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Where small talk endsand oversharing begins

120+ questions for people who are bored of safe conversations. Pick a mode, pull a card, then head to Oversharers Anonymous for the confessions, opinions, and things people usually keep to themselves.

Preview cards from the conversation deck

Dare to OvershareTHE CONVERSATION DECK

Getting Nosy

What’s something harmless that gives you an immediate ick?

Dare to OvershareTHE CONVERSATION DECK

It’s Complicated

What red flag have you knowingly ignored because you found them attractive?

Dare to OvershareTHE CONVERSATION DECK

Mirror, Mirror

What’s something you’re proud of that you rarely give yourself credit for?

What's inside

One card can change the whole conversation.

The best conversations usually start with the questions no one expects.

120+ questionsQuestions that go beyond small talk, with new ones added regularly.
8 categoriesPick the type of questions you're down for, from funny to vulnerable.Meet Future You — a bonus manifestation experience inside Speak It Into Existence.
6 play modesChoose who you're playing with — friends, date night, solo reflection, and more.
Go DeeperFollow-up questions for when one answer just doesn't cut it.
Shuffle AllRandom cards from the entire deck when you're in the mood for whatever.
Oversharers AnonymousA private community to overshare, reflect, submit questions, and more.

The Choice is Yours

Take the conversation where you want it to go.

There’s something for everyone, whether you want to laugh, confess, reflect, or go deep.

Getting Nosycuriosity, opinions & hot takes
It’s Complicatedlove, dating & relationships
Mirror, Mirroridentity & self-reflection
Confession Boothtime to admit the juicy stuff
Plot Twistsunexpected stories & what-ifs
Speak It Into Existencedreams, goals & manifestation
The Deep Endfor when you’re ready to get vulnerable
Dare to Oversharebold questions with absolutely no filter
Submitted by Oversharers

Your question could end up in the deck.

Send in your best questions. The best submissions become part of the deck.

Set the Scene

Who you’re with changes the conversation.

Choose your scenario and we’ll curate the best questions from the deck.

Get to Know Youfor first dates & new friends
Bestiesfor friends who think they know everything, but actually don’t
Partyhot takes, wild stories & potential chaos
Date Nightget more personal with your person
Deep Talkfor late-night convos when you wanna get vulnerable
Soloreflect, journal & get to know yourself a little deeper

Private community

Oversharers Anonymous

A private DTO community to overshare, reflect, connect, react to other Oversharers, and submit your own questions for a chance to become part of the official Conversation Deck.

Dare to OvershareTHE CONVERSATION DECK

Getting Nosy

What’s something harmless that gives you an immediate ick?

Anonymous Oversharer

“When I see a guy wearing flip flops. I literally cannot handle it.”

RelatableLOLUnhinged
@buymepizza888

“A man carrying a murse!!! Such an ick, get a backpack or something.”

Anonymous Oversharer

“Girls with red lipstick or red nails. It's just so unflattering.”

Ready to overshare?

The Conversation Deck

$25one-time

  • Lifetime access to the full digital conversation deck
  • 120+ questions, 8 categories, 6 play modes + Go Deeper prompts
  • Full access to Oversharers Anonymous
  • New deck questions added regularly
Pay once. Play forever.

This is lifetime access to the deck and community, not a recurring DTO membership.

DTO Supporter

Everything included with the Conversation Deck, PLUS:

  • Your membership directly supports the podcast, deck, community, events, and what Dare to Overshare is building next.
  • Be first in line for new DTO drops, experiences, releases, and special opportunities.
  • Help shape and take part in the show, deck, community, and future IRL experiences.
Support what we’re building. Be part of what comes next.

Deck + community access are included for as long as your supporter membership is active.

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