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Top 10 Rules for Dating in New York City – If you’re completely over it and don’t give a shit anymore.

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After a three-year stint of completely avoiding the dating scene in New York City I dared to venture back into the fray.  I’m probably going to opt out again any day now as it’s just as screwed up as it’s ever been.  Here are my handy tips if you’ve hit the wall and nearly given up hope.

1. If your date actually shows up you are halfway there – It’s next to impossible to get a man to actually agree to a date.  Expect nothing.  When I say nothing I mean exactly that.  Will your date show up?  Maybe!  He might look completely different from the person in his photos.  You might get a cancellation as late as several minutes into your planned encounter.  He might meet you briefly and then drag you into a social situation full of strangers.  Once on a second date I was introduced to an entire dinner party full of friends along with my date’s teenage daughter.  The two of us clicked right away because neither one of us wanted to be there.  Her first words to me were about how her mother had been arrested in an European airport for throwing a temper tantrum.  Needless to say that I didn’t end up dating her father.

Pro-tip – If your date doesn’t show up order a dirty martini and just start talking to random strangers.  You’ll probably end up with a new gay male best friend.  That’s what’s happens to me anyway.

2. Cyberstalk the shit out of the person – Not only do I advise doing this, I think you’d be reckless to not google them.  I’ve found articles and images my dates didn’t know existed.  I’ve made the mistake of telling complete strangers what I’ve found on them.  Men tend to misread this one.  I’m just making sure they’re not married, a serial killer or using an alias.

Pro-tip – Do NOT scroll through the comments section.  The comments section on any social media account will reveal too much.  I’ve figured out who is an ex-girlfriend, who might want to be the next girlfriend and even exact dates of breakups.  If you want to leave some mystery feel free to scroll through the images, just avoid the commentary.  If a person wants privacy they wouldn’t be putting these images online.  I don’t know how many people I’ve had to point this out to before.  If you put it on Instagram, Twitter, Facebook or any other social media app we can all see it.  If you want privacy then change the privacy settings for those accounts.

3. Avoid initiating all correspondence after a date – New Yorkers like their partners silent and hassle free.  If you contact them at all for any purpose whatsoever you risk being branded a “Crazy clingy psycho” even if you only text them a handful of times.  Don’t call them on the actual phone, I you do that you’ll freak them out so much they’ll probably notify the police.  If you are unconventional like myself and contact someone via email or on social media they might move to another state to avoid your stalker ways.  I’m strange in that I tend to interact with most of my friends on social media.  I’ve found when I do this to men I barely know or have never met they completely misread it.

Pro-tip – As soon as you walk away from the date immediately delete his number.  I wish I was actually capable of this but I’d still strongly suggest you try it.

4. Become a semi-professional pornographer – Like dick pics?  Well it’s your lucky day, you’ll get plenty!  Worried about having nude or semi-nude photos of yourself floating around the internet for all of eternity?  What are you some kind of uptight prude?  Buy some lighting, get a good camera and Photoshop out any tattoos that might reveal your identity.  Fall in love with close-ups of your genitalia because people you’ve hung out with for less than two hours will come asking for them.  You’ll sometimes get these requests before your first date.

Pro-tip – You never know where those photos are going to end up.  Send them a photo of a cat or Dick Cheney.  Fuck with their head.  Give them nothing.

5. Learn to love spontaneity – Like planning more than a day in advance?  Have an unusual schedule that can be difficult to plan around?  Well then you’re never dating anyone.  If you won’t jump up at a moment’s notice and meet some guy you barely know in a dive bar in the Lower East Side,  you’re never getting laid again.  Get used to meeting up with men when they’re already half drunk.  You might be the second or third woman they’ve texted that night.  Once I showed up to a bar only to meet another woman who was also beckoned.  He’d made a mistake and didn’t realize we might both show up.  He didn’t get laid but I’m still friends with the woman to this day.

Pro tip – Find someone with the same batshit crazy schedule as yourself.  It might seem impossible which why I also suggest learning to love YouTube clips from “Mad Men” watching images of Jon Hamm might just be enough, it usually is for me anyway.

6. You’ll be judged harshly for all of your life choices up until this point – Did you go to state college?  Did you major in the arts?  Do you live with five roommates?  Are you divorced?  Have you ever lived with anyone?  How many stupid jobs have you had?  Bernie Bro or HRC?  If you call yourself a moderate you basically are admitting you’re a Neo Nazi.  You will be judged, cataloged and written off for the slightest offense or sign of eccentricity.

Pro-tip – Judge back.  Go deep.  If he gives you grief for having three cats shame him for not opening his life and apartment up to one of the millions of unwanted animals languishing in shelters.  How dare he live his life WITHOUT a cat.  So what if he’s allergic there are LIVES TO BE SAVED HERE!

7. Expect lazy dates – Would you feel comfortable going over to a stranger’s apartment for a glass of wine for a first date?  Why not?  Maybe you don’t like being dismembered, date raped or being trapped in an apartment with a drunken fool.  I’ve been asked out for that exact scenario more than once.  I know I’m such an uptight bitch for insisting on a public location full of potential witnesses but I’m old fashioned that way.

Pro-tip – Always insist on a public place for a first date and when in doubt make up an annoying texting friend so you can leave whenever you want.

8. Find the right slut balance – The Madonna/Whore complex runs deep in the urban male.  Men will expect and hope that you will have sex with them minutes after you meet them.  If you decide to take the plunge too early you’ll be branded a worthless slut and discarded accordingly.  If you try to hold out for a second or third date you might be considered a sexless puritanical old maid.  If you’ve survived date one without putting out then you enter the dangerous territory of the space between date one and two.  Will you have to whip out your own personal Penthouse level quality snapshots?  Or will you be expected to sext, flirt or engage in XXX Instant Messaging.  Have a web cam?  All the better just don’t go full porn star or you’re not likely to hear from him again.  The only exception of course is if you’re in the polyamorous group.  Then there are no rules.  The slut balance is your balance.  

Pro-tip – I’ve got nothing.  Use condoms.  You’re still going to get at least three strains of HPV with condoms anyway but you’ll hopefully avoid The Clap or maybe some new antibiotic resistant strain of Gonorrhea doctors won’t be able to treat yet.

9. Dates will ask for full disclosure – Where do you live?  That’s probably priority #1 because no one wants to put any effort forth.  If they live in Bushwick and you live in Bay Ridge the chances of a second date are slim to none.  If you meet someone who lives in another borough it had better be a 15-20 minute commute or it’s never going to happen.  You can live more than 30 minutes away but it had better be on the same train line and not require a transfer.  How much do you make?  Who did you vote for in 1992?  Were you old enough to vote in 1992?  What do you do for a living?  How many kids do you want to have?  Do you have kids?  What is your drug history?  What drugs do you do on a regular basis?  Don’t be surprised if your date asks you about specific sexual preferences or peccadilloes.  

Pro-tip – Tell them everything.  Declare things they never even asked about.  Reveal your last boyfriend’s dick size and shape.  Why not?  They’ll probably find it out while cyberstalking you anyway.

10. Practice Self-Care – Find a beautiful spot in nature such as a park, beach or flower garden.  Pick up a mason jar, hold it closely in your hands.  As you hold meditate and manifest all the things you’d love to find in a good partner.  Visualize everything down to specific details.  Feel their touch of their hands, hear the sound of their voice, and smell their scent.  Then open the jar, put it close to your mouth and let out a long and passionate gutteral scream.  Seal the jar and bury it.  That’s the last time you’ll be able to express any real emotion.  Emotion is for suckers.  If you want to successfully date in New York City you need ice water in your veins.

Pro-tip – Expect to have breakdowns.  If you’re going to try to date in this town you’re going to have breakdowns.  When in doubt get a cat.  I have three.  I still have breakdowns.

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NYC Dating – Men of NYC – I’m just not that into you.

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One of the main reasons I hate online dating is that it throws off the traditional straight male and female dynamic.  I don’t care what study or survey claims to the contrary – straight men HATE it when women are aggressive.  There are exceptions to this rule of course but they are few and far between.

As a woman with a somewhat dominant personality I know this all too well.  I speak plainly.  I say exactly what I’m thinking.  There is very little subtext in anything I do or utter.  I don’t even know how to operate in a manipulative way.  The whole idea of saying one thing while meaning something else completely baffles me.  I realize this trait of mine is unusual.  It tends to get me in trouble when it comes to dating.

Most straight men want to pursue a woman.  They want to woo her and win her over as if she is some sort of rare albino gazelle on the grasslands of Africa.  The pursuit feeds their ego, it makes them feel like the woman is some sort of rare gem, and it makes them feel like they’re in control.  Any woman who makes it known too early that she is also actively pursuing a man is seen as less desirable, desperate or pathetic.

Here’s the thing gentlemen of the city that never sleeps.  Despite being 45 years old and being far from perfect I can still get just about any man.  If all I’m looking for is no strings attached sex it’s not a problem.  If I only want to have sex with the man once and never see him again it’s even easier.  I’m not including married men and men in committed relationships when I say that, although I get plenty of offers from men who aren’t exactly single.   I’m not bragging.  I’m not unique or exceptional.  Nearly any woman within a reasonable age range can bed just about any single and available man.   Men pay for the privilege of getting sex.  They spend hours in strip clubs in a sexually charged environment.  Some will waste most of their leisure time watching porn.  Sex for men can be difficult to come by but for most women sex is easy.  It’s almost too easy.  There’s no challenge in it.  There’s no game.  Simply be willing and able and give no signs that you expect anything but sex and most women can bed whomever they please.

This is where online dating comes in.  The dynamic of men pursuing women gets completely thrown off because half the apps make it next to impossible for men to start the ball rolling.  I understand why this is as most women get inundated with sexually explicit requests when there are no safeguards.  What happens instead is now the woman have to make the first move.  It might seem great in theory but it tends to make men think we are far more interested than we actually are.  I honestly have incredibly low expectations for any man I meet online.  I don’t expect much because I’ve been on so many bad dates.  The whole thing is a crapshoot.  Most times it’s just two strangers awkwardly trying to figure out a way to bolt and go home.  It’s no one’s fault, it’s just how dating random people tends to work out.

I never want to get married again.  I don’t want to move in with someone.  I’ve given up on having children. So rest assured I’m not planning our wedding.  I’m certainly not wondering how I’ll re-arrange my life when we move in together and I’m not naming our future children.  What I do want is to physically go out with someone and see them on a semi-regular basis.  My bar is low.   I don’t think any man is perfection personified.  I’ve been married and divorced.  There’s no way I would ever fall for anyone instantly.   If you are a decent human being, treat me well and we have even scant chemistry I’ll probably want to go out with you again.  That’s it.  That’s as deep as this ocean gets when I barely know someone.

Since I’ve been single I’ve had more requests for virtual sex than the real thing.  I’ve been asked to drop everything on a moment’s notice to hookup with some guy in the middle of the night.   I get solicitations for nude photos before I’ve even been intimate with a man.  I guess that’s just expected now since we all have mirrors and we all have phones.  

I AM BEYOND SICK OF THIS NONSENSE.

Your offers of no strings attached casual sex are about as common and inviting as the blackened pieces of chewing gum pounded into any subway platform.  I love sex but I also like knowing the person a little before I have sex with them.  I want to go see movies, have a meal or maybe go for a hike.  I want to share my day with them and ask them how their day went.  That’s it.  I’m not asking for much here.

When I’ve tried to just park it and let men take the lead on those dating sites basically nothing happens.  No one asks me out.  I get no email.  I just wonder why this got so difficult.  I don’t know what happened to dating.  I don’t understand how I’m supposed to interact in a world full of confusing text messages, sexting and booty calls.

I just want and crave actual human interaction more than I could possibly express here.  So sorry men of New York City I’m not really into you.  I don’t care how much money you make or where you work.  I don’t give a rat’s ass if you have some sort of award or if you’re famous.  The fact that you are published or work for a hedge fund does not impress me.  I’d rather watch clips of Adam Driver or Jon Hamm and let my imagination wander than put up with this dehumanizing endeavor.   Why is this so hard?  I’ve given up trying to figure it out.  I’m just screaming into the void at this point.  Dating as we know it is dead and for some reason I just keep going to funerals expecting the corpse to jump up and start dancing.

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Dating in NYC – The Dreaded Ghost

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People ask me all the time why I’ve decided to label myself as feral and completely leave the dating pool.  I admit my self-classification as “feral” is tongue-in-cheek.  It’s just my way of fully embracing my single identity.  A number of things have made me disillusioned about dating in the Big Apple.  The worst thing I’ve encountered more than once though is the dreaded ghost.  It’s not a wandering spirit or aberration who hasn’t made peace with the afterlife.  A ghost in terms of dating is a partner who’s decided to simply walk away with no contact or explanation after an intimate encounter.

The worst example ghosting happened to me years ago.  The man was someone I knew well, or at least I thought I did.  To protect his identity I won’t reveal anything about him – his age, occupation or any physical characteristics.  I’ll simply call him Kevin, although that’s not his real name.

Kevin worked with me in a situations where we were often stuck together for 12-14 hours at a stretch.  We weren’t close friends but we could talk easily and had decent chemistry.   He was always a bit flirtatious but things accelerated for some reason after we knew each other about three years.  I worked with Kevin in a freelance situation so I didn’t see him on a regular basis.  I was definitely attracted to him but I was extremely unsure about the situation since we sometimes worked together.  He was also  bit younger than me, but most single men I encounter are at least 8-10 years my junior if not more.  He made it clear that he just wanted to hookup.  I wasn’t sure about it but I hadn’t had sex in forever and the only offers I was getting at the time were for casual sex from total strangers.  At least I knew Kevin.  I remained hesitant and Kevin went so far as to call me on the phone and talk me into it at length.   I was impressed that he called me as it seemed no man in New York City knew that phones could actually be used to make phone calls.  Most men sent texts usually filled with smut and the occasional dick pic.  A phone call seemed old school and classy.

The plan was made.  He picked me up from a job I had we went back to his place.  He treated me politely and friendly as he always had in the past.  The sex was intense and over the top.  The build up of three years had sort of worked its magic.  As soon as things were done, he turned away from me as if I was toxic waste.  I was a bit shocked as I wasn’t expecting cuddling afterward but his body language was extreme.  Not one molecule of his body was touching mine.  It was as if I wasn’t there.  The first few moments were incredibly awkward.  I decided to break the tension by mentioning something personal about him.  I saw a sports jersey that was hanging in a prominent position in his bedroom and asked him.

“What’s that from?  Are you on a team or something?”

He responded.

Why are you asking that?  I’m not going to tell you that.

It was as if a switch had gone off in his brain and he was punishing me for having had sex with him.  I lied there wondering how I messed up this situation so badly.   I never did this.  I hated hookups. I had known this man for years.  When he was convincing me to do this with him he kept me on the phone for over an hour.  Now he was treating me as if I had crawled into his window uninvited.  A feeling of dread passed over my body.   I felt like I wasn’t even there anymore and that I was somehow floating above the bed.  What the hell just happened?

Some pleasantries were exchanged.  He apologized for not being able to give me a ride home.  I insisted on taking the subway anyway.   I walked myself to the subway stunned and sickened.  The whole experience was 100% consensual but he made me feel like I was a used Kleenex he tossed after masturbating.

I waited a few days and sent him a text about a gig I knew he had coming up.  I wished him well.  There were no heart emojis or anything romantic.  He was short and brusque back.  I thought maybe I was reading too much into it.  Maybe I was projecting things on him that weren’t there.  I waited a few days and sent a couple more texts only to get blanked over the next week or so.  I kind of snapped and started sending him pleading messages.  I just wanted a response, any response.   I wasn’t professing my love to him, I wasn’t expecting an instant boyfriend.  I had no expectation that we would start dating.  I was just reaching out.  I’d known him for three years.  I thought he was my friend.  The whole thing felt like some epic Madonna/Whore test that I had failed miserably.  I’m not sure if I was supposed to continually spurn his advances or go full Jezebel and ask him for a three-way with a woman I picked up on OKCupid.

He never responded again.  Since my divorce I haven’t exactly had the greatest track record dating but my experience with Kevin was by far the worst.  My head was filled with the same thoughts bouncing back and forth through my skull for days.

How could he do this to me?  He knows me.   I’m not some stranger off the street.  What the hell is going on?  Why is he treating me like garbage?  What’s wrong with me?

It wasn’t that Kevin was some great prize or that I wanted a relationship with him.  I was just shocked that he treated me so horribly.   Without hesitation that experience has been the worst consensual sexual experience of my life.  It wasn’t abuse just inconsiderate and callous.  I played the whole incident over and over again in my mind trying to figure out what I had done wrong to make him treat me this way.  I decided that it didn’t matter.

Of course I did run into him again a few months later in work-related scenario.  As soon as I saw him he looked right at me.  I diverted his gaze.  I decided in the moment to act  like I had no idea who he was.  If he was going to treat me with such disregard I’d do the same.  His response was not surprising as he kept staring at me from across the room.  I’m not sure how he was expecting me to react.  What was I supposed to do? Run up to him and embrace him?  Ask him what he was up to the past couple of months?  I just wanted him to disappear.  Finally near the end of the job I was being ushered by my supervisor right next to where he was standing.  I could feel his eyes burning into mine but I refused to make contact.  When things got to the point of absurdity I turned to him and said simply “Hey Kevin” and kept walking.  I didn’t even make eye contact.  If he had tried to talk to me I would have just nodded and walked away.

The hardest part of it was not blaming myself.  I dissected and analyzed everything I said and did in the time I spent with Kevin trying to figure out what caused him to be that way.  Ironically the whole experience would have been much easier to get over if Kevin was a total stranger.  In his mind I was just garbage and if I wanted to be treated better by men I would have to go back to my old standard.  A guy would have to ask me out on a proper date and put some effort forth.  If they wanted a no-strings attached sexual situation then they could ask someone else.  I don’t judge others who live that lifestyle it’s just a bad fit for me.

Things haven’t gotten much better.  I’ve been ghosted since my fling with Kevin.  I wish I could say there was some sort of magical set of clues that would indicate when a seemingly grounded man will emotional disappear but I’ve got none.  I’ve sadly learned to expect it.

I never saw Kevin again and I’m glad I haven’t.  If I did see him he’d simply be someone I have no recollection of meeting much less having sex with.  Feral life suits me better anyway – no attachments, no commitments and no expectations.  I’d rather have nothing than the dreaded ghost.

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Dating After Divorce: On Turning Feral…

A couple of years ago while watching a documentary I discovered a house cat can revert to its natural state under the right circumstances. I imagined my obese ginger male going from his prescription canned cat food to hunting and feasting on rodents and birds. His once silky coat now matted with dirt and leaves. His fat haunches transformed into lean muscle.  Instead of dramatically crying for his supper twice a day, he’d hide in alleys and beneath parked cars avoiding contact with humans while ruling the night. As I stroked Otto’s fur I decided I’d was no longer single, I’d turned feral instead.

When I  went through a difficult divorce nine years ago I suspected my dating life would be difficult.  I had no idea it would become a soul-crushing, near impossible endeavor.  Right out of the gate, I had two fairly tragic rebound relationships that imploded almost as soon as they’d started. Online dating felt more like an exercise in attrition and increasingly lowered expectations.  I’d get the obligatory emails from men involved with BDSM – twice as many submissives than dominants. Couples would email me hoping I want to join in some three-way play. My inbox would overflow with email from men in other countries and far away states. Traveling business men would contact me late at night, expecting me to drop everything to run to their hotel room and be their unpaid prostitute.  Dates rarely materialized and if they did they were often two awkward people sitting across from each other with nothing in common but judgmental stares.  Men openly criticized me for my profession, the circumstances around my divorce, and pretty much every lifestyle choice I had made up until the point of meeting them. When I met men offline it seemed like the only interested parties were either married or so young they could easily be mistaken for my son. I’d also met guys who expected me to go home with them five minutes after meeting them. If I showed any hesitation at all I was quickly forgotten for the next random woman who would say yes.

When I showed interest in anyone I was usually treated like a completely crazy person. I realize I’m not every man’s dream woman.  I have a big personality.  I talk a lot.  I’m so nerdy that I can blather for hours about the rise of fascism or the madness of Kaiser Wilhelm II. I won’t know anything about the latest movie that came out but I could tell you more than you’d ever want to know about the life of Nikola Tesla or how mutations take hold in a genome.  I’m opinionated and stubborn.  I will disagree and challenge men often and openly.  For amusement I get onstage and yell at total strangers in darkened basements that are masquerading as makeshift comedy clubs.  I’m a sledgehammer of truth.  Some folks find my qualities charming while others, find them incredibly annoying. My natural nemesis seems to be the classic khaki wearing, boat shoed finance bro alpha male. On multiple occasions I’ve found myself in screaming matches with a half drunk, angry day trader minutes after meeting them.

I’m also not all that interested in finding my dream man.  I have massive trust issues and pretty much assume every man is lying to me from the moment they open their mouth.  Because my ex-husband was a closeted gay man I pretty much assume all men are gay until proven otherwise.  Any nurturing qualities left in me were stamped out by my dysfunctional and broken marriage.  I don’t want to fix a man, pay his rent, make him forget his last girlfriend or guide him through rehab.  If he’s not ready to wear I’ll just toss him back on the pile.  I have zero interest in being an unpaid and untrained psychotherapist. There’s no part of me that longs to hang out with people I can’t stand because they’re friends with my partner.  I don’t want to sit through plates of hot wings and beer when I’d rather have vegetarian Chinese takeout. If he’s wounded and broken, I’ll leave him for someone who can handle wounded and broken.  I’ve got a freight train worth of emotional baggage and a hair-trigger that will cause me to bolt the second I sense danger.  If a man blanks me on a text, I will delete them from my phone.
I’ll leave my apartment with glasses, messy hair, ball caps and dirty jeans.  No fucks are given.  I watch my weight like a hawk because I have to for my industry but I honestly don’t care if someone finds me “pretty.”

I’ve got no online dating profiles. I waste no glances as men walk by. I pose no questions about a man’s dating status.

I live in an apartment the size of an average single car garage. My 450 square foot space is so small that no man would look at it and see an inch for his belongings. There’s no spare drawer or extra closet space. If I was actually trying to date I’d issue parking rules on my front door. – Four hour minimum or mandatory tow.

I look forward to my future as I grow increasingly strange and eccentric.  I’ll become the 60-year-old with blue hair who still wears Doc Martens and has birthday parties for my cats.  The lack of companionship has caused entire sections of my personality to atrophy and die.  I encourage others now to eschew the label of single and embrace the feral mindset.  We are no longer waiting for our Mr. or Mrs. Right, we are hunting proverbial birds and mice in the night and loving every second of it.

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Top 10 reasons why Being Single on Valentine’s Day is the Greatest!

CheapCandy

1. CHEAP CANDY DAY – I actually think this needs to become a real holiday that happens twice a year.  Once on February 15th and then again on November 1st.  I know the candy makers will figure this out and find a way to screw us, but for now they are both splendid days indeed!

2. No gifts to buy! –  What does a woman  buy a man for Valentine’s Day? Most just want sex, and well that’s usually going to happen anyway….anything else just seems silly, yet the expectation is there.  For men the whole gift/night to remember situation is not only daunting but expensive.  In New York City a couple could blow $1,000 on an ice cream sundae, and that doesn’t include the Broadway show tickets!

3. No pressure to act like you’re having a great time when you’re not – We’ve all been there.  Our partner’s plan out some elaborate event and absolutely everything is dreadful.  The restaurant is too crowded, the waiter is mean, the food is lousy, the concert is terrible, the moonlight carriage ride is smelly and the driver is rude.  Meanwhile you have to pretend like it’s the greatest night of your life, because you don’t want to her anyone’s feelings.

4. No poorly timed monthly visitors – There’s nothing worse than planning a big romantic evening only to have Ms. Flow show up early.  Sure you can work around it but she really does ruin the mood, especially if she brings along her friend – Ms. Cramps.

5. No annoying flower battles at work – I don’t have a traditional job, but I remember when I did how the never-ending bouquets would come pouring in the office all day long.  It seemed like the bigger the flower arrangement the more precarious the relationship. Sure the married women with 20 years under their belt would get a sizable display but the couples that kept breaking up only to get back together again always included several mylar heart-shaped balloons.  Then there was always some sad sack in the office who had a boyfriend but who didn’t get anything.  She’d tell everyone it was waiting for her at home, but we knew that her boyfriend would break her spirit as much as her soul-crushing job did every day.

6. No expectations of some life-changing event – No one is going to propose to me! I’ll never have a joint bank account again!!!  I won’t have to worry about checks bouncing because my husband just blew several hundred dollars on something stupid!  I’m sure plenty of divorced men can relate to this one.  Blowing money on stupid purchases is a universal human trait!

7. No awkward sexual experiences – Sometimes couples like to push the envelope on the big day and take things too far, only to find themselves in compromising or embarrassing situations.  The porn actors make it look so easy, but they’ve got multiple takes, a crew to help them with angles and lighting. Ask anyone who works in film or television production, it’s all about good lighting.

8. No drunken crying spirals of despair – With expectations so high, also comes disappointment.  Anything could happen. What if you happen to find out  that he’s cheating on you?  Or that you’re NOT getting engaged even though he’s been hinting at it for months?  Or what if in the middle of the salad course, you just look into his eyes are realize you can’t stand him, he can’t stand you anymore and you’d both be better off on your own.  These things happen.  Then you end up slamming a few back, and wind up calling your best friend at 3 AM to tell her that everything you believed in was a lie and that the universe is collapsing in on you.

9. No forced emotion – There’s nothing worse than hitting Valentine’s Day with a guy you’ve just started dating.  Should he send flowers or will it make him look overeager?  Should you make big plans, even though you haven’t even been to his apartment yet?  Should you buy him something or will it make you look like a stage 5 clinger?  If you’ve only been on three dates or less, just act like February 14th is a day like any other and skip right over it.

10. FREEDOM – You can REALLY just watch Netflix and chill.  Throw on a onesize, order some Chinese takeout and watch a marathon of Breaking Bad, The Making of a Murder, or maybe season 2 of Orange is The New Black again.  Everyone knows season 2 is the best season.  You don’t have to get dressed up, impress anyone, fake an orgasm, or act like you care about some dumb ass chef’s special that you know is overpriced and overrated.  You can dance around in footie pajamas and stuff your face with General Tso’s Chicken if you want. (I eat the vegetarian version)  It’s your day!  LOVE IT!

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Dating After Divorce: I like you…but you’re not HER.

The situation goes something like this.  I meet a guy who shows interest in me.  A few have even invested quite a bit of effort and energy to win my favor.  Just when I think I might be letting my guard down enough to actually bond with him, I find out about her.  She might be an ex-girlfriend, an ex-wife, the mother of his child or the one who got away.  She have helped destroy his marriage, or gone out with him on wild benders.  She could have, slept with his best friend, stolen his money, joined a cult, realized she was gay, or stuck around in his life just enough to emotionally manipulate and abuse him.  There are so many ways to become “her.”

I find a problem with “her” in nearly every middle-aged single man I meet.  To be fair I’m sure plenty of women also obsess about a “him” from their past.  It seems as we get older we become a patchwork of our former triumphs and traumas and can’t help but bring them to the next relationship.  Our nostalgia and idealization of former lovers keep us trapped.  Some men are more transparent about this than others.  I’ve had the following happen to me while on first dates with men I barely knew.

  • One admitted his marriage fell apart because he was still in love with his former girlfriend.  He never worked it out with the former girlfriend but his obsession destroyed his marriage.
  • Another said he was still angry at his last major girlfriend.  Not so uncommon except he had dated her over 20 years before I sat across from him nibbling on tapas.
  • One said and I quote “I still love my ex-wife.  My friendship is very close with her, even though she’s with someone else and if you or any other woman has a problem with that, I’ll always choose my ex-wife.”  This might be understandable if they had children together but they did not, and she lived halfway across the country.
  • Another guy told me that he was still in love with his ex-wife, even though she had told him she “never wanted to have sex with him”, and she had left him for another man.
  • The worst one was a man I had dinner with who went on and on about another female comedian he had corresponded with on OKCupid.  When he found out I knew her he said, “I find her fascinating and would love to have drinks with her.”  I blocked him from my phone on my way home.
  • I even had a man ask me for advice on ways he could get his ex back.  This was WHILE he was on a date with me.  I honestly felt sorry for him, but give me a break.

Even in my first major relationship right out of the gate post-divorce, my partner openly pinned away for the woman he had just dated before me.  She lived on the opposite coast and had never actually spent any significant time with him, but in his eyes she was somehow perfect.  Because she was inaccessible she was without flaws, yet an available woman who actually wanted him would never measure up.

This happens so often that now when I meet new guys I almost want to just ask him,

“So where are the bodies buried when it comes to your ex?  Do you hate her?  Do you still love her?  It doesn’t matter as hate and love are two sides of the same coin, so either way it’s bad.  How many times do you talk to her in a given month?  Are you actually divorced yet? Get it all out now, so I can leave before we might feel obligated to actually order dinner.”

When I see this pattern repeated it just reinforces every insecurity I have about myself.  All of the following go through my brain at the same time

  • Why is he so obsessed with her?
  • Why is no one obsessed with me?
  • Why am I OK for a backup but never the primary woman in any man’s life?
  • Why do some men obsess over women who treat them like garbage?
  • Do men only want women that they can’t have?
  • Why would he still want her if she left him for another guy?
  • I’m not good enough.  There’s something about me that makes me disgusting or unappealing.
  • Why did he chase me if he really wants her?
  • Would he take her back if she wanted to try again?
  • If I improved myself or changed my personality would that help?
  • What magic do these women posses?

I admit none of those thoughts are healthy or useful.  It’s my neurosis going on overdrive.  I find the constant struggle against “her” extremely demoralizing and a disaster for my self-esteem.  I can logically tell myself it’s not me, the guy is just hung up on his ex, and he’d treat most women like this.  I want to grab some of these men by both shoulders and scream

  • “She doesn’t want you anymore, let her go.”
  • “She’s so mean to you, you deserve better.”
  • “”If you think you guys still have a chance, then do everything you can to get her back, just leave me alone.”

The hardest are the men with children.  I don’t have kids myself, so I honestly have no idea how strange an intertwined a relationship with an ex could get.  Even if two parents absolutely hate each other they will still be deeply entrenched in each other’s lives for many years to come.  So far I’ve encountered men who bend over backwards to keep their ex happy, and men who constantly battle with their ex over every decision involving their kids.  Both are a nightmare for a new partner.  If a man is spending all of his energy towards the ex there’s nothing left for anyone else.

This rarely happened in my 20’s. Men that age just didn’t seem to get as worked up about a former partner.  It seemed like people were breaking up and hooking up with new partners all the time, without much second thought  Once we get older and put much more investment into a relationship, it just gets harder to let go. When our own personal “Happily Ever After” story gets crushed, we have a hard time imagining a new one.  In and ideal situation I would just pass out a psychological evaluation to every potential new partner with lots of questions about how they view their ex.  I know that would never really work, but it would certainly save us both time and energy.  *I’m not really serious, that’s sarcasm….but honestly it would make things easier.

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Dating in NYC: Love and Real Estate

I’ve lived in New York City now for fourteen years. I’ve been single for the past six, and I started searching for a co-op about a year ago. I couldn’t help but notice the eerie similarities between hunting for real estate and looking for love. Both are rare and precious commodities. New York City’s vacancy rate hovers around 3% and never goes above 5%.  About 3/4 of all apartments are rentals, leaving only the remaining 1/4 available to buy.  Most of the apartments on the market are co-ops that require financial gymnastics, and approval of an overly scrutinizing board. Even if you find an apartment in your budget you still have to get  80% financing and then impress upon your soon to be potential neighbors that you’re a low risk addition to their building.

Dating here is not much better, especially for single women.  New York City has 150,000 more single women than single men.  It might not seem like a huge number in a city of 8 million but it’s enough to throw off the odds a bit.  To make things worse most New Yorkers work long hours, live scattered over five boroughs and have little disposable income to throw away at dating. I’ve found it’s best to not get too emotionally attached to any one partner or property.

I once was the only person to show up at an open house for a cute prewar newly renovated studio in prime condition. Just as I was about to start the long and arduous process of making an offer, an all cash buyer walked in before I had a signed contract and snapped the property out from under me.  I watched in horror as the same scenario happened again with other properties.  In dating, I’ve had a few amazing dates with men who seemed almost perfect only to have them vanish without explanation.  My text messages went un-answered, my emails ignored and I never knew the reason.

I couldn’t help but see the similarities and the heartache that went with both, so I devised a glossary of sorts of common terms used in NYC real estate listings and how they equate with the dating scene in New York City.

Prime Location = Is the trip between Astoria and Bushwick worth it? Can a man in the Bronx find love with a woman in Staten Island? Is Queens to New Jersey even possible? Finding someone on the same subway line = prime location

Low Maintenance Costs = Cheap date

All Cash Buyer = Partners that offer everything up all at once with very little drama and no strings attached. The downside is they could flip you. Just as quickly as they find you attractive, they’ve moved on. They can just as easily make another offer as quickly as they made the first.

Unit has pre-existing long term tenant = Married.

Board Approval Required = Facebook, Instagram, Twitter, Snapchat, LinkedIn – everything dissected and analyzed for risk assessment. Are you friend’s with an ex? Is your job stable? Do you post NSFW videos, sports clips or cat memes? How many friends do you have? Are your tweets too personal or do you post political rants? Do you change your status update 20 times a day? Do you hardly ever check your profile? Are your photos of landscapes, or of your family

No Board Approval Sponsor Sale = The person either doesn’t know how to use the internet or doesn’t care. No questions asked as long as you fit the criteria. You are dealing with a risk taker or at last someone over 50 who doesn’t understand this thing called “the internet.”

Move in Condition = Easy going personality, no glaring compatibility issues, similar hobbies and interests.

Needs TLC = Major emotional baggage – divorce, nasty breakups, children from a previous marriage. – Anything that might need fixing or at least managed.

Pet Friendly = Deal breakers or selling points depending on your allergies or your furry friends.

Building has Bad Financials = A date has bad financials – no job, huge debt, poor credit

Seller is Seeking All Cash Buyer = Just someone looking to hookup

Lack of Inventory = Are you a woman over 35? Then you know exactly what this means. Most men in your age group are married or at least coupled up. You’re going to have to look a lot harder for what you want, or settle for someone much younger or older.  It’s not as a big of a problem for men.  If you’re wondering why, it’s called babies, biological clocks and a patriarchal culture that values younger women over older.   Although no one is immune, both genders can have unrealistic age standards when it comes to dating.

As impossible as the New York Real estate market is right now, I’ve had far more luck finding a new apartment, then a partner.  Let me rephrase that for emphasis.  I’ve actually had an easier time finding an affordable apartment in a year than I have finding a partner in the nearly six years I’ve been divorced.  I’m not even kidding.  In my search for an apartment I had the help of an attorney and real estate agent.  I also looked EVERYWHERE from the far reaches of Brooklyn, to Queens, upper Manhattan and even parts of the Bronx.  I called and emailed at one point about 25-30 agents and saw as much property as I could possibly fit into my schedule.  There wasn’t much on the market in my price range but I viewed everything within reason.

I’ve basically tried the same approach to dating in that at this point I’ve probably been on at least 25-35 dates.  Most have been awkward and painful and a few men have had full blown meltdowns.  I’ve been out with men who complained about their ex-wives the whole time, bragged about their drug use, openly insulted me, or expected sex on the first date.   The vast majority of emails I’ve gotten on online dating websites have been from men under age 25 or guys looking for no strings attached sex.  Most of them men who do contact me never follow through with a date. So far nothing has worked, and I haven’t gone out with anyone for more than two or three dates in over five years.

For now, I’ll just settle for the apartment of my dreams rather than any prince charming.  Real estate is more stable anyway, it won’t have a midlife crisis and leave me for a younger seller, develop a substance abuse problem, grow mean and bitter and blame me for all it’s shortcomings, develop a gambling or ignore me and go play golf.  It may not cuddle at night but it will increase in value, and in the end I might get lucky and unload it to an all cash buyer.  I certainly couldn’t ask for such certainty with a new boyfriend.

My whole real estate search also made me ask some questions about myself.  I’m definitely a pet friendly unit with good financials and low maintenance, but one that needs some TLC.  I’d also say my board is fairly strict and rather picky of any potential candidate but the opportunity for a long-term investment is solid.  Now, if I could just find the right buyer, I’d be all set.

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Dating Online: Advice for Men – Photos Revisited

I written about this topic before, but after a long hiatus from online dating, I’ve decided to revisit it.  It seems like men’s photos are getting worse, not better.  As I’ve said on the blog multiple times, If I was going to give men any advice on how to create a successful online dating profile it would be this.

Have a trusted female friend look over your profile before you publish it.

I could type that 100 times for emphasis, but I’ll restrain myself.  Don’t use your mom, or your sister, use a trusted female friend.  You want to use a woman who doesn’t see you as a a nonsexual being, so your relatives are out of the question.

Here are my top 10 tips for picking the right photo for your online dating profile.

1. Don’t look like a serial killer – What does a serial killer look like?  It’s hard to say really.  It could be the outdated serial killer glasses, or the slicked down side part.  We just know it when we see it.  Show your friends, and simply ask – Do I look like a serial killer in any of these shots?  If the answer is yes, then don’t post them.

2. Don’t look like a pretentious douche bag – What does that mean?  It depends on the person.  Are you standing in front of your flashy Porsche or McMansion in your photos?  Are contemplating the universe with the caption to match?  Are you holding a pipe while wearing a bow tie made out of pipe cleaners?  Looking like a prick is relative to the woman who is viewing your visage.  If you use terms like “visage” in your photo captions, you might look like a pretentious douche bag.

3. Don’t use several group photos – Some guys have nothing but group shots.  Don’t make a woman search through several photos playing – Where’s Waldo?

4. Don’t cut your head off – I’m going to assume you’re married or hideous.  Don’t give me bullshit about having an important job. I once had a date inside the United Nations, it wasn’t the greatest match but his job wasn’t exactly mundane.

5. Don’t use professionally shot modeling or acting photos – They look a bit forced.  You can use one or two but don’t have a slew of them.

6. Don’t limit yourself to one photo – Use at least three.  The more you show the more likely someone will respond.  If your only photo is  of yourself from a far distance, no potential date is going to have any idea what you look like.  Use a body shot, a crop of your face and one that’s from the waist up.  If you have more than three that’s great but three should be a good start.

7. Don’t use a landscape photo as your main profile picture – Again, I will assume you’re hiding something or married.  SHOW YOUR FACE!

8. Please don’t post a dick pic – I said please.  I’m begging you not to do it, unless of course it’s a hook-up site or a woman asks specifically to see your junk.  An unsolicited dick pic is bad enough, a dick pic as your profile photo is the absolute worst.

9. Don’t post a photo of yourself with an ex – Or really even a sister, a friend or any woman other than maybe your mom.  It’s confusing, and distracting.  I’m going to be trying to figure out who the woman is, rather than just focusing on you.  And for the love of all that’s holy, don’t use a photo of yourself next to your ex, with her face blacked out.

10. Limit or eliminate bathroom selfies – You’ve got a smoking hot bod.  You want to show it off.  Well come up with a more creative way than a self-portrait taken with your cell phone in the bathroom.  You could snap one of you working out, or on the beach.  I’ve probably seen 10,000 bathroom selfies at this point.  Just don’t do it.

BE HONEST – One of my favorite all time profiles was of a beautiful black man in his late thirties.  Half of his photos were in typical attire of oxfords, ties, jeans and slacks.  Every other photo was of the same man in full women’s drag complete with wig, makeup, lashes, and padding.  He openly admitted he was a cross dresser but was straight and interested in women.  I APPLAUD this man for making such a bold move.  Sure it might turn off a lot of women, but the perfect woman for him wouldn’t mind at all.  There were no secrets and I admired his courage for putting it all out there.

If you follow this basic advice I promise you’ll get more emails on your profile!!!  And again, when in doubt have a female friend give it the once over before you publish it!  You’d be surprised how much having a woman’s perspective could help you out.

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Top 10 Rules for Dating in New York City

It’s been five years since my marriage completely disintegrated.  I found myself suddenly thrust back into the dating pool at age 36.  My single friends tried to warn me, but I honestly had no choice.  My marriage was dead and there was no saving it.  I made every dating mistakes a few times.  I’ve evolved from overly emotional, clingy and starry-eyed to cynical, jaded and emotionally bereft.  I keep hoping things will get better, but they never improve.  I’ve tried online dating to no avail.  Most of the guys online never follow through with dates, so I find myself carving out precious time only to resort to sitting in a coffee shop by myself or watching House of Cards on Netflix when my date cancels.  You know it’s bad when you think to yourself that doing business is easier than dating in this town.  I’ve honestly been treated better in most professional relationships, than I ever have been in romantic ones.

So I’ve devised this list.  It pretty much encapsulates what’s become of dating in the city that never sleeps.  From what I’ve heard this across the board for men and women of all sexual orientations and gender identifications.

How to Date in NYC


1. Lower your expectations – I’ve gone from thinking “Maybe I’ll get remarried someday” to “Just answer a simple text message, I only sent you one in the past three days.”


2. Become numb – Get rid of all of your highs and lows as they will not serve you.


3. Show no weaknesses – Don’t let on your hopes and fears too soon.  Show no signs of insecurity.  These things can come later, but since this person probably won’t stick around for any length of time, they don’t need to know any of this.  Put your game face on and keep it on.


4. Expect rude behavior – If you send a simple “What’s up?” text, do not expect a response.  This is after you’ve been out with the person and seen them check their phone every ten minutes. Expect last minute cancellations, constant excuses for why they aren’t available and angry rants about ex-partners.  These are all par for the course.


5. Completely give up on the notion of age appropriate – I’m hit on by men as young as 18 up to around 27 or 28, then the next largest demographic is mid-fifties.  I can’t explain this, but I’ve given up trying.  I just go with what’s offered.


6. Google everyone – Knowledge is power.  Don’t stop at google.  Youtube, Facebook, Twittter even Instagram hold few secrets.


7. Trust no one – Because we live in a city of strangers, a person has to earn your trust before you just believe anything they tell you.  “I had to work” could easily mean – “I was hooking up with one of my other regulars” You might eventually trust your partner, but until then, take what they say with a grain of salt.  Note inconsistencies, never assume they are legit.


8. Get used to the phrase – “I’m just so busy” – You’ll say this yourself.  But you will also hear it as an excuse for everything.


9. Get used to the phrase – “Oh but you live so far away.” New York City is a big town.  We sometimes meet in the middle of this Metropolis in Manhattan.  Only later do we realize that a Bronx to Queens commute is just impractical.  Although some expect to put in absolutely no effort whatsoever.  Basically they will only consider dating you on a regular basis if you live two or three stops away on the same subway line they take every day.


10. Have fun with showing off your dick pic collection, and you’ll get one…trust me you’ll get one. – I don’t know if there is a lesbian or straight woman equivalent, or if this phenomena is as common with every sexual orientation.  I only know that straight women and gay men easily collect dick pics and full frontal nudes. I’ve scrolled through dozens in my gay friend’s phones. I’ve gotten several and I never once requested – “Please send me a photo of your cock. Preferably a self-portrait taken with your phone.  A bathroom shot would really be something special!”  I’ve also gotten requests for photographs of body parts or my mouth wrapped around dildos and various objects.  I’ve never complied. Who said romance was dead?


11. Accept your fate as a crazy cat lady/eccentric bachelor. – I know this brings us to eleven.  For men I guess the crazy cat lady equivalent is the weirdo eccentric bachelor.  We all know a few.  The guys who never got married and have that apartment just full of strange things from their youth.  It’s small and rent stabilized and they’ve lived there for years.  They’ll probably die there but they won’t be eaten by their pet cats, instead someone might stumble upon their mummified corpse after neighbors complain of the smell or they are a final no-show for their eviction in housing court.  I hope that’s not my fate, but things aren’t looking so good lately.

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Dating After Divorce: Becoming Comfortably Numb

I wondered when it would happen, then a few months ago, it hit me.  After countless bad dates and a dating scene that feels like a wasteland, I’ve finally become comfortably numb.  It’s not what I expected.  I thought I would be more negative and more jaded, but it’s honestly somewhat comfortable.  My expectations have just hit rock bottom.

When I first left my marriage I was completely unprotected.  My heart was overly sensitive, my mind ravaged with depression and my instincts set at high alert. I needed to calm the beast, or I never would have survived. I used to cry after bad dates, usually on the subway home.  As soon as I would just sit down, I’d mildly lose it.  I don’t think I had unrealistic expectations.  Multiple bad dates had trained me not to think beyond the first encounter.  Then on the rare occasions I had a second date, I taught myself not to get too excited.  I’ve only made it to three dates with one man.  We had hardly gotten serious, we hadn’t had sex yet when he had a slight meltdown.  In his case, I don’t think it had anything to do with me.  From what he told me, he had some seriously unresolved issues with his ex.  Unresolved issues with exes is just a reality for people over 35.

Some guys would rather remain virtual.  I sort of “dated”  a guy who just wanted to email.  He claimed he wanted to see me, but then created countless obstacles.  I lived in Brooklyn and he lived in Manhattan, so it shouldn’t have been that difficult.  He also wasn’t over his ex, and I suspect was still trying to get back together with her.  I’ll never understand why I kept talking to him, or what was going on in his head.  I found out months after I gave up, he found a good match and they are inseparable.

I’ve had a few casual flings.  I forced every jealous atom inside of me to stay cool.  Hooking up with guys when I knew they had other women in their lives, wasn’t easy.  It really took Herculean strength to not react, to tell myself that it didn’t matter, we weren’t serious, this won’t lead to anything. I managed to stay calm, but inside I was miserable.

They haven’t all been bad.  I had a strong connection with one guy.  We found out on the date we were both straight spouses.  His wife left him for a woman, and I thought that maybe our shared experience might work to our advantage.  Despite obvious warning signs that he was clearly not over his ex-wife, we made out in his car for over an hour.  It was highly unusual for me, as I usually don’t even kiss a guy on a first date. Then he completely blew me off.   I guess the situation was too much for him, I don’t know.  I can’t remember his name or face.

Now I still have a few men who hover but do little else. They might send a dick pic, or a request for sexting that will lead absolutely nowhere.  I’ve learned I’m not the only recipient for their x-rated self-portraits.   If I say I’m interested in something more, they tend to bolt.  Of course I still get harassed on the street by any number of men of all ages.  I guess that might end when I have to use a walker or cane to get around.

The worst was my rebound relationship, something I never should have gotten myself into.  It was completely exhilarating, but ultimately soul crushing.  I had so many conflicted feelings towards him, at least two years after the fact.  Now I don’t see him.  I have no idea what’s going on in his life, and I have no desire to find out.  I harbor no ill will, but I also don’t want any contact with him.

I’ve become someone I would have never recognized five years ago.  But in a way it’s not completely awful.  It’s not what I thought it would be.  I’m not angry or bitter, just numb.   I take everything men say and do with a grain of salt.  So what if the guy sent me several texts in a row – It doesn’t mean anything until he backs it up with actions.  I rarely text anyone because I can’t stand being blanked back.  I would rather just have nothing than the feeling of being ignored.

I just stopped caring.  So what if the guy from OKCupid sends me eight emails only to cancel the same night as our date.  I don’t even blink if some man rants about his “bitch ex-wife” for half the date.  It no longer surprises me, if he insults what I do for a living, or complains about my crappy neighborhood. This is dating after 35 in a city where only the strong survive, and you’ll be judged on everything your job, neighborhood, past relationships, pets, hobbies even your hometown.

Some of my dates have been so rude and so horrible that if I recreated them in a movie, I would be accused of being too fantastical.  I try to keep an open mind, stay positive and keep moving forward.  My horrible experiences have given me armor.  I rarely have crying fits on the subway anymore.  I’ve just learned to block the disappointments out.   Most divorced people never think they are going to end up like this.  Few of us expect this as our future.  If we learn more from our failures, I’ll be a genius by the time I finally meet a compatible match.  🙂

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