Questions tagged [awkward-situations]

For questions about situations which are awkward for anyone concerned. This tag should be used when awkwardness is the key part of the problem.

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12
votes
3answers
2k views

How to decline eating food at a restaurant?

I'm often invited to restaurants before or after certain meetings with groups of people I know, including friends. However, I don't like to eat "outside food" and never go to restaurants or get take ...
12
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6answers
1k views

Dealing with a colleague who never wants to pay when we eat out?

I work at an IT MNC. We have a large campus and many eateries. Whenever we go out for eating he stands away from the payment queue and just tells what he would like to have. At first I ignored it. ...
12
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2answers
2k views

How do I follow through after setting a boundary for a friend who throws loud parties at my place?

I have a family friend I have known for years who now lives in a different city, but when he comes home to see his parents, etc, he likes to stay at my place. I'm totally fine with this, but recently ...
12
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3answers
2k views

How to start a conversation with an important person?

My previous employer invited me to have dinner with him. Unexpectedly (by me), he was also inviting the chief police of the area to have dinner with us. After we got ourselves introduced, my ex-boss ...
12
votes
1answer
702 views

How do I tell my wife that a family member has just died with an illness they both have?

My wife has multiple sclerosis. Fortunately, hers is of the relapsing-remitting variety, which is one of the milder (in the long term) ones, and her treatment is doing wonders for her; she's only had ...
11
votes
4answers
3k views

How to tell a coworker to dress more appropriately for the office

One of my co-workers transitioned a year ago and she's really happy to be a woman, to finally being herself. However, she's putting too short skirt and short... I know that she's going through a ...
11
votes
2answers
3k views

Issue an apology over inappropriate email [closed]

Yesterday, I had family and friends over at my house, and I left my computer unlocked, and during the evening, I forgot about it. After some time if my computer is inactive, it goes to sleep. After ...
11
votes
5answers
5k views

How to politely turn down my surprise birthday celebration at work?

I have been working for a company for more than five years. It is a fairly small company with less than ten employees. Yesterday, I overheard one of my colleagues discussing about a surprise party ...
11
votes
2answers
2k views

How to respond when someone that doesn't know my age invites me to something I can't do

Background: I am a 16 year old in high school and due to various opportunities (namely being homeschooled) I have been able to take many courses at a local college. Until recently I have been taking ...
11
votes
2answers
6k views

How to politely ask for a price for a commision, when I only intend to ask?

I wanted to ask for a price for a commission from an artist. However, my budget is lower than what I think the commission would be worth, hence I intend to only ask for the price and not buy the ...
11
votes
2answers
4k views

Etiquette when someone’s birthday is on the same day as the funeral of one of their loved ones

Bob’s grandmother passed away last week. Her funeral is today. It is also Bob’s birthday today. I am attending the funeral. Obviously, I offer him condolences, but do I wish him a happy birthday too? ...
11
votes
3answers
2k views

How to avoid former friend who is being creepy?

I have a guy friend who likes me romantically. I already turned him down through his friend (he asked a mutual friend to ask me if I like him, I told him no, and his friend told him my reply). After ...
11
votes
2answers
990 views

How to talk to a friend claiming to go on a rampage?

My friend (m, 23) invited me (m, 23) to a house party and after a couple of beers he talked about a club in our city which he does not like. He stated that the club is bad because the security ...
11
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3answers
3k views

Unsure of how to handle upcoming high school reunion after being collectively ghosted

My high school 10 year reunion is coming up. I missed most of high school senior year due to a physical illness, the symptoms of which started the summer before. At the time, the diagnosis meant ...
11
votes
2answers
10k views

How can I re-open contact with old friends without looking too awkward?

I'm extremely bad at staying in touch with people. I feel absolutely no inclination to pick up a phone and call someone, or text, or email (even if I did, I wouldn't know what to talk about). That ...
11
votes
2answers
867 views

How to gently and compassionately stop a stranger talking to you about their problems?

I recently dropped my wallet while shopping, reached out among local lost-and-found groups on Facebook, made contact with someone who found it and made arrangements with them to meet up so they can ...
10
votes
4answers
2k views

Responding to a man about the fact that they had been kissed by force

Some time ago (four years ago), I was eating in the cafeteria with a friend (let's call him Arthur) and a group of friends (4 people). Arthur wasn't a part of our regular friends group (even though we ...
10
votes
2answers
4k views

Confronting my girlfriend's sister about trying to cuddle with us

When visiting my girlfriend's family, my girlfriend and I will usually wind up on a couch with the typical light-cuddling of a couple in a room with other people--legs across the other's lap, leaning ...
10
votes
3answers
2k views

How to avoid being kissed by someone with braces?

Situation I have recently found myself in a position where someone I am attracted to has tried to kiss me. The only problem I really have with this— their braces. I quickly brushed them off before ...
10
votes
3answers
886 views

How do I politely/non-awkwardly get to know/give my number to a woman on a bus, in a non-intrusive manner?

So the title already gives some major details, but I’d like to evaluate further, to explain the situation better. I’m currently working on a short-term job, ending next week. The commute to this ...
10
votes
4answers
1k views

How to avoid lack of respect due to perceived youth / lack of experience

Background I'm a woman of small build (1,60m) and have a rather high pitched voice. If asked to estimate my age, people guess me at least 5 years, usually 10 years younger. I am 31, so people guess ...
10
votes
1answer
834 views

How do I stop a person I am not interested in being friends with from contacting me?

There is a middle-aged Scandinavian educated chap (similar age) neighbour who befriended me (I am male too), even though I never wanted be anything more than neighbour or associate at best, but he is ...
10
votes
2answers
1k views

How to handle being at the same events as my partner's ex-lover?

10 months ago I was out of the country for a period of three months for work reasons. During this time, my partner cheated on me with one of his friends, who is also one of his colleagues. This person ...
10
votes
1answer
639 views

How to respond to a particular aspect of Indian culture?

In my line of work, I spend lots of time meeting people from various companies. Often, especially when the companies are tech companies, my counterpart will be Indian. One useful skill in working with ...
9
votes
5answers
7k views

Roommate dating man I have a crush on

I’m [29 F]. My best friend (and roommate) [34 F]started dating a man [32 M] that I had a crush on. He is also a good mutual friend of both me and my roommate. Before they were dating, I had decided ...
9
votes
6answers
2k views

How to signal unavailability for a romantic or sexual relationship without elaborating on relationship status or personally rejecting someone?

Background I'm in a happily monogamous relationship. I also am friends with someone I used to date. My friend and I generally void the subject of dating/romance now because it can be a sore subject ...
9
votes
3answers
1k views

How do I introduce my new name to my friends?

I am Max and I am a 19 year old college student from Spain. I had a very troubled childhood laced with mental illness and bullying. I have since moved on but I feel like my birth name (not included ...
9
votes
3answers
2k views

How to stop conversations about my love life?

From time to time I go out with my friends and their partners (or even at work during lunch time), and sometimes my love life is brought into the conversation (since I have the right age to start a ...
9
votes
1answer
730 views

How to try to find out who stole a valuable item in a social situation?

I was recently at a friend's birthday party and at one point in the event he told everyone that an electronic gadget was missing and that no one would leave until he found it. It was an embarrassing ...
9
votes
5answers
1k views

How do I ask others to more quickly let me know about social mistakes I make?

I recently suffered a bit of a fallout in a teaching group I'm frequently a participant in. This was because I kept making brutally honest criticisms about their style of teaching (e.g. "your teaching ...
9
votes
1answer
2k views

How to deal with a person who rejected you and work with on the same team?

There is this person that I like in my company. We've hung out quite a lot of times with our co-workers. I told my co-workers that I like this person and this person knows about it because our co-...
9
votes
2answers
1k views

How do I get comfortable around boys? [closed]

I grew up in a family where most of us are girls. I have a sister and a little brother. My Dad started working abroad when I was 7 years old and only comes home once a year. We communicated most at ...
9
votes
3answers
2k views

How to approach a person that has stood me up several times?

Background: I met this person, S at a church I was attending at the time (I changed churches for different reasons). We became friends, because we had a few common interests, and I wanted to help S ...
9
votes
2answers
776 views

How to tell an acquaintance that there will be only me

A friend and I (both males) met a girl at university who is in the city as part of an exchange program. The 3 of us have been working occasionally together on university material. We get along well ...
9
votes
2answers
3k views

How do I politely tell someone I don't want them to meet a friend with me?

Background: I was good friends with someone for the better part of 7 years, lately we've been drifting apart but have to spend a long holiday together overseas in a few weeks. Cancelling is not an ...
9
votes
4answers
2k views

How can I recover from a bad first impression on the internet? [closed]

Here on Stack Exchange, I have a user with whom I believe I may have made a bad first impression. In general, I acted as a bit of an accidental jerk. Overwriting his edits, drastically changing the ...
9
votes
2answers
671 views

How to clarify how to pronounce someone's name when you've just met

I've recently transferred colleges, so I don't know many people here. I'm fine with introducing myself and I'm generally quite outgoing. However, an issue that I have encountered is that I cannot ...
9
votes
2answers
2k views

Having a conversation with a coworker about receiving mixed signals that are confusing me

CONTEXT: I live in France, am 23 and I have had a crush on a coworker (21) for about 6 months and told her so around 1 month and a half ago in no uncertain terms. We had been talking regularly, about ...
9
votes
2answers
659 views

How do I talk to someone I've had issues with before?

Last year a girl I go to school with found me annoying. She didn't have any grudges, it was just "I wouldn't choose to sit next to him." This year she doesn't find me annoying, and I have been tring ...
9
votes
4answers
2k views

What should I do with a short, unintentional eye contact? [closed]

Sometimes while walking past people, or because you thought you heard them say something (but they didn't), you look at people for a second. Sometimes your eye wanders when you're lost in thought. And ...
9
votes
1answer
3k views

How to say no to a family member who wants to drive the car

I am a very introverted kind of person and don't argue with others. Sometimes it feels like some people just do not know how and where to stop with me. I have a car and there are some people in my ...
9
votes
1answer
2k views

I have to work with an ex-friend, how can I limit the awkwardness of the situation?

Context I had this very good friend who told me a few days ago to stop any form of communication that is not work-related. Talking about the situation is not an option as she made it clear that she ...
9
votes
2answers
2k views

How to correct my boss on name pronunciation

I recently moved to a new section, and my new boss (actually, my boss's boss) has repeatedly mispronounced my last name. It isn't a tricky name, and the mispronunciation is obvious (soft 'o' instead ...
8
votes
6answers
9k views

How to get over nervousness and prepare for meeting significant other's parents?

I am the kind of person that is a little shy/awkward when first meeting people, but get better over time, the longer I have to warm up to them. The problem is that this initial nervousness is quite a ...
8
votes
3answers
2k views

How can I tell to my friend that her behavior is weird to me?

Background I'm a 14-year old female and I've been friends with this specific girl for about 9 months. She has been really 'touchy-feely' with me for the past month. I'm the type of person that doesn'...
8
votes
1answer
2k views

Appropriate behavior after accidentally touching female player's chest in co-ed sports game

Recently I was invited to a co-ed indoor soccer game where all the participants were people from my company. At the time I didn't really know any of the other players personally and most of them I'd ...
8
votes
4answers
2k views

How to politely tell landlord "you don't have to remind me for rent"

I have been living in this house for the last four months and always paid my rent on the first day of the month. My landlord is an old lady living in the same house with me. We have a very good ...
8
votes
2answers
2k views

How to avoid sitting with friends during an exam

I have an important exam coming up and a few friends in my class want me to sit with them. Normally I would, but I'm worried about this group distracting me while I'm writing the exam. I won't discuss ...
8
votes
2answers
839 views

Strange interactions with a relative/coworker preemptively deflecting blame

There's someone I deal with regularly -- let's call her Betty. Betty and I are closely related and we work together on various projects that she directs. Sometimes I run into a difficult situation ...
8
votes
2answers
2k views

How to tell an artist friend that their art has been getting worse if they think otherwise

Not long ago, a friend of mine got some rather harsh and even somewhat rude criticism, anonymously, that their art has been regressing for a while and that they're squandering all of their potential. ...

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