Top 10 Tips to Survive Dating in 2018

In my free time, I’ve become a dating tip connoisseur. In fact, it’s almost a hobby at this point. I’ve been soaking up everything I can from Youtube videos, dating coaches and podcasts to learn everything I can to successfully date in the social media/technological age that we’re in. I think it’s a fascinating world and there’s so much content to learn from. In conversation with Sam the other day, she suggested I pull together a shortlist of tips that I’ve found effective so far in my life. Although there are specific do’s and dont’s from what I’ve listed, it’s not so much about the exact wording or protocol about doing things. Instead, it’s more about your mental state and approach to conducting yourself to date in a positive, healthy and self-respectful way.

So here goes, in no particular order, what I’ve found works best for me:

  1. Don’t contact him after the first date. Unless you forgot something or he said to text you when you got home safely, let him make the move. Having him text first when he’s ready will show an indication of his interest level. Too often I’ve gone on dates and focused on gauging MY attraction to them when I realize that’s only half the battle.
  2. Let him take the initiative to make plans. I want a guy that takes initiative and isn’t afraid to setup the plan. If he puts the ball back in your court, just say you’re up for anything and to surprise you. Having him put the effort in is also an indication of his interest level.
  3. Keep the texts short and sweet. It doesn’t need to come across rude, keep it flirty but get to the point. The purpose of texting should be make plans, not to get to know each other via message. As long as you’ve found out the basics about him and there’s somewhat of a common interest, everything about him can be learned on the actual date.
  4. If you’re unsure about the guy, make it a coffee date. It’s short, quicker and not as expensive as dinner or drinks. And if you both find out you like each other, it’s easy to transition into a drinks date after.
  5. Take the time to evaluate your hard yes’s and maybe’s. You don’t need a must have list of 20 physical qualities and characteristics – it’s not realistic, but focus more on the values and morals that you’d want in a person. At the same time keep an open mind on the date, he may surprise you and you may discover certain things you didn’t realize you’d be attracted to.
  6. Do not ever feel like you owe a guy anything after a date, no matter how much he’s spent on you. You are in control of your own body.
  7. If you can and are able, date multiple people casually at the same time. Trust me, I haven’t figure out how to successfully do it yet myself but I am told it is the healthiest approach to dating. By not focusing all your energy (and therefore desperation) on one guy, you can feel more at ease knowing that you have options and can take your time when evaluating for a good partner before you get into anything serious.
  8. If he cancels or comes across flakey, give him the benefit of the doubt and allow him to reschedule. If he doesn’t, move on. You’re not a top priority in his mind and you shouldn’t waste your time on someone who sees you as an afterthought.
  9. Self-reflect on your dating goals. What are you looking for? Are your actions and behavior aligning with your goals? Alter as necessary. There have been times where I say I’m looking for a relationship, but in truth, my body seems to yearn for something more casual. Coming to that realization was eye-opening for me and allowed me to tailor my dating style based on what I was looking for at the time.
  10. Above all, respect yourself and those around you. You deserve to have someone treat you well, and you should treat them in kind. If it’s not the right fit, don’t force it just because you’re lonely, it may damage you more in the long run.

That was just a few of the things I’ve learned over the years. It might not be to everyone’s taste but I think there is a fundamental vein of truth that runs throughout them. Let me know your thoughts or if you have any tips to share with our readers as well.

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Mr. 10(B) Unibrow

Carrie – Having held my re-born again virginity for nine months in hopes for the elusive 10 to mean something more, I wasn’t going to let some non-consensual quasi-hookup with Mr. High School Musical take that title. After processing what happened (lots of alcohol + Bumble guys = bad choices), I decided to get on the Tinder train in Ottawa.

I was talking to this Naval Architect and he was checking all the boxes. He loved drinking, had a full head of hair, a daily gym goer with a stable job and I was hooked. Plus he had trendy circular-framed sunglasses in his summer pics near the water and I just envisioned us wearing matching pairs as we lounged on the beach. (Yes, you may roll your eyes at me). We had been talking every day for just short of two weeks before he finally asked me out… talk about the slow game. As fate would have it (or his poor planning), he was leaving town to visit the east coast for a week. He told me he’d message me when he got back.

In the interim, I had matched with this other guy. He messaged me a couple of times so when Naval Architect left, I answered him back but he was definitely a back-burner type of guy. An Ottawa-native with a U of T business degree, his responses were nice but boring. After Naval Architect had come back for a few days (which I deduced from frequent stalking of Tinder “km away” LOL) but failed to message me, I sheepishly accepted the date with the other guy.

I end up meeting him for a patio beer and the sunlight hit his slight unibrow and patch of four white-heads near his nose just so. I was repulsed and named him Mr. Unibrow, vowing to write a post for the blog.

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Continue reading “Mr. 10(B) Unibrow”

Mr. 10(A) High School Musical

Carrie –  For the past nine months, I have withheld my re-born again virginity from potential suitors in hopes that the next guy that I slept with would amount to something more. Not necessarily as in a boyfriend and not even necessarily more than one night (although ideal) – I’m talking about someone that I felt a connection with.

What was this weird self-imposed pressure to make it meaningful? Well, you see, the next guy I would sleep with would be my tenth. For someone who lost her virginity to someone she loved for five years after, I hadn’t ever envisioned myself having sex with more than one partner, much less eight others after that. Sex should be something more than lust, right? I started losing what sex had meant to me so I became infactuated with this idea that hitting double digits – the big 10 – should be something. Maybe 10 would even be my next One + Nothing (1 + 0) because everyone else before that didn’t really mean much.

Yet alas, the spell has been broken…

10(a) : Mr. High School Musical

            Upon heading back into the cesspool that is Ottawa from my May abroad, I felt hopeful my first few days of June. “Summer is the best season in Ottawa,” everyone boasted. With a best friend from the 6ix moving in with me for the summer and a good drinking crew, I was looking forward to Canada’s 150th anniversary in the capital.

Continue reading “Mr. 10(A) High School Musical”

Recycled Love

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It’s Saturday night and I’ve decided to stay put in my sweats while watching Sex and the City reruns. The thing is, I’m pretty content with my night and lately I’ve found the need for solitude more and more appealing.

Recently, I found myself face to face with a thing of the past, more specificaly, a man from my past. Its your typical ex story, with the grand over the top breakup, the draining back and forths, and the endless supply of tears and drama. Unfortunately for me, this has been going on for just over a year, 14 months to be exact. Its that terrible cycle, you know, the familiar one. You cut the communication and decide it’s best to go cold turkey, and then its a text message on your birthday or a congratulations on graduating then sets this awful cycle in motion again. And every time you convince yourself it’s “different” and you’re both more mature this time around. And every time you actually believe the crap you say to justify your “connection”. But when is enough really enough? How far will we go to recycle old boyfriends? Should a relationship that ends really stay finalized, or should there be an open door for making something new out of something old?

I wish I had these answers. You can ask as many girlfriends as you choose to for these answers but you know you’ll wind up getting the same one from them all. The thing is, you can ask anyone whose opinion you value what to do, but I’ve found in my case it really doesn’t make any difference. All that matters is the way you feel and while that may seem obvious to most, how often do we really stay true to our own feelings and desires? Who is anyone else to tell you what to feel or who to talk to or who not to talk to for that matter? What I’m trying to say is that I think it’s alright not to know the right answers or which decision to make when it comes to matters of the heart. After all, isn’t the whole point of love to experience this epic highs and lows which make up our perception of the whole concept?

So how do you know when to call it quits for good or to give it another shot in the pursuit of love? Well you sure as hell shouldn’t ask me, I’m still finding that out.

How to Stop Feeling Insecure on Dates

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By: Rachel Esco

We all wish we could strut into a dating situation with confidence soaring and heels stomping like a queen. Yet, for many ladies, creating this strong aura of confidence does not always come so easy. Some are just born with it, while others may find it harder to find their groove. This is completely normal. But unfortunately, if you struggle with confidence, it can sometimes suck the fire out of your romantic life. So, if you’re a self-believing woman who wants to own it in the dating world, here’s how to stop feeling insecure on dates.

Make him work for you

Make your date work for your approval, instead of desperately trying to win his. If you’re too eager to earn his thumbs-up, he’ll feel like you are inferior. Jumping through hoops will actually makes him lose interest because you’re doing all the chasing. After a few weeks, this power shift makes you feel insecure and less desirable.

So, the next time you find yourself on a date with a guy you like, try being more relaxed and invite him to work for your affections. Let him ask you more questions or flirt to seek your badge of approval.

Extinguish cockiness immediately!

Ever been on a date with guys who think they’re prince charming? These guys always find a way to mention their model ex or brag about how picky they are with looks, only to put themselves on a pedestal…ick! It’s vital for your confidence to avoid these clowns, but if you’re ever stuck on a date with one, you should learn to extinguish all that ego.

For example, he makes a cocky comment about how he rarely commits to a relationship status. Instead of sacrificing your security by wondering how you measure up to his standards, you should come back with a clever comeback about how you’re not concerned with tying him down in the foreseeable future. Ultimately, when nip his attitude right away, you avoid inflating his ego and bashing yours.

Believe you’re a prize

Knowing your value is the key to feeling confident on dates. If you genuinely believe in yourself, he’ll be more likely to want to invest his effort with you. It’s simply a matter of attracting vibes—people appear more desirable when they show self-belief; they exude an impressive aura that pulls in others.

To create this dynamic, you should date with the belief that you’re a prize who deserves to be pursued. Don’t be intimidated to openly show this attitude and make him see your self-love. Through this persona, you’re creating the reality that you’re someone who should be desired. Ultimately, whether he ends up chasing you or not, you should always date with confidence and grace.

Own it and don’t apologize

Never apologize for your dating goals. Many women worry about admitting that they want a relationship because they’re worried about scaring off the guy. Boo on him! This dating myth was likely concocted by jaded women with too many bad dates, who have spread these tales to prevent other women from falling into the same trap. Forget about the stories you’ve heard.

Hear these words: if a guy rejects you because you want commitment, he isn’t worth an ounce of your time, and the fault is his, not yours. Never apologize or feel bad for wanting the love, marriage and the whole nine yards. And never feel less secure about your dating goals just because a lousy jerk doesn’t share them. 

Master other dating apps

When in doubt, try your luck on another dating app. If your current ones are hoarded with perverted selfies and commitment-probes, maybe it’s time to find something better. There’s so many guys out there who aren’t jerks and won’t leave you feeling insecure. Considering closing your account if you’re using hookup apps like POF and Tinder and try Match or WhoWinkedMe, which are great for people searching for love, magic and all the good stuff. Ultimately, whatever you’re looking for, you should focus on a dating app that can give you the right results.

– Rachel Esco is a lifestyle blogger based in Toronto, known for her spicy articles on dating, beauty and nightlife.

Monsieur Formidable

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Samantha – After months of hibernation I have finally returned!! As explained in previous rants (see “I’m in a fk funk” for reference) I had totally dismissed the dating game that I was so heavily invested in just a couple months ago. I was exhausted of the game and putting in the effort, evidenced by the fact that I have had MINIMAL male interaction since I ran out on Mr. Views. Even when I did hook up I was totally unenthused, bored and not wanting to write another mundane blog post about it…yea not a great sign. However, I am happy to report that the funk has officially been broken and I have something worth sharing.

I went to Banff for a 5-day vacation over the May long weekend. I had planned this trip back in January when I was still living at home and badly needing an escape. I felt so claustrophobic in my parents’ house so I spontaneously booked a solo trip, which most of my friends found pretty odd. As a textbook extrovert and over-thinker, it seemed likely that I’d lose my damn mind if the only person I had to talk to was myself. Honestly, at the time I was feeling so stuck and frustrated in my parents’ house that the idea of doing something completely independent and outside my comfort zone seemed crucial to maintaining my sanity. Fast forward 4 months and I’ve since moved out, turned 23 and am much happier. I began to wonder: What would my trip be like? Would I meet cool people? Have some life-changing spiritual journey? Get mauled by a bear hiking alone in the woods? Nervous and excited, I hopped on a plane not knowing I was headed on an adventure that would greatly surpass my expectations.

I arrived in Banff Thursday afternoon filled with energy. It was too late in the day for a hike so I wandered around town taking in the sights and planning the next few days. I had come to Banff with a mission to get laid and was looking for an opportunity to increase my odds…so I decided to re-download tinder.

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Turns out there are TONS of hot and horny guys in Banff and I quickly started chatting up a few. Monsieur Formidable (Mr. Wonderful) ended up asking me out first and I said yes. He’s 26, from Quebec, working in Banff and has a rockin bod…All qualities of the perfect vacation companion.  We grabbed a couple beers at a bar and began chatting about who we were, where we worked and what drugs we’d done in the past – you know, normal first date stuff. We discovered we both like shrooms and decided to do some that night because WHY NOT?

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We did them outside my hostel and spent most of the night having life chats. I was just thinking “Dayum this guy is great!” when he laid some really weird news on me: he’s an alchemist.  I’m still not sure WTF that means but all I know is it’s a religion that focuses on getting to new levels, out of body experiences and attaining dream states…My poor, high brain could not take this seriously and I had to literally cover my face to keep from laughing. Anyway, I didn’t see him as anything more than a way to have some fun over the next few days, so I moved past it and we ended the night with a really hot hookup in the shower closet (yes, the shower in the hostel was literally a closet).

The next day he insisted on coming hiking with me, which was SO refreshing as guys from Toronto generally show affection by acting totally disinterested in the girl they’re seeing. We went on a long hike, took some cute pics by a waterfall (are we dating? Let me know), and really got to know each other. No religion stuff came up and I found myself thanking the Tinder Gods for providing me with someone nice, fun and pretty damn cute. After the hike we went to these hot springs where things literally heated up. Amongst all the other couples it felt like a pretty romantic setting for two people who’d just met, but I actually liked it. Usually that kind of stuff makes me feel cheesy and weird but the whole thing was really comfortable so I continued to go with the flow.

I’d anticipated going home after but Monsieur Formidable invited me over for some food instead . We stopped by a grocery store and got everything needed to make homemade burgers, salad and dessert. I mean, COME ON, was this guy for real? It was so cute and felt like something out of the kind of romance movies I usually make fun of. We spent most of that night in his bedroom and let me tell you this guy is without a doubt the best I’ve ever had. Like no contest. Anyway, I found out the next morning that he has to sign in his guests (he stays in some sort of staff accommodation) and had signed me in for the 3 nights I had left in Banff after our first night together. See what I mean about not being afraid to show interest?

The next day was pretty phenomenal. He had to work so I went on a solo expedition up Tunnel Mountain and even made it to Lake Louise. I got SO lucky with the weather while I was away, the forecast had called for rain the entire time but so far all I’d had was sun and clear skies. Heck, I even got a bit burnt on top of Tunnel Mountain. That night I went down to our hostel bar for some drinks. The bar was actually wrapping up around the same time Monsieur Formidable got off work so I headed over there for the night. We had an amazing night together, details can be assumed, and lazed around the next morning cuddling and chatting. ME. CUDDLING. I don’t think you realize the gravitas of this kind of situation. I don’t cuddle….usually. Oh dear, you can probably see where this is going can’t you?

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He had work again the next day so I drove out to Marble Canyon in B.C. with this guy from my hostel. The canyon was absolutely breathtaking and I am still in awe just thinking about the view. After this I stopped by Canmore to visit a friend for dinner. By the time I got back to Banff that night I was exhausted and crashed for a couple hours knowing that I wouldn’t be getting much sleep staying over at Monsieur Formidable. At this point I had slept in my hostel only once and was regretting paying for all 4 nights up front…Later that night I went out with 2 Swedish girls from my hostel to this bar FILLED with Australians and other international travellers. It was a weird experience being one of the only Canadians in my own country but I was having an amazing time.

So how did this love affair end you might ask? Well, I’m a firm believer that things don’t truly end unless they end badly, so it makes sense that I’d find some way to screw up an almost perfect 5-day stretch. I can pinpoint the exact moment when things started to change for me. We’re lying in bed on the 4th morning, talking about our exes and he tells me that his relationships usually last up to two weeks before he gets annoyed or bored…he then proceeds to tell me that it would take a lot longer than that for me to annoy him if I was staying in Banff. Seems like a sweet but innocuous comment right? Well, maybe for a  normal person. But for me, someone who RARELY gets emotionally invested it tugged at my heart a little. Here is someone that I have grown rather fond of and everything seemed simple until it was ending and I actually liked him! At the time I hadn’t realized this but that night, when I went out with Swedish girls, I ended up leaving the bar because he couldn’t get in. Uh oh, this wasn’t what my trip was supposed to be…Here I am having an amazing time on my last night in Banff and I leave to go hang out with a guy I barely know. This was probably a sign that I should probably check myself before I wreck myself but I didn’t see it.

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We went back to his place, totally normal…except that it wasn’t. Now, as neither of us is a relationship person I can surmise that he might react similarly to me, but in reality this next part is an assumption of his behaviour based on how I explain my own. Generally when I am feeling vulnerable I have the tendency to push people away. You know, like push someone away, if they leave you were right all along but if they come back it means alot. It’s a pathetic defense mechanism, I know, and one that I’ve employed too many times. Well, while at his place some random guy messaged me on tinder and I checked it as a joke. Yea I know, dick move on my part. He immediately got weird and told me to talk to the random if I’d wanted even though I clearly did not. Then, while telling him about my night out with the girls, he made a comment about not being able to hook up with them because of me. I said “Why not? I’m leaving tomorrow, I don’t care” and he said something about how I wouldn’t be allowed to care either way. The point is, it seemed like we were both suddenly acting like we didn’t give a shit, and I doubt he would change from being an incredibly sweet, considerate person for 4 days into a fuckboi overnight. Maybe I’m naïve but I just don’t see it. Especially when I know that I was being bitchy in an arcane attempt to protect myself from getting hurt.

The rest of the night was filled with similar weirdness. We hooked up as per the usual but for the first time it wasn’t AMAZING. In fact, it was the first time I didn’t finish at all, let alone multiple times. I guess it really had gotten emotional for me. I felt pretty much responsible for the weirdness but couldn’t seem to stop from acting that way despite being painfully self-aware about it. I lay awake most of the night thinking about it how I messed up the ending of an almost a perfect week and being pissed off that I couldn’t have had a more mature emotional response. I continued to get increasingly upset until I decided “fuck it, I’m leaving”. I got up and dressed, and without much protest from him it became pretty clear he probably wanted me to leave as well. With a kiss goodbye I headed for the door, laughing when he called out “nice to meet you” from his bed. In that moment I realized how stupid I was for getting invested despite my best intentions. This guy was still pretty much a total stranger and I was friggen embarrassed.

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I headed to the nearby Bow Falls as it was the one sight I had yet to visit and really needed to clear my head. After walking around for about 40 minutes I realized I FORGOT MY FUCKING WATCH. Oh God, now I had to go back and have another awkward goodbye. He met me at the front door with the watch and after a weird kiss on my neck and a quick hug, we bid adieu, this time for real. How badly I wish we could’ve ended more positively but such is life. I honestly think that I have such a hard time dealing with emotions because I don’t let myself experience them often enough. When I do it hits me like a ton of bricks and makes me act like a psycho.

All in all I am really thankful for the experience no  matter the outcome. It was really nice having someone to be with, talk to and straight up, he was phenomenal in bed. Maybe I was dicknotized and drunk with hormones, but the whole thing showed me that I’m clearly interested in a relationship and should just hold out for something better than what I’ve settled for in the past. At the end of the day we never would’ve have worked out  – the alchemy thing alone is enough to send me running – but for the 5 days I was there he was a wonderful host and perfect gentleman. My only hope is he looks back at our short whatever it was fondly instead of being clouded by the weirdness that hung over the ending.

Banff totally captured my heart in every way. I fell in love with the mountains, fell in lust with a French guy and would happily return if the opportunity arose once again. This trip was everything I needed and more, and truly proved that the West coast is the best coast!

Till next time, S ❤

 

 

 

Why I need to break-up with Tinder

Once single I solemnly swore that there was no way that I would be jumping back on the Tinder bandwagon. For awhile I was doing great, but then fast forward 8 weeks, and 2 sick days later and TADA the app was back. At first it didn’t seem so bad, there were some cute nice guys in my area and I was getting a few matches. Needless to say, this distracted me from my strep throat, my “wtf, why am I suddenly really missing Mr. High School Crush” thoughts (I think it’s because I’m sick – and theory confirmed by Carrie who also expressed missing her ex sporadically as soon as she got sick post break-up), and gave me a break from binge-watching Netflix. It’s fun I thought, there’s no harm in it…tinder-logo

However, one or two (or maybe a couple hundred) swipes later, I found myself annoyed and irritated at the app, but still oddly and weirdly compulsively checking it. Now, as my friends know, I’ve been taking my dating advice from Aziz Ansari through his “Modern Romance” book (shameless promo for the book which is actually really good and surprisingly, seemingly too accurate to my life), and have been using him as my dating guide in a way. Aziz (through his book) empowered (maybe the wrong choice of words, but we’ll roll with it) me to re-download the app. How on earth can a book do this, you might ask, well let me tell you. Basically, as part of the book Aziz lets us know that we live in a strictly technological age (I mean so shit Sherlock), and that our whole life is consumed by technology – so what better way to find someone other than the platform that literally EVERYONE is on?! This technology thing starts getting weird too (ps. Sidestory: A guy in my section decided to ask me out but instead of in person where he sees me basically everyday, he proceeded to do so over instagram direct message – sorry what?) Aziz also makes it clear that now with technology, like everything else, we are so much more connected to so many people. Seems great right? Wrong. Aziz makes it clear that the  amount of options that we have is almost too overwhelming that it makes it so easy to say “next” to someone and not even bother to get to know them.

When I was swiping away, I thought about this in real time, mostly because I noticed how scarily quickly my fingers were swiping “left, left, left”, and I had barely made time to look at the guys profile. I don’t think that I’m a judgey person (for the most part), but on this app I turned into a complete and total judgey betch. I found myself swiping no for the stupidest reasons, I don’t like his name, his friend is cuter, he took a mirror selfie – and I felt totally validated and okay with doing it. Thinking like Aziz, I totally understood it and it finally clicked: we have so many options that we don’t get to know people because we don’t have to! Seems promising – what a fun time to be dating…(I hope you can pick up on my sarcasm)!

This leads me to my second problem with the app: I actually start feeling bad “ghosting” people, so even though I have zero interest in talking to them, I find myself engaging in so many conversations and giving out my number just because I feel too rude to say no (As the archived posts in this blog show me – ghosting is a new trend that doesn’t look like it’s going anywhere, and I think all the daters can unanimously agree that it sucks). Lucky for me, I have been using my strep throat as an excuse to push away any guys who have cut right to the chase and asked for a date, but it’s also just as annoying to engage in the same “small talk” conversations at least 20 times. It used to be flattering to get the attention of the guys who want to talk to you, but now it just seems redundant and impersonal, and maybe that’s why it’s totally un-engaging.  Kudos to the guys who start with creative lines, and some of them honestly and truly do make me laugh, but there’s only so many generic conversations you can end up in before you do it mindlessly – and that is a clear sign of a connection lost before it even started. Is it possible to find prince charming if you’re bored of him before you even meet?!

The second issue with ghosting is getting ghosted – maybe that’s why I don’t like to do it to other people, is because it’s not fun when it happens to you! For example: I was chatting a cute guy on bumble, had a clever opening line and we exchanged a few messages before HE said that he wanted to hang out. Okay I thought, I’m not bored of him, (that’s a good sign), so I went with it and agreed – and all of a sudden he was gone! So confusing to say the least, but also annoying to get “invested” in someone and them just to disappear!

So I tried as a single girl to jump back on Tinder, (and other dating apps) and as quickly as I got on – I’m jumping right back off (and hiding under a rock). I can almost guarantee that come the next time I’m bored or lonely or find myself randomly missing my ex, I’ll be downloading an app right back thinking maybe this time it will be different. I guess you can say that tinder and I (along with many other people I suspect), are in a love-hate relationship, but I think it might be time for us to break up (and hopefully for good!)

Why I gave up dating apps and I’m happier

Carrie – I was watching an episode of Chelsea Handler’s new Netflix Series, Chelsea Does Marriage, where she features testimonials from her friends, family and complete strangers (ie. BDSM threesomes) on marriage, love, and relationships. One of the couples says, “We met online like everyone these days.”

I looked over at my sister, who recently met her boyfriend on Bumble (you’re welcome for forcing you to get it one drunken night). I thought of all the couples getting together and it was one of three things: a) work/school, b) mutual friends, or c) online. When you live in a city as isolating as Toronto can be, dating apps might be your best option.
Continue reading “Why I gave up dating apps and I’m happier”

Mr. Lawyer

This story comes 4 days after Mr. Heteroflexible happened. I know- it was a bit of an extraordinarily busy week.

It was a Saturday and I was visiting my dad’s place outside the 6ix. My older sisters came to visit as well and I told them about some of my struggles as a single yuppie trying to find a man (hookup descriptions were excluded from this story to preserve a bit of my integrity). I showed them my profiles on OkC and Tinder and swiped a couple times to show them how it worked since they were both in their thirties and have never tried it. Later that day, one of my matches messaged and we talked for a bit before meeting for coffee that same day. I wouldn’t normally rush into things like that but one of the key pieces of advice from my sisters was to just act on things while they’re fresh. According to them it’s best not to wait, stall or talk over a period of days because it can waste time and cause unnecessary disappointment (story of my life right there).

Upon first impression, Mr. Lawyer was cocky, smart and a touch strange. He spoke softly and opened our intros with a rant as to why Toronto is not as great a city as we think. I might admit I got a bit defensive at this point because really, how dare he talk about the 6ix in that way? However, over the course of our talking, his personality started to grow on me. He was currently finishing up an MBA/Law degree and heading to Calgary in a few months to work for a top law firm in the gas and oil industry. Impressive, right? Overall, it was an okay date which essentially means I wasn’t repulsed by him by the end of it. I wasn’t particularly attracted to him so I didn’t plan to see him again or turn this into something. Except somehow I did…

Later that night I was out in Toronto with a friend and just as we were heading back from the club, Mr. Lawyer messages me. Turns out he too was in the city and needed a place to crash for the night. Me being the generous and thoughtful person I am (and also pretty drunk at this point), I kindly offered my sofa to him. When I got home with my friend, Mr. Lawyer was waiting by my door. We all stumbled in and he lit a joint for us to share. Thankfully, I was smart enough to only take one hit but even that was enough to make me officially crunk. My friend wasn’t so wise and shortly after, I found her lying on my sofa throwing up quite violently – it wasn’t a pretty sight. Note that this is the same sofa Mr. Lawyer was originally supposed to crash on.

Of course at this point the only logical thing to do after taking care of my friend is to invite Mr. Lawyer to my bed where there is plenty of room for him to rest his head on my queen bed. I’m sure you can see where this is going. Like a bad rom com, we started hooking up. My head was spinning and I’m pretty sure I was barely coherent but we ended up having a pretty good time. The next day he got up and left and we went on our merry way. I was not expecting for that night to happen, but in hindsight, I guess it all just fell into place. I didn’t plan on seeing him again after that, but he continued to text (rather, sext) me for a couple weeks trying to meetup again.

He was persistent and I guess it worked because fast forward about 3 weeks later to yesterday, we finally managed to coordinate for him to come over for some late night fun. We smoked up and I probably took one hit too many because soon after I was talking in circles and his body parts somehow became my body parts. I was delirious to say the least, holding in my laughter and continuously licking my lips as my mouth had suddenly become the Sahara desert. At one point I had to get up and get a bottle of water and laid it next to me. As we continued to hookup, I would take water breaks every couple of minutes to replenish my parched throat. Everything was going relatively well, at least from what I could ascertain in my particular state, until we moved to the part where sex actually happens. Just as we were about to begin, the weed kicked in full force. My head was spinning and I was numb yet somehow alert. Then I said the be all to end all of sexual encounters. You know, the kind of sentence that makes the universal penis wilt and soften. I’ll share it with you and see if you agree. “Is that your finger or dick inside me?” Yup, I said that. My brain was in lalaland and could not compute what was actually entering me. I didn’t mean it in an offensive way but I was so lost and confused. Unfortunately, Mr. Lawyer certainly took it offensively. I think he said something to the effect of “how can you not tell the difference?” It wasn’t even a size matter that I was commenting on but it was too late, I shot the mood and it was only a matter of time before he got dressed and left. My bad.

After that spectacle, I don’t really feel the need to see Mr. Lawyer again. It was fun while it lasted but I can’t imagine him being too excited to see me again either. I even have second embarrassment reliving this experience. Boys and girls I have a lesson for you: do not smoke to excess before hooking up or else you will come off as a belligerent idiot who makes fun of someone’s manhood. Jesus, I hope he doesn’t sue me.

Mr. MusicMan

For the last half year I have tried to make sex meaningless. I felt as though if I could overcome the emotional aspect I wouldn’t get hurt anymore. But I did, in every sense of the word.

My first date with Mr. MusicMan was okay at best. He started off really negative but I thought it was just because he was tired from working all day. All he did was talk about hating his job, wanting to be a rock star and dreaming about winning the lottery. He was stupidly good-looking so I cut him some slack. At the end of the night he drove me home and kissed me. It’s been a while since a kiss has actually made my heart drop but it happened. Best of all, he messaged me the next morning saying he wanted to see me again!

Our second date took place at his apartment. He wanted to make me dinner – which I basically took as being a booty-call. At first I was hesitant but then I came back to this recurring notion of “why should I care, it’s just sex”. So I went over. The entire night was kind of awkward but I just blamed in on the sexual tension.

After dinner we were hanging out and although I was promised a movie he never turned one on. This just confirmed my belief that this was a booty-call. We ended up making out and it got steamy really quick. Mr. MusicMan was significantly bigger than me and was picking me up with ease. He did all the right moves as picking me up and tossing me on a bed is a sure way into my heart and usually my pants.

Things got intimate VERY quickly and the next thing I knew he was on top of me. This is where things got uncomfortable and quickly made me challenge this perception of sex that I’ve been trying to adopt. Almost immediately he went from being someone who I was super into to someone I was kind of afraid of. I’ve always had problems with intercourse and it’s a huge hit or miss whether or not it will hurt me. Unfortunately, this time it did. But it also didn’t help that he was incredibly rough.

He wanted to change positions every 10 seconds, to the point where I felt like a fucking acrobat. The entire process hurt me immensely and although he asked if I was okay or whether I wanted to stop he never actually slowed down even after I asked him to. The worst part was that I wanted it to stop but felt too uncomfortable to tell him. Here I was having sex with a guy I barely knew – how was I supposed to explain to him that I have a medical condition that clearly had gotten worse and was causing me an excruciating amount of pain? What if he won’t like me or won’t want to see me again?

After the torture was over I went to the washroom. I came back to find him in bed playing guitar – almost like I wasn’t there. I was uncomfortable and unsure as to what to do so I kind of just chilled for a while. We had some very uncomfortable pillow talk where he basically told me I was shallow and cracked a joke about me being a virgin. He also made a comment that he didn’t think I was the “type of girl” to have sex so quickly – leaving me confused and embarrassed feeling like I misread the incredibly clear signs.

At that point I just wanted to get the fuck out of there. I felt disgusting, degraded and worst of all in so much pain I thought I was going to struggle to walk. After asking me to stay the night and rejecting his offer in the kindest way I could (which probably came off really rude) he drove me home and we went our separate ways.

He messaged me that night but then, as it always does, the conversation died and that was the last I heard from him.

This post isn’t about saying he was a shit guy and it’s not about saying sex can’t be casual. All I’m getting at is I think casual sex isn’t my thing. Everything that happened that night was consensual but I didn’t leave his apartment feeling giddy or even satisfied. I left feeling used and abused. Worst of all he had given me indication that we would hang out again, that he wasn’t the type of guy to just sleep with a girl and then throw her to the curb. Although I’m usually careful of these types of comments, I really wanted to believe him. I guess he was at least nice enough to drop me off on my own curb.

 

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Progress report:

At the point of writing this post (originally) I honestly thought we would never speak again. But the following evening, I was feeling weird about how things were left off  so I thought I’d try and ease the weirdness by making a joke. The night before he was convinced he was going to win the Power Ball, so I thought it would be appropriate to open up the conversation by reminding him that he lost:

Cirque De Soleil (2)

Maybe I have a shit sense of humour but I’m pretty sure you shouldn’t tell a girl that you don’t intend to see her again the evening after you had sex. Not only was the sex awful but now it was clear this guy was a MAJOR D-BAG.

A few days later I have the good fortune of hearing from him again:

Cirque De Soleil (1)

At first I thought introducing a conversation with an emoticon at 12:30am meant I was being booty called. But then I remembered he was in Montreal all weekend so that wouldn’t make sense. As you can see from my side of the conversation I’m hilarious (or at least I think so). Even after receiving a message saying “Missing our horrible sex…” I still tried to crack a joke. Like, sir, do you really have to remind me of how bad the sex was? I was there; I’m well aware you sucked.

That was clearly not the response he was looking for. I’m not sure if he wanted me to comfort him or something but that’s not really the way I normally react to an insult. Try to bring me down and I’m taking you with me.

Dear followers, please feel free to share your thoughts. (1) WTF was the point of this conversation? (2) Did I seem stressed at all in order to warrant being told to “relax”?

I’m starting to think I just attract crazy. I’ll keep you guys posted if I hear anything else from this guy, it’s bound to be post worthy.