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The world would be one hell of a boring place without the endless amount of awkward conversations people endure on a daily basis. When you’re in the middle of it, it’s very little fun indeed. We get it. Blushing, sweating and wanting to disappear are some of the very well known adverse effects that come with it. But that’s the price to pay for one heck of a story you gotta tell months and even years later. So in perspective, it’s relatively cheap, right?

So today, we are going on a cringeworthy trip into hilariously painful and embarrassingly awkward exchanges between individuals that have been shared by people online. Scroll down through the collection of priceless convos below, upvote your favorite ones and be sure to share your own awkward convo experiences. And if it feels like you’ve heard similarly cringey dialogues in the first seasons of The Office, it’s likely because only reality can be stranger than fiction.

#1

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Adam_Karpiak Report

James016
Community Member
4 years ago

Love the response.

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    #2

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    Legen ( wait for it ) dary
    Community Member
    4 years ago

    Waitress : enjoy your meal. Me : thanks, you too.

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    #3

    Awkward-Conversations

    sendsnacksplz Report

    Brian Bennett
    Community Member
    4 years ago

    Thanks I needed to know someone else really doesn't listen at times!

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    #4

    Awkward-Conversations

    medschooladvice Report

    Leo Domitrix
    Community Member
    4 years ago

    Aaaand that's why some of us don't do surgery... Speaking as an MD, back in the day, you're in med school and they ask, "Who here vomits easily?" Nobody ever says "I do." Then they open up the cadaver, and oh, yeah, you should've said. The vomit was, frankly, worse than the cadaver.

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    #5

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    Foxxy (The Original)
    Community Member
    4 years ago (edited)

    Haha, oops. Yesterday morning my daughter and I were having a chat. She stopped for a minute and started talking into her phone to send a voice message to her bf. I thought she was done and let out a fart. I realised she hadn't finished when she started laughing. She played it back, and yep, you could hear the fart. We said if her bf hears it we will blame the dog.

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    #6

    Awkward-Conversations

    Aa_Kuun Report

    Samantha Lomb
    Community Member
    4 years ago

    I hate those things. It really does seem like they are talking to you and then they always have the nerve to get pissy when you respond as if you routinely look at people's ears before talking

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    #7

    Awkward-Conversations

    itsandyryan Report

    Narwhal Blast
    Community Member
    4 years ago

    No, I would've done the same. She should've been more specific. I want ice cream.

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    #8

    Awkward-Conversations

    InternetUser8 Report

    Narwhal Blast
    Community Member
    4 years ago

    I can't stop laughing at this!!!

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    #9

    Awkward-Conversations

    Jerry_jx9 Report

    Evil Hornet
    Community Member
    4 years ago

    You just need to change Your name to "Muslim" - the easiest way to live with it

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    #10

    Awkward-Conversations

    janeymaine Report

    Evil Hornet
    Community Member
    4 years ago

    And the award for The Nicest Person in the world goes to...

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    #11

    Awkward-Conversations

    unclewhiskysrevenge Report

    Emmy Dumont
    Community Member
    4 years ago

    POUHAHAHAHAHAHAHAHA! I just woke up my husband laughing.

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    #12

    Awkward-Conversations

    hdurant Report

    Marco Conti
    Community Member
    4 years ago (edited)

    Put yourself in her shoes. She is probably posting on Reddit this very moment "Some weird guy asked me if he could pet a muffin I was holding" (I figured that "...he could pet my muffin..." would sound even weirder)

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    #13

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    crlockha Report

    Nadia Monteira
    Community Member
    4 years ago

    The boyfriend message was so sweet and polite and nice. Love it

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    #14

    Awkward-Conversations

    guelphgirlchris Report

    Samantha Lomb
    Community Member
    4 years ago (edited)

    In fairness I've never heard of wine served by the liter even in metric countries. In Russia its glass or bottle.

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    #15

    Awkward-Conversations

    greatestgoth Report

    Troux
    Community Member
    4 years ago (edited)

    You ducked up...

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    Never miss a story that brings joy to the world. Add us on Google

    #16

    Awkward-Conversations

    MakVest Report

    MiriPanda
    Community Member
    4 years ago

    Oh no...

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    #17

    Awkward-Conversations

    AbbieHollowDays Report

    Marco Conti
    Community Member
    4 years ago

    Reminds me of my dad when he forgot his glasses and asked my mother who the weird guy by the door was. The "weird guy" was a coat hanger in a restaurant.

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    #18

    Awkward-Conversations

    DonaghRoisin Report

    Mihai Mara
    Community Member
    4 years ago

    Tesco lad trying to get out of an awkward situation: "nooo, it's part of the meal deal" :D

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    #19

    Awkward-Conversations

    mamluki_ Report

    Katie Lutesinger
    Community Member
    4 years ago

    They probably tell that story at every anniversary.

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    #20

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    cutethreadsxo Report

    Narwhal Blast
    Community Member
    4 years ago

    I bet the dog was happy

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    #21

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    Helenreade5 Report

    Mihai Mara
    Community Member
    4 years ago

    "Mwuah, this car crash is for you, gorgeous!"

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    #22

    Awkward-Conversations

    Quoteurlife_ Report

    Samantha Lomb
    Community Member
    4 years ago

    Well I guess you could chat with him and see if it was the right decision

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    #23

    Awkward-Conversations

    2earsandaheart Report

    Narwhal Blast
    Community Member
    4 years ago

    Therapy done right? It always feels good to laugh.

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    #24

    Awkward-Conversations

    Cassie_write Report

    Brian Bennett
    Community Member
    4 years ago

    I still wouldn't get in the van!

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    #25

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    s_rumer18 Report

    Mihai Mara
    Community Member
    4 years ago

    The customer: "I was afraid to ask, but yes, I would like them in a bag" :) *Po-po-po-poker face po-po-poker face*

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    #26

    Awkward-Conversations

    EmilyCotugno Report

    Narwhal Blast
    Community Member
    4 years ago

    This is my nightmare when I go shoe shopping: that someone will try on or steal my shoes...

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    #27

    Awkward-Conversations

    gracel721 Report

    Davo gifman
    Community Member
    4 years ago

    That's hilarious! It's almost as funny as falling down, and eating ass.🥴😁😆🤣

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    #28

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    Wishbone_Sloane Report

    Brian Bennett
    Community Member
    4 years ago

    Bet she didn't even notice!

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    #29

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    Brian Bennett
    Community Member
    4 years ago

    I don't do windows but I love dogs!

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    #30

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    Nxoyii Report

    Kesam
    Community Member
    4 years ago

    In today's episode of "Places not suitable for breaking up": restaurants. Join us again for tomorrow's episode: elevators.

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    #31

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    Kendra Miller
    Community Member
    4 years ago

    Librarians help a LOT of people. There is a good chance they didn't know you. They were probably ready to point you in the direction of the bathroom except you turned and left. They wouldn't have known what to do with the money so it would have been entered as a donation at the end of the day. Lastly, library accounts expire after a year and at my library are deleted after two years of inactivity, meaning no record of the original fine. It's been three years, it's time to go back and start afresh.

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    #32

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    Donkey boi
    Community Member
    4 years ago

    That's why I always make surely to cheek what I've typed before I press scent!

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    #33

    Awkward-Conversations

    BenedictBridget Report

    Evil Hornet
    Community Member
    4 years ago

    Balls of steel :D

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    #34

    Awkward-Conversations

    ohhselfcare Report

    James016
    Community Member
    4 years ago

    "Is thing on?"

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    #35

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    Raquelhinkson Report

    Buren
    Community Member
    4 years ago

    Yah Becky

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    #36

    Awkward-Conversations

    PCoryGonzales Report

    Brian Bennett
    Community Member
    4 years ago

    Guess you can consider yourself SAVED!!

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    #37

    Awkward-Conversations

    frankspicer Report

    Evil Hornet
    Community Member
    4 years ago

    dodged a bullet like a pro ^^

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    #38

    Awkward-Conversations

    mirrortraffic Report

    Libstak
    Community Member
    4 years ago

    Grill your own damn cheese

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    #39

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    Carsten Petersen
    Community Member
    4 years ago

    Well, if you get 59 out of 59 in a test, then you're not dumb ;-)

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    #40

    Awkward-Conversations

    LouiseAtLaw Report

    Luther von Wolfen
    Community Member
    4 years ago

    Same thing happened to my grandmother. She thought her son (my dad) was calling from college. It was actually some other college kid trying to call his mom. They had a nice chat before they figured it out.

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    #41

    Awkward-Conversations

    PaulSilburn Report

    Guido Pisano
    Community Member
    4 years ago

    imagine if there was a plot twist...

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    #42

    Awkward-Conversations

    tazmin04099585 Report

    Narwhal Blast
    Community Member
    4 years ago

    You should be careful with soup too. You can spill it all over you.

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    #43

    Awkward-Conversations

    LadyResourceful Report

    Chinmayee Kalghatgi
    Community Member
    4 years ago

    When i saw the name Stan my brain.exe stopped working and i read satan

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    #44

    Awkward-Conversations

    lilyannatrnr Report

    Davo gifman
    Community Member
    4 years ago

    Well let's hope this story comes to mind if he ever asks you to marry him.

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    #45

    Awkward-Conversations

    MNorman87 Report

    Beck
    Community Member
    4 years ago

    So many muffin atories!

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    #46

    Awkward-Conversations

    UnkieGrumpy Report

    Monday
    Community Member
    4 years ago

    I did something similar....We had a second unscheduled school assembly one week (the first was because a student had died) and asked my friend group "geez who died this time?"...it was a teacher. He was murdered. We got to go home early.

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    #47

    Awkward-Conversations

    THE_Luke_Bell Report

    Brian Bennett
    Community Member
    4 years ago

    I know just seeing if you were paying attention!

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    #48

    Awkward-Conversations

    kae_mah Report

    Narwhal Blast
    Community Member
    4 years ago

    She yelled anyone, be more specific, people!

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    #49

    Awkward-Conversations

    sznvibes Report

    Narwhal Blast
    Community Member
    4 years ago

    First of all, maybe they should've started with that and secondly, please learn how to phrase, no matter your position. Not taking orders seems like a good response.

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    #50

    Awkward-Conversations

    realoverheardla Report

    MargyB
    Community Member
    4 years ago

    Not embarrassing, just true

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    #51

    Awkward-Conversations

    Sillyboneswag1 Report

    Apachebathmat
    Community Member
    4 years ago (edited)

    This is totally something I would have done but instead of walking out I’d have gone bright red and probably repeated myself In the hope they just understood

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    #52

    Awkward-Conversations

    sophiearumble Report

    Brian Bennett
    Community Member
    4 years ago

    Is drowning someone just a one time thing or a hobby?

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    #53

    Awkward-Conversations

    klenicles Report

    Marco Conti
    Community Member
    4 years ago (edited)

    How was the muffin? Was someone else petting it? Did it have glass shards in it?

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    #54

    Awkward-Conversations

    GoldCell2007 Report

    Hannah Edwards
    Community Member
    4 years ago

    Well done anyway,

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    #55

    Awkward-Conversations

    VirginiaGroover Report

    Brian Bennett
    Community Member
    4 years ago

    Sorry my names Jesus!

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    #56

    Awkward-Conversations

    trinileprechaun Report

    Brian Bennett
    Community Member
    4 years ago

    How was the rest of your week any offers?

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    #57

    Awkward-Conversations

    eunarthabossamy Report

    Foxxy (The Original)
    Community Member
    4 years ago (edited)

    Is it normal to just get into a car without actually asking if they are your ride. I have only taken an Uber twice and both times I asked if they were booked for "my name".

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    #58

    Awkward-Conversations

    weird_al_77 Report

    Brian Bennett
    Community Member
    4 years ago

    Guess you didn't see me running behind you the first 10 yards!

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    #59

    Awkward-Conversations

    bbjk26 Report

    Wistiti
    Community Member
    4 years ago

    It is still a very nice gesture. I would have appreciated it.

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    #60

    Awkward-Conversations

    twt_Nazrul Report

    Satan Laughs
    Community Member
    4 years ago

    Don’t believe this one for a second, Brandon.

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    #61

    Awkward-Conversations

    envyadams Report

    Brian Bennett
    Community Member
    4 years ago

    Guess there was no mirror!

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    #62

    Awkward-Conversations

    DudesTakingL Report

    Mihai Mara
    Community Member
    4 years ago

    That's what posting a random picture, with no context, gets you

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    #63

    Awkward-Conversations

    CBMSt1 Report

    Samantha Lomb
    Community Member
    4 years ago

    Poor prof. I hope he at least sent a follow up to find out about what. And its still better than the ones who email the night before the exam because they either a) missed all the classes, or b) understood nothing and think they can learn everything to pass in the next 6 hours.

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    #64

    Awkward-Conversations

    catboxjellyfish Report

    Hannah Edwards
    Community Member
    4 years ago

    I’m not not licking toads.

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    #65

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    nikkiolas Report

    Zedrapazia
    Community Member
    4 years ago

    You gotta throw the plate in his heartless face, honey, he definitely deserves it.

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    #66

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    "Scammer tried to scam 20 random people at once"

    reddit.com Report

    Satan Laughs
    Community Member
    4 years ago

    Anyone know a way to annoy them back? Please share.

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    #67

    Awkward-Conversations

    SnarkingtonPost Report

    Brian Bennett
    Community Member
    4 years ago

    I would have took them and sell dem!

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    #68

    Awkward-Conversations

    mcostilla2010 Report

    Brian Bennett
    Community Member
    4 years ago

    Oh sir welcome to the dumbest human being alive group there are thousands of member!

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    #69

    Awkward-Conversations

    syahoram Report

    Caro Caro
    Community Member
    4 years ago

    We all need a hug after visiting the dentist.

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    #70

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    bobabinch Report

    Rijkærd
    Community Member
    4 years ago

    This mom knows her me time is her me time...no f***s given.

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    #71

    Awkward-Conversations

    jeffreyd Report

    Brian Bennett
    Community Member
    4 years ago

    This comment is hidden. Click here to view.

    Honey , you don't have a leg to stand on!

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    #72

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    YoyoSthlm
    Community Member
    4 years ago

    Who uses a cup to wash your mouth after brushing your teeth? Everyone uses their hands I thought

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    #73

    Awkward-Conversations

    NinaHK Report

    Mazer
    Community Member
    4 years ago

    Sad to say, not an uncommon call. 2nd only to raccoons casing your home

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    #74

    Awkward-Conversations

    BrittanyPack1 Report

    YoyoSthlm
    Community Member
    4 years ago

    Well she could have told you

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    #75

    Awkward-Conversations

    Skelly401 Report

    Marco Conti
    Community Member
    4 years ago

    Was the answer "Still a virgin"?

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    #76

    Awkward-Conversations

    TenMinJokes Report

    Narwhal Blast
    Community Member
    4 years ago

    Sounds like they were performing a self exorcism...

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    #77

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    Roxy Eastland
    Community Member
    4 years ago

    I thought you were going to correct them because the idea there was a predicted end to the world in 2012 is not true anyway.

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    #78

    Awkward-Conversations

    moondonggyu Report

    elloelloello
    Community Member
    4 years ago

    New York City

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    #79

    Awkward-Conversations

    GeorgeTakei Report

    Laura Mende (Human)
    Community Member
    4 years ago

    And they discuss about this process, because the man with the new heart is a convict. He stabbed lots of people. And now they discuss if he is a guinea pig for a operation nobody else ever made.

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    #80

    Awkward-Conversations

    Kateleeex Report

    Brian Bennett
    Community Member
    4 years ago

    I bet Hammy just loved it!!!!!!!!!

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    #81

    Awkward-Conversations

    noahforchange Report

    Caro Caro
    Community Member
    4 years ago

    Is Helen the boss of the cul-de-sac BBQ? Do all the neighbours have to listen to Helen? Brittney did that to Caitlin because Caitlin's mother (Helen) is so controlling that she (Caitlin) became the bully of the cul-de-sac.

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    #82

    Awkward-Conversations

    poshkev1963 Report

    NotTodaySatan!!
    Community Member
    4 years ago

    This is confusing. If it wasn't on when they got on it, how did they run "up" a moving escalator?

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    #83

    I Got The Burrito

    zeamp Report

    Sue Grigg
    Community Member
    4 years ago

    Tip to single guys: This is creepy and every woman would be creeped out by it.

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    #84

    Awkward-Conversations

    Sinead_Hen Report

    Satan Laughs
    Community Member
    4 years ago

    Don’t believe this.

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    #85

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    Dodo
    Community Member
    4 years ago

    Honestly, this is my go-to technique for cheek kissing.

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    #86

    Awkward-Conversations

    lovehentai Report

    (T)reacherou(S)
    Community Member
    4 years ago

    That was rude!

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    #87

    Awkward-Conversations

    2earsandaheart Report

    Satan Laughs
    Community Member
    4 years ago

    Am I on crack or is this a duplicate?

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    #88

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    Michael Gore
    Community Member
    4 years ago

    Duplicate!? That’s it. Where is the editor.

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    #89

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    envyadams Report

    Roots & Wings Boutique
    Community Member
    4 years ago

    duplicate.

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    #90

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    Satan Laughs
    Community Member
    4 years ago

    Duplicate!? That’s it. Where is the editor.

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