Relationship Rap Sheet/Ex Files
Past Serious Relationships: 6
Total Number of Sexual Partners: est., 45
Exes Still In Contact: 2

Interpersonal Infractions
-Considered by friends to be a "perpetual bachelor," based on his checkered dating background, which has alternated between serious relationships and periods of promiscuity
-Has a distinct inability to focus on the person he is with, and is often called out by dates for his "wandering eyes"
-His parent’s divorce, when he was 14, has led him to be cynical of marriage and commitment in general


Mating Misdemeanors
October 1992
While living on a kibbutz in Israel, Mr. Brown "broke up" with a woman he’d been dating for six months.. Spotting a "more attractive Israeli" while on a bike tour through Haifa one afternoon, he snuck off and fooled around with her in a nearby citrus grove during a lunch break. Then he spontaneously invited her to join the tour. Rather than tell the former girlfriend he wanted out, he simply made out with the new woman in front of her, figuring it would convey the same message.

Flirtatious Felonies
November 2002 - August 2003
Mr. Brown engaged in a string of short, intense two to three week-long flings, ending each by saying that he "just got out of a tough relationship" and "needed some time alone."

Psychographic Thumbnail
Mr. Brown is, in the language of pop psychology, a ‘serial monogamist.’ This designation refers to a modern condition that most single women and men suffer from, to varying extents, leading them to pursue somewhat serious relationships until they find "the one," and terminating healthy relationships before they get TOO serious. Even in his late 30s, Mr. Brown still displays certain tendencies that are more consistent with the post-collegiate years. The fact that he lives in a large city that provides a rich vein of available bed-mates makes his lifestyle sustainable. The almost infinite sea of choices works against Mr. Brown, who is predisposed to doubt and indecision. His M.O. is to remain passive and uncommitted until a partner voices discontent with the situation and/or him, at which point he happily joins her in berating his inability to commit until they reach a mutual decision for her to dump him. Once the relationship is over or soured, he safely expresses his "true feelings" of remorse and sadness.

RELATIONSHIP RECONNAISSANCE

The relationship between Ms. Jacobs and Mr. Brown had a storybook beginning. They met on an early fall evening -- one of those glorious New York moments when everything seemed possible. Neither was "looking" for anything serious at the moment and both had come to the event (a short film series at the TriBeCa Film Festival) because they were fond of the short-documentary form. After a series of evocative showings, the group went to a rooftop cocktail party overlooking the Manhattan skyline. Ms. Jacobs spotted Mr. Brown and walked over to him. They talked until 2:00 that morning, then shared a plate of French fries at a bistro overlooking the river. They went on their first date that weekend. From there the relationship blossomed, slowly at first, but in a manner that was consistent and unwavering. The first two months were more friendship than romance, and Mr. Brown showed every sign that he was emotionally ready for something real, while Ms. Jacobs tried to "play it cool." At the six-month mark, Ms. Jacobs took Mr. Brown on a surprise trip to a yoga retreat in Tulum, Mexico, and she was pleased when he didn’t wince at her desire to celebrate their "anniversary." But for the past two months they have been at the "same place," in a sort of limbo where they are not moving forward or backward. Ms. Jacobs has made her desires for a definite sense of direction clear, while Mr. Brown has only responded that he "is unsure" and "he needs time to think."