Tag Archives: honesty

The Most Awkward Hello

Over the past few years, I have spoken and written all about my horrendous dating life. Sure, there were a few dates that didn’t leave me crying on the E train, but those aren’t that fun to tell, right? No one asks “How was your date last night?” in hopes that you say, “Fantastic! I think I found the one!” No. They want to hear about the uncomfortable small talk, the crazy stories, and the awkward hello.

Through my dating experiences, I have entertained numerous friends and some employees at 16 Handles with some of the wildest stories from my past, but no story quite got the reaction like the one I am about to share.

This “encounter” as I will refer to it, happened almost six months ago and I am just now ready to publically put it out there, on the internet, forever.

I am no stranger to self-deprecation or embarrassment for a laugh (I shit my pants and wrote about it, remember?) so there should be no reason why this particular encounter should be any different. But it was. And is. This is by far one of the most uncomfortable and awkward moments of my life, but I think I am finally ready to share it with all of you.

January 2014 was horrible. The cold, the snow, and the disappearance of Christmas cookies from my pantry. Saying I was depressed is an understatement.

Luckily, I had that Grindr app running all day, every day, desperate for someone to chat with, and maybe – just maybe –  someone to cuddle with my through the night. (Side note: There is no cool way of asking a total stranger to come to your apartment to sleep next to each other like you’re old buddies from college.) But I digress.

One chilly January evening I was scrolling through the nearby men when I received a message from a profile located 200 feet away. Now, in New York City, 200 feet is nothing, but in Jersey where I live, 200 feet is exciting and unheard of. He didn’t have a picture, but I took the chance and responded.

I responded to his “Wut up?” with a “Nothin’ much, you?” which of course led to “Horny” as many Grindr conversations do. Now, I was in a conundrum. Do I take the bait and say “Me too” or do I simply ignore his chivalrous gesture and keep looking for my next cuddle buddy. I decided that since I did have the apartment to myself that night, and hell, I could be horny if I wanted to be, I wrote back, “Same. Into?” just to get a glimpse of the activities I could be partaking in that evening. I had a heavy dinner and was not in the mood for anything wild or crazy, just a simple and easy hook-up.

Four minutes later he responded with “Just jacking off.”

Ok, I could handle that. I do it alone, why not do it in the company of a stranger. At this point in conversation, I had still yet to see a photo of him, and that’s rule number one of online hookups. I asked if he could share a few pictures and that I would do the same. He sent me two mirror-selfies where he was wearing jeans, a sweater with a gold chain and a fitted Yankee hat. I don’t even need to tell you that, yes, he was Puerto Rican.

I obliged his request to mutually masturbate and sent him my location. Not a minute later, I heard my apartment buzzer ring, signaling my visitor had arrived. I went downstairs to greet him, thinking that was the polite thing to do.

I opened the door and, to my surprise, he looked nothing like his pictures. We’ve all been there, right? Meeting someone on-line, you need to prepare yourself that they may not look exactly like the pictures they sent you. Because in real life, there is no air brushing effect, Instagram filters or flattering angles to make you look skinny.

Saying he was fat would be extremely mean and hurtful. But saying he was thin would be extremely untruthful and deceitful. He was wearing scrubs, so I asked if he worked at the medical building across the street, because that would explain his proximity of 200 feet away and his wardrobe. But he just shook his head no and said he worked in another town and was just passing through.

He was already beginning this relationship with a lie.

We walked up to my apartment, went into my bedroom, and sat on my bed. I wish I could be one of those guys who takes charge the minute we enter the love lounge (this is what I nicknamed my bedroom). Possibly the worst part of a hookup, other than the minutes after fruition, are the minutes prior to foreplay. You want to get naked and they want to get naked, but at the same time, we have to act like normal adults with parents who loved us and treated us well. I never want to just attack them in fear that I may make them uncomfortable.So we sat. And talked.

I heard stories about his childhood, his recent trip to Puerto Rico, and how he dislikes his sister’s new fiancé. I told him about my food blog and how I rarely ever hook up with someone. “I never do this,” I lied as he inched his way closer, rubbing my feet.

Once someone makes the first move, that’s when I go in for the kill. I took off my shirt, got on top of him, and pressed my lips to his, to which he pulled away and said, “I don’t kiss, bro.”

Apparently that’s a thing.

I accommodated his request and started undressing him, throwing his XXL hoodie onto my bedroom floor. Once the clothes were off and the jerking off began, I started to get bored. No kissing and basically no touching. We were just jerking off next to each other, not a sound to be heard.

“Want me to turn on Pandora?” I asked, reaching for my laptop.

“No, but get on top of me.”

I shut the lid to my Macbook and climbed on top of him, successfully mounting myself on the third try. We were now face to face so I leaned in, forgetting his ‘no kissing’ rule. He didn’t forget though, and instructed me to turn around so he could see my ass.

“My ass?” I thought. I wasn’t prepared for that. Showing someone my ass, and in that position, is a treat I save for special people in my life: a boyfriend, someone who buys me dinner, and my pediatrician. Not some random guy! But, remembering my New Year’s Resolution of saying “yes” that I made just a few weeks ago, I turned around so that my ass was inches from his face.

Continuing to jerk off both him and I at the same time – an extremely difficult feat – I could feel both of his hands grab my ass and this is when the spanking began. Not once. Not twice. Not even three times. He just started smacking my ass with his right hand for about 2 minutes straight.

“Ya got it?” I asked as I turned around. He kindly got the hint that I did not to be hit repeatedly, so he tried of one his other techniques. Still with both hands firm on my ass, he leaned in, placed his nose between my cheeks, and inhaled.

Sorry if I lost anybody after that last sentence. I know some of you are reading this on your lunch break or morning commute and I do apologize.

Upon hearing the sound of his exaggerated breath, I shot straight up like Scooby Doo. “Huuuuuhhhh?!”

Maybe it was an accident, I assured myself. This can’t be a thing guys do. It’s fine. It was a mistake. It won’t happen ag—SNIIIIIFF. This time, an even longer inhale from the first. This was no fluke. This guy was literally and figuratively smelling my asshole. After about another 7 or 8 deep breaths, he came up for air, turned me around, and decided NOW he was in the mood to make out.

“I don’t think so, pal” I said, as I pulled my head back as far away from his nostrils.

“What’s the matter? You wanted to kiss before man.”

“Yes, but that was before you stuck your nose into the crevice of my ass and sniffed around like a police dog.”

Needless to say, I laid back down and we jerked off, side by side until he was finished. For some reason, though, I just couldn’t get off.

I handed him a towel and threw him his scrubs and sweatshirt and said I had an early meeting the next day.

“But it’s a Saturday…” he said, confused.

Once he finally dressed, I walked him to the front door, held out my hand and said, “’Twas nice to meet you.” He gave me a handshake that resembled something from the movie “Friday After Next” and walked down the stairs. Feeling disgusting and violated, I ran to my bathroom, turned on the shower to the most scalding water temperature, and got in. I sat there, on the floor of the shower, cradling my knees and rocking back and forth. I felt used, I felt desecrated, and I felt like a container of Vix Vapor Rub.

After thirty minutes of sobbing in the shower, I got out, threw away my sheets, and went to bed.

The following week, some friends and I went out for Happy Hour and the subject of “weird sex” came up. For the first time ever, I stayed quiet and let the other people at the table share their most unusual story. Because we took an oath that night, I am forbidden of re-telling their stories, but after each one went, I felt comfortable enough to open about my recent encounter, hoping that once I told it, they would assure me it has happened to them. Or at least someone they knew.

Nope. This was the first time they had ever heard of this fetish, and now I was mortified, humiliated, and thirsty for another cosmopolitan. I tried to laugh it off, saying I was just kidding and that I made it up so they wouldn’t feel so bad about theirs, but they weren’t buying it.

Five months later, the brutal New York weather had finally subsided and the climate was warm and sunny. I was no longer gloomy or depressed and spent most of my afternoons out with friends or walking around my neighborhood.

One evening, I was coming back from the gym and passed a Dunkin’ Donuts. Deciding to treat myself for having the courage of canceling my membership, I stopped in to grab a few Boston Creams and a Hazelnut Coffee Coolata. Standing in line, I started perusing the other seasonal donuts on display when the person in front of me turned around and locked eyes with me. It was him: The Sniffer.

He looked at me for a few seconds; I suppose trying to remember how he knew me. But I knew. I remembered. I never forget a nose.

I simply smiled and uttered the most awkward hello possible. He nodded his head and turned back around, hopefully just as embarrassed as I was.  Too uncomfortable to stay, I silently backed up and walked out of the Dunkin Donuts, empty handed, with a growling stomach and the smell of regret.

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The Truth, The Whole Truth, and Anything But the Truth

When it comes to dating, especially in those beginning stages, we all try our best to trick or deceive the person we are courting. Whether it be fibbing about our actual jobs or telling a little white lie about the year we spent in prison, it’s pretty natural to exaggerate or mislead others to make us appear someone they really want to date.

For me, I do a whole lot of online dating, which makes this whole lying thing that much easier. Instead of having to lie on the spot when asked what the tear drop tattoo on my left eye means, I can instead take the time to devise a wordy e-mail, scan and edit it before sending.

Like most people, I am a horrible liar when it comes to face-to-face interactions. It started when my mom would come in my room and ask if my homework was completed. Or when my dad would pull me into his office to ask if the shirt he was wearing made him look fat. After a while of being awful with telling lies, I soon learned it was easier to actually complete my math homework and remove any article of clothing that was orange from my dad’s closet.

Now, ten years later, I am still figuring out this whole lying thing. Normally I do not lie about anything on my dating profile. Do I embellish certain details? Sure. Do I lie about my receding hair line? You bet. Do I tell my suitors I visit the gym 3-4 times a week? I have to. But, to me, these are all little things; not so important in the big scheme of things.

The only time I find myself having a hard time when it comes to lying is actually after the first date. Getting someone to go out for dinner or drinks is the easy part. The date is actually pretty easy, too. Hell, I’m even pretty easy (if ya get a few lemon drop martinis in my system). But the part I hate the most, the part I pray never ever has to happen, is when I get that message, or that text, or that fax from the person I went on a date with asking, “So, what did you think?”

I don’t know if I am the only one who receives this same message after every date, but it honestly makes me cringe. Now I am put in an uncomfortable position. I could lie and say “I thought you were awesome! I didn’t know people still had iguanas for pets! I really liked that Ms.Pacman shirt you wore to dinner” or I could tell the truth and say “I just wasn’t that into you. Sorry.”

Wouldn’t things be so much easier if that’s how we dealt with all the bad dates we go on? Being able to say exactly what we wanted to say to the other person without being too mean or cruel or, well, honest?

But we can’t. Because that would make us assholes. We have to put them down easy by saying things like, “I had fun, I’m just really swamped at work” or “We should totally do it again sometime, I’ll let you know when I come back from my mission work in Haiti” or just a simple “LOL” can sometimes suffice.

If we do lie and say we had a great time, we are just building up their feelings (and confidence) and we can’t do that, because things could soon get worse. We would be in the predicament to still talk to them, or even worse, go on a second date.

From my experience* I would have to advise you to be honest when it comes to ending a relationship – or even just answering the “What-did-you-think” question. There are nice ways of getting the message out there- “I just don’t think we are a match” (quoting a text my ex sent me).

So, what I hope you get from this extremely informative posting is that yes, lying is wrong and you should always be honest…except when it comes to making yourself look better.

*  I’ve only had to end things with one person a few years back. Luckily I don’t have to send those awkward texts about me not wanting to date someone anymore! Phew. They usually just take the hint that I wasn’t interested and stop talking to me all together, change their numbers, and delete me off of Facebook.

 

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