Used and loved by millions
Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com
painfully embarrassing
Grammar usage guide and real-world examplesUSAGE SUMMARY
The phrase "painfully embarrassing" is correct and usable in written English.
It can be used to describe a situation that causes a high level of discomfort or shame. Example: "When I tripped and fell in front of everyone at the party, it was painfully embarrassing."
✓ Grammatically correct
News & Media
Science
Table of contents
Usage summary
Human-verified examples
Expert writing tips
Linguistic context
Ludwig's wrap-up
Alternative expressions
FAQs
Human-verified examples from authoritative sources
Exact Expressions
12 human-written examples
Now Spelman, too, faces painfully embarrassing questions.
News & Media
They will have proved painfully embarrassing for the Facebook founder who has attempted to draw a line under his Harvard days and be the responsible, but still hoody-wearing, internet executive his investors yearn for him to be.
News & Media
Every moment is near painfully embarrassing for me to watch, and I'm not even Robbie Williams.
News & Media
If you want to get a sense of how painfully embarrassing the band Queen can be in the context of an overblown picture about a bunch of costumed dilweeds then be sure to watch the above video.
News & Media
Elaine Showalter found Yealland's 'Orwellian scenes of mind control painfully embarrassing to contemporary readers' (Showalter, 1987, p. 178).
Science
Now that the painfully embarrassing nationwide coverage of Lexington's State Street riots has almost expired, fans are beginning to focus on basketball again.
News & Media
Human-verified similar examples from authoritative sources
Similar Expressions
46 human-written examples
But the point is not belabored; the next few moments find David painfully embarrassed of his Supreme flower pants.
News & Media
You'd think that Strom would be painfully embarrassed that firefighters had to cut her head out of a truck's exhaust pipe, or the added fact that someone captured the whole thing on video one that's been viewed more than 1.3 million times on a Facebook page called "Truck Rice", and 2.7 million times on another.
News & Media
So why was this scene in particular so important to introducing this crucial, yet still almost painfully embarrassing-to-discuss sexual act into the cultural canon?
News & Media
Just right there, in this moment of embarrassing, unhinged, painfully real comic outrage in Portnoy's Complaint, the novel that made Roth famous in 1969, you have the reason why Booker judge Carmen Callil is profoundly wrong to object to Roth getting the International Booker prize – she has withdrawn from the three-person jury over the choice which the other two, male, judges were dead set on.
News & Media
Finally, perhaps most painfully, they were willfully embarrassed by their former coach.
News & Media
Expert writing Tips
Best practice
Use "painfully embarrassing" to emphasize the intense discomfort or shame associated with a situation. It's stronger than simply saying "embarrassing".
Common error
While "painfully embarrassing" is widely understood, avoid using it excessively in formal or academic writing. Opt for more neutral alternatives like "highly inappropriate" or "significantly problematic" to maintain a professional tone.
Source & Trust
87%
Authority and reliability
4.1/5
Expert rating
Real-world application tested
Linguistic Context
The phrase "painfully embarrassing" functions as an adjective phrase, modifying a noun to describe the intensity of the embarrassment. As Ludwig AI confirms, the phrase is correct and usable in written English, effectively conveying a high level of discomfort or shame.
Frequent in
News & Media
75%
Science
12%
Wiki
6%
Less common in
Formal & Business
3%
Encyclopedias
2%
Reference
2%
Ludwig's WRAP-UP
The phrase "painfully embarrassing" is a correct and commonly used adjective phrase that describes a situation causing significant discomfort or shame. According to Ludwig AI, it's suitable for general use, though it's most frequent in News & Media. While perfectly acceptable, consider slightly more formal options such as "acutely embarrassing" or "extremely humiliating" for professional or academic contexts. Using "painfully embarrassing" helps to emphasize the severity of the awkwardness experienced.
More alternative expressions(6)
Phrases that express similar concepts, ordered by semantic similarity:
Acutely embarrassing
Emphasizes the sharp and intense feeling of embarrassment, similar to "painfully embarrassing" but with a focus on the suddenness and intensity.
Extremely humiliating
Focuses on the aspect of humiliation rather than just embarrassment, implying a deeper sense of shame and loss of dignity.
Deeply mortifying
Highlights the feeling of mortification, suggesting a profound and lasting sense of embarrassment.
Utterly shameful
Emphasizes the shame associated with the situation, suggesting a strong sense of guilt or wrongdoing.
Terribly awkward
Focuses on the discomfort and unease of the situation, rather than the emotional pain of embarrassment.
Intensely cringeworthy
Highlights the feeling of vicarious embarrassment or disgust, suggesting that the situation is highly unpleasant to witness.
Awfully embarrassing
A more informal way of expressing a high degree of embarrassment, suitable for casual contexts.
Incredibly embarrassing
Similar to "awfully embarrassing", this phrase indicates a significant level of discomfort or shame.
Really embarrassing
A more understated way of expressing embarrassment, suitable for situations that are mildly uncomfortable.
Slightly embarrassing
Indicates a low level of embarrassment, suitable for minor social faux pas or moments of awkwardness.
FAQs
What does "painfully embarrassing" mean?
The phrase "painfully embarrassing" describes a situation that is not just embarrassing but also causes a high degree of discomfort, shame, or emotional distress. It suggests that the embarrassment is particularly acute or intense.
What are some synonyms for "painfully embarrassing"?
Alternatives to "painfully embarrassing" include "acutely embarrassing", "extremely humiliating", or "deeply mortifying". The best choice depends on the specific nuance you want to convey.
How can I use "painfully embarrassing" in a sentence?
You can use "painfully embarrassing" to describe an event, situation, or personal experience. For example: "It was a painfully embarrassing moment when I realized I had called my boss by the wrong name." or "The politician's scandal was painfully embarrassing for the entire party."
Is "painfully embarrassing" too informal for academic writing?
While generally acceptable, "painfully embarrassing" might be too informal for some academic contexts. Consider more formal alternatives like "highly problematic", "significantly inappropriate", or "deeply concerning" depending on the specific meaning you wish to convey.
Editing plus AI, all in one place.
Stop switching between tools. Your AI writing partner for everything—polishing proposals, crafting emails, finding the right tone.
Table of contents
Usage summary
Human-verified examples
Expert writing tips
Linguistic context
Ludwig's wrap-up
Alternative expressions
FAQs
Source & Trust
87%
Authority and reliability
4.1/5
Expert rating
Real-world application tested