I've been contemplating posting this since it may fall under a few other categories but I decided screw it and do it anyway.
Here are a few of mine to get it started...
That awkward moment when...
You answer an easy question out loud wrong and everyone death stares you.
You curse in the hallway while having a discussion and the teacher walks by at the time and scolds you.
When you say something contrary to a group discussion and everyone goes silent.
Can you think of a few?

When you look up a place in the phone book and call them about the vintage turret fixtures in their scrap dumpster and they think you're weird and won't give them to you (Understandably)
Same at scrap yards

When you say something you shouldn't have/let something slip

I'm sure I can think of more...give me a bit

You do something rediculously stupid in front of your crush.

-When you are about to email the city council about removing a fixture from a building that is going to be demolished.

When you about to take a picture of a lantern/light bulb and a girl gives you funny looks

Not awkward for me but a guy was trying to chat up my girlfriend and she said she was with her partner (me) and he basically dissing me for 5 minutes before hand

When I lift up an empty glass that I think is full of water and I feel super strong for a split second.

When I go to bed and my phone dings with a text the moment I shut my eyes.

When I go to pee in a urinal and someone walks up to the urinal right next to me and begins making conversation with me.

When I begin fixing a complicated recipe and realize that I'm out of a crucial ingredient halfway through the process and have to go back to the store.

When I cussed in front of a young child after I dropped my phone in the pool.

When I hit send on a text message and realize I have a misspelled word right after it sends.

When I get a haircut or go to a restaurant and realize I don't have enough single dollar bills to leave a tip.

life is one big awkward moment... yes i am partially being a smartass, but in a way... it is true

for me anyway... lmao

Yeah, sometimes I feel like it's one awkward moment after another for me too    I'm a little awkward in some ways, but it's who I am haha!  

Not only will I feel super strong for a split second, I also feel confused when I forget that my glass is empty.  I was one of the few college students who went to bed before 1 a.m. and didn't check his phone overnight.  A lot of my friends had a whole other late night life of studying or partying while I was dreaming away in my bed  I have a strong pee stream, and I don't have perfect aim, so distracting me while I'm peeing could be a messy situation.  I have a lot of bathroom awkward moments...  Nothing worse that preheating the oven and cranking up the gas stove and then having to hustle back to the crowded grocery store just for a bottle of vanilla extract or confectioner's sugar.  I try not to cuss too often, but dropping my phone in the pool was extremely frustrating and surprising for me.  It fell out of my pocket when I bent over to feel the water temperature. Some kid learned a new word when I dropped my phone in the pool.  I felt so guilty and ashamed to have introduced innocent ears to the colorful world of profanity.  I even get embarrassed when I misspell a word in a text to one of my best buddies.  I'm a bit of a perfectionist and I don't like making mistakes, especially in front of my friends.  I really don't like to look like I'm being cheap, so it's always super awkward to show up without a few singles to leave a tip.  I'm really bad with remembering  names, but I remember faces, so it's an ongoing awkward problem for me to say hi to someone I've met before and have to ask him or her their name again.  I wish I had a special pair of glasses that tagged everyone with their names like in Facebook, that would help me learn names LOL!

Yeah, I'll admit it, I am an awkward guy sometimes, but it's who I am  

Walking up to someone I think I know and talking to them only to find out they're a stranger who looks exactly like one of my buddies.

When I pick up the phone for a telemarketer call and I cannot tell if it's automated or a real person.

When I break wind in the pool, the bubbles make it so obvious

When I talk to a girl and have to do my best to maintain eye contact

When I'm friendzoned

I could think of lots more...

I'm sitting in a quiet room and my empty stomach starts growling, loud!  Anyone who can hear can tell I'm starving.  There's no stoping my growling tummy until I get some food.  It's obnoxious, yet a little bit funny!

When I'm talking on the phone and I press mute or hold by accident, or the Bluetooth from the car picks up on the phone from inside the house.

MisJudge a turn and run my bike into a power pole, I tend to be lucky as I do not get hurt when I pull crap like this so it ends up being awkward rather than painful

That's good that you can walk that off, Owen.  I popped a bike tire by accident when I tried to add air.  Totally awkward because it was LOUD. I was afraid people in my apartment building would think I had shot a gun.  I was without a bike for a week until I got a new tire.

That sucks lol, I'm used to walking however I prefer a bike since it's speedier I'd hate to blow out a tire

That sucks lol, I'm used to walking however I prefer a bike since it's speedier I'd hate to blow out a tire

Flat tires are no fun.  I hit a curb and got a flat tire one time in my car.  At least I was able to put on the spare and go to the tire store the next day to get a new, matching Michelin. 

When I sniff the air in the tire shop to enjoy the smell and you look like a dork.

When I am watching a movie and my parents walk in during a blast of profanity and the remote is out of reach.

When I order a beer when everyone else wants to order a coke or a sweet tea.

When I make a pained expression on my face as I calculate in my head how much to tip at a restaurant.

When I jump up on a bicycle seat quickly and sit on my nuts the wrong way, ouch.

When I send an email and then recognize a typo 5 seconds after clicking send.