The Single Life

  • Bobby’s Farewell
    Bobby's World

    Bobby’s Farewell

    I can’t end this column without thanking my friends (current and former) who have — at many times — been the subject of my writing with their successes, misfortunes and obstacles in relationships.

  • The 40 Day Dating Challenge
    Bobby's World

    The 40 Day Dating Challenge

    Could you date someone for just 40 days? 
What if you were dating a friend? New York graphic designers Tim Goodman and Jessica Walsh embarked on a project in the spring to date for 40 days, documenting their experience along the way.

  • Romantic Relationships: A Thing of the Past?
    Bobby's World

    Romantic Relationships: A Thing of the Past?

    “And I know everyone says, ‘Make time, make time.’ But there are so many other things going on in my life that I find so important that I just, like, can’t make time, and I don’t want to make time.” So she, like many of her peers, opts for late-night, casual hookups with guys she likely isn’t even interested in.

  • Lack of Interest
    In Love

    Lack of Interest

    Why would someone focus all their energies on someone they can’t have?  I have my theories, and none of them are pretty my friend.  They mostly revolve on being unhappy:  unhappy with yourself, unhappy with your surroundings (and the options offered), maybe even unhappy in your own relationship.

  • Are We Beauty Obsessed?
    In Love

    Are We Beauty Obsessed?

    The frequency upon which you are harassed or hit on is assumed to have a link to some quantifiable level of attractiveness, which may be easily
    simplified to  the more attention I get from men, the more attractive I must be. 

  • Dating: A Lost Art?
    Bobby's World

    Dating: A Lost Art?

    If you are dating (or at least seeking to do so), you probably know how difficult it might be finding “the one.” Instead, the art of dating and finding those who might interest us has turned from happenstance into a science, complete with formulas and checklists.

  • #Foreveralone
    Bobby's World


    There are 102 million people aged 18 and older who are single, and some 33 million single people living alone, according to the U.S. census. There’s no word on how many of those 102 million people who suffer from anuptaphobia, but I’m not one of them.

  • Is Courtship Dead?
    Bobby's World

    Is Courtship Dead?

    Traditional courtship — you know, picking up the phone, asking someone out and getting to know them — is all but dead. Gone are the days when budding couples planned early in the week what they might do Saturday night.

  • Kimmie on the Prowl: Egg Hunt
    The Single Life

    Kimmie on the Prowl: Egg Hunt

    Our own pockets and shirts were filled to the brim. After we were satisfied with the amount of eggs, my OCD kicked in and turned the hunt into a numbers game. We clearly had sufficient eggs, but I became obsessed with finding more for the sake of complete egg domination.

  • Seeking the Perfect Woman
    Bobby's World

    Seeking the Perfect Woman

    If a guy has it set in his mind he wants a specific looking woman, then as he’s browsing an app or a website, he’s going to mostly seek out women who look similar to his thoughts. So we’re treating our dating life like an online clothing store, basically.