Jizz

Probably the most awkwardly SFW submission to come out of a spam post from NSFW. [Seriously, it's pretty SFW. And awkward.]

reddit.com

So my friend works at a library, this was returned today in an Avengers case.... That's going to be an awkward phone call.

funny

Yeah, that's pretty awkward...

gameofthrones

Getting into boylesque. Taking my first pics under my stage name, Russ Strutto: The DoubleShot Entendre. Barista Burlesque :) Awkward self portraiture is awkward

ladybonersgw

As if watching sex scenes with your parents wasn't awkward enough.

comics, eddit7yearsago, eddit8yearsago

Anon is an awkward Wyoming boy [NSFW]

4chan

[M] Awkward hand is awkward.

gonewild

My "Go to" Picture for awkward text messages to friends, family, and randoms.

funny

Probably the most awkward shower of my life.

fffffffuuuuuuuuuuuu, gaaaaaaayyyyyyyyyyyy

Nominated for most awkward family photo 2013

funny, WTF, incest

Reddit decided to diagnosis me with pectus excavatum. So cheers to still (f)eeling sexy with an awkward ribcage!

gonewild

After fap ... awkward!! awkward!!

afterfapsoberthoughts

Oh wow... That has got to be awkward to give out to other people. [Picture]

teenagers

So, Grand Pabbie prophesied Elsanna… awkward moment is awkward

Frozen, Elsanna

[50/50] Woman on a subway tries to avoid watching an awkward poll dance | Elephant drowns a man by using its trunk to hold him underwater (Not-NSFW)

FiftyFifty

That awkward boner moment

funny, fresh_funny

That awkward moment

cringepics

Been so long since I've had another person's hands on me. [f]uuuuuuuu. Thanks, GW, for allowing this socially awkward chick to show off a little!

gonewild

Girl acting in a very awkward way [gif]

HappyEmbarrassedGirls, NSFWFunny, Fretton, funny, frettonpics, Hotwifecaption

[Season 1]HBO's Awkward Detective Episode 2

TrueDetective

Nothing too wild, but why not? (Awkward lighting is awkward)

GaybrosGoneWild

Being the third wheel is awkward

funny

[NSFW] When I was younger and getting to third base with a girl, I managed to turn an awkward compliment into an even more awkward moment

AdviceAnimals

As an incredibly awkward person, MRW my husband tells me to "talk dirty to him"

TrollXChromosomes

Naked & awkward by the public swimming pool

HappyEmbarrassedGirls, trashyboners

Looking a bit awkward but yay, boobs! ??

altgonewild, TopSexyPosts, BonerAlert

White lace stockings and a slightly-awkward pose

alwaystheshyones, RedditsNSFW

Awkward 'handshake'

3Blue1Brown

Probably too awkward and dorky to be a hotwife...but that’s my naughty resolution this year, wish me luck ? [32F]

gonewild, HDPornGif, JustTheTop

Might go to a bar or two tonight...a rare event for me! But knowing me, I’ll probably end up sitting awkwardly in the corner with my mojito, staring at my phone [32F]

gonewild, HDPornGif

Awkward Hand But Cute Face

randomsexiness

No makeup and just got an awkward sunburn a couple days ago [f]

PetiteGoneWild, u_Xerekinha

Public bathroom selfies getting awkward

HappyEmbarrassedGirls, April_ONeil, u_allneilysfault

So I got this and it (F)eels awkwardly nice

buttplug, onmww, redheadxxx, redheads, Beautifullips, theratio, AssVsBoobs, throwaway855836

I texted a shirtless selfie to my boss a couple years ago. I still feel sick in my stomach when I think about it. And it's still awkward around him at work wondering If he think I like him or something. [NSFW]

cringepics, OopsDidntMeanTo

This lingerie fits me kind of awkwardly, but I still think I look pretty cute ? (f)

adorableporn, MSMD, u_jlouis6919, u_buttman1313, u_throwaway53115

awkward desi boobs part-1, If you don’t think these 3 pics not weird boobs then Like or Reblog :) Let me know how many of you have bad taste, means all you want big boobs to play :)

boobs

Who likes awkward alt women??

altgonewild, Sexsells, bigonewild

My [f]irst post, hoping you guys like it. It's an awkward angle I know sorry!

PetiteGoneWild

Why am I so awkward when I take pictures.. [F]

altgonewild

Now THAT'S what you call an awkward car ride home.

badwomensanatomy

Awkward gay boy to bimbo queen [TG]

bimbofetish

Awkward pose on Sundays

blackchickswhitedicks, BadDragon, smallboobs, GayGifs, BrookeWylde, LipstickBlowjobs, BoobGap, AfroQueens

my cat was going real fast right before I did my awkward "I'm naked" dance, good morning!

RealGirls, GayWoman, u_jojortc1, PetiteGoneWild, u_cooked_sassafras, u_jaytee356, u_alexfunes72, u_nimblybimbly436, u_Anonmre012

Awkwardly smiling as I facialize her!

NSFW_Tributes

The awkward geek girl of your class hides some nice features (oc)

BiggerThanYouThought, OnOff, fortyfivefiftyfive, u_Dadapapa048, u_Zealousideal-Milk836, u_jaytee356, Nsfw_Amateurs, RealGirls, hotrawsex, u_Donaukinder99, u_meliodaszafrado, Bestboobsreddit, NerdyHotness, u_bootymuncher4lyf

I'm not a selfie master. I've tried a lot of popular poses, but 99% of the photos make me look awkward.

Nudes, u_Vados921, bodyperfection, u_DarthArcher

21(f) here I am awkwardly getting naked again hehe

gonewild, u_nimblybimbly436

Hugging becomes pretty awkward because my boobs reach the person before my arms do

BiggerThanYouThought, boobs, u_Meki_DG