That awkward moment when...

[bulbaquil]

That awkward moment when you are doing a bedlam job in Whiterun, and:

(1) Irileth comes up to you as you're stealing from Dragonsreach because you haven't triggered that in "Before the Storm" yet.
(2) you steal four bottles of Black-Briar Mead from post-Dampened Spirits "Honningbrew" Meadery to finish the bedlam job, sell them off (along with your other stolen goods) to Mallus Maccius, WHOM YOU JUST STOLE THEM FROM, then turn back around and buy the four bottles of mead legitimately from him.

 

[SGT_Sky]

that awkward moment when you realize you've been running around naked (the villagers said something/wont stop staring) because you didn't put your clothes back on after your werewolf transformation ran out.

 

[Skyrim]

The awkward moment when Farkas gets you killed because he forces you into conversation in the middle of a fight. -_-

 

[bulbaquil]

That awkward moment when the penniless, previously-robbed Dunmer farmhand in Riften gives you two emeralds, a flawless ruby, a flawless amethyst, and a flawless garnet as a reward for returning his not-particularly-remarkable bow. Ahh, rewards.

 

[aftersh0cks]

The awkward moment when you've accumulated 15 quests and haven't been doing any of them.

 

[The Phoenician]

That awkward moment around the end of the House of horrors quest your wife ask why you are beating an defenseless man. And about half way through your explanation about the talking house telling you to and you think your going to get a bad-ass mace after your done you finally realize how insane you must sound but press on with the story anyway.

 

[aftersh0cks]

The awkward moment all the guards of Whiterun are walking around, almost completely naked and unarmed ... and they have no idea they are.

 

[imaginepageant]

That awkward moment when you find this note laying on a table in the Ragged Flagon...

Delvin,

Master of sneaking, huh? If I ever catch you trying to sneak a peek at me while I'm bathing in the lake again, I'll cut off your most valuable asset.

Vex

 

[bulbaquil]

That awkward moment when you find this note laying on a table in the Ragged Flagon...

Yeah. I saw that note and I'm pretty sure I literally laughed out loud.

 

[Skyrim]

The awkward moment when Ysolda goes on about me marrying some witch (House of Horrors quest) even though I'm already married to her.

 

[Pete]

That awkward moment when your sneaking around in Arcadia's Cauldron in the middle of the night, she isn't there, yet you can her her voice droning on about making & selling potions.

 

[Dupre]

That awkward moment when a dragon spawns 2 feet in front of you on the ground. Just minding my own business and a chasing a courier when a dragon decides to spawn, followed by a giant falling out of the sky.

 

[imaginepageant]

That awkward moment when you break into Horgier's house in Dragon Bridge and find his wife cooking in her undies...

...and some guy who isn't Horgier eating at their table.

 

[Uther Pundragon]

When you are skyrocketed by a giants club and you realize your dream of space flight is about to happen, then reality sets in and you fall to your death.

 

[Vinz]

That awkward moment when you feel like a demigod after killing elder dragons, dragon preists, dremoras and what not and then get your ass handed out to you by a couple of cave bears

 

[SGT_Sky]

That awkward moment when you break into Horgier's house in Dragon Bridge and find his wife cooking in her undies...

...and some guy who isn't Horgier eating at their table.

lol

 

[bulbaquil]

In the Fort Neugrad prison, you pick up the loaf of bread near the chest the newly-freed Stormcloak prisoners take their armor and weapons out of, and then immediately hear one of them say "We're running out of bread. I hope the supplies get here soon."

 

[Uther Pundragon]

When are you surrounded by enemies and you yell, "Allright #%@&%$#! Let's rock! Werewolf transformation begin!", only to realize you can't... because you already used the power for the day.

 

[Skyrim]

The awkward moment when Skyrim takes a minute to load... That's what I get for playing it on Xbox.

 

[stagnant94]

lol, the dude above has got the best username, how did no one else get that first?