75 more questions to ask your pen pal

Image credit: Rawpixel.com

Image credit: Rawpixel.com

A while back I wrote a list of 75 questions to ask your pen pal, which a lot of you seemed to find useful, so I have decided to extend that list in this article and bring you 75 more questions to ask your pen pal! These questions could be useful for new snail mail friendships, with pen pals you’ve known a long while, or for written conversation that has become a little stagnant over time. It’s amazing what a few questions can do to freshen up a letter chat.

  • What’s your favourite childhood memory?
  • What is your favourite film?
  • Do you sing in the shower?
  • What is the best gift you’ve ever received?
  • Are you in a relationship?
  • Do you prefer being indoors or outdoors?
  • Do you keep a diary?
  • Do you have any holiday/vacation plans?
  • What do you do for work, and do you enjoy it?
  • Who is your favourite actor or actress?
  • Do you enjoy playing board and card games?
  • Do you prefer cats or dogs?
  • Can you describe your house to me?
  • Who was the last person you spoke to on the phone?
  • What has been the funniest text you have received this month?
  • When was the last time you cried, and why?
  • Have you ever broken the law?
  • Can you play a musical instrument?
  • What do you keep in your bag or handbag?
  • Can you knit?
  • How many hours do you sleep each night?
  • What’s your favourite way to spend an evening?
  • Who is your role model?
  • If you won £1 million, what would be the first thing you bought?
  • If you could choose one super power, what would it be, and why?
  • Do you believe in ghosts?
  • Who was your first ever pen pal?
  • How did you get into snail mail?
  • What has been your favourite job so far?
  • What is your favourite go-to recipe for mid-week meals?
  • What makes you angry?
  • What makes you smile?
Image credit: Ammentorp

Image credit: Ammentorp

  • What is your current hairdo?
  • Who is your favourite band or singer?
  • What’s your favourite music genre?
  • What’s your favourite vegetable?
  • Do you eat meat?
  • How often do you change your bedding?
  • How often do you eat in a restaurant?
  • What is your biggest vice/guilty pleasure?
  • Are you close to your family?
  • Would you like to have children one day?
  • What were your schooldays like?
  • Can you swim?
  • Do you celebrate Christmas?
  • How do you celebrate Christmas?
  • Have you ever met a celebrity?
  • Do you use social media? If so, which platforms?
  • Which phone app could you not live without?
  • Do you prefer giving or receiving gifts?
  • If you could afford to volunteer full time for a charity, which would it be?
  • Do you have a group of friends, or individual friends?
  • What’s your favourite season?
  • What’s your favourite outfit at the moment?
  • Do you wear jewellery?
  • Tell me about your parents?
  • What was your first ever job?
  • Who is your favourite comedian?
  • Do you like going to the cinema?
  • Do you like the theatre?
  • Who was your first kiss with?
  • Do you have any siblings?
  • When did you leave education?
  • Do you like walking?
  • Who is your favourite YouTuber?
  • Where do you sit to write your letters?
  • Do you enjoy or dread weddings?
  • Have you ever been a bridesmaid or a groomsman?
  • Who is your celebrity crush?
  • Can you sew?
  • Are you any good at DIY?
  • Do you exercise?
  • Who taught you to cook?
  • What’s your favourite sports team?
  • Do you make New Year’s resolutions?

Enjoy your letter-writing! Want even more questions? You’ll find them here!

Lucy is our lead editor and has been passionate about stationery since childhood. She has a particular fondness for rollerball and calligraphy pens and is a keen advocate of snail mail.

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