Awkward

Advertisement
cringe Awkward relationships thirsty dating - 948741

Desperate Dude Doesn't Care That This Girl Is Only Into Chicks, He Needs a First Date

Girl live-tweets extremely entertaining and awkward date with old man she meets through OkCupid Dating Service.

Girl Live Tweets Cringe-Soaked Date With Old Man She Met On OkCupid

Advertisement
tinder cringe Awkward dating - 9033624320

Fail fail fail fail and fail

FAIL cringe Awkward texting dating - 1306117

These Cringe-Inducing Conversations Are Guaranteed to Leave Your Skin Crawling After Reading Them

Girl tweets her boyfriend's terribly misspelled text message thread and it goes viral instantly.

Girl Tweets Her Boyfriend's Hilariously Misspelled Text Message Thread and It Goes Viral Instantly

Advertisement
sports cringe Awkward Kiss Cam dating - 76922881

Is There Anything More Awkward Than Watching People Get Pressured by a Kiss Cam?

Guy gets rejected in terribly brutal manner, and goes viral after the conversation is shared on Twitter.

Guy Goes Viral After Getting Rejected In Most Savage Way Possible

girl-insults-guy-for-no-reason-in-flirt-attempt-and-things-get-real-awkward

Girl Texts Guy Insult in an Attempt to Flirt, and Ends up Getting Stonewalled after Some Serious Awkwardness

Advertisement
Awkward fapping forever alone roommates sketch Valentines day Video voting-page - 33851905

Forever Alone This V-Day? We Know What You'll Be Doing

flirting cringe Awkward Video - 57118977

James May of "Top Gear" in His Most Awkward Moment of Flirtation

Awkward boyfriend justin bieber mixtape voting-page - 6344670208

Awwwwkward...

Advertisement
The Brickyard in England Wants to Help with Your Terrible Tinder Date

The Brickyard in England Wants to Help with Your Terrible Tinder Date

Awkward texting hiding - 74856449

When You're Ignoring Someone's Text But They See You In Public

Guy tries to make another girl jealous through texting conversation by pretending that he has a girlfriend and it backfires.

Idiot Pretends to Have Girlfriend to Make Another Chick Jealous and It Backfires Horribly

Advertisement
Ten guys that are forever banished to the status of being in the friendzone with their crushes.

10 Dudes Forever Banished to the Blue-Ball Confines of Friendzone Hell

Awkward date hover hand - 7960735232

Maximum Hover-Hand