventual book: go learn Ruby on Rails.

Of course, Ms. Dunham is not a career coach but an entertainer. As such, she’s funny, wincingly candid and supremely relatable. She really does have the BFF thing down.

But there’s a way that people who mine their lives for material wind up saying everything in a stage whisper. Some of her tales begin to feel like dispatches of a life overly examined, of a brain that insta-converts every moment into a tweet if not a line of script or a paragraph in her next essay. At an S&M club in Japan, Ms. Dunham dons a vinyl nurse’s outfit because “interesting people need to have stories like this.”

TV shows and books—and book proposals—certainly do.

The Oprah Effect, which was the subject of its own CNBC special, can be credited with the rise of many media stars, like Drs. Phil, Oz and Laura, but not before the lucky few are vetted on Wifnrey's couch and groomed by her in-house production company, Harpo Productions. What Winfrey calls "friends" most of us would probably call colleagues and associates.

With so many pals to give talk shows, so many reruns to syndicate, and so much proprietary b-reel to reheat for behind-the-scenes documentaries, filling up OWN's programming must have been a cinch. Perhaps she didn't even need Terry Wood after all?

Click through for a look at The Spoils of Oprah's Friendship. >>

The biggest socialite turn-out seemed to be at the Rose Bar at the Gramercy Park Hotel, where the bar's creative director Nur Khan and One Management modeling agency president Scott Lipps threw a Halloween party hosted by Jeremy Piven and model Jessica Hart. The costumes trended to the traditional, with Fabiola Beracasa and Genevieve Jones dressed as nurses, Alex Kramer as a school girl, Julia Restoin Roitfeld as a sexy maid, and Russian designer and gallerist Dasha Zhukova as a sailor.

Heidi Klum's Halloween Party at 1 Oak was attended by Christian Siriano as Cruella Deville (and his boyfriend, photographer Brad Walsh, as a dalmatian), singer Pink as a clown, and Ms. Klum as some of sort of a blue Indian goddess with many hands. 

Accompanied Literary Society founder Brooke Geahan hosted a party at Bagatelle in the Meatpacking District, showcasing an Edgar Allen Poe verse, Lady Irene, that had not been viewed since 1830. Josh Lucas, dressed as the futuristic Mr. Poe, did an official reading of the poem. Mary-Kate Olsen stopped by dressed as a fairy in a long white dress and glittery make-up; she sat around with socialite Arden Wohl, who was holding a retro cigarette holder, and actor Leo Fitzpatrick. Also, David Schwimmer made an appearance dressed as himself, as did Emma Snowden Jones. 

Freeman's restaurant owner Taavo Somer, Earnest Sewn's Carlos Quirarte, DJ Matt Creed, and artist/DJ Matt Kliegman hosted a "Day of the Dead" party at a warehouse space off Cortlandt Alley attended by designer Rogan Gregory dressed as Jesus Christ, Charlotte Ronson as a Hooters girl, and downtown "it" thing Cory Kennedy  as Thing 2. Ms. Olsen also stopped by with Mr. Fitzpatrick after the Accompanied Literary Society party.

Meanwhile, at Bette Midler's "Hulaween" party, Andre Leon Talley wore a navy suit, Michael Kors wore a long wig of black hair, John McEnroe wore a tall wizard's hat, and Suze Orman showed up as a pile of money. Police Commissioner Ray Kelly arrived sans costume.

The Observer interviewed Mr. Shiller at length in January, when he warned that, yes, even mighty Manhattan wasn't invulnerable to the housing housing crisis. He was right.

Tatum O'Neal, who wrote a memoir in 2004 about her drug addiction, was arrested for buying crack on the Lower East Side on Sunday morning from a homeless man. [NY Daily News]

Lindsay Lohan reportedly passed on a $1 million offer from OK! magazine to do a cover where she "comes out" about her gay relationship with Samantha Ronson. [P6]

Suze Orman says that with today's economy, Carrie Bradshaw would have to switch from Manolos to Payless. [Intelligencer]

Maggie Gyllenhaal and Peter Sarsgaard want you to know that they walk to Brooklyn Academy of Music in downtown Brooklyn from their Park Slope home, despite Brooklyn Borough President Marty Markowitz introducing them the other night as "the most glamorous of the stroller derby crew in Park Slope." [P6]

Ashley Olsen continues to date Lydia Hearst's ex, Justin Bartha. [P6]

Along with losing her temper and possibly her freedom, Naomi Campbell is also apparently losing her hair. [NY Daily News]

P. Diddy and Cameron Diaz have been seen going into a lot of rooms together. [NY Daily News]