Learn Advanced English Expressions for Engaging in Casual Conversation

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The beauty of the English language lies not just in its vocabulary, but also in the rich repertoire of expressions that add depth to our communication. As an English learner, you might have encountered a multitude of words, phrases, and expressions that left you baffled or intrigued. Perhaps you’ve been in a conversation with native speakers, nodding along but not entirely sure of what was being said. At Lillypad.ai, we understand these challenges all too well.

Backed by years of experience in teaching English to speakers of other languages, we’re here to demystify advanced English expressions for you. We aim to transform your English learning journey from a frustrating endeavour into an exciting exploration. This blog post will provide you with a valuable resource for mastering advanced English expressions, helping you to navigate real-life situations more comfortably.

By delving into this treasure trove of phrases and expressions, you’ll not only enhance your language repertoire, but you’ll also gain insights into the contexts in which these expressions are used. This blog post promises to be your reliable guide, bridging the gap between learning and applying, between understanding and speaking. So, are you ready to sound more like a native speaker?

The Importance of Advanced English Expressions for Engaging in Casual Conversation in English Communication

Understanding and mastering advanced English expressions is a key stepping stone on your journey to fluency in the English language. Research, such as the studies conducted by the American Council on the Teaching of Foreign Languages, suggests that learners who grasp these expressions often achieve higher levels of language proficiency and are more comfortable engaging in casual conversation.

As an English language teacher with over 15 years of experience, I can attest that this familiarity with advanced expressions can truly open doors to more authentic communication and cultural immersion.

The use of these expressions not only enables you to express your thoughts and ideas more effectively but also helps you understand the nuances of the language. Advanced expressions often carry cultural implications and idiomatic meanings that can give you an edge when interacting with native speakers. These expressions can add depth to your conversations and demonstrate your competence in the language, thus earning you more respect and trust in English-speaking settings.

I understand the challenges that you might face while learning these expressions. It can seem daunting at first – like trying to solve a complex puzzle. However, rest assured that this article is designed to help you. I’ve carefully curated a list of expressions, complete with explanations, examples, and cultural insights. Each piece of advice is grounded in my years of teaching English, and the goal is to help you conquer this challenging but rewarding aspect of your English learning journey.

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List of 20 Advanced English Expressions

Let’s dive in, starting with our first expression:

Expression 1: “Break a leg”

Explanation: “Break a leg” is an idiomatic expression in English. Despite its literal meaning, this phrase is not a wish for someone to get hurt. Instead, it’s used as a way to wish someone good luck, particularly in the field of performance arts like theatre and music.

When to Use It: You can use this expression when you want to wish someone luck before they’re about to perform or do something challenging.

  • Example 1: Your friend is about to give a presentation. You say, “Break a leg! I’m sure you’ll do great.”
  • Example 2: Before a theatre play starts, a crew member might tell the lead actor, “Break a leg out there!”
  • Example 3: If your sibling is about to run a marathon, you can say, “Break a leg! I’m rooting for you.”

When Not to Use It: While this phrase is generally acceptable in most casual settings, it’s inappropriate in formal situations or when someone might misunderstand it as wishing for literal harm. Avoid using it in serious or sombre contexts.

Misuse Example: Saying “Break a leg” to someone who’s heading into a serious business meeting might not be taken well because of the phrase’s casual and light-hearted connotation.

Expression 2: “The ball is in your court”

Explanation: This idiomatic phrase originates from tennis, but in conversation, it means that it’s now someone else’s turn to take action or make a decision. It’s used when you’ve done all you can in a situation, and now the responsibility shifts to another person.

When to Use It: This expression is quite versatile and can be used in various situations ranging from professional to personal contexts.

  • Example 1: After sending a proposal to a client, you might say, “I’ve sent you all the details. The ball is in your court now.”
  • Example 2: If you’ve asked a friend to decide where to meet for dinner, you could say, “I picked the restaurant last time, so the ball is in your court.”
  • Example 3: During a negotiation, once you’ve laid out your terms, you might tell the other party, “I’ve made my offer, so the ball is in your court.”

When Not to Use It: This phrase might not be suitable in situations where the person you’re talking to is unfamiliar with English idioms or if the situation is extremely formal or sensitive, where idiomatic expressions might not be appropriate.

Misuse Example: In a formal academic or legal report, using idioms such as “the ball is in your court” could come across as too casual and informal.

Expression 3: “Burn the midnight oil”

Explanation: “Burn the midnight oil” is an idiom that means to work late into the night. It comes from the era before electric lighting when people used oil lamps for light after dark.

When to Use It: You can use this expression to describe a situation where someone is working very late or staying up late to study or complete a task.

  • Example 1: If you’re studying late for an exam, you might say, “I have to burn the midnight oil tonight to be ready for the test tomorrow.”
  • Example 2: Your coworker might use this phrase to explain their late-night work, “I’ve been burning the midnight oil to get this project finished on time.”
  • Example 3: If a friend asks why you look tired, you can say, “I was burning the midnight oil finishing that book I couldn’t put down.”

When Not to Use It: It’s not recommended to use this phrase when speaking with someone who may not be familiar with English idioms or in a context where the idiom might be confusing, such as in very formal writing or speeches.

Misuse Example: In a formal email to your boss or professor, it’s better to say “I worked late” instead of “I burned the midnight oil.”

Expression 4: “Break the ice”

Explanation: This idiomatic expression refers to the act of overcoming initial social awkwardness and starting a conversation. The phrase originates from the literal act of breaking ice to allow navigation through frozen seas, but in social contexts, it means to make people feel more comfortable in a social situation.

When to Use It: You would use this phrase in both formal and informal settings where people might feel awkward and need something to initiate conversation.

  • Example 1: At a business meeting with new clients, you might use a joke to “break the ice.”
  • Example 2: On a first date, asking about the other person’s favourite hobbies can be a good way to “break the ice.”
  • Example 3: In a group setting where people don’t know each other well, a team-building activity can help “break the ice.”

When Not to Use It: This phrase might not be suitable in situations where the context doesn’t involve social interaction or when you are addressing individuals who might not be familiar with English idioms.

Misuse Example: In a serious legal document or a scientific report, the usage of “break the ice” might come across as out of place.

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Expression 5: “A picture is worth a thousand words”

Explanation: This English idiom means that it’s often easier to show something with an image than to describe it with words. The phrase emphasizes the idea that complex and sometimes multiple ideas can be conveyed by a single image.

When to Use It: This phrase can be used when you’re trying to emphasize the importance or effectiveness of visual communication.

  • Example 1: In a marketing strategy meeting, you might say, “Let’s use infographics in our presentation to the client. After all, a picture is worth a thousand words.”
  • Example 2: If you’re trying to explain a complex concept, you might use a diagram and say, “A picture is worth a thousand words.”
  • Example 3: When showing a photo of a significant event, like a wedding or graduation, you could say, “A picture is worth a thousand words.”

When Not to Use It: This idiom might not be suitable when the emphasis is on verbal or written information or when the audience might not understand idiomatic expressions.

Misuse Example: During a speech focused on the power of writing, the phrase “A picture is worth a thousand words” could be seen as counter to your point.

Expression 6: “Cutting Corners”

Explanation: “Cutting corners” is a popular English idiom that means doing something the easiest, quickest, or cheapest way, often sacrificing quality. This phrase is derived from the idea of taking a shorter route by literally cutting the corner instead of going around it. However, using this expression often has a negative connotation, as it implies carelessness or lack of attention to detail.

When to Use It: You can use this expression when you’re discussing someone’s work or actions that seem careless, rushed, or lacking in quality. Here are some examples:

  • Example 1: “We shouldn’t be cutting corners on safety regulations, they’re in place for a reason.”
  • Example 2: “If you keep cutting corners with your English study, you’ll develop bad habits that will be hard to break.”
  • Example 3: “Cutting corners while cooking may save time, but it also affects the taste and quality of the dish.”

When Not to Use It: It’s important not to use this phrase in contexts where high standards, precision, and diligence are expected, and there’s no room for compromise.

Misuse Example: For instance, saying “The surgeon cut corners during the operation” would be alarming and inappropriate.

Expression 7: “To Each His Own”

Explanation: The phrase “to each his own” is a classic English expression that means everyone has their own preferences and what might be good for one person might not be good for another. It’s a diplomatic way of acknowledging differences in tastes, opinions, and choices.

When to Use It: This expression is perfect for situations where you want to emphasize respect for individual differences. Here are some examples:

  • Example 1: “I prefer using flashcards for vocabulary but to each his own.”
  • Example 2: “I can’t understand why you like that movie so much but to each his own.”
  • Example 3: “He prefers country life over city life. To each his own.”

When Not to Use It: This phrase shouldn’t be used in situations where there is a clear right or wrong, or where safety, legality, or ethical standards are involved.

Misuse Example: It wouldn’t be appropriate to say, “He enjoys speeding on the highway but to each his own.”

Expression 8: “Under the Weather”

Explanation: “Under the weather” is a common English idiom used to express that someone is feeling sick or unwell. The origins of this phrase are somewhat unclear, but it has been widely adopted in conversational English.

When to Use It: Use this phrase when you want to explain that you’re not feeling well or when someone else is sick. Here are some examples:

  • Example 1: “I’m feeling a bit under the weather today, I think I might have a cold.”
  • Example 2: “Jane couldn’t join us today, she’s a little under the weather.”

When Not to Use It: Don’t use this phrase when referring to severe illness or a medical emergency, as it is typically used for mild, temporary ailments.

Misuse example: Saying “He’s a bit under the weather” when someone is seriously ill would be inappropriate and might minimize their condition.

Expression 9: “A Piece of Cake”

Explanation: The phrase “a piece of cake” is an informal way to say that something is very easy or doesn’t require much effort. The exact origins of the phrase are unknown, but it’s widely used in conversational English.

When to Use It: Use this expression when you want to describe a task or action as easy or straightforward. Here are some examples:

  • Example 1: “The exam was a piece of cake, I finished in half the time.”
  • Example 2: “Don’t worry about setting up the computer, it’s a piece of cake.”

When Not to Use It: Avoid using this phrase when referring to tasks that are actually complex or difficult, as it might seem dismissive or arrogant. It’s also best not to use it in formal contexts or written English, as it’s quite informal.

Misuse example: “That brain surgery was a piece of cake”

Expression 10: “To Kill Two Birds with One Stone”

Explanation: The phrase “to kill two birds with one stone” means to accomplish two tasks at once with a single action. While its origin might sound violent, it’s used metaphorically and is widely accepted in both formal and informal contexts.

When to Use It: This expression is used when you want to describe a situation where one action leads to two beneficial outcomes. Here are some examples:

  • Example 1: “I’ll pick up the dry cleaning when I go grocery shopping, killing two birds with one stone.”
  • Example 2: “If you jog to work, you can get your exercise in and save on commuting costs – killing two birds with one stone.”

When Not to Use It: This phrase might not be suitable when the outcomes aren’t beneficial, or when the situation is serious and a lighter idiom might diminish the gravity of the situation.

Misuse example: “Let’s kill two birds with one stone and go to Disney and Universal Studios on the same day.”

Expression 11: “To Hit the Nail on the Head”

Explanation: “To hit the nail on the head” means to get something exactly right, or identify something perfectly. The phrase’s origins relate to the precision required to strike a nail with a hammer directly on its head.

When to Use It: Use this expression when acknowledging that someone has made a precise or accurate statement or when you yourself have pinpointed an issue correctly. For example:

  • Example 1: “You’ve hit the nail on the head, that’s exactly why the project is behind schedule.”
  • Example 2: “I think I’ve hit the nail on the head – we need to improve our communication.”

When Not to Use It: Avoid this phrase when the situation is delicate or the issue at hand isn’t something to be proud of. Also, remember that idiomatic expressions like this one might not be suitable for very formal or academic contexts.

Misuse Example: “You really hit the nail on the head with these exam questions, you got 50%!”

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Expression 12: “To Give the Cold Shoulder”

Explanation: To “give the cold shoulder” to someone means to intentionally ignore them or treat them in an unfriendly manner. This idiom is said to have originated from an old practice of serving an unwelcome guest a cold shoulder of mutton, a less desirable meal.

When to Use It: This expression can be used when describing a situation where someone has been purposefully unfriendly or dismissive. Here are some examples:

  • Example 1: “She gave me the cold shoulder at the meeting today. I wonder if I did something wrong.”
  • Example 2: “Don’t give her the cold shoulder, it’s better to discuss your issues openly.”

When Not to Use It: Avoid using this phrase when talking about positive interactions or when the unfriendliness isn’t deliberate.

Misuse Example: “He was giving me the cold shoulder at the funeral.”

Expression 13: “Bite the Bullet”

Explanation: “Bite the bullet” means to face a difficult situation or endure a painful experience bravely. It supposedly comes from the practice where soldiers would bite a bullet during surgery to cope with the pain before anaesthesia was invented.

When to Use It: This expression can be used when encouraging someone to endure a challenging situation or when you’re confronting one yourself. Examples:

  • Example 1: “You just need to bite the bullet and ask your boss for a raise.”
  • Example 2: “I bit the bullet and finished the marathon despite my injury.”

When Not to Use It: Don’t use this expression when there’s an easier solution to a problem, or when the situation doesn’t require any form of endurance.

Misuse Example: “I’m going to bite the bullet and get married.”

Expression 14: “Beat Around the Bush”

Explanation: When someone is “beating around the bush,” it means they’re avoiding the main point or evading a question. This expression is believed to come from hunting practices where beaters would literally beat around bushes to flush out game birds without going directly into the bushes.

When to Use It: You’d use this phrase when you want to point out that someone is avoiding the main issue or not speaking directly about something. Examples:

  • Example 1: “Stop beating around the bush and tell me what you really think.”
  • Example 2: “She keeps beating around the bush whenever I ask about her plans for the weekend.”

When Not to Use It: Avoid this phrase when the person is being direct and to the point. It’s also not appropriate when you want to emphasize tact or subtlety.

Misuse Example: “Don’t beat around the bush by telling me the exact temperature outside.”

Expression 15: “Couch Potato”

Explanation: A “couch potato” is a humorous term for someone who spends a lot of their free time sitting or lying down, typically while watching television, playing video games, or doing some other type of screen-based activity. The phrase plays off the idea of being as inert and sedentary as a potato.

When to Use It: This expression can be used when referring to someone’s laziness or lack of physical activity. Examples:

  • Example 1: “He has become such a couch potato ever since he bought that new video game console.”
  • Example 2: “I need to stop being a couch potato and start exercising more.”

When Not to Use It: Avoid using this term in formal contexts or to describe someone who is active and outgoing.

Misuse Example: “That olympian must be a couch potato”

Expression 16: “Hit the Hay”

Explanation: “Hit the hay” means to go to bed. The phrase originated from times when mattresses used to be sacks filled with hay.

When to Use It: You’d use this phrase to inform others that you’re going to bed or to suggest someone to do so. Examples:

  • Example 1: “It’s late, I think it’s time for me to hit the hay.”
  • Example 2: “You look tired. Maybe you should hit the hay.”

When Not to Use It: This expression might not be appropriate in a formal setting or when referring to activities other than sleeping.

Misuse Example: “I’m going to hit the hay and go for a jog.”

Expression 17: “Spill the Beans”

Explanation: “Spill the beans” means to reveal a secret or to disclose confidential information unintentionally or indiscreetly.

When to Use It: This phrase can be used when someone discloses a secret or shares private information. Examples:

  • Example 1: “I didn’t mean to spill the beans about their surprise party.”
  • Example 2: “Come on, spill the beans! What did she say?”

When Not to Use It: Don’t use this phrase in formal situations or when discussing serious or sensitive secrets.

Misuse Example: “Spill the beans, what’s your bank password?”

 Expression 18: “Cut to the Chase”

Explanation: To “cut to the chase” means to get to the point or to the most important part of something, without wasting time on details or preliminaries. The phrase comes from early Hollywood, where chase scenes were the exciting climax of many movies.

When to Use It: Use this phrase when you want to move directly to the main point or part of a discussion. Examples:

  • Example 1: “We’re short on time, let’s cut to the chase.”
  • Example 2: “Can you cut to the chase? What are you really asking?”

When Not to Use It: This expression might be too casual or abrupt for formal conversations or when details are important.

Misuse Example: Cut to the chase and tell me why you got a divorce!”

Expression 19: “Back to the Drawing Board”

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Explanation: When you go “back to the drawing board,” it means you’re starting a task all over again because the previous attempt failed. This expression comes from the idea of an architect going back to his drafting table to redesign a flawed plan.

When to Use It: Use this phrase when an initial plan or attempt has failed and needs to be rethought from the beginning. Examples:

  • Example 1: “Our marketing campaign didn’t work as expected. It’s back to the drawing board.”
  • Example 2: “This design isn’t working for me, let’s go back to the drawing board.”

When Not to Use It: Don’t use this phrase in situations where only minor adjustments are needed, or in formal contexts where a more direct approach is preferred.

Misuse Example: “It’s back to the drawing board, I’ll do what I did yesterday.”

Expression 20: “Bite off more than you can chew”

Explanation: This idiomatic expression refers to someone taking on more tasks or responsibilities than they can handle. It comes from the physical act of taking a big bite of food, which can be difficult to chew or swallow.

When to Use It: Use this phrase when you or someone else is overwhelmed with too many tasks or has taken on a project that’s too large to handle effectively. For instance, if a colleague agrees to take on extra work and struggles to complete it, you might say:

  • Example 1 : “It seems like you’ve bitten off more than you can chew. Maybe we should redistribute some tasks.”
  • Example 2: “I’ve bitten off more than I can chew, can someone please help me?”

When Not to Use It: Avoid using this phrase when discussing sensitive or serious matters. While it’s perfect for light-hearted conversations or friendly advice, it might be seen as dismissive or inappropriate in a more serious context.

Misuse Example: It wouldn’t be suitable to tell someone who’s going through a difficult life crisis that they’ve “bitten off more than they can chew.”

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Contextual Understanding

Understanding expressions and idioms in English involves more than just knowing their definitions. Their usage is often deeply tied to cultural contexts, social scenarios, and linguistic subtleties. Moreover, how these expressions fit into the broader framework of the English language can’t be overlooked.

Grammar and pronunciation are integral parts of using English expressions effectively. Let’s take the phrase, “The ball is in your court.” Here, the possessive pronoun ‘your’ can be replaced with ‘his,’ ‘her,’ ‘their,’ etc., depending on the context. Additionally, the pronunciation of words in expressions may vary with local accents and dialects, affecting comprehension.

Research in language learning, such as studies published in the Journal of English Linguistics, emphasizes that familiarity with idiomatic expressions contributes significantly to fluency in English. Experts opine that idiomatic expressions are an essential component of a native speaker’s vocabulary, and gaining proficiency in their usage can aid in achieving linguistic competence.

Tips for Mastery

Mastering English expressions involves constant practice and exposure. Here are some practical steps to aid your learning process:

  1. Read Widely: Exposure to diverse reading materials, like novels, newspapers, and magazines, will introduce you to common English expressions used in various contexts.
  2. Practice Using Expressions in Conversations: Whether it’s a formal debate or casual conversation with friends, try to incorporate the expressions you’re learning.
  3. Keep a Learning Journal: Note down new expressions, their meanings, and example sentences to reinforce your understanding.
  4. Learn with Lillypad.ai: Lillypad.ai offers an immersive learning experience that tailors content to your language proficiency level, helping you learn expressions effectively.

Avoid rote memorization of phrases. Instead, understanding their context of use and application will yield better results.

Common Mistakes to Avoid

While learning English expressions, it’s common for learners to encounter certain challenges and make mistakes. Here are some common ones to be aware of:

  1. Misinterpretation of Meanings: Often, the literal interpretation of an English expression may be misleading because many expressions have a figurative or idiomatic meaning. For example, the phrase “to pull someone’s leg” does not mean physically pulling a person’s leg. Instead, it means to joke with someone. Understanding the correct meaning of an expression is crucial to using it properly.
  2. Incorrect Context Usage: English expressions are context-specific, which means they may not make sense or may convey a different meaning if used in the wrong situation. For instance, using “break a leg” (a phrase usually used to wish someone good luck) during a serious conversation might confuse the listener or come off as inappropriate.
  3. Incorrect Pronunciation: Given the regional differences in accent and pronunciation, learners often stumble upon the correct pronunciation of certain words within expressions. Mispronouncing expressions can lead to misunderstandings.
  4. Wrong Word Order: English expressions often have a fixed word order, and changing it can make the expression sound odd or convey a different meaning. For example, saying “piece of cake a” instead of “a piece of cake” (meaning something very easy) would not be correct.

To avoid these mistakes, consider the following tips:

  • Understanding Context: Make sure you understand the context in which an expression should be used. This knowledge comes from exposure to the language in various situations, which can be achieved by reading, listening, and communicating in English as much as possible.
  • Practice Pronunciation: Pronunciation plays a crucial role in understanding and being understood. Use tools like Lillypad.ai, where you can listen to the pronunciation of expressions and practice them.
  • Learn Fixed Expressions: Some expressions have a fixed order of words. Trying to change the order can lead to confusion. It’s best to learn these expressions as they are and practice using them in conversations or writing.

With continuous practice and conscious effort, these common mistakes can be avoided, and you can use English expressions effectively to sound more fluent and native-like.


Mastering advanced English expressions is more than a linguistic feat – it’s a key to unlocking nuanced, fluid, and vibrant conversations in English. Remember, these expressions, phrases, and tips we’ve discussed are stepping stones to advanced English fluency. Practice them, understand their context, and use them often.

While the road to mastering English might seem daunting, remember that every great journey begins with a single step. Your step today towards understanding these advanced expressions can lead to comfortable and confident English conversations tomorrow. Don’t hesitate to experiment with these phrases in your daily conversations, and remember that making mistakes is an essential part of learning.

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Bethany MacDonald

Bethany MacDonald

Bethany MacDonald has contributed articles LillyPad.ai since 2020. As their Blog Lead, she specialises in informative pieces on culture, education, and language learning

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