Three Hilarious Jokes about Writing Letters to Loved Ones

Pedro Marrero
Oct 29, 2020
11:40 P.M.

Writing letters to our loved ones is a custom that is gradually disappearing since we continue to develop faster and easier ways to communicate, but this practice leaves room for all kinds of hilarious situations.


An old man lived by himself and wanted to take on a gardening and food-growing project that he couldn’t get done himself since it involved very hard work that his elderly body could not accomplish anymore.

The only person he could imagine could help him dig his potato garden was his son Jesse, since he was always up to lend the old man a hand. The problem was that Jesse happened to be in prison, so all the old man could do was writing him a letter.

A middle aged man writing a handwritten letter on a desk. I Image: Pixabay.

A middle aged man writing a handwritten letter on a desk. I Image: Pixabay.


“I won’t be able to plant my potato garden this year. I’m just getting too old to be digging up a garden plot. If you were here, all my troubles would be over. I know you would dig the plot for me. Love Dad,” the desolated man wrote.

A few days went by until a letter from Jesse was delivered by the mailman one morning, with the convicted son urging his old father not to dig up the garden, since he had buried “the bodies” right there.


On the next morning, the federal police showed up at the poor old man’s home to dig up the entire backyard, but no bodies were found, leaving the officers nothing to do but to apologize to the old man and leave him alone.

Later that same day, the old man received a second letter sent by his son from prison, and he had some words of gratitude to reveal the smart thinking behind what he had just done for his father.

“Dear Dad, go ahead and plant the potatoes now. It’s the best I could do under the circumstances. Love Jesse,” the resourceful son wrote.



There was a soldier deployed overseas, very far away from his home and family, including his beloved girlfriend, to whom he had promised to marry as soon as he completed his service.

One day, the soldier learned the devastating news that his fiancée had decided to break off their engagement, growing impatient of waiting for his return, and to make things worse, she demanded him to return her photograph.


As revenge, the soldier gathered all his military friends and asked them for all the unwanted photographs of women they could give them. Then, he collected them all and sent them to his former girlfriend.

“Jane, Regret I can not remember which one is you … please keep your photo and return the others. John,” the bitter soldier wrote on a note to accompany the big bundle of photographs.



One day, a strict and old-fashioned father walks by the bedroom of his teenage son and gets surprised when he notices that the boy’s bed was nicely made and the room was unusually in order.

After giving the room a quick look, the man noticed an envelope waiting for him to open it lying on top of the pillow. Nervous about what was so important for his son to tell him that he used such a solemn way to do it, he opened the envelope.


“Dear Dad, it is with great regret and sorrow that I’m writing you. I had to elope with my new girlfriend, because I wanted to avoid a scene with Mum and you. I’ve been finding real passion with Stacy,” the letter read.

The boy continued by acknowledging his father’s disapproval of his girlfriend, and he described her as covered with piercings and tattoos, also revealing her to be much older than him.


The letter also informed the horrified father that his son and his older girlfriend were left no choice but to elope together since she was pregnant. Although the pregnancy wasn’t planned, the boy continued, “Stacy” was happy about it, and they had already moved together into her “trailer in the woods.”

If this wasn’t enough, the boy continued by telling his father that they were already dreaming of welcoming several other children, also sharing that he was about to start growing marijuana to trade with the “commune” on which he now lived.


When the man was about to collapse with the shocking “news,” he finally got to the conclusion of the note, on which the boy explained that nothing he had just written was true, and that he made it all up to show his father that there were much worse things that to be given a bad school report.

And if you still want to read another joke, click here to read this one that goes about a young couple that moved into a new community when they got very strange next-door neighbors.

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