Dating Online

Dear Susan Patton: Take Your Advice and Shove It!

Susan, I know you really think you’re helping out young women by encouraging them to nab an eligible bachelor while they’re still in college.  Interestingly though the divorce rate is much higher for women who marry for the first time under the age 25.  If women actually take your advice they might pick what you think is a brilliant mate, but if they marry him before age 25, they’ll battle the same genius in divorce court later.

Here are your eight reasons why women in New York City can’t get a husband.  I know this article was published back in March, but a friend just sent me the link and I felt compelled to respond.  I left my husband nearly five years ago, and haven’t had a serious long-term relationship since.  You claim to know WHY women like myself are still single, so I’m going to answer each one of your reasons with my own personal experience.

1. We drink too much – I actually don’t drink alcohol often, and do absolutely no drugs.  I’m a vegetarian and you would probably encourage me to seem less complicated and start eating meat.  Well that’s not going to happen.

2. We spend too much time on iphones and other electronic devices – My ipod has been broken for the past several months.  I miss it.  The earbuds drowned out the constant cat calls.  I live in a less gentrified area of Brooklyn, and it never stops.  Am I supposed to stop and engage an intoxicated gentlemen the next time he makes a comment about my ass?  Maybe that’s why I’m not meeting Mr. Right!

3. We wear too much black – Of course that’s it.  Black makes us look like witches and men hate witches.  I know Angelina Jolie gets no attention and she wears black all the time.  She even plays a witch in Maleficent and everyone knows, men can’t stand the sight of Angelina Jolie.

4. We are dating too many guys at work – I’m self-employed and have no co-workers so I’m not sure how I’m doing that.  I guess I’m dating myself too often.

5. We spend too much time with our gay friends – This is New York City, are you out of your mind?  I don’t just have gay friends.  I’ve got transgender, gay, bisexual, pansexual, polyamorous and several who identify as gender-flexible.  I’m not giving up my non-heterosexual friends.

6. We are ignoring our biological clocks – I know I’m 41 and am well aware of it.  Am I supposed to get pregnant by any random man?  That would seem a bit reckless.  How about I just accept it’s not going to happen and focus on something else.  Adopted kids need homes too.  I don’t have to grow one in my womb.

7. We hook up too much – OH HOW I WISH THIS WAS TRUE!  Honestly I’m fairly picky, I’ve got trust issues, and I just don’t feel safe hooking up with most of the guys who offer it.  It’s not their looks so much as its how they treat me.  If a guy is rude, I have very little interest in sleeping with him. I also don’t like bad sex, and hookups are like rolling the dice.  I don’t know the last time you hooked up with anyone but it can be absolutely dreadful.

8. We overly rely on NYC conveniences – Actually I don’t. Take out is pricy. You also implied this lifestyle is making us fat, but New York City women are some of the fittest in the country.  And Susan you are a full-figured gal, I would just celebrate it and stop blaming General Tso’s chicken.

So that’s your eight reasons, and I answered every one of them.  Now I have a few questions for you.  Susan you’re divorced.  How did that go? My divorce pushed me to the brink of madness and into a literal death spiral.  I had massive depression, anxiety attacks and suicidal tendencies.  I eventually went on antidepressants and anti-anxiety medication.  I’m fine now, and drug free but, It was a regular horror show.  I’m sure your divorce wasn’t easy.  Since marriage is about a 50/50 chance nowadays why would you promote anyone to enter into a legally binding relationship that could end in a catastrophic divorce?

Here are my five reasons, why I doubt I’ll ever say “I do” again.  

1. I never want to combine my money with another person – This is the MAIN reason I never want to get married again.  I used to work with my husband, and when my marriage fell apart my income evaporated.  Now I make my own money and decide how I spend it.  It’s amazingly liberating and I never want to go back to even a joint checking account.

2. I don’t want to move – I like living in Brooklyn.  If I choose to move, it should be my choice.

3. I’ve accepted I’m never having my own children. – If I do decide to have a child, I’ll probably adopt.  The adoption process is long and expensive but having a baby at my age is not without problems.  I’ve also accepted that I might never be a parent.  A lot of women never want to have kids.  I did, but my life didn’t work out as planned.  I don’t feel like a failure because I won’t be a parent.

4. I feel complete and fulfilled as a single person – I know this might shock you.  I don’t know how you manage as a single person yourself.  The daily torment must be getting to you.  You must be so miserable that you write books encouraging young women to desperately get what you don’t have.  I would love to date someone special but the longer I’ve been single the more I’ve grown to love it.

5. I never want to get divorced again – If someone wants to get married four or five times good for them.  The prospect of going through another divorce though is so terrifying to me, I think I’ll avoid doing it again.

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Dating Online – Why a Young Cub is not always that attractive to a Cougar

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The day I turned 40, something completely surprised me on my online dating profile.  I thought that once I reached my midlife milestone birthday, the amount of email would slow down. I was surprised when I saw more traffic than ever.  The bulk of interest came from much younger men. Suddenly 19 and 20-year-olds were sending me things like,

“What’s up? U R Hot. Do U like younger guys?” – Always hysterical to me, since the young ones often use text speech and insane word substitutions that drive me crazy.

“I really love older women.  We should hang out sometime.  Let’s get a drink” – I’ve gotten these from men who aren’t old enough to legally drink alcohol.  So either he’s got a fake ID, or we’re drinking coffee.  I guess I could take the risk of being arrested for giving alcohol to a minor, that would be living life on the edge!  Maybe they are asking me out BECAUSE I can buy them liquor.  Who knows?

“I know you’re a lot older, but I’m really looking for a serious relationship” – I’m not kidding, I’ve gotten several emails like that one.  Are they serious?  I have no idea.  Do they have Mommy issues?  Probably.

“I’m going to start college in the Fall. I love to go snowboarding, and play video games.  Let’s hang out!” – I assumed he lived with his parents and was still in high school.  So technically he’s legal, but honestly who in their right mind would think that’s a good idea? Someone must have written a self-help book that advises young men to search for women 40 or older on dating sites.  After 40 we’re more desperate, we’ll pounce on a young eager kid.  When I’ve complained about this deluge of barely legal would be suitors, some of my male friends get extremely upset with me.  I hear things like,

  • Well I would dream of getting hot 19 year olds in my inbox
  • Score! You have teenagers hitting on you.  I’d tap that!
  • How could you complain about young guys?

Again I know this might sound shocking to some, but men and women are extremely different creatures.  Most women in their 40’s don’t want to date men over 20 years younger.  Of course there are exceptions and age and maturity don’t always go together.  If two people can find love in this world and they have a twenty year age difference, then more power to them!   But usually most of those 19 year olds I get in my inbox aren’t exactly “hot young studs”.  The really good-looking younger men, probably have a surplus of attractive, hot young women.  And I’m not talking about a 30-year-old with a 45-year-old.  At that point both parties are adults, and although the age difference is great, it’s not the same as a 19-year-old man hitting up a woman who could be his mother. Even though a 19-year-old is legally an adult, most are basically children.  I have theories about why I keep getting these requests, the younger men think an older woman could:

Teach them about Sex – Some women might get off on this, or think this could be a lot of fun.  Personally I don’t want to train anyone. The thought of having awkward or bad sex with someone who doesn’t know what he’s doing is not exactly my idea of a good time.

Take care of them Financially – Some don’t even hide this, and will say it openly.  My favorite was from a 29-year-old.  He somehow just assumed I would was rolling in it because I was a whopping 11 years older than him.  If only being 40 magically brought financially stability. In his case we discovered he was better off than I was.

Take care of them Emotionally – Mommy issues.  Some guys really do feel more comfortable dating someone who takes on a more maternal role in their lives.  To each his own on this one, but not every woman is going to WANT that arrangement.

Need to be Dominated – This is true of men at any age, but the power dynamic does get a bit skewed with a large age gap.  An older woman is probably going to have more life experience and more relationships under her belt.

Drawbacks to younger men

  • Aren’t financially secure
  • Immature
  • MIght live at home or with multiple roommates
  • Have totally different interests and lifestyles
  • He might not get along with your friends, you might not get along with his
  • Probably won’t want kids right away
  • Less likely to stick around long-term
  • Text speak, totally different communication skills – The younger ones don’t call, they text, tweet, IM and Skype.  It’s a whole new world of abbreviated speech that can be a bit unnerving to women who write in full sentences.
  • Porn educated – Sorry boys but this one is so true.  I’ve found with men closer to my age that sex is far less influenced by pornography.  Younger men don’t seem to understand that porn is a FANTASY and that most people don’t try to reenact porn scenes every time they have sex.
  • Lack of sexual experience

Of course age is just a number and emotional maturity and numerical age do not always go together.  I’ve met plenty of immature men in their 50’s and 60’s.  Some May December romances work out beautifully and there are no hard rules to what makes a relationship work.  I have several female friends who are older than their partners. The older two partners get the less an age difference matters.  A 30-year-old with a 45-year-old is something else entirely than a 19-year-old with a 34-year-old.  Once a person is well into adulthood, they know who they are, what they want and have a reasonable level of maturity.  A kid who is 19 or 20 however is just trying to figure these things out, they could be so easily manipulated and crushed by an older partner of any gender. I wish my male friend’s fantasies were true, and the hot young 21-year-old men were lining up in my inbox, but that’s just not the case. Regardless, I want a partner who is an equal, and it’s difficult to see a kid in college as a peer.  So until then, much to the disappointment of my male counterparts, I’ll continue to turn down the young ones who hit me up.  I would rather not be the cougar who devours willing cubs.

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Dating in NYC: Dating in the Land of Zero Effort

Online dating profiles reduce humans to commodities.  Instead of nuanced individuals with provoking personalities, we transform into a collection of photos and vital stats such as: height, age, body type, diet preferences, religion, political views and our favorite books and movies.  In New York City online dating profiles should just include a few photos and a zip code, because honestly that’s all that really matters for so many singles.  If you live in Brooklyn, trying to date a person in Queens could be considered a long-distance relationship. Staten Island and the Bronx might as well be in other states, and New Jersey is the vortex.  It seems much easier to get into the Garden State then it does to get back.  Even though over 19 million people live in the New York City metro area, commuting via subways, buses and cramped highways is challenging.  Even when I meet men offline, most conversations start like this:

Guy: “Where do you live?”

Me: “Brooklyn”

Guy: “What neighborhood?”

Me: “Flatbush”

And then I see the facial expression that says everything I need to know.  Their eyes will squint, their brow will cease and it looks like they just smelled some week old Indian food.  No one has ever lit up and smiled after hearing it.  Some men have actually broken off the conversation after the word ‘Flatbush’ and walked away.  They’re hardly subtle about their complete disdain for my section of NYC.  On online dating services, things are much worse.  One man went so far as to indicate on his profile, he was only willing to consider ladies who lived on the “L” train, or within a short biking distance.

According to the latest census estimates here is how the city breaks down

  • Brooklyn     2,565,635
  • Queens       2,272,771
  • Manhattan   1,619,090
  • Bronx           1,408,473
  • Staten Island   470,728

Given the odds, I should have the easiest time of it.  The problem is Brooklyn is huge and the subway system doesn’t easily connect every neighborhood.  So to get to Mr. L train, I would have to jump on the Q train, take it into Manhattan, then transfer to the L train and take it back into Brooklyn.  My journey would last an hour maybe 45 minutes, which is just too long for most folks in this metropolis.  The Bronx and Staten Island are like different countries to me, and my commute to some parts of Queens could take over two hours.  When a guy hits me up and lives in New Jersey, he’d better live in Hoboken, Jersey City or another part of NJ that is easily accessible via public transportation.

I’m not a huge fan of my neighborhood as it has a higher crime rate than others and is a bit farther out from Manhattan, but my rent is much cheaper and my apartment is larger than most.  By most Manhattanite standards, my ‘hood is the middle of nowhere.   From what I’ve found the most ideal location is Manhattan, as its central location makes it easier for anyone in the outer boroughs.  Although anywhere above 125th Street is the mysterious hidden borough called ‘Northern Manhattan’.  Just as it’s more difficult to get furniture delivered to neighborhoods like Washington Heights, Inwood and Spanish Harlem, it’s also harder to get anyone to travel to the far reaches of the Island.

I guess I just magically need to make more money so I can afford to live in one of the most expensive places on earth.  I’m not expecting much, I just get sick of always being stuck at home with my cats watching “House of Cards” on Netflix.   In my neighborhood I’m mostly hit on by teenage drug dealers.  I’m not speculating on their illegal activity, I’ve seen them openly sell drugs right in front of me.  The average age of the guys who yell “Hey Baby” at me is about 16.  Since Flatbush is hardly hip, most of the age appropriate men who live here are very much married or living with someone.  I just don’t find a lot of single men age 35-45 anywhere, but I especially don’t run into them in my part of Brooklyn.

I think this is why those hook-up apps like tinder are so popular.  They really do take away all effort completely.  Want free sex from a somewhat attractive female who is easily accessible, in more ways than one?  Just swipe right and hope she does the same.  I still refuse to get that desperate, until then I will remain in Flatbush and hope that somehow a guy might want to ride the train for more than 20 minutes to see me.  Or maybe I’ll get a job managing a hedge fund tomorrow and move to a mansion in the Hamptons. When I live in my sprawling estate I can pick up guys at the local tennis court, or while riding the ponies in a co-ed polo match.  Anything is possible I guess.

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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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Dear Stranger from out of town, I’m not an unpaid prostitute.

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Online dating is the social experiment that keeps on giving.  I’m always amazed at hidden agendas it reveals.  If I select that I’m looking for casual sex in my profile, I will literally get over 100 emails in a 24 hour period.  Men are looking for no strings attached sex, but few will be completely open about their intentions.  One of the strangest phenomena are men from out-of-town who seek sex with New York City women.  My inbox overflows requests like these, yet nothing on my profile indicates that I’m looking for hook-ups.  A typical email goes like this:

I think you’re hot. I’m going to be in New York City next week and I’d love to hook-up if you’re game for that sort of thing. If you aren’t, then my apologizes.

The straight forward approach is a bit unnerving, but they are easy enough to dismiss.   I always admire anyone who has the courage to ask for what they want.  As I’ve said many times on this blog, I wish more men were open and honest.  For every email like that one, I get about 10 of these:

I really think we have a connection. Even though we haven’t met, I can tell from your profile that you’re a caring and loving woman. Something about your eyes, and smile are so inviting to me.  I also think we have a lot in common, and we’d have a great time together.  I’ll only be in town for a week, and I really need someone to show me around the city. I know I could just sit in my hotel room in between my work, but I’d rather spend it with someone special like you.

Those make me want to vomit. It’s also an obvious cut and paste.  A guy will send the same email to dozens of women hoping one will bite.  My profile is mostly random movie quotes.  A savvier man will comment on the films I’ve quoted, or at least acknowledge that my profile is slightly unconventional.  Talking about my eyes, smile or the many things we have in common is intentionally vague.  Every woman has eyes, and most are smiling in at least one photo – so I guess a few might fall for complete drivel like that.  Others might realize the guy is a total phony but they think he’s attractive enough for a one-night stand.

Then we have the truly slime inducing ones:

Look, I’m going to be in New York City next week.  I’m going to be extremely busy.  Maybe if you’re hot enough in person, I’ll make some time for you.  You won’t regret it but you’d better be hot, or forget it.  I’ve got nine inches of pure manhood and I love to make hot chicks moan.

Luckily men like this are rare.  When I’ve gotten emails like these I’ve responded, “Why aren’t you on tinder” or “Hire a prostitute” or “I don’t need an out-of-town STD.”

Usually the men who proposition me for such liaisons aren’t exactly drop dead gorgeous, but a few have been.  I’ve still never taken the bait.  I’m not comfortable with these situations for a number of reasons.

  • Are these men married? Who knows?
  • Safety issues – Theft, sexual assault or worse
  • Drugs – Will I be slipped something that will knock me out?  Will the man be blazed out of his mind?
  • Privacy – Photographs, video, webcams – technology has gotten so small anything is possible
  • Unusual requests, unexpected kinky sex, inappropriate boundaries
  • BAD SEX

The last one is in all caps for a reason.  Sex with strangers is like rolling the dice, you really have no idea if you are going to have a steamy, hot night of passion or an awkward, uncomfortable evening of disappointment.  Simply put sex with a total stranger, is sometimes not just mediocre but downright scaring.  Most of the time when men have sex, they’ll at least have an orgasm.  Any woman knows we aren’t always as lucky.  A selfish or unskilled lover can make the entire enterprise one long night we wish we could forget forever.

Women also get hit up for free sex all the time.  If I want no strings attached sex I can probably get that from someone I already know and trust a bit.  I also don’t need a girlfriend or wife tracking me down weeks or months later when they’ve discovered an “affair” which was really just a random hook-up.

Overall these requests make me feel like I have no value.  A sex worker might put up with strange sexual requests, a selfish one-sided lover or an uncomfortable experience.  A prostitute at least gets paid, and usually quite well for their services.  Of course some women love the turn on of having sex with a total stranger who they will never see again.  However most women who want hot sex from out-of-town men are on hook-up sites like Adult Friend Finder and Tinder.  It’s a bit of a leap for any man to assume all women want this type of sexual experience.

Basically. if you want to buy shoes, don’t go to a hat store.  Plenty of women are waiting for your emails you just need to look for them on sites specific to your search.  Sex workers are also always available, they might be pricy but there’s nothing wrong with an agreed upon transaction between consenting adults.  Never assume the average gal on OKCupid or Match.com is waiting for your “Nine inches manhood.”  We know it’s probably closer to six inches anyway. 🙂

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

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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Dating in NYC: Top 10 Tips for Dating Multiple People

Before I even tackle this subject I will openly admit I’m a solidly monogamous person.  As I’ve written before the whole idea of multiple lovers, hookups and sexual relationships with near strangers baffles me.  I can’t keep several plates spinning while I’m trying to write this blog, work on my memoir, get stage time in New York City and pay my rent.   I’m writing this though because this issue comes up all the time, and I’m annoyed that most of the articles I’ve found about this topic are written only for men.  I’ve based these tips on experiences I’ve had and what a lot of my friends have gone through.  I not advocating for any style of dating, nor would I say this would work for every person.

There are many variations on dating multiple people, too many to list here really.  The key to having multiple partners should NOT be about lying, sneaking around and deception.  Lies are evil.  As I have said before:

I would rather have an honest sinner than a phony saint.

The following are just guidelines.  It’s really about what any two people are comfortable with in any partnership.  If you only have sex with a person once, they really don’t need to know much.  But if you are seeing more than one person on a regular basis, communication is key to keeping everyone happy.

1. Let a new partner know early on that you are not looking for a sexually exclusive relationship: Of course this can change as the relationship develops.  Neither partner should assume though that a casual open relationship will turn into a committed monogamous one. When in doubt – communicate.

2. Avoid getting involved with people who aren’t also honest with their primary partners – A friend who has been polyamorous for years put it to me this way.  “I avoid being the ‘other’ woman.  If a man tells me he is in an open marriage, I tell him I will have to speak to your wife about this, just to make sure”  It might sound crazy, but if the couple is in an open marriage, this sort of request probably happens to them all the time.  It’s better to make sure everything is above-board, before you find some woman calling you a home-wrecker or threatening to kill you for sleeping with her husband.

3. Don’t assume one lover wants to hear details about any others – Some partners honestly may not mind this, but not everyone is different.  One woman might not want to know that another regular partner is younger, thinner, lives closer to you or has a cat.  If these relationships truly are separate, then there is no reason to share this sort of information.  Simply establishing that you are not exclusive is usually enough.  If you want a change in your relationship, then let your partner know.  NEVER ASSUME ANYTHING! 

4. Always use protection – If you are having sex with multiple people – DON’T BE AN IDIOT.  Use condoms and practice safe sex.  Other than the usual STDs we all fear, there is a strain of antibiotic resistant Gonorrhea going around New York City that is all sorts of awful. Spreading STD’s is irresponsible and reckless.  If you want to have condom free sex, then maybe you might want to find one primary partner and at least use condoms outside of the main relationship.

5. Beware of Social Media – If you tweet naughty messages to one woman know that anyone can see it. You don’t know who knows each other or which partner might be a regular cyber sleuth.  Facebook profiles are even more transparent – comments, likes, even old conversations with partners are there for life unless you remove them.  A simple comment like, “You are so beautiful” could get you in trouble if you post it where another, more neglected lover, could see it. Basically you have to treat all comments on social media as if you are standing on top of a mountain declaring them for the universe.  The internet holds no secrets.

6. Don’t treat you casual lovers like girlfriends/boyfriends – Again there are no hard rules to this, as some polyamorous relationships are anything but casual.   This is the number one complaint I get from both men and women about casual relationships.  You can’t expect someone who you see only for sex on occasion to get that emotionally invested in you.  They aren’t going to necessarily want to meet your friends, go to social functions with you, listen to your neurotic ramblings or bring you chicken soup when you get a nasty cold.  When these lines get blurred, people are more likely to get their feelings hurt.  Anyone can have a primary relationship and still have multiple lovers on the side, but not without some boundaries first.  You should never assume a regular hook-up is a girlfriend, or even wants that role.

7. Treat everyone with respect – This should go without saying in every dating situation.  I’ve seen a lot of alarming language on dating sites, where a man or woman will go on and on about their primary partner and then send an email that is just rude and inappropriate to a total stranger.

8. Don’t make anyone feel like they are last on your list – This might be OK with some partners, but overall you don’t want to make a person feel like you literally called up three or four people before you decided to settle on them.

9. Don’t complain about other lovers – This is just rude behavior.  If a woman complains to a partner about another man she is seeing, he is likely to assume she will turn around and do the same thing to him.

10. When in doubt communicate – Of course you can lie and sneak around, but there is a good likelihood that you’ll get caught.  When you get caught a betrayed lover might slash your tires, show up at your workplace and scream “Whore” as you walk down the street, stalk you or one of your other partners, text you incessantly for hours, post naked photos of you online, write Facebook statuses trashing your name, or even threaten you with physical violence.  Deception brings out the worst in people.  Some people are emotionally unstable, mentally ill, cruel, narcissistic or have deeply entrenched personality disorders.  No amount of open communication can prevent a person from reacting in a completely irrational or psychotic way.  However a string of lies is more likely to make a perfectly well-adjusted human being buy a ticket to a place called crazytown.

It’s really up to you and your partners – Other than practicing safe-sex and respect, it’s really up to each person.  When in doubt be open and COMMUNICATE. Some of the biggest problems in any relationship come from not understanding what both partners want.

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Dating Online: Advice for Men – How to completely mess up the First Date

I’ve written about this before in my article What Men should NOT to do on a First or Second Date, but I decided I needed a shorthand version – a cheat sheet if you will.  Also ladies, consider this shorthand for extremely negative behavior.  If some guy is doing several of the things on this list…RUN!!!!!   I’m making this specific to online dating because I think it’s a fairly unique way to meet people, and fraught with peril.  If you totally want to sabotage a date early, here are a few sure-fire ways to do it:

Say any one or more of the following phrases:

  • My bitch, crazy, psycho, ex-wife or ex-girlfriend – I get it, you had a bad breakup.  This is not the time for a festival of bitching.
  • I’m still in love with my ex-wife or ex-girlfriend – This has happened to me more than once…no joke.
  • I have to pay way too much child support – Well maybe you think you do, but would you rather have your kids live in a box on the street?
  • How many guys have you slept with? – Are you kidding me?

The following will make you look like a liar, even if that wasn’t your intention. 

  • I lied about my age on my dating profile
  • Oh by the way, I have a girlfriend – This information should have been on your profile
  • Oh by the way, I have kids – This information should have been on your profile
  • Oh by the way, I’m married – This happens more than you would think…and of course…this should have been on your profile

How to look rude

  • Make frequent text messages
  • Receive phone calls or make calls
  • Constantly check your phone in front of your date
  • Never ask your date any questions about herself, just give her a non-stop biography
  • Take your date to an expensive restaurant and then ask her to split the bill – If you are on a budget do coffee or drinks
  • Insult your date – You would be surprised how often this happens
  • Discuss politics or religion – Unless of course you know 100% it’s OK to go there, it’s not exactly romantic
  • Show up late or cancel at the last-minute – things happen but if some catastrophe occurs, contact your date immediately and BEG for forgiveness.

How to freak out your date

  • Assume it’s time to start making out, when your date has given you no indication that it’s cool do go there
  • Drink to the point that you’re a drunken sloppy mess
  • Assume your date does drugs, and then tell her it’s a deal breaker if she doesn’t
  • Force your date into a social situation with a ton of people she doesn’t know
  • Have an emotional breakdown and then treat your date like a therapist
  • Focus the conversation on sex, and ask intimate sexual questions right off the bat – The only exception to this is if you both agreed ahead of time it’s a casual sex type of encounter, or you met your date on a hook-up site.
  • Get angry when it’s obvious your date doesn’t want to have sex with you – Even if you met her on a hook-up site or with the expectation that you would have sex.  You might have freaked her out, she might have changed her mind.  No always means no, so chill out and let it go.
  • Send your date a dick pic – Although I love making fun of these in my act, dick pics are rude, goofy, and way too forward.  Your date could cancel completely, scream at you or threaten to call the police.  The only exception is if your date has asked to see your business…otherwise DO NOT DO THIS!

My personal #1 Pet Peeves

  • I’ve always thought I was funny, I bet I could do stand-up.  Could you help me get started in comedy? – If you want to get started in comedy then go to an open mic or take an improv or stand-up class…and never ask me that question again.  🙂
  • Get competitive with me about comedy.  Insist your are funnier or try to one-up me with jokes – Unless you really are a comedian…please just stop…no really just stop
  • Never laugh once during the date
  • Demand I tell you jokes, or want to see my act, right there out of context, while on a date – I basically hate you now.
  • Proclaim that you can’t stand cats – When then say that I know 100% that it isn’t going to work out.

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Dating Online: Confessions of an Accidental Cougar

English: North Amerian Cougar

English: North Amerian Cougar (Photo credit: Wikipedia)

I call myself an Accidental Cougar, because it’s exactly what it feels like.  I didn’t seek this out.  I never thought I would become a 40-year-old woman trolling for younger men.  Although I think the term “Cougar” is inaccurate as in my case, I’m hardly predatory.  In fact, the young ones usually come to me.  I have been a wimp when it comes to dating since as long as I can remember.  Any time I’ve gone outside my comfort zone and tried to be aggressive with men, the results have been disastrous. I’m just not good at it.  So I guess I’m younger man bait, but not exactly a cougar.

Many younger men seek out a liaison or even a relationship with an older woman.  Most 22-year-old women might demand more time with their partners.  Whereas a more mature gal might actually desire significant personal space. Most women past 40 would also not rush into a major commitment right off the bat, or could prefer a more casual relationship.  A cougar would probably be more mellow, calm and less likely to flip out over something that might upset a younger cub.  Of course there are exceptions as there are plenty of immature women in their mid-forties and up and even-keeled emotionally grounded 23 -year-olds.  There really are no rules here, as people don’t necessarily grow emotionally as they age.  But the perception by many young men is: older women know what they want and are less of a hassle.  That’s at least what I’ve heard from any number of them.

Some younger men have issues with their mother, and openly seek a more maternal relationship with a partner.  While others view a more emotionally complex middle-aged woman as a greater conquest.  And of course, for some the appeal is the sexual experience of a woman who has been having sex, longer than they have been alive.

I view the dating game as a totally different beast than I did when I was younger.  At 25, if an obvious player type hit me up, he would be instantly cast aside as a lecherous pig.  Now, I size him up – he might be a lecherous pig, but is he attractive?  Will I get bragging rights?  Can I show him off to my friends?  As I’ve often said many times on this blog, I would rather have an honest devil than a lying phony saint.  So I’ll take the admitted man whore for a few spins around the block, as long as I know everything’s above-board.  Afterward I will be sharing my exploits at the next girl’s brunch, or BBQ with my married friends.  Once you hit a certain age, it’s difficult to tell who’s the hunter, and who’s the prey.

It’s not to say that all younger men are nefarious lotharios, or good for nothing but sex.  A close friend of mine has had a long-term committed relationship with a man 16 years her junior now for nearly three years.   Another has been happily married to a man 14 years younger than her, for over a decade.  Age and maturity are relative.  At this point in my life, I feel like I almost don’t have an option anymore.  Most men in the 35-45 age range are one of four things: married, in a serious committed relationship, crushed from a breakup/divorce or confirmed bachelors.  It’s just so rare when I have an age-appropriate man even approach me.

Yesterday for my article about online dating profiles I had to re-start my defunct OKCupid account.  I wanted to search through as many names as possible to get the best sample.  I knew when I did this that OKCupid would treat my account as if it was brand new, and promote it heavily.  My inbox overflowed, I got over 87 emails in a 24 hour period.

Here is how the ages broke down.

  • (Ages 20-25)  17 or 19% of the Total
  • (Ages 26-30)  34 or 39% of the Total
  • (Ages 31-35)  14 or 16% of the Total
  • (Ages 36-40)  4 or 4.5% of the Total (10 minus 6 who didn’t live in NYC or were not single) 
  • (Ages 41-45)  5 or 5.7% of the Total (12 minus 7 who didn’t live in NYC or were not single)
  • (Ages 45-62)  6 or  6.9% of the Total (10 minus 4 who didn’t live in NYC or were not single)

The largest group of me to send me emails were 10-14 years younger than me, the second largest group was 15 years or younger than me.  The two groups totaled 51 men or 58% of the total amount of emails .  When I subtracted the men who didn’t live in NYC from the 36-45 age group I was left with only 11 men.  I removed the men who didn’t live in NYC from the older categories as they didn’t even live in NY state.  Some lived as far away as Italy, the UK and Spain.  I also omitted men who openly admitted to being married, or in a committed relationship.  There were some non-single men like this in the younger groups but their numbers weren’t significant to count.

I indicated on my profile that I’m seeking men ages 30-45, but that didn’t seem to stop 51 men from making a go for me.  So am I a predatory cougar?  It looks instead like a lot of younger men couldn’t care less about my age and are just as predatory and aggressive with me as they would be with women their own age.

The creepiest email of the day ironically came from a 36 year man who simply said.

“I would love to come over and videotape you”

He didn’t indicate what he wanted to video tape me doing.  Maybe I should have offered to clean my bathroom, or my cat’s litterbox – but then someone probably has a fetish for exactly that activity and the next thing I know I would be on a kitty litter cleaning porn site.

Admittedly, I look very young for my age.  Everyone in my family including both of my parents seem to have some magical youth gene.  Most people think I’m in my late twenties.  My youthful appearance might have skewed my results somewhat, but my age is very clearly indicated on my profile.  It seems most men don’t give a f*ck, at least not on a dating website.  If they are looking to have children or a long-term committed relationship the age difference might mean much more to them, but if they are trolling for ass online, age seems to matter very little.

The 35-45 age group of single men is still as elusive to me as a well-paying steady job with health insurance.  In theory such a thing exists, but I have no idea how to get it.

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Dating in NYC: Texting – Dating with as little effort as possible

SMS: Text Messaging Gets Redesigned

SMS: Text Messaging Gets Redesigned (Photo credit: pouwerkerk)

Someone recently said I should write a piece about the type of man that I wanted to date.  At this point, I have honestly completely given up any specifics.  Sure, I tend to like tall lanky men who look like they could use a sandwich or two, but honestly I am not that specific.  I don’t date fellow comedians for obvious reasons and I would prefer someone close to my age.  But when asked, without thinking I wrote simply, someone who follows through on a date and returns text messages.  That’s it.  Just show up and acknowledge my existence.  That’s all I’m really asking for, but it seems next to impossible.  I have had this problem with most of the guys I have attempted to date, even causally date.  They repeatedly cancel on me at the last-minute but then won’t bother to reply to the least committal text messages.

I have a joke in my stand up that once men figured out they could rely on text messages – all phone conversations between men and women would cease forever.  Which is sadly pretty much true.  I don’t call anyone often besides family members.  The telephone is just too personal and it takes too long.  Texting is so much easier.  The problem of course is that a lot is lost in non-verbal communication.  Most of the times my sarcasm is misunderstood.  Or when I am being serious people think I’m joking.   Recently I sent something along the lines of “You should learn how to fellate yourself.”  The man who received this message thought I was kidding.  I did add that he should take some yoga classes, as well as a sword swallowing session or two to help him in that task.  To be honest I was half joking.  What I really meant is that I was not going to fellate him, and he could basically go fuck himself.  He thought I was flirting, until I pointed out that it would be kind of gay for him to give himself oral sex.  He might be sucking his own dick, but he would still be sucking dick.

The recipient can also not really understand tone.  Most men tend to take me way too seriously in that I tend to write in a very blunt manner.   They sometimes think I am upset, when I’m not.  I once sent a “I’m disappointed” type of message to a man who thought I was basically screaming at him, when in reality I was calm and not even remotely angry.  I was in fact, disappointed, not a raving lunatic.

Then there are the guys who don’t realize I am mad, no matter what I send them.  It is almost as if I have to type profanity repeatedly in order to get my point across.  A few fucks, motherfuckers, and are you fucking kidding me?  Texting might be quicker, but the communication has certainly gotten worse.  The abuse of the English language is at an all time high and some misspellings are so poor that I have no idea what the person was trying to say.  Textspeak causes me to physically cringe, especially since now we have little keyboards on our phones and texting is much easier.  My favorite subsitution was “KK” for “OK” I couldn’t help but think, it’s still two letters – have we gotten that lazy?  Text language has gotten so bad, that I honestly think words could one day be replaced with symbols or actual photographs.  We will simply get a photo of a penis, then a vagina, then a home followed by a question mark. We will move on to a form of sexting and hieroglyphics.  When someone sends me a message like “U R Hot? Lol.  Do U want 2 C me 2night?”  I just want to scold them, not get it on.

I can’t help but think if I was someone they wanted more, they would at least return a simple “What’s up?”  My new strategy is to send them nothing.  I try as much as possible to avoid starting a text messaging thread.  I just can’t handle the silence on the other end.  Sure they might be working, or in a situation where they can’t answer a text, but in my mind I picture them looking at their phone, sighing and then debating if they should even answer me.

There are times I almost want to call a man when they send a text.  Not to actually speak, but to scare the crap out of them.  How could they claim they didn’t get my call when they just sent me a text message?  They could say they aren’t in a good position to call me back, but most of the time they can’t think of a decent lie to get out of it.  I just get voicemail, and then I delete them from my phone.  🙂

Of course I can’t help but wonder if they really wanted to see me would they call me?  Would they answer text messages back quickly?  Or is this all part of the disposable culture of constantly having new potential partners.  Why bother with the woman who is blunt when i can find one that won’t challenge me.  I don’t know, but I am waiting for my pictogram cock shot any day now.

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