20 Funny Roasts for Someone Who is Insecure

Funny Roasts for Someone who is Insecure

There are different ways to know if someone is Insecure. They are either the shy type who avoid social gatherings, or they feel bad about how they look, or they doubt their potential and values, and they have low self-esteem.

Additionally, some people with insecurities might be the defensive ones, and the ones who also love to say hurtful words to people to make them feel bad.

They do so because they are insecure about themselves and you look perfect to them; hence like cankerworms, they aim at destroying your confidence.

If you find yourself amidst either of these categories of insecure people and you would love to roast them in the most hilarious and witty way, then this article is for you.

However, you need to know that roasting someone insecure can be a delicate process.

So, It’s important to strike the right balance between humor and compassion, by this the roast is funny without being hurtful.

 In this article, you will explore 20 different ways to roast someone insecure, while still being respectful and sensitive to their feelings. 

Keep reading!

Table of Contents

Here are 20 Funny Roasts for Someone Who is Insecure

  1. You’re so insecure, even your password must be ‘IDon’tBelieveInMyself123
  2. If insecurity were a sport, you’d be the champion of self-doubt
  3. You’re like a human mood ring, constantly changing based on your insecurities
  4. Your insecurities are like a never-ending story, but with less adventure and more self-doubt
  5. You’re so insecure, you probably have a ‘Mirror Therapy’ session scheduled every morning
  6. You’re the only person I know who’s afraid of their own shadow… and it’s hilarious
  7. If you were a superhero, your superpower would be finding insecurities where they don’t exist
  8. You’re like a human worry machine, constantly manufacturing new insecurities
  9. You’re so insecure, even your self-esteem has trust issues with you
  10. I can always count on you to overthink the simplest situations. It’s like you have an insecurity radar
  11. Your insecurities are like invisible glasses – you see problems that aren’t really there
  12. You’re like a walking ‘What If?’ machine, always second-guessing everything
  13. You’re the king/queen of self-doubt but don’t worry, I’m here to remind you how awesome you are
  14. Your insecurities are like clowns, always popping up unexpectedly and scaring you
  15. You’re so insecure, you could be a professional doubter
  16. If there was an award for overthinking, you’d have a lifetime achievement trophy
  17. “Your insecurities are like tiny mosquitoes, constantly buzzing around and bothering you
  18. You’re like a human worrywart, always finding new reasons to doubt yourself!
  19. You should become a detective because you have a remarkable talent for finding insecurities in the most secure situations
  20. Your self-doubt deserves a standing ovation for its incredible performance in your mind

1. You’re so insecure, even your password must be ” IDon’tBelieveInMyself123″

People clouded by insecurities always self-sabotage themselves and even limit their potential and abilities.

They are really scared to be the first to take up the task at work, air their views amongst friends, or be a team lead in a project.

Insecure people carry the trepidation of not being good enough and anxiety around.

Well, it is not bad to tease an insecure person in a light-hearted manner, especially the ones who are quick to say “I don’t know how to do this” the instant they are being summoned for a task. 

Tease them with this roast:

  • You wear insecurity like an outfit; even your favorite saying is “I don’t believe in myself”.

2. If insecurity was a sport, you’d be the champion of self-doubt

Insecure people are good at doubting themselves and their abilities and as a result, don’t see the light they carry- their true potential.

The effect of self-doubt is that you give up on something even before trying, and that’s one of the attributes of an insecure person.

If you have someone who always doubts themselves then this roast is the perfect thing to poke good fun at them.

  • If insecurity was an Olympic event, you’d win a gold medal in the “self-doubt” category.

3. You’re like a human mood ring, constantly changing based on your insecurities

People with insecurities measure their happiness based on people’s acceptance of them, and their opinions about them.

They mostly dwell on what people say about their physical appearance, the way they communicate, and their contributions to a discussion.

The thought of being rejected affects their mood and makes them an overthinker.

This roast pokes fun at their constant mood swings, buttressing that it is a result of their low self-esteem.

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  • I can’t help but marvel at how your insecurities bring you from 100 to zero.

4. Your insecurities are like a never-ending story, but with less adventure and more self-doubt

An insecure person is always filled with fear and doubts that they don’t get to witness the fun of failing at some and winning at others.

This roast interprets that their insecurities deprive them of some wholesome adventures and fill their lives with more doubt.

This roast is suitable for someone whose insecurity and the fear of failure stop him from trying new things.

  • If your insecurities were a movie, it would be themed around regrets with fewer adventures.

5. You’re so insecure, you probably have a ‘Mirror Therapy’ session scheduled every morning

This roast is for someone who is Insecure about their looks. People who are insecure about their looks are obsessed with mirrors and tend to look at the mirror every second.

They go through the mirror-looking process deceiving themselves with the illusion to see all their imperfections gone and a perfect being emerging in the rear view. 

Thus, this is what the roast implies when it states “mirror Therapy’s session…”. Use this roast to subtly insult an insecure person:

  • You are so insecure, that you probably look at yourself in the mirror and wish all your imperfections are gone.

6. You’re the only person I know who’s afraid of their own shadow… and it’s hilarious

Another fact about insecure people? Yes,! They are timid. This roast practically addresses an insecure person as being timid but in a figurative way.

Roast someone who is insecure and is very timid with this expression.

7. If you were a superhero, your superpower would be finding insecurities where they don’t exist

Insecure people don’t believe they can be people’s choice or they can be good for anyone. And that is why when a compliment is passed out to them, they dismiss it with disbelief, reminding themselves of their imperfections.

Give a deep stare at someone who expresses shock or disbelief when they are being complimented.

  • Your superpower would be ‘X-Ray Insecurity Vision’, able to spot even the most hidden feelings of doubt and insecurity.

8. You’re like a human worry machine, constantly manufacturing new insecurities

As it has been stated earlier in this article, people with insecurities are overthinkers.

Comparing them to a human worry machine (an absurd context) is a humourous way of poking fun at their insecurities.

This roast is sure to make people laugh so make sure there are about two or three people present when you want to deliver the roast.

  • If you were a machine, you would be a human worry machine constantly manufacturing new insecurities for yourself.

9. You’re so insecure, even your self-esteem has trust issues with you

People with insecurities are again people that have low self-esteem. So this roast uses the hyperbolic effect to portray the depth of their insecurities.

Throw a jab at an insecure person with this roast;

  • You are so insecure; even your self-esteem has taken out a restraining order.

10. I can always count on you to overthink the simplest situations. It’s like you have an insecurity radar

This roast is suitable for someone who is insecure and over thinks a lot. Insecure people are potential overthinkers who engage in self-limiting thoughts and get heated over trivial things.

Deliver your roast in this way:

  • You should open a self-doubt hotline because you always have a knack for finding reasons to question yourself.

11. Your insecurities are like invisible glasses – you see problems that aren’t really there

People with insecurities are so clouded with their flaws that they don’t get to see their beautiful sides.

They also engage in a lot of negative thinking that makes them fidget and analyze more of their mistakes which eventually fills their mind with the “I’m not good enough” mentality.

All of these result in them dwelling on problems that do not exist or creating problems for themselves.

  • Your insecurities are like a magnifying glass, they help you highlight problems that don’t exist.

12. You’re like a walking ‘What If?’ machine, always second-guessing everything

People with insecurities are a body of ‘what ifs’. “What if I fail?”, “What if I don’t deliver my speech”, “What if I mount on the stage and everyone starts laughing at me”….

All these self-limiting thoughts that eventually make them cower away from doing anything that involves the public.

If you have someone who second-guesses their failure even before trying, then this roast is suitable for such a person with insecurities.

  • You’ve got the power to turn even the most simple decision into a mental obstacle course of ‘What If?’ scenarios

13. You’re the king/queen of self-doubt but don’t worry, I’m here to remind you how awesome you are

This roast is for you if you want to poke fun at someone with insecurities and also want to motivate them to come out of their shell.

People with insecurities tend to overcome their insecurities and start believing in themselves if they are constantly reminded of how great they are or they can be.

 Be a dose of  sunshine in the life of someone with insecurities;

  • You’re the queen of self-doubt, however, you’re still the most beautiful woman I have ever set my eyes on. 

14. Your insecurities are like clowns, always popping up unexpectedly and scaring you

People with insecurities find it difficult to overcome their insecurities. One moment, they are in their rooms affirming positive thoughts only, and the next moment of actual reality, they are back to being gripped by anxiety. 

This roast explains the struggles of people with insecurities and how hard they try to fight it only for awkward situations to pop up again to remind them of not being good enough.

  • Your insecurities are like unwanted Ads, popping up unexpectedly and ruining your therapy session.

15. You’re so insecure, you could be a professional doubter

“You’re so insecure, you could be a professional doubter” is another mild thing you can say to roast someone with insecurities.

This roast simply portrays how people with insecurities can be experts in worrying.

  • The level at which you worry is too high… I’m beginning to wonder if you bagged a degree in insecurities.

16. If there was an award for overthinking, you’d have a lifetime achievement trophy

This expression is another funny way to roast someone who has always been insecure since you know them.

You can use this roast when in a hangout with them. It’s a friendly way of reminding them that they need to improve on themselves and get in the spotlight.

  • If there was an Olympic medal for self-doubt, you would always win the gold category with no one up to your match.

17. Your insecurities are like tiny mosquitoes, constantly buzzing around and bothering you

People with insecurities always like to reminisce on their failures, embarrassing moments, and moments where their flaws couldn’t be concealed by them.

These thoughts are like mind bugs that bother them and constantly make them feel bad about themselves.

  • Your insecurities are like parasites, constantly eating up your self-confidence.

18. You’re like a human worrywart, always finding new reasons to doubt yourself

A moment of victory for someone with insecurities is not enough for someone with insecurities. And that is because they don’t dwell on their achievements or instances they have done better.

Rather they focus more on their failures and embarrassing moments which makes them a worrywart.

Comparing them to a worrywart illustrates how they go about the unproductive process of finding new reasons why they can’t be good enough.

  • You’re a master of self-doubt, capable of finding new insecurities in the most unexpected places.

19. You should become a detective because you have a remarkable talent for finding insecurities in the most secure situations

Another funny roast for someone who is Insecure about themselves. This roast is one capable of making everyone laugh.

  • If you were a detective, you would specialize in the insecurities field because you have a knack for finding insecurities even in the most positive gatherings.

20. Your self-doubt deserves a standing ovation for its incredible performance in your mind

Finally, wittingly mock someone with insecurities with these lines. This roast explains how self-doubt and self-limiting thoughts mold their minds and make them lose confidence in their abilities.

  • Your insecurities are like overprotective bodyguards, shielding you from any compliments or positive thoughts.

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