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The 20 Cutest, Most Adorably Awkward Moments In A New Relationship

adorably awkward moments in a new relationship

New relationships have a lot of firsts and a lot of awkward ones at that. These are the most adorably awkward moments in a new relationship.

Just because it is awkward does not mean it isn’t adorably awkward. Adorably awkward moments in a new relationship are what make you laugh, bring you closer together, and make you comfortable around each other.

So instead of hiding under a rock after tripping in front of your new beau, embrace the adorably awkward moments in a new relationship. They can work for you instead of against you.

New relationships are awkward

If you have ever entered a new relationship without at least a few awkward moments, you must be some sort of alien. New relationships are practically made of awkward moments.

Who is reaching for the bill? Who is driving? How do we make plans? Do I tell him he has spinach in his teeth? Do I tell her her skirt is stuck in her underwear?

These adorably awkward moments are what take your newfound relationship and turn it into #relationshipgoals. I guarantee those couples you see on social media like Chrissy Teigen and John Legend have had plenty of awkward moments in their early years. Those awkward moments are what made them who they are today.

So lean into the awkwardness of your new relationships. These are the moments you do not want to miss. [Read: New relationship advice for the perfect start]

The adorably awkward moments in a new relationship

Do not let these adorably awkward moments pass you by, appreciate them now before you are peeing with the door open and popping each other’s pimples.

#1 The meet-cute. When you first meet your partner, everything might be super cute and perfect, but more often than not, something is super awkward, at least in my experience. If a friend is introducing you two, maybe you go in for a hug and they go in for a handshake.

This is a potential dating milestone. Being adorably awkward isn’t a bad thing. It shows that you are both a little nervous which is sweet. [Read: How to recognize the perfectly romantic meet cute in your own love life]

#2 The first date. Whether you are good at first dates or not… Who is good at first dates? Anyways, the first date will surely have its fair share of awkward silences, kicking each other under the table, or mentioning your weird obsession with china dolls.

But first date awkwardness brings you together. You laugh and feel a little nervous, but working through that and finding it endearing rather than painful is what makes a first date become a second date. [Read: 20 ways to perfect your first date conversation]

#3 Who’s paying? Do you reach for the check? Should you assume they are paying? Are you splitting it? Do you wish there was a universal agreement to decide this so you didn’t have to be so awkward about it?

Reaching and then offering and saying thanks and you didn’t have to is a rite of passage in a new relationship.

#4 The first kiss. Yes, there is a good chance your first kiss was perfection. It could have been stars and rainbows and just the perfect amount of everything. But sometimes the first kiss is like the kiss *AHEM*. You are still feeling each other out.

One of you used too much tongue. Some ate onions with dinner. Or you just couldn’t get a good flow going. This gives you a chance for round two. The first kiss might be awkward, but pulling back and trying it again is one of the most adorably awkward moments in a new relationship all of us experience. [Read: 15 secrets to make any first kiss way more memorable]

#5 Trying to hold hands. This seems like a simple idea, huh? Holding hands? But that first reach whether it is in the movie theater or walking down the sidewalk can be super awkward.

Your hands might be sweaty. And you might like to lace finger while they like to cuff hands. Eventually, you get the hang of it. Walking hand in hand is not always as simple as it sounds, at least not the first time.

#6 The first sleepover. From actually trying to sleep next to another human being that might snore, talk in their sleep, or even kick to wearing no makeup, being puffy, and even having morning wood… the first sleepover is full of adorably awkward moments.

This is the first time you are seeing so much of each other in a new light. And it is sweet to let your guard down and really be comfortable around each other. It is just that before that happens you will see each other without your date-ready looks. [Read: A sleeping over 101 guide to make it all go smooth]

#7 The first social media encounter. If you met on social media, you may be able to forego this one, but for those who met the old-fashioned way, figuring out the social media world as a new couple is totally awkward. Do you friend request him now? Or should you ask him first?

Are you official on social media? Can you post photos together or is it too soon? Navigating social media is hard enough on its own, but now add your new bae into the mix and you have a whole world of new awkward likes, stalkings, and posts. [Read: The happy couples guide to social media etiquette]

#8 The first fart. If you or your partner doesn’t laugh at the first fart, something is wrong there. This may be the funniest of all the adorably awkward moments in a new relationship. I had a boyfriend who farted in front of me for the first time. I started to laugh, but he didn’t realize and once he did, we laughed for 20 minutes straight.

After that, our relationship went from new to we no longer have to hold our farts in around each other. And that is a good and freeing feeling. [Read: 13 weird, unique ways to build intimacy in a new relationship]

#9 The first time being drunk around them. Personally, I don’t drink, but being drunk releases your inhibitions. So being drunk in a new relationship is always a story for the books, if you remember it that is.

Everything from drunk sex, to the next day’s hangover, and maybe even saying something you shouldn’t have wrapped up into one night. And even though it may not be the classiest, it is one of those adorably awkward moments in a new relationship milestone.

#10 The first time you introduce each other. If you haven’t had “the talk” yet, you may not know whether you are boyfriend and girlfriend. That means introducing this person to your friend is going to be super awkward. Do you say friend? Do you say boyfriend?

However, you and your new partner introduce each other can start the big conversation about where you are. [Read: When should you define your relationship – 20 signs it’s probably right now]

#11 Using the bathroom at their place. Peeing at their place is fine, but once number two comes around, it is an all-around awkward relationship moment. It may not feel adorable in the moment, but trust me, looking back, you will think it is.

You’re sweating, running the faucet, and are in the bathroom way longer than is normal, but don’t want to say anything. God forbid you run out of toilet paper. But eventually they know the deal, and you look at each other in agreement to never discuss this again. [Read: Doing a number two at your boyfriend’s place – A girl’s guide]

#12 Meeting the parents. Meeting each other’s families is never smooth sailing. I mean it can be, but going into it is super weird. You never know what to expect no matter how much your partner tries to prepare you.

You are bound to say something weird and awkward, but somehow it makes the family end up liking you more. Therefore your awkwardness is now adorable once again. [Read: Crystal clear signs it is time to meet the parents]

#13 The first time being sick. Being sick in front of anyone but your mom is so awkward. Crying from a fever, getting food poisoning, or even the stomach flu is awful on its own, but exposing your new partner to this monstrosity is as awkward as it gets.

But having them take care of you in your time of need really makes you love them more.

#14 The first time being truly gross. You might think puking up last night’s dinner was gross enough, but this time I am talking about intentional grossness. This means not washing your hair for a week, eating crumbs out of your bra, cleaning your teeth with your fingernail.

Doing all of these things in front of one another is awkward, but when you truly love each other, they are adorably gross.

#15 The first time they did something wrong. Now I don’t mean lying or cheating. I mean the first time they bring you your favorite donut on the way home but bought the wrong flavor. Do you eat it and pretend they got it right, or do you let them down easy?

These things are bound to happen in any new relationship. It is up to you if you appreciate the awkwardness and make the most of it or not. [Read: 60 fun get to know you questions for a new romance]

#16 The first time you criticize each other. When you first meet someone, you are not going to say you hate their cargo shorts. At least I hope not. But once you have farted in front of each other and spent the night, you might let it slip that you want to light those cargo shorts on fire and watch them burn to ash.

Yes, this can be a little hurtful, but when it is something small like ugly shorts or a hideous piece of furniture, a little teasing is the basis of a healthy relationship.

#17 The first time talking about your dating history. Bum, bum, bum… Talking about your exes. Whether you are sharing your roster or explaining why your last relationship ended, this is always at least mildly uncomfortable.

But again, this is a necessary step in all good relationships. So, tell the uncomfortable, yet needed stories. See how this awkward moment can benefit you. [Read: The guide to talking about a past relationship with your partner]

#18 The first time they see you cry. When you first see him cry during a rom-com or he sees you crying into a bucket of ice cream on your period, you might not know how to handle it. But cuddling up and wiping their tears seems like the way to go.

#19 The first time you get gifts for each other. Gift giving is immensely difficult, even for those you have known forever. So, buying a gift for your new beau can be impossible. Do you go expensive? Do you go practical? Or do you go super personal?

Him handing you a hideous scarf may be awkward, but just wait until you wear it every time you are with him for the next season just to make him happy. That’ll be even more adorably awkward. [Read: 31 moments of bliss most of us overlook]

#20 The making it official talk. This is more than awkward, but the will you be my boyfriend/girlfriend talk is the most cringy of all these adorably awkward moments in a new relationship. It starts with some ums but ends with an adorable kiss. But there is just pure awkwardness if this new relationship ends here, so hopefully you’re both on the same page.

Adorably awkward moments in a new relationship are what make new relationships so fun and exciting. Nothing brings you closer than getting to know someone you have feelings for through a series of weird and embarrassing moments.

[Read: How to turn off the negative inner voice of new relationship anxiety]

So instead of digging your toenails into the floor and cringing, laugh out loud, and just enjoy these adorably awkward moments in a new relationship knowing that you’ll cherish them for a long, long time to come.

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Samantha Ann
Samantha Ann
My name is Samantha and I am 25 year old. I’m also a blogger and vlogger on YouTube. I am constantly sharing my thoughts on everything from beauty to relation...

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