50 Conversation Starters + Happy Mail Inspo

Hello friends!

You know those posts where I share questions to ask your friend or pen pal or spouse? I’m back with a slightly shorter list today, as well as some pictures of a happy mail package I sent recently. Once again, credit for a lot of these questions goes to my fiancé, Sully. I hope you enjoy answering them as much as I have!

Enjoy some thought-provoking questions and springy art. 🙂

Continue reading


100 More Questions to Ask Your Pen Pal

Hello, my friends!

If you love writing letters but don’t know what to talk about, this post is for you! Even if you don’t have a pen pal, you can use these questions as conversation starters with your friends or family. Questions are just fun, and a great way to get to know someone better. If these aren’t enough, check out my first pen pal questions post here.

Okay, enjoy this huge variety of questions with some happy mail inspiration along the way!

Continue reading

100 Questions to Ask Your Pen Pal

Hello, dears!

I’m super excited for this post! (How unusual. 😛 ) One of my readers recently requested I write about pen pal questions, so here we are. Asking/answering questions in letters (or in life!) helps you connect with and get to know someone better, plus, pro tip: including questions is one secret to making your letters a lot longer and more interesting. 😉 For some of my pen pals, we insert a list of questions in the letter, and for others, we just ask questions as they come up about whatever subject we’re on.

Today I’m going to give you a ginormous list of 100 questions to ask your pen pal – some serious, some funny, all across a variety of topics and categories. If you’re at a loss for what to write, try some of these! I’ll also stick in a little happy mail/envelope art inspo along the way. 😉 Alright, let’s do this!

Continue reading