On Dating and Communication

Welcome to 2010. Yes, I know we’ve been in this year for a few months now, but over the past month I’ve gotten a taste of what it is like to date in the year 2010. Up until now, the last time I was single was in 2008. And here’s what’s different:

Dating in 2010 is all about constant communication.

We have Gchat, BBM, SMS, MMS, BlackBerrys, iPhones, Droids, AIM, iPads, the list goes on and on. Not that we didn’t have most of these technologies in 2008, but they were far less in-your-face then they are now.

To me, this is a great thing. I love constant communication. I have a few friends I email all day throughout my work day with anything funny or interesting I come across on the internet. I get so excited when their replies show up in my inbox. When I want to communicate, I want it now. Immediate validation.

So what happens when you bring this attitude to dating?

Let’s talk about Mike.
Mike and I started talking on [dating site] instant message and the conversation went so well, we moved it over to Gchat, where we proceeded to talk for a very long time. I stayed up far past my bedtime. The next morning, I was on my way to the airport for a long weekend away with my family when my BlackBerry buzzes with a Gchat. From Mike!

Eeeek! Swoon!

Of course I am thrilled. I smile and I write back. We end up Gchatting all the way to the airport and through security. I get on the airplane and spring the $10 for plane internet (I really did have some work to do), and we talk on there too. We Gchat throughout my whole trip. We also exchange phone numbers for SMS/MMS purposes. I texted him photos of my margaritas. He called me and we spoke on the phone. While I was on vacation.

It was intense. We even joked (over Gchat, obv) that this was better than dating because we can’t get annoyed with each other. I was landing back home in NYC on a Monday night, and we had plans to meet that Wednesday.

When I got home, we both couldn’t wait until Wednesday and instead we met that same night. He was adorable and he clearly really liked me. He touched my knee under the table a couple of times until he reached for my hand under the table and held that. We kissed on the corner and as soon as I got in the taxi to go home he texted to tell me what a great time he had.

Long story short, the communication continued to be constant. It all felt so natural, so easy, SO fun.

Until one Saturday I woke up and I knew. I just knew. Mike was done. Call it d’s intuition. I felt a different vibe in the air. No, not that kind of vibe.

The following work week the Gchats, when they did happen (and they did — I would wait it out and eventually Mike would always message me) felt forced, difficult. Mike was done with me and I knew it. The following Saturday, after a full week of dealing with the stress of just knowing, Mike finally decided to finally inform me that we were, in fact, done. His main reason? We communicated too much and too fast.

This is the way I see it: If it’s right, it’s right, and there’s not much either of us could have done to change that.

It was a great couple of weeks with Mike. We were both having fun and I just didn’t want to STOP having the fun. Are our frequent talks via electronic signals the reason for our demise? Honestly, I don’t think so. I think that if he felt we were right, he would have wanted to continue on with the fun too.

What do you think? Too much too soon, or it wouldn’t have worked anyway?

And that leads me to my next question.

What happens when I find myself in another constant communication situation?

Because, um, I’m kind of in it again. I promise I’m not an idiot! The circumstances are very different. But that is not even the point. The thing that I realized from this heartbreaking (I am dramatic, yes) ordeal is that I AM communication. I love the immediacy of the internet. I love Twitter. I love GChat and BBM and emailing my favorite friends during the day.

Constant communication is a part of who I am.

So as I begin to find myself in the same situation regarding communication — and keep in mind it is in no way ALL me, it wasn’t all on me with Mike and it isn’t now — here is what I am struggling with:

Part of me doesn’t want to make the same mistakes again. But the other part thinks being myself isn’t a mistake.

What are YOUR thoughts?

Biting the Bullet

I did it. I bit the bullet and casually strolled back into the world of internet dating. I say casually strolled as it took me about three weeks to take my profile off the “hidden” setting so people could actually find me. And once I got the guts to do that, I rarely logged on anyway. Making the most of my membership? Not a chance. Getting the most bang (literally) for the buck? Nope. Feeling much less pressure than the last time I joined the online dating world? HELL TO THE YES.

There are a few differences between my internet dating experience now versus the last time I was a part of that world, two years ago during the summer of 2008. The biggest difference: This time my mother not only did not pay for my membership, but she does not even know I have one. Let us all breathe a sigh of relief.

But it’s more than just mom not paying and feeling invested. It is simply her not knowing that is allowing me to take this experience at my own pace. I’m not feeling pressure; I’m not feeling rushed. The site I am using is actually extremely annoying and not user friendly and very glitchy and just frustrating (nothing like NYC and Love will be when it officially launches!). As a result, I don’t want to deal with it much. Also, I have not been impressed for the most part with the guys I’ve seen or the guys who’ve seen me. At all. And so I care even less.

Yet. I am still on it. And I am so happy with my decision. Because even by doing minimal effort, I’m doing more than I had been toward finding someone to be happy with. For every 100 bad emails I get, there is one good one. For every 200 ugly pictures, one cute one. And sometimes the one good email, the one cute picture, is enough to make it worth it. You really do never know who you will find and it is worth it to give it your best, or even your worst, effort. Better than doing nothing.

And when you don’t feel the pressure, as I don’t, it’s easy to let the good emails happen when they happen. But I’m not worried about myself at all. It will happen for me, I know it. Whether it is through the website or not, I know I will be fine. My mom is worried about me being alone and miserable, yes. Only this time, she doesn’t have to know. And without the stress, and taking it at my own pace, online dating isn’t quite so bad!

Relapse

I had a relapse.

Remember the Hamburglar? I was so strong and ended it. Ummm not so much.

After I told you all about the Hamburglar here and here, I erased his number from my phone and began moving on with my life. And then I was in a bind one day and needed some help picking up heavy things and bringing them to my apartment. It needed to be done right away and I reached out to someone whose phone number I might have erased but whose screen name remained on my buddy list. Yes. The Hamburglar.

He said he could help me. I assure you all, this was important and I really didn’t have any other options. So he helped me with what I needed (after a quick, ahem, shower on my part) and then back at my apartment I closed off my room and waited for the Hamburglar to leave. Except he did not leave. Instead he pushed open my bedroom door and parked his cute tush in the middle of my messy, clutter-filled, clothes-strewn bed.

“Wouldn’t you rather . . . go back to your apartment so we can talk?”

Apparently, he would not.

We did it on my bed. I say on and not in, as my apartment is so small that my bed truly is a storage place. I sleep in a corner all curled up. The sex was not comfortable. In my defense, we talked and cuddled for a long time before doing anything, having the most honest discussion we’d ever had — aside from the day I told him how I felt. Of course, honest discussion is not what I need from the Hamburglar. When we talk and connect like that, it makes me want him more. Because now I think he cares about me. Also, he said he cares about me.

“I’m so sorry if I hurt you. I never meant to hurt you.”

I told the Hamburglar that he did nothing wrong. But really, helping me in a bind is one thing. But isn’t f*cking me after, knowing how I feel about him when he does not feel the same way, hurting me by definition?

We went out for pizza after that, where he was sweet and considerate and we joked and laughed and . . . ugh. Just, ugh. I know how unhealthy this is. I know. I know.  And of course it didn’t end there. Because he always offers to help when I need him. And the other day I needed a big favor and he was once again there for me. And once again it involved sex and LOTS of laughing. So much laughing, so much fun, such great sex, and a big favor from the Hamburglar to myself.

It is no wonder I can’t escape. And part of me doesn’t want to. But I will. Very soon. Promise.

Have you ever been in a situation like this? How did you get yourself out of it?

Don’t Pretendo: You’re Not Into Him, So Can You Set Him Up With Your Friend?

I’m not exactly sure how many dedicated hours I’ve devoted to playing the ultimate puzzle game Tetris. Whether it was on the original Nintendo version or one of the original Game Boys, it was a significant and memorable amount of time. And if you’re anything like me, you probably played enough to start seeing the different pieces falling in your head when you closed your eyes and tried to fall asleep at night. Yeah, dating, when you really think about it, is really no different.

Dating, often, can feel like a game of Tetris. It’s just like you remember it, only slightly different. It’s a puzzle, with various elements and random sequences of events. And we constantly try to solve it. We search, tirelessly, for the missing piece to fill our oddly shaped holes. We don’t exactly know who will fill the gaps.  We don’t even know what will make us feel complete. And we certainly don’t know what’s coming next. But we continue to reset. We keep starting over. And sometimes, unexpectedly, we get what we need and it knocks out everything all at once. And when we close our eyes at night, we see all the pieces start to fit together. And when that happens, it almost always takes us by surprise. It clears everything we once knew. It completes the row. And it ultimately, completes us.

Other times, the game plays out differently. Things just don’t seem to fit. But just because it’s not a good fit, doesn’t mean it’s not a good fit for someone else. And sometimes, we actually know someone fitting. But we don’t always know what our next move should be.

Have you ever gone on a date, realized he wasn’t for you, but might be great for your friend? How do you handle this situation? What should you do?

Here’s the deal. If there’s a former guy you once shared a sushi combo roll with and he might be great for your sashimi-loving friend… set them up.  If you have an inkling of suspicion that they could be a match made in sloppy seconds heaven…. you should act. Heck, this isn’t exactly a rule. It’s just a very real and strong suggestion. Because when it comes to dating, rules tend to go out the window. Love is a battlefield (thanks, Pat Benatar). It’s a torrid tornado of tears and laughter. A stampede of cart-wheeling, hand-standing, somersaulting unpredictable movements. You can’t control, tame, or confine it. You can’t prepare, predict or streamline it. You never know what will be the piece to complete the row.  So you wipe your sweaty palms on your pants and you make your move. Yeah, here’s how you do it.

You Must Reset

You need to reset his expectations. Before you even attempt to set this former-fling up, you need to make sure the guy isn’t seriously into you. Maybe wait a few weeks after your last date with him, and start up a friendship of sorts. Tell him you think he’s great but obviously not great for you. Only after you clarify your intentions can you then suggest that he might really like your friend. And even then, you need to feel it out and make sure he’s interested in meeting someone else.

Offer Different Combos

You can invite them both out to a group activity and see if there are any sparks. If so, make a comment about how cool it is that they have so much in common and bow out. You can offer him her number and suggest he take her out on his own. Give them both choices. But either way, the choice should be theirs.  Caution. Don’t push it. If one or both parties aren’t interesting, leave it be.

Play It Smart

You must act super chill. Think bunny rabbit on Xanex. Don’t launch a nation-wide campaign with the tagline “I have the perfect person for you.” Because that won’t be a selling point. Scale back your approach and say you have someone your friend might find interesting. Take it slow and remain cool and collected. If they are “perfect” for each other, they will hit it off whether you tell them you think they are perfect for each other or not.

Don’t Share Your Moves

Sure, you’ve been out with him before. And you might know the “diarrhea on the roller-coaster story.” But keep it to yourself. Don’t succumb to the disease otherwise known as diarrhea of the mouth. Unless, that is, you want to embarrass the heck out of him…which I suppose has an entertainment value all its own. Basically, let them find things out on their own.

Be A Good Sport

When you set up two people on a date, you kind of feel like Patty Stanger (the brutally honest Jewish honcho from Millionaire Matchmaker). Except that there’s no private jets or payments in full. Regardless, you feel like you are creating something. And you have visions of being showered with thanks at their wedding. But avoid getting too excited. Mind your own business and know that it might not work out. Do your part then bow out gracefully.

Here’s the thing. We’ve all been set up on disastrous dates. So there’s a real chance that your friends aren’t half as excited about this meeting as you are. And there’s also a real chance that one or both parties won’t want to be set up. It can also be an awkward, uncomfortable and difficult conversation to have. But you can certainly try. After all, you can never predict what will happen. We all, at times, surrender to the anarchy of attraction. Chemistry is a funny thing. As a matchmaker-in-training, you have to let it play out. You can’t just play cupid and will two people together. It’s up to them, not you.

At the end of the day, dating, finding a connection, is a roll of the dice. It’s a chance at love, or a chance at rejection and hurt. It’s giggles and burping butterflies. Or it’s not. But the storm and stress, the risk and reward, is almost always worth it.  I mean, we’re talking about the meaning of life here. And how do we know whom you can happily grow fat, old and ugly with. So what? You once sucked face for two hours at that cute Italian bistro on the corner. Who cares if you once might have giggled on the kitchen floor with him because you couldn’t make it to the bedroom. That’s in the past. Let’s cut to the chase. Just because he wasn’t right for you, doesn’t mean he’s not right for your friend. Don’t be afraid to find out. It’s a crazy world out there. People connect for all different reasons. Bottom line is that we never know.  And at the end of the day, finding someone great is unexpected, unpredictable and truly game changing.  It’s both a rarity and a blessing.

Much like when you get that long skinny Tetris piece that clears three rows at once.

Has this every happened to you? Have you ever met someone, realized they weren’t for you, and wanted to set them up with your friend? What did you do?

Sleepaway

Jewish adolescents from Long Island and their adjacent Queens neighborhoods experience their first foray into that which is sexual at Jewish sleepaway camp. It is a practically universal experience which involves leaving home for eight weeks to make out with – and touch the private parts of – other likeminded (read: horny) preteens in upstate New York, the Berkshires or Massachusetts.

I never went to Jewish sleepaway camp.

Instead, I chose to stay at home with my mom (What? Who WAS I?!) and go to the same Jewish day camp that I’d gone to since kindergarten. Apparently, I thought I loved it and had no desire to go to sleepaway when offered the opportunity, despite the fact that all my friends went away. And despite the fact that I wasn’t accepted by the group of girls I was with and don’t think I actually had that much fun from age 11-13.

As a result, I was always a bit behind when it came to my encounters with the opposite sex. At sleepaway camp, they start making out young and get to third base long before I ever got to first. I didn’t have my first kiss until I was a freshman in high school at 14 years old. I know that sounds pretty average now, but at the time, compared to all my friends who went away to camp, I was really, really old for this.

And this trend seemed to continue in my life far past the age my friends stopped going to Jewish sleepaway camp. I had a boyfriend when I was a junior in high school. We spent a LOT of time alone together. He would sneak into my apartment in the middle of the night and leave early in the morning via fire escape. We even took a day off school (I was great at signing my mom’s name on absence notes) and showered together. Why did we do that! I remember telling some girls in my theatre class about it (theatre class, or class that took place in the theatre due to lack of classroom space? I’m pretty sure it was the latter) and they couldn’t believe my boyfriend and I stood naked in the shower together and neglected to have sex.

But really — it just wasn’t a consideration. The idea of the two of us having sex never even crossed my mind. His either. And he’d done it before.

I wonder if my attitude toward sex was shaped by my distinct separation from my peers at that sleepaway/no sleepaway stage in our lives. Although I’m more inclined to think my mom did a really great job at making sure I understood that sex was a big deal with a lot of risks — with a stress on the emotional ones. And my closest girlfriend was pretty much in the same boat as me, and we were so inseparable that our normal was the normal. Well, almost.

And of course once I finally realized what I was missing at the ripe old age of 20, I made sure I got all caught up at lightning speed. But I always think about my camp decision; I wonder if I would have fit in better with girls at sleepaway (doubtful, with no access to a blow dryer and a Jewfro that rivals Diana Ross). I wonder if I would have attracted the attention of a boy. Or maybe I would have been on the sidelines as I watched all the prettier girls (read: naturally straight hair) “go out” with guys. I wonder if I would have been making out when I was 11 and giving blowjobs by 14 and if that would have shaped my attitude toward sex in a different way.

Of course, that doesn’t matter much now since there is no looking back and I am proud of (most of) the decisions I have made. I just can’t help but think about the alternate life I might have lived if I admitted to my mom I was unhappy at Jewish day camp; if I wasn’t self-conscious about my fro; if I experienced a common and bonding part of Jewish adolescence in the tri-state area.

Did you ever go to sleepaway camp? What kinds of experiences did you have there?

Beware the TROJAN HORSE

No no, this is not a dreaded lecture on that Trojan man and his almighty horse. I am actually talking Greek Mythology here. Remember the phrase, Beware of [fill in man's name] Bearing Gifts? Well, listen up:

Red Flag (n): A clue or sign that indicates your man is bad news. Can be difficult to detect if hot sex or low self-esteem are involved. Ex (primary source: me):  “T called me this morning and said he had woken up in some other girl’s bed after doing enough coke to sustain the Mexican economy…but like, at least he was honest about it right?”

Trojan Horse (n): A type of Red Flag, packaged in the guise of an eye-brow raising gift. Antonym: bouquet; bling; brunch with his mother.

Now, I have received quite a few Trojan Horses in my day: a creepy voodoo doll; an unsettling abstract nude painting of me in a sexually compromised position (but from a very hot painter); a beautiful book of poetry—which I had to overnight-fed-ex back after the dude harassed me, post-rejection. But luckily, all of the gift-bearers mentioned above—who may or may not have been trying to tell me something in the subtext of their selection—were ultimately innocuous.

But then, there is the anomaly. Like there always is. And if there is one thing you need to know about dating in New York, its this: there are a lot of crazy muthafuckahs out there. Consider the following a cautionary tale…

A wedding at the Pierre. An introduction (Jewish code: set-up) to a family friend’s son. Lets call him Crazy H. Now, I immediately sensed there was something off about Crazy H—the way his Burberry suit was too snugly tailored?— but he was handsome, late 20s, a real-estate mogul. So, I shelved my suspicion and proceeded to go on a few dates (who can turn down a movie premiere? a museum opening?). Then, his mother just happened to ‘show up’ at dinner one night… Then, Crazy H just happened to ‘show up’ when I was out on a date with another man—and sat down at our table. I thanked the lord I hadn’t slept with him yet—by some subconscious better judgment I didn’t know I possessed?—and politely declined to see him again.

Red Flag Lesson #1: Never doubt your instinct. Even if this instinct is clouded by a Ralph Lauren Ad body, a European accent, a Soho House pool invite in the dead of August. If you think there’s something off about him, there probably is.

A week later, a strange package was messengered over to my office. The note read: “You are in need of healing. I hope this will help.” It was a jar of Islamic “healing” oil, which came in a box with Arabic script and a photo that could have been mistaken for Sadaam Hussein. AKA: THE TROJAN HORSE. I hoped Anthrax didn’t come in oil form, stored the bottle in my boss’ fridge, and told my mother I would never go to another family event where this freak would be in attendance.

But a few months later, at the funeral of a close relative, there he was again. Crazy H said he “forgave” me (um, was he referring to the fact that I defriended him?), and invited me to be his date to an induction ceremony Gala for an exclusive all-male private social club in NY. So, I rationalized: perhaps his gift had been in jest after all!

Red Flag Lesson #2: Learn the limits of your own curiosity. And I don’t just mean sexual curiosity. Even if you really had no idea there were still social clubs in existence that excluded women and you are dying to know what goes on in a grown-up version of skull and bones… Still: no.

At the gala, Crazy H introduced me as his “beshert”; he said if I continued to play my cards right, we could announce our engagement at the next society event. Hmm. Then, as he was returning from the bathroom, he caught me flirting with a circle of men. Busted.

Crazy H dragged me out of the gala by the wrist, raging at my “inappropriate behavior.” I tried to run for a cab, but my brand new heels got caught in the Tribeca cobblestone and broke off. He then violently shoved me into the cab and dove in after. Though I wildly protested and considered rolling out of a moving vehicle James Bond style, Crazy H explained that he felt horrible about the whole evening, and wanted to make it up to me: he would take my broken shoe to his special Greek cobbler, give me an extra pair, and then we would go to dinner. Well…he had me at special Greek cobbler. My disbelief: temporarily suspended. Our destination: his apartment. Duh.

Red Flag Lesson #3: Learn your own hamartia, or tragic flaw. If a guy invites you up to his apartment, and you really have no intention of hooking up/ sleeping with him—even if he says he just wants to “cuddle,” or introduce you to his “dog,” or show you photos of his “vacation with his parents”— JUST SAY NO. Because, chances are, you will do something you’ll regret later. And by later, I mean the next morning.

Red Flag Lesson #4: If a guy says he has an extra pair of women’s shoes in his apartment…you can fill in the rest.

The second I got upstairs, Crazy H pounced. Like, full-blown bestial Stanley Kowalski “we had this date from the beginning” attack. My resistance only incited/excited him. Lets just say, for censorship sake, I barely managed to escape his apartment with my dignity intact (I was drunk and shoeless! and drunk!), when I realized I had lost my recently deceased grandmother’s pearl earring circa 1944 amidst the struggle.

I immediately received a text: “I am taking your earring hostage, until you pay for your deplorable actions. And you know what I mean by pay.” How I got that earring back, even David Blaine would have been impressed by. It involved: the use of the very hot painter who gave me that abstract nude; a doorman bribe; a break-in; a violent chase in the middle of the Chelsea gallery district. But I’ll save this story for another installment.

The moral of this tale is: in every relationship, be attuned to unsettling internal and physical clues. Build an awareness of your own feminine intuition, and learn to look out for red flags, especially in the form of Trojan Horses. Even if you never took Psych 101, set aside your penchant for over-over-analysis, and trust your instinct: If a guy seems too good to be true, he probably is; if he’s middle aged and not married, there’s probably a reason; if he gives you a gift that airport security would stop you for carrying,  RUN. And when in doubt, ask your gay boyfriend—at least he will tell you like it is. But if the red flags are a flyin, you should know your best bet is to raise your white flag, move on along, and hope the next one gives you a freaking bouquet of roses.

I Only Have Eyes For You. And You.

Sometimes the person you’re seeing is the only one you’re seeing. Sometimes that person is one of two, three or even more. And hey, as long as no relationship talks or discussions of exclusivity took place, you can do whatever you want. But what happens when you’re having fun with a few different people and later find out one of them thought you were loyal to him?

This has happened to me twice.

One

The first time was on a summer night in 2006, Adam asked me if I wanted to do something with him that night. But I was busy. Alexander, someone I’d been seeing on and off while he was away at law school, was back in the city to study for the bar exam and I had plans to go to his apartment. I was really excited to see him, since the attraction was strong and we always had a lot of fun together. And I hadn’t seen him in over a month.

I told Adam I had plans. “Okay, well maybe we can hang out after,” he said.

“I can’t tonight,” I said. “I have plans with my friend Alexander.”

“Right,” Adam said. “You have plans in the city tonight. So when that’s over do you want to do something?”

“I can’t see you tonight,” I said more firmly. “I already have plans and won’t be around tonight.”

Finally, it clicked.

“Are you . . . hooking up with this guy?” Well, yes. It was then that Adam revealed he thought we were officially together. Uhh I had no idea. I didn’t do anything that would make him think we were boyfriend/girlfriend. In fact, I was blatantly mean to him. Constantly verbally abusive.

I brought that little fact up and he said he thought my nasty remarks were all in good fun, part of what makes us “us.” I always thought he was stupid (hence why I was so mean to him) but now I realized he had no idea I was beyond awful to him for months. Maybe he wasn’t stupid so much as just a really nice guy who saw the world in a very different way that I did.

Regardless, that was the night we ended.

Two

The other time this happened was months later, coincidentally with Alexander, the guy I “left Adam for.” We had just ended our year long fling and were attempting the age old “let’s have platonic sleepovers” situation. What? Just me? Oh.

So one morning we were platonically cuddling in bed when he brought up how invested I was with him when we were dating. (Note – Until he said that, I had no idea we were ever “dating”). I laughed and said, “Well I was hooking up with other people during that time, so it wasn’t such a big deal actually.” He didn’t believe me. Alex was certain that I was practically in love with him; loyal and devoted. No matter how much I tried to tell him I really wasn’t, he stood firm in his disbelief. Alexander was being so condescending to me, trying to make me feel so small for being some deluded girl who spent a year giving her all to a guy who wasn’t interested in anything serious. He laughed and told me he did not believe me when I told him he wasn’t the only guy during this time.

So I dropped a bombshell.

“Remember the night you went down on me for the first time?” Of course he did; he’s not deaf. “Well, I came right to your apartment from having sex with another guy.”

Boom.

Needless to say Alexander was both disgusted and offended, in addition to shocked. I didn’t feel so bad for my confession, since he was being cocky and I needed him to understand where I was coming from – and that the world did not, in fact, revolve around him as he was led to believe. Inevitably, the “how many people have you slept with” discussion began and he was even more shocked by this, as he had assumed many lovely things about my innocence which turned out not to be true at all. Of course, he never asked me, and he was so sure that anything he believed to be true simply was that he couldn’t imagine anything different.

Now that I’m older and looking for the real thing, I don’t plan to hook up with more than one person at a time anymore. But I always smile when I think about both of those conversations with Adam and Alexander. It represents a really fun time in my life; a much more carefree time. And it makes me feel pretty hardcore. And really, both stories are really funny. To me, at least. I’m sure Alexander would tell you otherwise.

Have you ever had to reveal to your hookup that he or she is not the only one? Or, were you ever shocked to find out YOU weren’t the only one?

Older, Wiser And Unemployed

Today, I have reached a significant milestone: My twenty-fifth birthday.  I have been alive for a full quarter-century.  I am officially in my mid-twenties. I am five years away from being thirty.

At twenty-five, most of us are busy fostering and developing our careers. This is especially true in New York City. And New York City is not for everyone. It’s fast-paced and expensive and the street food really stinks. But if you’re a young and single twenty-something like me, there’s no better place on earth. And as a twenty-something that was recently laid off, there’s REALLY no better place on earth. But I’ll get to that a bit later.

Here’s the truth. Everyone in New York is busy and moving all the time. We are constantly on the search for the perfect all-you-can-drink-brunch spot, attempting to meet critical deadlines at work and attending to massive amounts of GTL (gym, tan, laundry). Despite it all, we somehow, inexplicably, try to find the time to date. And every now and then, we come across someone spectacular. But even after successful dates, we’re sometimes too busy to make the next move.

I get it. I’ve been there. I, too, WAS a busy professional myself. Sometimes, I was so wrapped up in work that by the time I got home during the week, I was so dead tired that I didn’t want to call anyone. I wanted to sit on my couch, catch up on the latest episode of How I Met Your Mother (hopefully this one would be THE one where I finally meet Ted’s wife) and order in a spicy crunchy tuna roll with miso soup.

But, here’s the thing. As I mentioned before, I was recently laid off. And the one AMAZING thing I discovered about getting laid off? Getting laid off means you have more time to get laid. (Happy freakin birthday to me! Thanks, HR.) I mean, I might not have health insurance for too much longer. Thus, I should try to avoid any drinking-related injuries until I’m gainfully employed again. (Yes, I had a mishap with a beer bottle recently that ended with a trip to the ER.) I might not be getting a paycheck for much longer once my severance checks run out. And sure, I’m now required to save small water bottles, fill them with cheap vodka, and discretely consume them while out on the town. But, hey! At least I have more time to date!

Think about it.  What better time to focus on finding love than when you’re unemployed? After all, money can’t buy you love AND dating takes a lot of time. And unemployment allows for more time to date, sending flirty texts and obsessing over Facebook pictures.  Yes, there are many ways in which getting laid off improves your dating life. Here are some of the reasons for love in the time of layoff.

Replace The Daily Grind With Just Grinding

Trying out that new recipe for sausage lasagna is really just code for doing it on top of the kitchen table. Discussing ways to keep you busy leads to you actually gettin’ busy. And here’s why. Most busy professionals don’t have time to indulge the sexual impulses pulsing through their brains each day like dust mites.  We may think about humpin’ and bumpin’ but we don’t really have the time. Once you trade in your dry-cleaned, button-down work shirt for a set of plaid pajamas, the dust clears. In a nutshell, unemployed people do it better—or at least they want to do it more. Layoffs send libidos straight up. And you FINALLY have time to do something about it. So go do IT. 

Primp Yourself Out A Bit

Chances are he isn’t going to notice how perfectly your shoes go with your outfit, or how expertly applied your makeup is on your face. Regardless, we (women especially) like to feel fresh and clean for a date. Unemployed? The days of quickly and awkwardly applying makeup in the office bathroom and hoping no one walks in mid eye-liner are over. Gasp!  Take a bath before your date. Heck, light some candles if you want. Rock a sexy, date-worthy outfit and put on your game face. I know some of you men out there get off on that sexy librarian look, but I’d bet any of you would take a blow-out and a bit of cleavage over a theory suit and a bun any day of the week.

Take Advantage Of Your Flexibility

Get your minds out of the gutter! No, I don’t mean in the bedroom. I’m referring to your actual daily routine. Most people fall quickly into daily routines. Day in and day out we go through the same motions, visit the same places, and see the same familiar faces. But when unemployed, we have an opportunity to mix things up a bit. Take different routes when you go places. Stop for coffee at various cafes. Go grab lunch with a friend. When you have a chance to hang out a bit, you will get to know new people. By taking advantage of the opportunity to increase your exposure, you will meet people you would not have met otherwise.

Get To Work On Working Out

You might be unemployed but you can look good doing it! When you don’t have a grueling 9-5 job, there is NO excuse for not exercising. Hit the gym every day! You can finally go to those spinning classes, too. Go join forces with the MILF’s and bankers that work it out during the day. (Those are really the only people at the gym during the day other than the jobless.) I mean, talk about an opportunity to find a part-time babysitting gig or to meet someone! Score yourself a little cash on the side while you try to score! I know, most of us don’t exactly look good after mile 3, but then again, who does? Don’t sweat it.

Get Hooked Up With Different Friends (And Maybe Hook Up, Too)

Learn how the other half live. Not the rich but those that work from home or are in school.  Here’s the deal. When we’re required to be at a desk all day, we meet friends for lunch that work proximate to our office. That’s the extent of our social life during the daylight hours. But, when unemployed, we have a whole new set of friends to hang out with. Take advantage of the chance to spend time with the people that also have flexible schedules. Reconnect with an ex hook from college that works from home. Sure, go meet him on the UWS! After all, you don’t have to rush home, throw on a suit, and underwrite a hotel at 9 AM.

Here’s the thing. I think being in your mid-twenties is something that no one prepares you for. Getting laid off is also something that no one prepares you for. For me, throughout the weeks leading up to my birthday (and my unexpected layoff), I started to analyze every aspect of my life. Why am I single? Where is my career headed? Do people even read my articles? When will I get married? My parents were married by now and had already had TWO kids by the time they were twenty-five! Crap. I can’t believe I’m twenty-five. I can’t believe I’m twenty-five AND single. I can’t believe I’m twenty-five AND unemployed!

Bottom line? I think twenty-five in general is an interesting age.  Most men are still emotionally twenty and focused on drinking and incapable of monogamy. Most women are still catty and manipulative and ready for relationships. A real divide exists between the people that still act like they’re in college and the people that live like they’re in their thirties. We spend our early twenties trying to carefully sort it out and figure out who our REAL friends are, where we want our career to go, and what type of relationship we’re looking for.

We choose between growing up, throwing up, and just hooking up.   Some friends choose monogamy over shots of patron. Others don’t. The truth is that we’re really all in different places. Some are single. Others wish they were. Some are employed. Some would take severance any day. Some are in grad school. Some haven’t done anything since graduation. Yeah, we might all be in different places but that doesn’t matter. We all have to run our own race. We can’t compare ourselves to others. And personally, I’ve made a few decisions. From here forward, I’m going to take stock of my life, take advantage of this opportunity to refocus, and move forward.

It’s time to look ahead. I’m going to apply my valued skills in the workplace (goal-setting, organization, efficiency) towards my personal life and figuring out my next move. And I’m going to throw my arms (not legs) wide open to anything that comes my way. Because that’s what you have to do in order to achieve an orgasmic life. We can focus on the positives or the negatives in each and every situation, but either way, life will happen. At the end of the day, some stuff will work out and other stuff simply won’t. That’s just life, regardless of age. We take things as they come, maintain a positive attitude and try not to worry about the things we can’t control. We learn from our experiences, we go at our own pace, and we make better decisions the second time around. Things don’t always work out. Things don’t always happen according to plan or when we expect them to or when we would like them to. We just have to try our best, keep going up to bat, and know that we’ll have good times and bad times. And when those bad times arrive, our expectations aren’t met, and shit hits the fan, which inevitably some of it will, I hope I’ll just be able to shrug my shoulders, look myself in the mirror and say “well, there’s always twenty-six.”

So In(ternet) Love

I am currently involved with two guys. Both relationships started in the middle of January. Both are going really well. And though I actually do know these guys in real life, both relationships are web-based.

(1) AC

I met AC at the start of the summer of 2008. We dated, had a great time together, and just a month into it he came over and ended things. I defriended him on Facebook and life went on. In January of this year, I wondered what he was up to and figured more than enough time has passed for us to be Facebook friends who never actually talk. I sent him a friend request; he accepted. Then, the unexpected: he sent me a message asking how I’ve been.

I thought that was a very nice and unnecessary gesture, so I responded with my old wit and charm that for some reason I only have on the intertubes and never in real life conversation. Then he wrote back. Then I wrote back. At any time he could have stopped writing. And sometimes days would go by but then, sure enough, my Facebook for BlackBerry app would blink with a message from AC.

Sometimes the messages are long. Sometimes they are short. Many are funny. Some are somber. We are now all caught up on work and on life. And the messages keep coming. He hasn’t made any mention of a real life meeting — and why should he, he already decided he doesn’t see a future with us — but I really can’t understand the point of this. Why the Facebook messages? What are we doing? Will we just Facebook message . . . forever??!

(2) Ryan

Ryan and I knew each other since we were pretty young, around 12 or 13. We went to the same Jewish camp. We weren’t friends but we were friends with the same people and our paths often crossed. Add to that the fact that we went to the same high school. It wasn’t until two years ago at the birthday of a mutual friend that we really talked for the first time, and afterwards we established an email friendship. It was a really nice way to get to know each other, two people in similar circles who never really connected previously. As it turned out we appreciated the same web comics and dinosaurs. We constantly emailed each other links to funny things from the internet. Inevitably, he asked me to hang out and I said yes. But then that day came and neither of us mentioned it. I didn’t mention it because I freaked out a little; perhaps he did as well? Or just forgot? I was relieved. And then we stopped emailing.

Weird, right. After a lot of time passed, maybe a year, he sent me something funny from the interweb that he thought I’d appreciate. I think I was busy, or couldn’t be bothered (I was dating my ex, who I was with for over a year) and I ignored it for the time being, until I ended up deleting it. Maybe 6 months later, another email. Again, I paid no attention to it. I think I just didn’t care either way? I don’t know. I really just forgot about how much fun our email relationship was. And to be honest, I kind of forgot Ryan even existed.

In January, we found ourselves in the same place once again, and after that our email romance heated right up, even better since lots of new funny websites have emerged over the last 2 years. We appreciate each other’s humor. I find him sexy in a “he’s not actually my type at all but hmmm” kind of way, and I’ve even dracebooked (drunk facebooked) him. I’d be willing to attempt a real life meetup this time around, but over a month in and . . . nothing. Nothing. Just the hilarious gems of the internet and the clever commentary that follows.

Again, I have to say: Why? What is the point of this? Why would these guys continue writing to me if they have no interest in seeing me in real life? My heart smiles and jumps a beat each time I see a message from either guy. And I am beginning to think I am being ridiculous.

I’d love some peace of mind here. Anyone care to offer an opinion? Have any of you ever been in a web-based romance?

Tall, Dark, Handsome… and Uptown?

He was tall, dark and handsome. Not to mention Jewish. I was really rather fond of this guy.Truth be told, I kind of liked him.  But then he mentioned that he lives on the Upper East Side. Immediately, the flags shot up – red, purple, blue, orange. The only time I go to the Upper East Side is to visit my family on the Jewish holidays. And, sure. The Upper East Side isn’t a deal breaker, but it’s certainly not geographically desirable given I live in Tribeca.

Here’s the thing. This thing called love is as common downtown as it is uptown. Yeah, it’s pretty much the same old annoying disturbance  and tenuous affair everywhere. We openly worry and focus on height, religion, and intelligence. But an important aspect of dating we also focus on is the distance that can exist between two people. I’m not talking about the emotional, psychological or cultural distance. I’m talking about the actual geographic distance. The city blocks that may separate two lovers.

Should a potential mates proximity to your subway stop matter? Should you only date someone that uses the same equinox gym?

This issue of location is integral and imperative to any relationship meant to evolve beyond email, text messaging and gchat. And especially in New York City, where people are busy juggling careers and dating, people inevitably are deemed either geographically desirable or undesirable depending on their cross streets.

Yes.  I would prefer to date someone within walking distance. Or under a $5 cab ride. Absolutely. That’s a given. Trust me. If iPhone would just create an app to inform me which men at the bar live in my neighborhood with a quick point and click, I’d be more than willing to jump the blackberry ship and become a full-fledged addicted Mac user. But since that hasn’t happened, I sometimes do meet geographically undesirable men. And I do, truth be told, get a little less excited. Ha! Is that wrong? Admit it, you know what I mean.

Maybe there are some positives to a bit of geographic distance. Afterall, the thought of dating someone who lives in the same building or neighborhood should be daunting. Because if the relationship ends badly, that will be the end of privacy. And we all know there is no town smaller, or more gossip-ridden, than a New York City high-rise.  Then again, dating someone nearby just makes life easier. Being able to run home after a sleepover and change before work is awesome. Sure, with the right person, we’d settle on packing an overnight bag. Regardless, most would prefer not to have to. And many New Yorkers, whether they’ll admit it or not, give guys more of a chance when they live nearby, in close proximity, or a quick cab ride away.

Bottom line? We never know how, where, or when we will meet “the one”. You might meet him while vacationing in London. Then again, you could meet him when you’re smack in the middle of a busy time at work. And you could meet the right guy while partying for St. Patty’s Day in Hoboken (this weekend for those of you interested). And I certainly wouldn’t pass up someone fantastic because he lives on a different subway line.

I’ll admit it. It was easier to date someone that lived across the street from me than across town. (Yes, I’ve done both.) But at the end of the day, geography is just one ingredient in this stew we call dating. And with the right person. Heck, I don’t know. I guess maybe the Upper East Side wouldn’t be so bad. And hey, at least it’s almost passover!