Awkwardness Jokes

I have a dog named Syndrome.

But it gets kinda awkward when he jumps on someone and I have to shout, "DOWN SYNDROME!"

What’s one thing you can say during a family dinner and in bed?

"Where are the kids?"

Hey there little mister, I'm dating your sister.

Why does nobody talk to the letter G?

Because it's always in the middle of awkward!

What is the most awkward moment when Helen Keller is playing pin the tail on the donkey?

Her friends aren’t sure whether to blindfold her.

What's worse than ants in your pants?

Your uncle.

A woman is lying in bed after making love to her lover. After a moment, she starts to roll over, and in the process, she realizes that the spent condom is still inside her.

Worried, she wakes up her lover. She asks, “What should we do about this?” To which he replies: “Who was it?”

Son: Dad, I had sex for the first time.

Dad: Would you like to talk about it?

Son: Sure.

Dad: Sit down and let's talk about it.

Son: I can't, my butt hurts.

That awkward moment when a fat kid says, “That’s how I roll.”

Dentist: Open up, sir.

Me: So... I hate my life, my family, my sisters, my dog, my cat, and I tried to take a bath with my toaster, but my dog took it. That's why I hate my dog. And my cat died trying to chew my rope; it choked... Yea.

Dentist: I... meant your mouth... so I can clean your teeth.

Me: :O Ohhhh, my bad.

Dentist: Do you need help??

Me: Yep.

Dentist: ...

Me: ....

My mate caught me sniffing his disabled sister's knickers the other day. It wouldn't have been so bad, but she was wearing them at the time. It made the rest of the funeral so awkward.

Stop it! What if a blind person sa- oh wait, never mind, carry on.

One time I went to high-five someone. I've been left hanging ever since.

Best friend *holds a sign up that says "what gender are you?"*

Me: Uh, male?..

Best friend *then unfolds paper so it reads "what gender are you attracted to?"*

Me: You silly goose.

*Silence for like three seconds*

Me: Still male though-

An emo tried to give me a high five...

I left him hanging.

I tried phone sex once. But the holes were too small.

My uncle and I have somewhat of an awkward relationship. At times I find him a bit hard to swallow.

My friend is upset with me because I sniffed his grandmother's nickers. Not sure if it was because she was still wearing them or if it was because the whole family was watching. Either way, the rest of her funeral was really awkward.

You know what's the most awkward situation in the world? A rapper with erectile dysfunction.

That awkward moment when you thought the guy was a pretty good magician, and only then realize he simply suffers from leprosy.