Dating Fails


Crazy stories from one night stands, one night stands, gross one night stands, secrets, sex, casual sex.

25 People Dish The Dirty Details Of Their Craziest One Night Stands

View List
whisper confessions about the perils of installing security cameras that you may not have considered at first

13 Hilarious Unexpected Moments Caught on Security Cameras When Fools Thought Nobody Was Looking

View List
cringe Awkward prom Video dating - 70344193

Things Get Awkward Fast When This Guy Attempts an Elaborate Promposal

View Video
Awkward girlfriend cheating dating - 86220545

Boyfriend Trusts Girlfriend With Personal Trainer, Proceeds to Get Brutally Destroyed

View Video

Probably Happens More Often Than You Think

Awkward chatting internet to catch a predator - 6320417792
Created by Unknown
Awkward texting hiding - 74856449

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

View Video
Cringeworthy stories of the worst sex that people have ever had will make you shudder terribly. | Preacher's daughter kept telling Hurt pagan boy over and over again while she laid there and refused do anything.

These 40 NSFW Cringeworthy Stories of the Worst Sex People Have Had Will Make You Shudder Uncontrollably

View List
Entertaining Tinder profiles and conversations from particularly humorous individuals into modern dating game.

Fresh Collection of 5-Star Tinder Profiles We Fell In Love With

View List

Awkward Date Moment

Awkward dating - 6832160768
Created by Ivanna Cumalot
Ten people reveal the most awkward times they've walked in on couples having sex.

People Reveal Top 10 Worst Times They've Walked In On Someone

View List
Girl live-tweets terrible first date with massive hipster douchebag that claims he looks like James Franco.

Woman Live-Tweets Horrific First Date With Massive Hipster Douchebag That Looks Like James Franco

View List

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

Via Elite Daily
20 of the most brutal rejections people have ever suffered through while on the dating app, Tinder.

20 of the Most Brutal Rejections Poor Roasted Souls Have Endured On Tinder

View List

Waiting a Few Weeks to Ask a Girl to Pay You Back For a Drink Isn't Awkward and Petty At All, Right?

funny fail image guy awkwardly asks girl to pay him back for drink he bought her weeks ago
Via @abbyfent17
girl farting during tinder date

Girl Comes Clean About Farting and Dashing During Tinder Date

View List
Aggressive texter bombards guy's phones with paragraphs | Oh shoot. So sorry did not mean send s little embarrassing My old phone didn't allow send videos and since just got this one on Thursday still trying see can do and dunno pressed scrolling through my gallery but total accident and now really embarrassed so 's best don't talk anymore ?

Woman Bombards Man's Phone With Storm Of Texts

View List

Hot Today