Tag: first dates

The Painfully Boring guy

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At this point I can’t count the number of dates I’ve been on this year. It got to the point where I stopped calling them dates all together. This was business. These were meetings. I kept my two drink maximum rule and managed at one point to meet 7 guys in 4 days. You think I’d be burned out. This had become a second full-time job. I wasn’t burned out yet though. I loved meeting all these weirdos. Some were cute, fun or nice but there was nothing there between us. They’d make good friends but they weren’t boyfriend-material. One of these guys was Cary.

As soon as I walked in and saw him I knew this was the first and last time we’d meet. Cary was a tricky little bastard. All of his pictures were from when he still had hair. He now carefully places the few bits of fuzz he has left in a way that, from a distance, makes it look like he still has thick and luxurious locks. Up close though it just looks like a tiny, thin black veil floating about an inch and a half above his scalp. It’s hairsprayed to hell and that shit ain’t movin’. As a hairdresser, I could fix this mess. I could help him out here. I don’t want to though. I don’t want to have to fix or change things about someone. Been there, done that. Never again.

Cary and I ordered a beer and got this meeting started. I’m asking all the questions to get the weirdness out of Cary and I’m getting nothing. All he does is smile and nod at everything I say and basically repeats my answers to questions that I ask him. He’s eager to please and say all the right things but I don’t think he’s ever had one original thought or idea in his life. One of my hobbies is painting so all of a sudden Cary LOOOOVES painting. When was the last time Cary painted? When he was in elementary school. I enjoy running and doing yoga and lifting weights. I can tell by looking at Cary he’s never worked out a day in is life but I ask anyway. Cary LOOOOVES working out too but claims he just doesn’t have the time lately.  I have two dogs and wish I could have 48 more. Cary LOOOOVES dogs too. I asked Cary if he had any pets. He does not and never has.

I also could not stand sitting there listening to him go through the entire beer list with the server to figure out what he wanted to drink. The entire time he mispronounced every fucking one of them and in the end he just told her to pick one for him. He’s like a little spineless jellyfish. He’s the kind of guy who would probably make a great husband one day if you want to constantly boss someone around who will do anything you say with a smile on their face. He’d be like a slave and a puppy and husband in one.

I could feel my eyes getting heavy as he was literally boring me to sleep. I’ve never sucked down two Daisy Cutters that fast in my life.  We walked out together, waited for our Lyft or Uber drivers, hugged and left. The next day I got a message from him on the app. He wants to “take our relationship to the next level”. I obviously did not want that. After that night I learned how much I appreciated people with opinions and hobbies and backbones. Poor Cary. I’d tear him apart. There’s no way he could handle someone like me. I could see him with a girl who thoroughly enjoys tea and practices needlepoint on a Saturday night or has a collection of stamps. She will dress like a librarian in the 80’s and not wear makeup. She will wear orthopedic shoes because she thinks they’re cute, not because she actually needs them. She’ll be obsessed with cats and have a cat-themed apartment. She’ll even have cat salt and pepper shakers. Their idea of a good time will be having a staring contest for hours. They’ll hold hands but they won’t have sex because neither of them ever have done it and they’re both too timid to initiate it. Holy shit! Sorry…I can just envision her perfectly. Basically what he needs is NOT me.

How do I kindly tell Cary that our relationship will stay on this level and not progress any further? I could ignore him and ghost him like most people do but I have respect for other people and would never do something that cruel. I could describe to him (in detail) who I think his perfect match is but I’m not sure he’d be receptive to me offering to help find her for him. I opted to just tell him I’m not interested. I thought about how to say it for a couple hours and then I responded. I told him I had fun the night before (ok, I lied a little) and although I think he’d be a good friend, I wasn’t interested in dating him. Then I held my breath and waited to see what would happen next. Was he going to have an epic meltdown on me? Was he going to cuss me out and tell me what a bitch I am? Nope. Cary actually thanked me. Despite the fact that he said he was disappointed, he wanted to thank me for actually responding to him to tell him how I felt. We wished each other luck finding someone relationship-worthy and unmatched. That was not nearly as painful as I expected and it was far more enjoyable than our entire date the night before! I really hope Cary finds someone to boss him around soon.

G.I. Joe aka Tristan the Christian

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After my painful first date with the elf who smelled like an onion and a wet dog, I’m surprised I ever kept swiping right and accepting date offers. As always though, I picked myself back up and moved on in search of more punishment for whatever horrible thing I must have done in a past life. I made plans to meet a guy that Friday who looked like my kind of douchebag. He was the kind of guy who definitely wore Affliction brand clothing when that shit was popular. He liked going to clubs and dancing and I could tell from his pictures he was ripped like a Greek god. This year that’s all I was looking for anyway; fun guys with hot bods. I didn’t want to fall in love with anyone.

Our plans to meet and get ice cream, naturally turned into us just meeting at a bar for drinks. Fine with me. He made me laugh a ton but I remember thinking he looked like he had been hit in the face a LOT and he was holding on to about 5 hairs on the top of his head when he needed to give up and just shave that shit. He wore too much cologne which normally I’d find unattractive but after the smelly guy, I didn’t mind this.

The date was going ridiculously well so I had to do something to ruin it. I said to him, “Ok, so far this is the complete opposite of my first Bumble date. There’s got to be something wrong with you. Are you a murderer? A Jesus freak? A Trump supporter?” I could tell by the silence and look on his face that I said something wrong. It turns out he’s ALL of those things. It was then that I noticed all the religious tattoos and the cross on his necklace. Then he goes on to tell me how great of a president Trump is going to be. Lastly, he says he’s in the Special Ops in the military so killing people is not something he’s opposed to. Fucking wonderful. We could not be more different as I’m as liberal, atheist, feminist and anti-violence as they come.

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‘Merica

We both said we had plans with friends later that night so we had two drinks each and hugged goodbye to get into our Ubers. I saw him checking out my butt when I walked away so I was sure there would be a second date despite our huge differences. Like I said, I wasn’t looking to fall in love with anyone this summer. I just wanted to have fun.

We went on to talk to each other everyday over the next month. Sometimes we’d be on the phone for four hours, other times we were texting all night long and sending each other pictures and videos. The only days we didn’t talk were when he had to leave town for an operation. I met his friends and he met some of mine. We hung at least once or twice a week over the next 5 weeks. I stopped swiping and meeting guys during this time. I was so into him. It was freaking me out since the last thing I wanted was a serious boyfriend, especially one whose second favorite president behind Trump is George W. Bush. I liked this guy though and also did not how I was supposed to act and what I should expect in dating.

During my weeks with Tristan the Christian, we never had sex. We had two nights of half naked making out but no D in the V. I assumed he wanted our first time together to be really special and beautiful. I envisioned candles lit all over the room and rose petals leading to the bed. He’d pick me up and passionately but gently kiss me before lying me down in his bed next to a giant bible and a few of his guns. Ew, just kidding. I just assumed he had some erectile issues and I really just didn’t want to ask him about it. Apparently all this time heĀ  had been dropping (very) subtle hints about his penis size and one night he spelled it all out for me via text. G.I. Joe had a foot-long penis and didn’t want to scare me off with it right away. This I had to see to believe so, obviously, I requested dick pics. Sure as shit, that thing went down to his knee and curved a bit to the right. I was excited. I was scared. I was curious. I also had to show all of my friends these pics immediately.

I’m not sure if this was a good thing or not but I never got to experience this weapon of mass destruction. Shortly after this picture exchange, things seemed normal between us. For the next few days we talked and made plans to make plans for the weekend. Then I didn’t hear from him for five days. I tried to not be a psycho and assume he hated my guts or died. I told myself he had an operation to go on so could not message me. Saturday night I was out causing trouble and dancing like a maniac in River North with my coworkers. The girls were ready to go to another bar or club so I messaged G.I. Joe with the twelve incher to see where he and his friends were, assuming they were out drinking and dancing at Mercer if he was back from the operation that I made up in my head. “Mercer?” was the last text I ever sent him. He never replied.

I got fucking ghosted. How!? Things were going so well! There was no indication that anything was wrong. It all seemed great! So far I was definitely not a fan of online dating. Everyone I had met was awful in their own ways and I was shocked by things on a regular basis. How is it possible for people to have no respect for others or decency at all? Not responding to a text is beyond rude. Leading someone on for over a month and then never speaking to them again is just a total dick move. Online dating allows people to have so many options that we stop seeing people as human beings. Relationships are shallow and short-lived. Everyone is disposable because you can just match with a new person whenever you want. I wish the respect for others didn’t die when online dating gained momentum and popularity. How do people not have the balls to send a text or maybe sit down and talk to someone to tell them how they feel? As much as I dreaded it, I was back to swiping my life away in no time. On to the next one! It wasn’t until after all this happened, I realized who he looked like. He was like Sloth from The Goonies with a hot body. That just added insult to injury…

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The Underemployed One

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It’s Sunday morning and I’m doing the 30-something’s Walk-of-Shame from my Saturday night guy’s place, which is Ubering home, hung over, while texting my friends about the previous night. That’s when I get a Bumble message from a guy asking if I was interested in getting some brunch. Yes. Yes, yes, yes. The answer is always YES to brunch. We agree to meet at a brunch place my friend manages, as I’ve repeatedly promised to come check her new spot out and fail every time. I raced home to take care of the dogs and get cleaned up. When I’m almost there he texts to let me know there is an hour wait so he’s at the restaurant next door having a drink. It’s 11am. He’s drinking. We’re off to a good start.

I get there with my perfectly polished ponytail, giant sunglasses and pale yellow sundress that my friend Nikki just gave me, attempting my best (somewhat hung over, ‘I hope I don’t still smell like sex’) Audrey Hepburn look. I recognize him immediately from checking out his photos, even though it was clear his photos were quite old and he was a bit heftier than he was when they were taken. We hug and I order champagne; my drink for summer 2017. Hey, I’m celebrating being alive this summer! We get down to chatting and I notice he’s wearing very expensive, trendy, yet classic clothing but his eyes were glazed over and bloodshot. His shirt was unbuttoned a bit too far and his hair was wild. I asked how his night was and he told me he went to Cuvee, an upscale nightclub, the night before with friends. Despite having delayed responses to any of my questions, he responded and asked questions as well so I wasn’t leading the entire conversation. Something still seemed off about him but I guessed it was just his hang over.

On his profile he said he was a beverage director at a nice hotel. I asked him how he liked that job and he tells me he was fired from that place a year ago. Why the fuck does it still say it on your profile then, guy!? So I asked what he does now and why he was fired. He goes on to say he was fired for being “kind of an asshole and a drug addict”. LOVELY! He said he talked down to his staff and he didn’t realize other people didn’t use cocaine the same way he did. He basically did it all day and all night, in front of his coworkers and bosses, and was shocked that it was an issue when they brought it up to him and dismissed him from his role in the company. Now he claims to be underemployed, as he works as a bartender two nights a week at two different bars. This cocaine habit now explains his delayed responses and blood-shot eyes. This dude is still awake from partying last night!

Cocaine

I knew I wasn’t attracted to him but we were here already and I was hungry. After almost an hour, I asked if he wanted to check on our table status next door at my friend’s brunch restaurant. He then tells me he never put our names in so we had just been sitting around the whole time waiting for nothing. This guy needs an adult. I run over, climb over 30 hungry people who are sitting around, waiting for their names to be called. I pull the dick move of name-dropping at the host stand and hug my friend Sarah after the hostesses get her attention. She was running around like a mad woman but told me there are seats that will be available at the bar. I run over to tell the underemployed guy to drag him over before he orders another cocktail.

When I came back and told him, he then lets me know that he has no cards and no cash so if I could cover everything today, he could Venmo me or get me next time. I’m getting fucking PLAYED right now!! This broke-ass scammer got me! I ask why he wanted to invite me to brunch if he has no money but he assures me he has some in the bank, he just left his debit card at the nightclub last night. You’re a 30-something year old man who only has one card to his name and you leave it somewhere and invite a girl out?? What’s WRONG with you? Where did you go wrong in life? Shit, where did I go wrong in life if these are the guys I’m meeting!? I pay and we go next door, order food and a drink and continue on this “date”. I talked to my friend and the bartender now more than I talked to this guy. He picked at a salad and slowly sipped a bloody Mary while I crushed some eggs and veggies and two champagne cocktails.

We decide it’s time to go since I hate him and he has to actually go to one of his jobs soon. My friend kindly discounts half of our bill, I pay again and then decide to run to the restroom before we walk out. Before I go, he tells me to close my eyes and hold out my hand. I fear something bad will happen but I look around and realize we are elbow to elbow with people and there are hundreds of people there. What’s the worst he could do? I did as he asked and when I opened my eyes I saw a big bag of white powder in my palm. I gasped and clenched my fist, shoving the bag back in his hand. “What?”, he said, “Do a couple bumps in the bathroom.” Then he winked. Barf. It is 12:30pm on a Sunday, sir! And we are dining at a fine, family restaurant, where my friend is the manager! What’s wrong with you?

We leave and, unfortunately, have to walk the same direction to get to our destinations. While we walk, he repeatedly pulls this bag out to do bumps off of his key. Once he did it in front of a church. Once he did it in front of a playground, as a mother pushing a double-wide stroller walked by. We’re a block away from his job when he ducks into an alley and asks me to wait a minute. I glance over after a few seconds to catch him pissing behind a dumpster, cocaine in-hand. He zips up and we continue this romantic stroll to his job, where he leans toward me, open-mouthed, tongue-first. I put both arms between us, on his chest and push away. “K, this was fun! Talk to you later!”, I blurted out. I’m a fucking liar. Once again he tells me, “I’ll Venmo you!” and I briskly walked on. No look of longing as I left. No eye contact at all actually. I stared at the ground and moved my legs as fast as a girl can in wedge sandals. I’ll never forget you, Venmo guy.

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Jesus, take the wheel…

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Surprisingly, I was dateless on a Thursday night, so I went to my neighborhood bar for a drink after work. It was charity night with guest bartenders which sounds great but I usually dread it because I prefer my dive bar to be empty besides a handful of my closest alcoholic friends who are also regulars. I spotted two of them this night and plopped my ass right beside them. Bartender Doug slid my drink down before I even got settled and the guys and I started talking. Babes with Blades Theater Company was throwing the event for the night and had temporary tattoos for us to fuck around with. We made friends with Annie who was guest bartending and she and I talked about an old dive called the Oasis in Rogers Park and the badass woman named GiGi who has worked there for decades. One drink turns to two drinks and a shot and the boys and I chat back and forth about online dating while encouraging Annie to drink more Malort. We notice our beloved dive bar now is lacking their gorgeous 100 bottle Malort shrine and theyā€™ve replaced it with a 20 bottle mystery shot shelf. (Not quite as impressive, Pat! Still cool though.) 20170526_235647167_iOS.jpg

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Vik asks us which bottle appeals to us most based on appearance and number. All of the bottles are covered in brown paper bags and numbered 1-20. Immediately I compare it to online dating. I tell them itā€™s similar to all of the dating apps because you have to just pick a random and hope for the best. Youā€™re going in blind really. All you know is youā€™re not picking the short, fat bottle because it looks dangerous, just like youā€™re not picking the short, fat guy because EW. We come up with our own ideas for dating apps that we think would be better than Tinder and Bumble and all the others. ā€œJesus Take the Wheelā€ was the name Vik gave to our app idea that youā€™re not allowed to swipe on at all. Itā€™s guided and directed by your friends and family only. We plan to market that one in the Bible Belt first, of course. Iā€™m not expecting that one to do as well in Chicago to start.

Then, Vik drops some life-changing truth on us:

Women are the gate-keepers to sex. Men are the gate-keepers to commitment.

This explains why he swipes right on everyone and waits to see which fish bite. The more chances of getting laid, the better! But heā€™s right, unless GHB is involved. (Sorry. Not funny. True though!) Women decide who they want to have a second date with usually or who they want to go on a date with in the first place. At least I do. When I left my husband I lined up dates every night. Mostly because I knew I had no idea what I was doing on dates. Iā€™ve been in non-stop relationships since I was 24 pretty much. As soon as Iā€™d lose a guy, another would steal me and keep me a while before he did something awful and we split up. I needed to practice and get good at this dating thing again. Out of all the dates Iā€™ve been on the past few months, few have ended in a second date and, obviously, fewer have ended in sex. I AM the gate-keeper!!! (Of sex, at least.) Most of the guys I had dates with wanted to see me again which means they had a strong interest in penetration as well. Duh. I controlled the outcome.

Men are the controllers of commitment and relationships though. Once youā€™ve dated for a while and youā€™re in a sexual relationship with someone, it means (usually) that the woman has decided she likes you enough to have a relationship. What it means to guys is, ā€œFuck, yeah! I bang this chick!ā€ And he probably bangs a few others as well. Guys have the ball on this one though. They decide if itā€™s a green light or red on being committed most of the time. Iā€™m currently waiting for the light to change with the guy Iā€™m dating. Itā€™s been two months. Iā€™m stuck at yellow. Iā€™m impatient though and I want to know where this is going, like yesterday!

In the meantime, Iā€™ll get the Jesus Take the Wheel app going and pray to Malort that my friends and family can choose my match better than I can if this gate-keeper of commitment gives me the red light.

Why not meet a guy the old-fashioned way?

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I’ve been asked multiple times why I’m on dating apps instead of just waiting around to meet a guy the “old-fashioned way”. First of all, what’s that? What exactly is the old-fashioned way? How old-fashioned are we talking? You want my parents to arrange my marriage to a strapping young lad who lives in our village and has plenty of cows and chickens? Should I let that jock from my chemistry class take me to a sock hop and then out to the diner for milkshakes? Old-fashioned for my generation is meeting a guy at a bar and drinking our faces off together all night, possibly exchanging numbers, making out or going to someone’s house to do the deed. I used to be REALLY good at meeting guys that old-fashioned way but things have changed and that doesn’t happen anymore.

Walk into most bars now and everyone is staring at a screen, whether it’s a game they’re watching on the televisions or Facebook that they’re scrolling through on their phone. Hey, maybe they’re swiping around and matching with hot babes on Tinder! Technology consumes us all and meeting men in bars is just not something that happens often because no one looks up.

The few times I recently made eye contact with a man in a bar it has gone one of two ways. He either stares at me off and on throughout the night and never makes a move or it’s the kind of guy that I accidentally locked eyes with briefly and am not attracted to whatsoever. THAT guy always approaches! That guy is also pushy and gross and doesn’t get subtle or obvious hints. He usually is also the guy who will still insist you can be friends after you lie and tell him you have a boyfriend.

So why the off and on eye contact and no moves? Some people say that maybe the girl should make the move instead. While I used to agree, after dating for the past few months I feel like it’s the girl who puts forth all the effort now. I’m sick of it! I want to see that a guy has some balls and isn’t scared to approach me and initiate conversation. I feel like men have developed this strong fear of rejection in face to face interaction but can’t wait to send you a picture of their semi flaccid penis over a dating app! (Side note here: Does that ever work for you guys?? Girls, how often do you get pumped over a stranger sending his wiener to you?! Can this stop being a thing that guys do? For the love of dogs and wine, please??)

Now for everyone insisting I’m “pretty enough” that I don’t “need” to be on these apps and should meet someone the old-fashioned way, first explain to me what that means to you. Second, go out there and try to meet a potential love interest face to face. I know I’ve never met a guy at Whole Foods or the gym! And lastly, try and take everyone’s phones away at a bar so they’re forced to interact with other humans and tell me how well that works for you. I’ve tried it and I was immediately not well-liked. To everyone else who is trying to figure out this modern dating world, good luck! Keep swiping even if it leads nowhere 99%Ā  of the time!