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    Rich Santos

    Latest articles by Rich Santos

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    When It Comes to Dating, Should You Play "Not to Lose"?

    Back in high school, our coaches constantly warned our soccer team against "playing not to lose." I never understood what that phrase meant until recently, when I applied it to dating.

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      7 Ways to Be Independent in Your Relationship

      How To As Independence Day approaches, I want to make sure I see beyond the beers and BBQ to remember why we are all celebrating. Independence is such a beautiful thing, and I shouldn't take it for granted.

      By Rich Santos

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      Do You "Let Yourself Go" When You're in a Serious Relationship?

      Once you settle down, there's not as much urgency because you've got someone, right?

      By Rich Santos

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      "Phantom Dating": If It Takes Too Long to Get Together, Are They Even Interested?

      How To Do you ever get into that strange situation where you're involved in "negotiations" or "discussions" about an upcoming first date? If it goes on too long, it turns into the elusive "phantom date."...

      By Rich Santos

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      11 Ways to Compliment a Woman

      How To Rich Santos explains the rules to follow when giving women compliments.

      By Rich Santos

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      How Not to Compliment a Woman

      By Rich Santos

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      Can You Ever Really "Delete" Someone from Your Life?

      Last week I attended Love 2.0, hosted by Zoosk, featuring a panel of experts discussing online dating. This discussion went beyond basic dating sites and touched on texting, calling via cell, Facebook, etc., and I'll go over...

      By Rich Santos

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      4 Awkward Moves Guys Make When They're Nervous

      Features My brother-in-law enjoys poking fun at me for my stupid moves with women. Here are four of them that some guys make because, frankly, they don't know what else to do.

      By Rich Santos

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      What Not to Say After a One-Night Stand

      The "stupid statement" is usually a result of not thinking long enough before speaking. In addition to this, timing plays a role. The morning after is a sensitive time, especially after a one-night stand. I once had a once night stand...

      By Rich Santos

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      4 Reasons We Grow Apart After a Breakup

      Features I recently had a bittersweet dream about a girl I was once close to. We were in the water and she had turned into a fish and I couldn't find her. I explained the dream to the girl and we both laughed, and I even admitted that I had an...

      By Rich Santos

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      How Many Dates Do You Go on Before You Consider Sex?

      Over the weekend my friend Lauren shared a few frustrating stories about guys. She told me about a guy who, three dates into their courtship, began pressuring her to have sex with him.  Whenever she declined his offer...

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      How to Pick Up Women: 4 Universal Guy Theories Explained

      How To Most "universal guy theories" resemble the following: The world is flat, Earth is the center of the universe, amputations are easier with a swig of whiskey. Unlike those preposterous theories, men fail to develop new theories that actually work....

      By Rich Santos

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      8 Signs You've Hit Dating Rock Bottom

      Features Aside from shedding light on the horror that is the male mind, this blog includes sad personal anecdotes, to help you feel better about yourself.

      By Rich Santos

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      Which of the Sex and the City Girls Is the Most Datable?

      With the second Sex and the City movie in theaters, Marie Claire's male dating blogger, Rich Santos, tries to figure out which of the four is best suited for girlfriend status.

      By Rich Santos

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      11 Reasons Why It's Easier to Meet Someone When You Go Out Alone

      Features Being alone is scary, but it has benefits. In fact, it could help you find someone to love

      By Rich Santos

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      What Guys Think of Redheads

      By Rich Santos

      Hairstyles, Haircuts, and Hair Colors
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      What He Really Thinks of Your Hair

      Have you ever taken a Rorschach test? The doctor shows you "inkblots" and you blurt out what comes to mind. The inkblots measure perception of abstract shapes, tapping into the corners of the mind. Hopefully, guys don't...

      By Rich Santos

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      Is It Too Much to Ask for Looks and Personality?

      This past weekend my buddy and I were at happy hour chatting with a woman at the bar. I was impressed by how interesting she was, and particularly astounded by the following three things...

      By Rich Santos

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      7 Things That Make Me Feel Lonely

      Features The other day I was walking across the Manhattan Bridge and made the mistake of looking down at the water below. I suddenly felt helpless and lightheaded. I recovered, looked straight forward and trudged quickly to the end of the bridge...wi...

      By Rich Santos

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      8 Reasons I Don't Kiss/Make Out on the First Few Dates

      Features I think it's pretty sad that I've never kissed a girl goodnight or made out, sober, after an actual date. The majority of my first kisses/encounters have occurred after knowing the person pretty well, crashing at each others apartment, a...

      By Rich Santos

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      The Art of Letting Your Inner Monster Out at the Right Time

      I recently emailed a girl I don't know too well and "ornamented" the email with a joke. Of course my instincts are never correct, so I had my friend Margaret drop by my desk at work and assist me with editing. My clueless...

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      10 Ways You're Preventing Guys from Approaching You

      Features Recently, at a wedding, I witnessed a dance floor with a friend who is an ecologist. In the middle of this dance floor, a girl approached a guy, legs slightly spread, while slapping her thighs with the back of her hands while looking him...

      By Rich Santos

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      Would You Stay with a Great Guy if the Sex Was Bad?

      The other day my buddy and I were sitting with his female roommate (Sarah) when she said something crazy but interesting. She's currently dating a great guy who treats her well. Her last boyfriend cheated on her and didn't treat her wel...

      By Rich Santos

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      4 Ways to Make Someone Feel Guilty for Dumping You

      Features One of the few things about me that might make me a wonderful boyfriend is the fact that guilt is a 24/7 element in my life. Even if there's nothing to be guilty about, I create guilty within myself. When someone makes me feel guil...

      By Rich Santos

      Sex love
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      Is It Cheating if You Don't Get Caught?

      The other day I saw a couple of women on the Today Show doing an interview and quipping that cheating was not really cheating as long as no one gets caught. I was surprised that my conversations with co-workers about this idea

      By Rich Santos

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      8 Things That Make Women Unavailable

      Features

      By Rich Santos

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      How Men Read Women's Signals

      By Rich Santos

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      An Honest Guy, a Jerk, or Both?

      One could argue that it's actually better for a guy to be honest about his evil intentions. Take, for example, my friend who gave her number to a guy thinking he was going to give her a guest bartending gig. The next day he texted her: ...

      By Rich Santos

      Sex love
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      10 Signs He's Only in It for the Sex

      Features Even the "nicest" guy could be after sex. Guys have methods of trying to get laid without committing. These types get what they want and once they are satisfied, they are gone.

      By Rich Santos

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      Why Do I Make Girl Friends, but Not Girlfriends?

      The other day my friend Claire asked me to set mouse traps for her in her apartment. Despite my hatred of cruel things like mouse traps, and my very comfortable position on the couch, I got up to help her out of friendly duty.

      By Rich Santos

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