Posts Tagged: awkward

Conversations that took a very, VERY awkward turn (46 Photos)

Jan 22, 2022 01/22/22

AWKWARD celeb encounters that give us secondhand embarrassment (35 Photos)

Dec 24, 2021 12/24/21

The Cringe, it burns us!! (30 Photos)

by: Adam

Dec 23, 2021 12/23/21

Hilarious proof of delivery pics everyone regrets exist (30 Photos)

by: Adam

Dec 19, 2021 12/19/21

Don’t care what’s happening, I want to leave (30 Photos)

by: Adam

Dec 5, 2021 12/05/21

Guy lands job interview with company that just fired him and he live-tweets the awkward meeting in its entirety

Nov 8, 2021 11/08/21

Everyone loves a sexual experience…unless it’s really F**king awkward (19 Photos)

Nov 3, 2021 11/03/21

God bless people’s most awkward family photos (30 Photos)

by: Adam

Oct 19, 2021 10/19/21

Randomly awkward moments we’ve all had and cringed through (20 Photos)

by: Adam

Aug 16, 2021 08/16/21

Love me Tinder: the CRINGIEST dating app exchanges (32 Photos)

Aug 11, 2021 08/11/21

Uncomfortable truths, as shared by the internet

Feb 16, 2018 02/16/18

Odd things that have been banned from certain places (17 Photos)

Sep 23, 2017 09/23/17

Here are the best awkward family pictures you sent into iCHIVE! (23 Photos)

Mar 29, 2017 03/29/17

People share the most embarrassing photos from their blunder years (40 photos)

Mar 27, 2017 03/27/17

How to make sex awkward in 5 words or less (20 Photos)

Mar 24, 2017 03/24/17

Bachelors reveal what questions they ask to kill awkward silence (18 Photos)

Mar 2, 2017 03/02/17

Terribly awkward interactions people have actually had with delivery guys (20 photos)

Feb 28, 2017 02/28/17

Nothing like a few pole dancers for this politician’s funeral (Video)

Jan 7, 2017 01/07/17

Former Leaf Kessel thinks the interview is about his breath (Video)

May 24, 2016 05/24/16

This Blue Jay has the most awkward interview ever (Video)

May 5, 2016 05/05/16

Come Dine With Me contestant is a bad loser (Video)

Come Dine With Me’s Peter doesn’t take losing well… (Video)

Jan 6, 2016 01/06/16

A couple’s amazingly awkward engagement photos show us all what love’s about (6 Photos)

Oct 8, 2015 10/08/15

Engagement photos aren’t for everyone (30 Photos)

by: Bob

Apr 16, 2012 04/16/12