8 XXX : the awkwardness

From awkward to happy.

imgur.com category @balboa09

Awkwardly flashing while jogging (video in comments)

imgur.com category @WeAreWonderfulNow

Awkwardly taking off her bra and panties [gif]

imgur.com category @WeAreWonderfulNow

Finally posting here for the first time after being requested more than once by your lovely mods. Enjoy my first ever gif, ignore the awkward shaking, I have no rhythm, but a lot of ass!

gfycat.com category @DasPamplemousse

Joined the wrestling team as a senior this year. My father awkwardly mentioned that men in our family might wanna think twice before doing that. I had no idea what he meant until I got the nickname "big unit" when I put on my singlet.

imgur.com category @Awkwardthrowawayyyy

It was a bit awkward interrupting their sleepover, but I know my sister prefers the 'chill' aspect anyway.

imgur.com category @IncestPornAccount

Once we got past the awkward stage things really took off with my older bro

imgur.com category @IncestPornAccount

That Awkward Moment

tumblr.com category @StepidBesterd

The communal showers on our trip were only awkward at first for mom and my sister.

tumblr.com category @lepota

My cousin had always kissed me rather longingly under the mistletoe at our family Christmas-- we always got strange, awkward looks from the rest of the family. Now that she had her own place, she invited me over for what we'd both been aching for for so m

imgur.com category @ohmyunf

"Don't look so awkward little brother. I don't want my new friends to know the truth about my 'date' to this party."

tumblr.com category @lepota

I begged my sister to wear a one-piece this summer to avoid any more awkwardness between us. I don't think she took me seriously.

tumblr.com category @lepota

When things got...awkward in our hometown, sis and I promised each other a fresh start someplace new.

tumblr.com category @lepota

That awkward moment when you catch your boyfriend fucking another woman... and he doesn't stop until he's finished.

imgur.com category @wholikespornstars

The awkward moment you notice he's crying

imgur.com category @metaphysicalfarms

Sorry (f)or the awkward hands, I just loved the lighting too much to not post

imgur.com category @_theresiaharris

Awkward [OC, B/W, Portrait]

imgur.com category @nudeartphoto

Awkward lighting, great body

imgur.com category @goodnames679

3 weeks since my co-workers found out I have a tiny cock. Still awkward, but people have stopped talking about it now thankfully

imgur.com category @[deleted]

Awkward but still so cute

imgur.com category @BedWedOrBehead

Once we got past the awkward stage things really took off with my older brother.

imgur.com category @nestwarme

Excuse the awkward hand

imgur.com category @Advisial

Awkward stance. Perfect body.

imgur.com category @iMan32

The blonde in the middle is feeling a bit awkward

imgur.com category @pepsi_next

The first kiss is always awkward

gfycat.com category @OldeEnglishOE

my neighbour saw me tanning naked today...its gonna be so awkward the next the i see her

imgur.com category @AA-suited

Apparently Soldier 76 may be D.Va's dad? That makes my D.Va post awkward now... (f) [album]

imgur.com category @myult1mateischarging

[24F 5'1" 120lbs] Screw the haters, I'm posting again! Felt good after my bath. Some pics of my lady bits too, a bit self conscious about... well all of it. Especially the awkwardly-placed birthmark.

imgur.com category @AquariusE

We haven't moved past the awkwardness of face-fucking, but my sister and I can sixty-nine all day.

imgur.com category @lemauvaisfils

This bashful bride is feeling awkward and incredibly horny [x-post r/happyembarrassedgirls]

gfycat.com category @Redhead-Gifs-Bot

When my daughter come home from college.... standing can be awkward

imgur.com category @Manimal699

Fortunately, I came across my mom and aunt hitchhiking before anyone else saw them. How awkward would it have been if someone else fucked them that night.

tumblr.com category @lepota

That awkward moment when you realize that you're sexually attracted to George Costanza

imgur.com category @treasuretrailblazer

It can be a bit awkward at times, but dad is insistent that the girl I date have all the right credentials.

imgur.com category @nestwarme

Awkward position in the FakeTaxi (x-post r/BritishPornStars)

gfycat.com category @DS_Lite

[F18] awkwardly dry humping my pillow

gfycat.com category @justwantsomelove1

Sydney Smith giving me awkward wood with her hard nips

gfycat.com category @Gsfreem

The Holidays Are Always Awkward, Especially When She Sits On Your Lap

imgur.com category @CompileEros

Despite the awkward questions, sis still wants to post on Instagram.

imgur.com category @famcondare

I love how Aubrey Plaza’s “look how weird I am” shtick is mostly just her being a cocktease while everyone pretends it’s awkward instead of hot.

gfycat.com category @johnsnap

An Awkward Confession (198138)

imgur.com category @SpiritGWalker

Awkward Moment Between Vanilla & Amy. (superbunnygt)

imgur.com category @In_Karma_We_Lust

Awkward Super Pride is awkward

imgur.com category @[deleted]

The awkward moment in a Chinese restaurant ._.

imgur.com category @mcscreams

Awkward encounter in the hallway

gfycat.com category @bitjav

Awkward satisfaction

tumblr.com category @gaysmut

I thought it would be awkward explaining the birds and the bees to my daughter, but it turned out way better than I expected

gfycat.com category @sickguyintoweirdshit

Awkward Hey (r/realasians)

imgur.com category @throwaqqount

Having to share a cramped home office was awkward right up until mom discovered my browser history.

tumblr.com category @lepota

Sex was awkward back then

imgur.com category @NippleAficionado