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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4
votes
4answers
771 views

How to have a casual conversation with new colleagues?

I've recently started working with a new company, and it's great. Every few months, they'll organise for everyone to meet-up in a pub after work for drinks. There's a meet-up coming soon which I'm ...
2
votes
2answers
390 views

Accepted receipt of ‘deepest sympathy’ flowers for neighbour

I recently accepted receipt of some flowers for a neighbour who wasn’t home. We don’t know the neighbour at all (even to say hi on the street). The flowers are clearly for a death in their family. ...
6
votes
3answers
3k views

How to Deal With Asking Out A Friend's Sister

I've been friends with the oldest brother, Gary, since middle school. His younger brother Billy also integrated into our group of friends around high school and Billy, Gary, and I frequently played ...
86
votes
8answers
56k views

How to reject a proposal from a close friend?

I have been friends with a girl at work for more than a year. I have always seen her as a friend and I am pretty sure I never did anything to lead her on. I am going to switch jobs in a couple of ...
2
votes
2answers
6k views

How should I approach my crush if she's not interested? [closed]

TL;DR: There's this girl I really like, who is apparently not interested in me, since I've already made a move on her without any luck. Nevertheless, I've decided not to give up and make one more ...
2
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0answers
347 views

How to deal with a frank speaking and overthinking guy [closed]

I am hanging with a group of friends all around 22 - 23 years old . One of us is sometimes having some anger and sadness at mixed times. It makes the group feel weird. To detail these crises: he ...
2
votes
2answers
590 views

How do I get a second opinion without offending my longtime dentist?

I have been going to my dentist for the past 18 years. It's a family practice: the dentist, his wife (hygienist), his sister-in-law (appointments and billing), and some additional staff I've never ...
10
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3answers
857 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 ...
13
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4answers
2k views

How to approach my Boyfriend on his opinion about having children eventually?

I've got a wonderful boyfriend who I can very openly communicate with. We've been together half a year, but we've been friends for years before that. I'm in my early twenties. So far we have handled ...
36
votes
6answers
13k views

How to inform guests when you don't have enough food for everyone? [closed]

Background I volunteer as an apartment group leader at my apartment complex. Every Monday, I'm in charge of organizing an activity (up to $20) for my fellow roommates and neighbors. Recently, we had ...
4
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2answers
707 views

How to encourage people to not make/cancel travel plans based solely on my personal opinion?

I live in a city in the UK that is hosting some competitive sporting events in coming months. From my time at university and beyond, I have made a number of friends and acquaintances across the globe, ...
6
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2answers
1k views

Address friends overly “agressive” way to get attention back on him when around girls

I often go out on weekends with a few friends of mine, we're all around 18-21 years old from Germany. One of them (lets name him L.) really is a chill guy. Me and my friends aren't really that good ...
-1
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1answer
442 views

How to tell someone you are pregnant at such a late stage? [closed]

I am 35 weeks pregnant and I didn't tell an acquaintance of mine yet. She is an old co-worker of mine and works a few blocks away. She quit working at the same company as me in January. She was ...
14
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4answers
7k views

How to turn down unsolicited advice at the gym? [duplicate]

I'm going to the gym quite frequently, so does the guy this question revolves around. I don't really like chit-chatting (or talking in general) while im working out - I'm usually in my zone, with ...
7
votes
6answers
2k views

How do I politely say no to a stranger asking to use my phone to make a personal call?

TL;DR A stranger approached me and asked me if they could use my phone. I didn't want to be rude and say no bluntly, so I wavered, and felt uncomfortable. How do I say no to strangers asking for use ...
71
votes
14answers
30k views

How do I respond to racist remarks from a coworker?

Recently, I've had a couple short conversations with a coworker that have taken a racist turn, and I'm not really sure how to respond. We don't work directly together, but often see each other in ...
13
votes
2answers
760 views

How to deal with friends finding out I self-harm(ed)?

I have a slight situation arising and would like some opinions/thoughts on how to proceed. Some Backstory I am male, in my early 20s. I have self-harmed for a number of years, and am currently a ...
5
votes
2answers
673 views

Politely recommend budget help to a friend who owes me money?

To address duplication concerns, this belongs on IPS rather than workplace stack exchange or finance, as I would like to address the specific issue of recommending budget help, and handle this as a ...
2
votes
2answers
477 views

How can an English teacher tell their student that the student is dyslexic?

An English teacher working in Russia notices that their student has adequate speaking and listening skills for their level, but really struggles when it comes to writing and reading, both in English ...
15
votes
6answers
12k views

How to convey (non-awkwardly) that its my birthday? [duplicate]

First off, I know that this question is very close to mine, but has no answer that would match my needs. Secondly, I find it shocking how many people answer for a workplace situation. This question ...
24
votes
4answers
3k views

How can I decline to help my teacher with their personal IT problem?

Background Note: Certain details have been changed for privacy's sake. I am the go-to person for tech help for my friends (and enemies), family, and teachers. I have helped everyone I know with ...
15
votes
2answers
978 views

How can I estimate the length of my responses or reactions to avoid wasting others' time?

I often notice for myself, as well as for certain other people, that depending on personality and some other subtle factors, there are types of people who (usually unintentionally) start over-...
8
votes
2answers
1k 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. ...
12
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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 ...
8
votes
1answer
671 views

How to talk to someone about work after their significant other passed away

I recently moved into a shared home where my landlord is one of the roommates. Shortly after her husband passed away. Understandably she’s been upset and stressed. Also I was told it was the husband ...
16
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5answers
9k views

How to ask a neighbor if I can replace our shared fence?

I recently moved into an older home with fences between my home and my neighbor's home. Based the way the fences are constructed, I believe that they are owned by the neighbors and not myself. One of ...
5
votes
4answers
1k views

How to win a game without hurting someone

A few months ago, I joined a chess academy which divides its members into groups of ten for the sake of coaching them efficiently. Mine had eight men and two women with ages ranging from twenty to ...
22
votes
5answers
8k views

Attending the 9/11 Memorial next month - how to interact with families that lost loved ones?

A couple of us are planning to visit the 9/11 Memorial in New York next month on September 11th itself; it would be our first time visiting the memorial. I want to be careful to not treat the event as ...
3
votes
1answer
819 views

How to approach a random person that appears to be interested in you?

A lot of the time (3-5 times a month) when I'm walking in the street or sitting on the public transit random strangers will make eye contact with me for more than 3 seconds and also smile at me in a ...
16
votes
3answers
5k views

How to resume contact with a former manager who I haven't talked to for 3 years?

My manager left the company 3 years ago. I have been on good terms with him. I kept in touch with him for a few months after he left. Then other things became a priority, and I unintentionally ...
4
votes
3answers
494 views

How to handle situations which demands odd behavior [closed]

Consider the following 2 scenarios: After entering either a big shopping complex or high rated restaurant, there will be a queue and have to wait till our turn and buy/order items and then exit after ...
0
votes
2answers
372 views

How do I get a friend's attention in a polite way when they're wearing headphones? [duplicate]

Very specific question, I know, but this is something I've thought about a lot as someone who frequently wears headphones in public and has to contact people in private with them on. Often, when a ...
9
votes
3answers
1k 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 ...
-3
votes
1answer
682 views

How do I handle staying at friend's apartment in which the bathroom offers insufficient privacy? [closed]

I will be going on a business trip to the Chicago area, about 1 hour away from the city I think. My friend lives in the city and she has very kindly offered to host me for the weekend after and show ...
2
votes
4answers
1k views

Friend keeps gifting exipred items. How to politely bring it up?

Background info: the couple of times I have been in China and tried to buy some food from shops, I have noticed that all the things on sale were already past their expiry date. When discussing this ...
1
vote
1answer
744 views

How to make people understand that I am working in a part of my vast domain

I am a Telecommunications engineer who's been working as a programmer these days. One of my dreams was to continue my master degree and become a control system engineer. I always read about the ...
2
votes
3answers
1k views

How to apologize for not sending gifts to every member of the family this Christmas

My mom and I have kept in touch with my ex's parents, mostly his mom "Suzanne" and grandma. So we wanted and decided to send a Christmas card. My mom also wanted to make something for Suzanne, which ...
41
votes
10answers
17k views

How to get across to flatmates the reason behind not wanting to live with them again?

Some Background I am a 21 year old female, House mates ages: Alice is 21, Beth is 20 and Katie is 19, Obviously, the flatmates names have been changed to protect their anonymity We lived in a student ...
6
votes
3answers
2k views

How to tell my boss about his lack of hygiene

I work in a small consulting company. I love what I do and I love to work with my boss who is a kind of genius in our field. He is a quick thinker and can be very technical and smart. He is good and ...
0
votes
1answer
451 views

On a date, if I give a woman flowers, what does she do with them? [closed]

On a date, I'd like to give a woman flowers as a little present. What's the best thing for her to do with them? I mean, if I imagine to be a woman getting flowers, I'd feel real bad throwing them away ...
36
votes
5answers
9k views

How can I tactfully discuss the intentions of an online acquaintance before meeting?

I recently accepted the friend request of a guy on Facebook. We shared a couple mutual friends, so I assumed we had met at a college party somewhere in the last few years. As it turns out, we haven't ...
3
votes
1answer
702 views

How do I deal with coworkers messing with me because of my shyness?

I've worked at my job for over a year and I barely speak to anyone. I'm very much a loner and don't prefer socializing or interacting with others, I keep to myself. My other coworkers know this and ...
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 ...
29
votes
3answers
8k views

How do you ask friends to visit a dispensary without looking like a junkie?

I live in Europe but a few times a year I visit the United States. I stay in states where recreational cannabis is allowed. I don't use cannabis in Europe because it's not allowed, but when I'm in ...
1
vote
1answer
452 views

As a student, how can I negotiate appropriate sleeping arrangements with strangers for an academic conference?

I'm an undergraduate student that was offered a role researching for a grant. I was able to get authorship status on a paper and will be attending a conference for it later this year. The professor I ...
39
votes
8answers
16k views

How to have dinner without romance involved

I live in a tourist hotspot in japan, in particular a place where people often go when travelling solo. This means that when people I know (even just passing acquaintances) come here, they often ask ...
89
votes
9answers
24k views

I'm in a committed relationship and I'm being hit on in the workplace - how do I stop it without bringing it to HR?

Some Background I'm a 21 year old female I'm living in west Europe I am in a committed relationship with my boyfriend The Problem I recently started an internship for the summer which is amazing ...
4
votes
1answer
12k views

How to respond when people ask for treat (or party) but doesn't really want it? [closed]

I have faced this condition in past also, but i will ask this with respect to a recent experience I had. I won at an event in my office and was rewarded with a gift. After this people (including ...
1
vote
3answers
1k views

Responding to self deprecating jokes I can't relate to

The other day I was talking to an acquaintance--someone I see often but haven't really talked to enough to consider a friend. While talking, this person would make self deprecating jokes about their ...
2
votes
2answers
392 views

How to dispel the awkwardness after getting promotion and now managing my peer who vied for the same job?

A colleague and I both went for a promotion to team leader and I got it. I am looking for advice on how to handle the awkwardness of him not obtaining the promotion and me being in a position of ...

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