Funny Prank Letters

$4.99

Our funny prank letters are the perfect way to add humor to someone’s day. With a variety of prank letter options to choose from, you’re sure to find the ideal message to suit any occasion. At a time when digital communication dominates, receiving a physical letter can be a delightful surprise. Free shipping anywhere in the U.S.A. and 100% anonymous.

Unlike our competitors, this funny prank letter does not look like junk mail. We will send a professionally created, funny prank letter printed on standard letter-size paper. Your mail prank is shipped USPS First Class using a high-quality security envelope so the recipient cannot see through. We also hand-write the address to further confuse them.

See Available Funny Prank Letter Excerpts >>

  • Not-so-nice funny letters
  • Nice, funny prank letters
  • 100% anonymous
  • Hand-written address
  • 200 – 600+ words
  • Personalized
  • Additional stickers
  • Optional prank power

Each funny prank letter has 200 to 600+ words, begins with “Dear [recipient’s name}, and is signed anonymously unless you choose to take credit. Our funny prank letters contain no vulgarity. They are a light-hearted and humorous way to convey your point or tell someone they are loved. There are also several options to take your funny prank letter to the next level.

All you have to do is provide us with your name and address, and we will take care of the rest discreetly and anonymously.

Best Pranks By Mail free shipping service.

Pick a letter, any letter *

Recipient Name

If left blank, we will make it generic. Example: (Dear Cheating Boyfriend,)

Sender’s Name

If left blank, we will sign “Anonymous.”

Add a custom sticker

Add a sticker to the outside of the envelope

Add more prank power?

Take your funny prank letter to the next level

How did you hear about us?

Will be added to your letter.

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More Prank Power Options

More prank power confetti options by Best Pranks By Mail.

Available Funny Prank Letters

“Not-So-Nice” Letter Excerpts

TEST
Always Late (Excerpt)

(280+ words)

Dear [Name],

I hope this letter finds you… Oh wait, you’re not here yet. Surprise surprise!… It’s like your watch is set to a different time zone or you’re on a mission… However, I do have a few suggestions that might help you improve your punctuality game. First, try setting your alarm a little earlier. It’s a radical idea… we can’t wait to see you bright and early (or at least, not too late) tomorrow.

Sincerely,

Everyone

Annoying Coworker (Excerpt)

(260+ words)

Dear [Annoying Coworker],

I hope this letter finds you well, although I suspect it won’t since you seem to always be in a foul mood. Maybe it’s because you wake up on the wrong side of the bed every day, or maybe it’s because you have a permanent wedgie… But fear not, for I have a solution that just might solve all our problems. How about you take a vacation? A nice, long one. Say, six months or so?… maybe a little time off will do wonders for your mood and you’ll come back to work as a changed person.

Sincerely,

Everyone

Bad Breath (Excerpt)

(280+ words + includes a stick of gum)

Dear [Name],

I hope this letter finds you well, and I hope you don’t mind if I get a little personal here. You see, I couldn’t help but notice that your breath smells like a hot garbage dump… But fear not, my friend! I have a few solutions that might help you combat this stinky problem. First… And hey, if all else fails, maybe you can embrace your bad breath and start a new trend. Who knows, maybe stinky breath will be the next big thing.

Sincerely,

Everyone

Bad Haircut (Excerpt)

(218+ words)

Dear [Bad Haircut],

I hope this letter finds you well, even though I can’t help but notice that your hair seems to have taken on a life of its own…And let’s talk about that fringe situation. It’s like a wall of hair blocking your forehead, almost as if you’re trying… eventually, or at least find a job as a scarecrow. Either way, I’ll be here to support you (and your hair) through it all.

Sincerely,

Everyone

Bad Taste in Men (Excerpt)

(270+ words)

Dear [Bad Taste in Men],

I hope you’re doing well and that you’re ready for some tough love. You know, like when your best friend tells you that you have spinach in your teeth and you want… I’m not trying to be mean or anything, but let’s be real. The last guy you dated was so unreliable that he made the weather look consistent… Anyway, thanks for listening to my rant. I hope you don’t hate me too much, and that you find the perfect guy (or cat) someday.

Sincerely,

Someone Who Cares

Body Odor (Excerpt)

(225+ words)

Dear [Body Odor],

I hope you’re doing well, but I can’t help but notice that there seems to be a bit of a funk following you around lately… Now, I’m not saying you need to start bathing in perfume, but maybe consider taking a few extra minutes in the shower and… In all seriousness, though, I do care about you and I don’t want your body odor to affect your relationships… Thanks for taking the time to read this letter, and I hope we can work together to keep things smelling fresh.

Sincerely,

Someone Who Cares

Cheating Boyfriend (Excerpt)

(245+ words)

Dear [Name],

I hope this letter finds you well, although I suspect it won’t because karma has a funny way of catching up with people who do… I mean, who needs trust and honesty when they can have deceit and betrayal… But don’t worry, I’m not mad. I actually find your lack of integrity quite amusing. It’s like watching… In all seriousness, I just wanted to let you know that even though you’re a cheating scumbag, I still wish you the best (kind of)…

Sincerely,

[Your Ex Who Deserves Better]

Cheating Girlfriend (Excerpt)

(205+ words)

Dear [Name],

I hope this letter finds you well, but judging by your recent behavior, I suspect it probably won’t. I mean, who knew being… while you were busy playing “two truths and a lie” with me and your other partner(s), I was busy playing “two middle fingers and a goodbye”…don’t worry, I’m not mad. In fact, I find your cheating antics quite comical… may your future partners be able to keep up with your web of lies.

Sincerely,

[Your Ex Who Deserves Better]

I'm Pregnant (Excerpt)

(265+ words)

Dear [Name],

I hope this letter finds you well, and by the time you finish reading it, I hope to have given you quite the shock. Are you sitting down? Good, because… Okay, here it goes… I’m pregnant! I know, I know, it’s a shocker. I couldn’t believe it myself when… I hope you’re as thrilled as I am. But then again, maybe you’re not. Maybe you’re thinking… a terrible prank to play on someone. But I couldn’t resist. I’m sure you’ll forgive me eventually… You’re truly one of a kind, and I’m grateful to have you in my life.

Sincerely,

[Name]

And again, I’m not pregnant.

Lottery Ticket (Excerpt)

(235+ Words + Fake winning lottery ticket included.)

Dear [Name],

I hope this letter finds you well and not too annoyed at receiving a random lottery ticket from me… you’re thinking: “Great, now I have to waste my time scratching off this thing just to find out that I didn’t win anything… I had a dream last night that you won the lottery and bought me a yacht. And let me tell you, it was a really nice yacht. It had a hot tub, a built-in bar, and… Maybe you’ll win big and we can split the winnings 50/50 (or you can… scratch away and let’s hope that dream of mine becomes a reality. And if not, well, there’s always the option to sell a kidney on the black market.

Sincerely,

[Your Name]

Mean Boss (Excerpt)

(230+ words)

Dear [Name],

I hope this letter finds you in good health and not hovering over your employees like a vulture waiting to pounce on any mistake… with a spoonful of sugar instead of vinegar. You know, like Mary Poppins taught us… Jokes aside, I do want to address the fact that your behavior has been affecting the morale and productivity of the team. It’s hard to focus… Thank you for your attention to this matter, and I hope to see a kinder and gentler version of you soon.

Sincerely,

Everyone

“Nice” Funny Letter Excerpts

TEST
Best Friend Ever (Excerpt)

(280+ words)

Dear [Name],

I hope this letter finds you in the midst of some epic adventures or maybe just snuggled up in your favorite cozy spot… your contagious laugh, you never fail to brighten my day. And let’s be honest, sometimes I laugh so hard my stomach hurts… But it’s not just your humor that makes you such a great friend. You’re also incredibly thoughtful and caring. You always seem to… You’re the kind of friend that everyone needs in their life – and I feel so lucky to have you in mine.

Lots of love and laughter,

[Name]

Happy Birthday Male (Excerpt)

(295+ Words)

Dear [Name],

I heard it’s your birthday, which means it’s time to party like it’s 1999! Or, in your case, party like it’s 1899, am I right? Just… I have to admit, I was a little nervous about writing this birthday letter to you. After all, you’re a pretty tough guy, and I didn’t want to say anything that would… In all seriousness, you’re an amazing man who has accomplished so much… don’t forget to blow out your birthday candles, or you’ll be one year older for every candle you leave burning!

Sincerely,

[Your Name]

Happy Birthday Female (Excerpt)

(290 words)

Dear [Name],

Happy birthday to one of the most amazing women I know! You are an inspiration to us all, and I’m honored to call you my friend. And, let’s…I won’t mention how old you are today, because I’m pretty sure that’s a felony in most states. But, let’s just say you’re old enough… But in all seriousness, you are an incredible woman who has accomplished so much in your life, and I know you will continue to…So, grab a glass of wine (or a bottle, I won’t judge), put on your party hat, and get ready to celebrate another year…

Happy Birthday my friend,

[Your Name]

I'm Pregnant (Excerpt)

(265+ words)

Dear [Name],

I hope this letter finds you well, and by the time you finish reading it, I hope to have given you quite the shock. Are you sitting down? Good, because… Okay, here it goes… I’m pregnant! I know, I know, it’s a shocker. I couldn’t believe it myself when… I hope you’re as thrilled as I am. But then again, maybe you’re not. Maybe you’re thinking… a terrible prank to play on someone. But I couldn’t resist. I’m sure you’ll forgive me eventually… You’re truly one of a kind, and I’m grateful to have you in my life.

Sincerely,

[Name]

And again, I’m not pregnant.

Lottery Ticket (Excerpt)

(235+ words + Fake winning lottery ticket included.)

Dear [Name],

I hope this letter finds you well and not too annoyed at receiving a random lottery ticket from me… you’re thinking: “Great, now I have to waste my time scratching off this thing just to find out that I didn’t win anything… I had a dream last night that you won the lottery and bought me a yacht. And let me tell you, it was a really nice yacht. It had a hot tub, a built-in bar, and… Maybe you’ll win big and we can split the winnings 50/50 (or you can… scratch away and let’s hope that dream of mine becomes a reality. And if not, well, there’s always the option to sell a kidney on the black market.

Sincerely,

Everyone

Mother's Day (Excerpt)

(300+ words)

Dear [Mom],

Happy Mother’s Day! I hope this letter finds you well, and not too exhausted from keeping up with your favorite child (that’s me, by the way). Today is a day to celebrate all the amazing things you do as… Whether it’s a missing sock or a long-lost remote, you always seem to know exactly where it is. I’m convinced that you have some sort of sixth sense or… You can deliver a lecture on the importance of good hygiene or the dangers of procrastination with the conviction of a seasoned… You make me laugh, you make me proud, and you make me grateful to have you in my life. I hope this day is filled with all the love and laughter that you deserve.

Love always,

[Your Name]

My Lobster (Excerpt)

(300+ words)

Dear [Name],

I just wanted to let you know that you are my lobster. Yes, you heard that right. My lobster. You know, like how Phoebe explained it on Friends – lobsters mate for life, and we are clearly meant to be together forever… just how to cheer me up when I’m feeling down, and you are always there to lend a listening ear or a shoulder to cry on… And let’s be real – who wouldn’t want to be a lobster? They get to live in the ocean, hang out… we can always start our own lobster farm and live out our days together in crustacean bliss. I’ll bring the melted butter…

With all my love and lobster-like affection,

[Your Name]

Secret Admirer (Excerpt)

(600+ words)

Dear [His/Her Name],

I’m not sure where to begin, so I guess I’ll start with the truth: I’ve been watching you for a while now (in a totally non-creepy way, I promise)…I swear, you made it look like a scene out of an action movie. How do you do that? Teach me your ways! And don’t even get me started on your…what are the odds that we both love the same artificially salty, deliciously crunchy snack? It’s fate, clearly. And then there’s the way you drink…is that you’re basically a superhero in disguise, and I’m just lucky enough to have noticed. I mean, what’s next? Are you going to reveal…all this admiration, I can’t keep this secret…Just kidding, this is all a prank! But hey, I hope it made you smile, because you really are that incredible (even if I did make up…

Stay awesome and keep being your amazing self,

Your (Not-So) Secret Admirer

P.S. If you catch someone grinning like a fool the next time we cross paths, that’s probably me. Or maybe it’s someone else…

To My Husband (Excerpt)

(295+ words)

Dear [Name],

As I sit down to write this letter, I can’t help but chuckle at the thought of all the silly things we’ve done together over… I know we’ve had our fair share of ups and downs, but through it all, your humor and wit have never failed to brighten my day… But in all seriousness, I’m grateful for everything you do for our family. You work hard to provide for us and… So here’s to you, my funny and sometimes goofy husband. Thank you for always…

I will always love you,

[Your Name]

To My Wife (Excerpt)

(250+ words)

Dear [Name],

I hope this letter finds you in good spirits and with a smile on your face! I just wanted to take a moment to express my love and appreciation for you, my amazing wife… Firstly, I have to commend you on your excellent taste in men. You really hit the… I value you and all the things you do for our family. You truly are the glue that holds everything together… I know sometimes I can be a pain in the butt, but you always manage to… I love you more than words can express, and I can’t imagine going through life without you by my side…

Love you always,

[Your Name]

How to Send a Funny Prank Letter in the Mail

Here’s our step-by-step guide on how to send someone a funny prank letter. Simple. Easy. Quick.

Best Pranks By Mail - Prank Mail Sent AnonymouslyStep 1: Decide who will receive your lovely gag gift.

Step 2: Pick a funny prank letter to send to your victim.

Step 3: Tell us the recipient’s name. If left blank, we will make it generic.

Step 4: Input the sender’s name. If left blank, we will sign it “Anonymous.”

Step 5: Select a custom sticker for the outside of the envelope to throw them further off the trail.

Step 6: Choose more prank power to add passion to your prank letter.

Step 7: You can add a personal note if you would like to take credit for your thoughtful gift. Or leave it blank for it to be 100% anonymous.

Step 8: Click “Add to Cart,” confirm your order, give us an address, and pay us a little bit of money.

Step 9: That’s it! We handle the rest and will send you a confirmation email when your funny prank letter has been shipped!

We’ll deliver your prank anonymously unless you add your name to the “sender” box or inform them in your personal note.

Who will receive your first funny prank letter?

Start Order Here >

Funny Prank Letters You Can Send in the Mail

Introducing our line of funny letter pranks that can be mailed! Our hilarious and playful prank letters are the perfect way to add humor to your loved one's day. With a variety of prank letter options to choose from, you're sure to find the perfect one to suit any occasion.

Available Funny Prank Letters

Below are the current funny letters we have available. Each letter contains 200-600+ words; the recipient's first name is in the heading [Dear Recipient], and each letter is signed anonymously. You can have your name as the sender if you want to take credit for the prank.

We do not include any vulgarity in our letters. Not-so-nice funny letter pranks let you convey the message you're trying to send in a witty, humorous way. Our lovely letters tell someone you think they're special inside and out.

See Available Funny Prank Letter Excerpts >>

Not-so-nice Letters

  • Always Late
  • Annoying Coworker
  • Bad Breath
  • Bad Haircut
  • Bad Taste in Men
  • Body Odor
  • Cheating Boyfriend
  • Cheating Girlfriend
  • Facial Hair
  • Fake Lottery Ticket
  • Mean Boss
  • I'm Pregnant
  • Secret Admirer

Nice Letter Pranks

  • Best Friend Ever
  • Happy Birthday Man
  • Happy Birthday Woman
  • Fake Lottery Ticket
  • To My Husband
  • To My Wife
  • You're My Lobster

Our prank letters are expertly crafted to be believable yet hilarious, making them the perfect practical joke to play with your friends, family, or colleagues. With each anonymous prank letter, you can sit back and enjoy the hilarity without fearing getting caught.

So why not humor someone's day with our funny letter pranks? Choose your favorite prank letter and send it in the mail today, and watch as your recipient falls for the playful prank!

Our funny letter pranks are intended as novelty gag gifts, not as tools for hate or maliciousness. The golden rule is: if you don't think the recipient will think it's funny, you don't need to send it!

Please use our contact form to contact us if you want special attention or have questions about our pranks.

If you believe a funny letter prank isn't your style? Please browse some other pranks in our online mail prank store.

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3 reviews for Funny Prank Letters

  1. anonymous

    Sent the pregnant letter to my boyfriend. He didn’t think it was as funny as I did. AHAHAHa!!

  2. Julia P.

    Me and my friend are big “Friends” fans. I sent the Lobster one to her and it was absolutely perfect!

  3. Dan

    Great idea, shipped quick!

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Reach out to us through our contact page if you aren’t entirely pleased with your prank mail, and we will respond to you as soon as possible. We will do our absolute best to make it right. We want you to know that your complete satisfaction is guaranteed.

Disclaimer:  The products on this site are meant to be gag gifts for adults. They are designed to create laughter and should not be sent with harmful intentions. Please do not place an order if you believe sending a product from this site could potentially harm someone. You are responsible for using this site for its intended purpose, as a joke.

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