Heartbreak Jokes

So, to cheer myself up, I bought a puppy.

I decided to cheer myself up -- I adopted a puppy, and I've never been happier!

It’s just heartbreaking knowing he will never finish his sentence.

Dallas Morning News - A 15 year old boy was at the center of a Dallas County courtroom drama yesterday when he challenged a court ruling over who should have custody of him. The boy has a history of being beaten by his parents and the judge initially awarded custody to his aunt, in keeping with chil... read more

The funeral is heartbreaking. The poll bearers pick up the casket and are moving through the hallway of the funeral home when the casket hits a corner and opens, the body falling out. Miraculously the woman stands up, alive and well!

40 years later, the wife dies again. The funeral is heartbr... read more

Waking up and realising your phone was not charging.

I was about to propose to my girlfriend one night when my housemate Joseph barged into the room out of nowhere. He tripped and fell over, breaking a glass table with his face. Now I didn’t know Joseph *that* well - hell don’t even remember where he was from, but I managed to suppress my frustration ... read more

A flaming arrow to the chest

She was working at her second job. Teachers are among the most underpaid and undervalued people on Earth.

I decided to give her $50 for a lap dance, so I'm doing my part.

...it's heartbreaking!

"It’s heartbreaking to see their sad little faces with no hope”,said Jose age 6.

It’s called Chirpies.

What’s most heartbreaking about it is that it’s...

untweetable.

It was heartbreaking.

I blame the Heartbreakers

''It was heartbreaking to see their little faces with no hope'' said Vladimir aged 6.

The engine dies and they know they're screwed.
Looking around the cabin they find only two parachutes.

The Englishman says "I'm the richest so I should get one of them. My money can do the most for the world"

The scotsman says "my families the biggest so I should get one, there'd be... read more

A woman is pregnant in her teens...finally gives birth to two healthy twin boys. She’s young, and destitute, and knows she can’t take care of them or provide for them, and after a bit of soul searching she makes the heartbreaking decision to give the two boys up for adoption. Over the years she kept... read more

Some say that there is a magic mirror in a shopping ladies room that could grant any wish if you tell it the truth, but will make you disappear if you lie in front of it.

Once there was a beautiful brunette that found this mirror and said:

- I've been thinking a lot and I think I'm the... read more

Neither were married. John lived with their mother and Sam lived with his beloved cat.

One day, Sam learned that he had to go out of town for business. Not wanting to leave Fluffy alone for two weeks, he asked John to watch her. John agreed, and Sam brought her over a few days later.
... read more