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Dating in NYC: He says he’s Single. He’s anything but.

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I’ve been single now for about eight years straight since my divorce.  In that time I’ve had a few short-lived relationships but for the most part I’ve flown solo.  I’ve discovered the hard way that the term “single” means a lot of different things to different people.  This city is so large and so densely populated it seems some can’t help but constantly see a never-ending array of choices for potential partners.  I’ve had so many men bold-faced lie to my face regarding this issue that I’m tempted to hand them a survey, and tape the entire exchange so when they say

I never said I was single

I won’t really do that but it’s frustrating that I feel like I have to ask questions like a prosecutor in order to get the truth out of some random dude on a date.

So what does it mean to be “single” in the city that never sleeps?  I’m not including polyamorous or non-monogamous men in this list because they tend to be incredibly upfront and honest about their relationships status.  This is for about the “single” boys who just like to blur the truth.

Single Single: You aren’t having sex with anyone on a regular basis.  You try to date but nothing seems to work out.  You mostly hang out with your friends and maybe watch porn.

Mostly Single: You are casually seeing someone. You’ve hooked up countless times, you socialize together and most of your friends consider you a couple.  Although you’ve both being seeing each other on a regular basis for months neither of you like “labels” and you’re not sure if she’s having sex with other men or not.  You take photos of your friend and post them on social media but never with yourself as a couple.  Even though she’s met your parents and you’ve taken trips together she’s DEFINITELY NOT your girlfriend and as far as you’re concerned you’re 100% single.  You flirt with other women and lead them on, but usually stop short of hooking up with them.

Single on Facebook Single: You’ve been dating someone for months now, you just haven’t bothered to change your relationship status update on Facebook yet.

Friends With Benefits Single: You’ve got a rotation of women that you text on the weekends and late at night for sex.  You like them alright but you’re hoping none of them get too clingy or text you too much. All of these women know they aren’t the only one in your life and you are NOT serious about any of them.  There’s one gal on your list who you tend to text more often and dump all your emotional garbage on them.  For now she puts up with it.  If she starts telling you too much about her life you’re out.  You’re still hoping to find that perfect someone if she exists at all.

Tinder Single: You like to have sex with lots of women, but usually only once. Tinder is your favorite method of hooking up. You sometimes accidentally swipe right on a girl you’ve already banged. Things can get awkward. You’ve also learned it’s better to call women by a pet name since you’ll forget their name seconds after meeting them. They all become honey or babe to you, if you even bother to have a conversation before or after sex.  You’re definitely single but single for life.

We Broke Up I Swear Single: You broke up with your girlfriend months ago but you’re both on a lease and finding a new apartment in tricky in Brooklyn. Neither of you would say you’re dating. You’ve even got a couple of roommates but since this is a three bedroom apartment, that means one of you has to sleep on the couch and there have been plenty of late nights when you’ve ended up hooking up again.  You still fight so it’s a bad situation but it’s only temporary and for the moment you’re looking for love!  Maybe you’ll end up moving in with your next girlfriend.

I’m totally over Her Single: The love of your life just left you. OK she didn’t just leave you it’s been almost two years but you’re TOTALLY over her. Sure you still have every photo you’ve ever taken together on your social media accounts, and yes you still constantly bring her up but you are TOTALLY over her.  You still call her mom from time to time but her mom is a really nice woman.  You’d do the same thing!   Last weekend you helped her move into a new apartment and assembled most of her furniture.  She knows she can call you at any time of the day or night but you are OVER HER.  She’s a great and beautiful person and it just didn’t work out and you wish her nothing but the best.

I’m a Liar I’m not Single: You tell women you’re single because you want to have sex with them.  You’re a married man or you’ve had the same partner for years and have kids with her.  According to the tax code you’re single but by just about every other metric you are very much one half of a couple.

My category – Feral Single – I’ve been single for so long now I don’t know if it’s possible for me to have a relationship anymore.  I LOVE living alone.  I never want to compromise on anything or make any major decisions in my life again that involve another person.  I’ve gone feral.  Like a former house cat who was once fed and cared for I now survive by my wits.  After a long hard day I come home vent on Facebook and talk to my cats.  I’ve become the ultimate loner – self-sufficient, wily, and not likely to be tamed any time soon.

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Dating in NYC: The Honest Sinner vs. The Phony Saint

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Disclaimer: To protect the identity of the men involved in this article – I am leaving out some specifics about them and these events. I will not disclose anything more about them publicly.  I don’t really want to get sued, or have anyone accuse me of slander…I didn’t write this to attack anyone – just as a cautionary tale.

Why do so many people deceive others when it comes to dating? I’ve heard countless stories about men and women who lie about their age, job, marital status, a previous divorce, a live-in partner, even children. People also hide their true intentions. They might act like they are looking for a serious relationship when they are really wanting no-strings attached sex. A man or woman might also pretend they want a casual relationship when he or she is secretly hoping for a committed one. I’m a huge advocate for truth. Honesty will get a person father than secrets and lies. I have two examples in my own personal life that illustrate this perfectly.

The Honest Sinner – An absolutely beautiful man who was over a decade younger than myself and someone I knew casually. When he approached me he was upfront.  He was looking for a casual sexual encounter, no strings, no expectations. Before our hook-up, he even sent me a text with the rules of engagement. It wasn’t exactly romantic, but I knew he wouldn’t try to coerce me into anything I didn’t want to do. I weighed my options, and considered I would take him up on his offer. It wasn’t just that I found him incredibly handsome, I also genuinely appreciated his candor. We ended up meeting, more than once, and the sex was great. I didn’t care if he was hooking up with anyone else, as I never really saw him as much of boyfriend material due to our age difference. I also knew he didn’t have a serious girlfriend so he wasn’t cheating on anyone. There was never any pretense. We didn’t go on dates, and neither one of us indicated that we wanted more out of the situation. I decided to cut it off when it wasn’t working for me anymore, but I actually grew to like him as a person. Sometimes these arrangements can lead to all sorts of misunderstandings and misery but in this example it worked out. His looks were definitely a factor of why I had a casual relationship with him, but his honesty is what sold it. Had he been sleazy or deceptive I wouldn’t have gone near him.

The Phony Saint – A moderately good-looking guy who I thought I might want to date seriously. He was closer to my age, had a good job and was extremely well-educated. He overall was a much better match for me on paper, and I was physically attracted to him. We seemed to get along well, but I barely knew him, so I honestly didn’t have strong feelings either way.

Things went South on our second date when I made the mistake of going back to his apartment. Within minutes he got extremely physical and I felt uncomfortable. His sexual energy made me feel like some sort of live action porn doll – and I just wanted it to stop. My instincts were correct when right before he actually tried to have sex with me, he called me Gillian instead of Juliet. As soon as I saw the condom, I shut everything down. Then I completely humiliated myself and burst into tears. It honestly was the first time I can remember, since maybe college, when I have had a total meltdown while on a date. I was mad at myself for letting things get this far, and I felt like a total idiot for crying. Deep down I knew something was incredibly inauthentic about him so I asked, “Do you do this all the time? Is this what you do with women?” He looked at me sheepishly and said, “Well yeah. I’m basically a child, I can’t have a serious relationship.”

This man had a professional job and was in his mid-thirties. He had also asked me out on a date, he wasn’t upfront about wanting just a hook-up. Unlike the Honest Sinner who kept all his correspondence sexual and to the point, The Phony Saint laid it on thick with multiple emails and texts as if he had some real interest in me. He even claimed to have looked me up online. When I point-blank asked him, “Which videos did you watch of me?” he responded, “Um, two. One of you getting interviewed on television and another one – I don’t remember.”  Now I don’t know how he couldn’t recall a short video he claimed to have watched just the day before, but I really didn’t care.  I knew he really didn’t really give a damn about me when he called me by the wrong name, and treated me like some sort of masturbation toy.

For the next extremely awkward hour, or so I apologized for crying while he begged me for various sex acts.  Even at the time I was unsure why I didn’t just walk out.  I got repeated inquiries from him to “jizz on my ass, stomach or tits”. He actually used the term “jizz” and seemed shocked that I had no interest. I might have honored his requests if I actually liked him, or if we had sex, but at that point it was just pathetic. I was just in shock that things had gone so badly so quickly and I wasn’t really sure what to do.  During all of this he danced around the room naked while speaking to me in a sing-song jokey way. I guess he was trying to cheer me up, but it just made him lose any remaining dignity. He then offered me leftover take out from his fridge.  When I say leftover takeout, I mean takeout that was at least a day old if not older.  I told him I didn’t want his “used food” and I refused to drink anything.   Any spark of sexual attraction I had towards him vanished, but I also calmed down and realized I was in no danger.  Things got even stranger when I realized he seemed to enjoy being chewed out by me. The Phony Saint just became a test subject to me of sorts. Thankfully I was completely sober, but my sobriety just meant I would remember every horrible detail of what was now, the worst date of my life.

So which man got what he wanted? The Honest Sinner got free sex from a consensual enthusiastic partner. The Phony Saint experienced an extremely embarrassing and sexually humiliating evening. If I could scrape that night from my brain I would, and yes it will make great material for my stand-up, but I have SO MUCH material already. HA!!!!!! I would have much rather had a lovely evening than another horror story to share onstage. Had he been honest from the beginning, I probably would have turned him down for sex as I get offers for that from total strangers all the time. The Honest Sinner was someone I knew already and that factored into my decision to hook-up with him. But even though I would have turned down the The Phony Saint, plenty of other women would have taken him up on the offer. He was good-looking, had a nice build, a great job and his own apartment – he had plenty of qualities that would get him laid in New York City.

The moral of this story: When in doubt, just tell the truth – everyone will be much happier for it, and no one will end up dancing around the room naked begging a women to let him – jizz on her butt.  Also, never call a woman by the wrong name when you’re trying to seduce her – it’s just bad form.
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