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30 questions to ask when you run out of things to say
A conversation guide for dry texts, awkward silences, new friendships, and getting to know someone beyond small talk.
Oct 27
•
Kingsley
27
5
7
Why Does The Conversation Die The Moment You Get Someone's Number?
Why conversations die after exchanging numbers, why the chemistry you felt in person disappears over text, and what dry texting reveals about modern…
Oct 27
•
Kingsley
9
2
What Have You Been Shy to Post Lately?
Why Digital Pen-pals Should Be Your Next Community of Oversharers
Oct 23
•
Kingsley
6
4
Someone Is Waiting to Read Your Words, Even If You Don’t Know It
“We are all alone in this together,” by Azike Prosper
Oct 22
•
Kingsley
11
4
5
You Can’t Keep Punishing Someone For a Life They No Longer Live
We are quick to judge people by the worst things they have done, but sometimes the person we judge has already spent years becoming someone else.
Oct 5
•
Kingsley
21
1
8
Why Nigerian Writers Can’t Get Paid on Substack and What They Can Do About It
The problem with Stripe payouts in Nigeria, why Substack paid subscriptions remain difficult for Nigerian creators, and the alternatives that can…
Oct 2
•
Kingsley
and
Penzest
25
2
12
September 2026
Why Your Pain Doesn’t Excuse the Way You Hurt People
Why people hurt others when they’re hurting, how painful experiences shape our behaviour, and why understanding someone’s past doesn’t excuse the harm…
Sep 25
•
Kingsley
6
3
You Know Doomscrolling Is Bad. You Just Don’t Have a Good Enough Reason to Stop.
Knowing how to break the cycle is easy. Finding a reason compelling enough to actually change your habits is the harder part.
Sep 14
•
Kingsley
17
4
8
We Have Too Much to Consume, and Somehow Nothing Is Interesting Anymore
We've consumed so much entertainment that everything feels boring now.
Sep 2
•
Kingsley
28
3
13
August 2026
20+ things to say to a grieving friend (when you don’t know what to say)
Thoughtful, intentional things to say to people when they are grieving
Aug 27
•
Kingsley
37
2
6
Why We Expect People to Love Us the Way We Love Them
Sometimes the pain isn't rejection. It's realizing you expected someone to love you in the exact way you love them.
Aug 23
•
Kingsley
16
2
8
29 silly/whimsical questions to ask a friend instead of “how are you?”
The hardest part about teenage conversations is knowing what to ask right after a typical “how are you?”
Aug 11
•
Kingsley
2,470
18
240
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