Comparison

Deep Ask vs Cards by Guessy

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Deep Ask

Discover deeper connections with friends, family, and new people. This app offers a collection of profound, funny, and exciting questions designed to break the ice and foster meaningful conversations.

Highlights
  • Profound questions
  • Funny questions
  • Exciting questions
  • Icebreaker tool
  • Get to know people better
Features
Read full description

Get to know your friends, family, or even new acquaintances and dates better – with profound, funny, and exciting questions that break the ice!

About

Cards by Guessy

Read full description

1000+ questions, 20+ categories, one single app. For couples, friends, family, and first dates: we have a question for every situation. Forget buying separate card decks, here everything is in one place, for one price. Cards by Guessy is a conversation card game in digital form that livens up friend gatherings, family nights, dates, and every moment you crave deeper conversation, laughter, and shared experiences. HOW IT WORKS - Pick a category that fits your group and mood - Start the conversation and get to know each other better - Answer honestly, playfully, or surprisingly, it's all about the shared experience 1000+ QUESTIONS IN 20+ CATEGORIES Relationship - First Date: light, get-to-know-you questions for the first moments of a relationship. - Date Night: deep conversation starters for couples on a quiet evening. - Intimate: conversation can be foreplay too, 55 tasteful yet bold questions about desires and boundaries. - 36 Questions to Fall in Love: Arthur Aron's famous psychology experiment, in order, 36 questions that bring you closer. - Our Future Together: 45 deep questions about kids, home, traditions, and the long term. - Couples Quiz: how well do you know each other? 35 questions about your partner's tastes and habits. Family & Friends - General / Icebreaker: universal conversation starters for any group. - House Party: party-mood questions, karaoke, inside jokes, memorable nights. - Among Friends: strengthen the bonds between old and new friendships. - Family Together: questions that bring parents, kids, and siblings closer. - Generations: multi-generational questions, grandparents' wisdom, family recipes, historical memories. - For Kids: playful, age-appropriate questions for little ones. Work & Career - Team Building: trust-building questions between colleagues. - Onboarding: 50 questions for new team members, communication style, motivation, team culture. - Retrospective: 45 reflective questions to close a project, what worked, what we learned. - Leadership: 50 deep self-reflection questions for leaders, conflict, trust, saying "no". Self-Discovery (playable solo) - Nostalgia: revisiting childhood memories and defining moments. - Vision: questions about dreams, goals, and long-term vision. - Daily Reflection: introspective prompts for end-of-day journaling. - Gratitude & Motivation: 40 gratitude exercises and motivation prompts for everyday life. Party Games - Would You Rather: quick decisions, dilemmas, and joking around. EXAMPLE QUESTIONS "What would you do if you were invisible for a day?" "If your life were a movie, what would the title be?" "Which historical figure would you have dinner with?" WHY A DIGITAL CONVERSATION GAME? - Always in your pocket: for a spontaneous moment, an unexpected date, a weekend trip, a long drive - Never runs out: constantly growing content, new questions and categories - Play instantly: no shipping, no waiting, just download and start - Takes no space: never lost, never left at home WHO IS IT FOR? - Couples, newly together and together for years alike - Groups of friends, for a glass of wine, a party, a weekend gathering - Families, for quality time after dinner - First dates, without awkward silences - Team building, office or offsite events - Anyone who believes a good question is worth more than a thousand answers Not just a conversation game, but a tool to create unforgettable memories and closer connections. A good question opens up a conversation for hours, one you would never have started otherwise. FREE TO TRY 2 categories and about 50 questions are available for free. PREMIUM FEATURES Full access to 20+ categories, 1000+ questions Save and revisit your favorite questions Ad-free This app is licensed under the Apple Standard End User License Agreement (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/

Screenshots

Deep Ask3 screens
Cards by Guessy4 screens

Verdict

The call

The clearest difference is in-app purchases: Deep Ask at none against Cards by Guessy's 13. Deep Ask also leads on update cadence (every 5 days vs every 5 months). On price, ads, device support and iOS requirement there is nothing between them.

Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Cards by Guessy sells 13 one-off in-app purchases. Deep Ask asks for nothing beyond the download.

UpkeepUpdate frequency

Deep Ask ships an update every 5 days, Cards by Guessy every 5 months. The most recent releases landed on October 21, 2026 and October 7, 2026 respectively.

Scorecard2 real differences · 8 level
Deep Ask versus Cards by Guessy: the parameters behind the verdict, then further details
ParameterDeep AskCards by Guessy
PriceFreeFree
Rating5.0 (1 ratings) — better—
Positive reviews100.0% of reviews—
Number of ratings1 — better—
Update frequencyEvery 5 days — betterEvery 5 months
AdsNoNo
In-app purchasesNo — betterYes
MonetizationFree—
DevicesiPhone, iPad, iPodiPhone, iPad, iPod
Requires iOS15.0 — better16
Further details — not scored
Size56 MB116 MB
Age rating17+4+
DeveloperJohannes LauberAdam Daniel Szalai

In-app purchases

None

Deep Ask

No in-app purchases

13 purchases

Cards by Guessy

One-time13
  • Csapatépítő kategória (Örökre)$3.99
  • Retrospektív kategória (Örökre)$3.99
  • Vezetői kérdések kategória (Örökre)$3.99
Show 10 more
  • Általános (Örökre)$6.99
  • Csapatépítő kategória (Örökre)$7.99
  • Családi kategória (Örökre)$7.99
  • Nosztalgia kategória (Örökre)$7.99
  • Dilemma kategória (Örökre)$7.99
  • Barátok Közt kategória (Örökre)$7.99
  • Gyerekeknek kategória (Örökre)$7.99
  • Randi este kategória (Örökre)$7.99
  • Jövőkép kategória (Örökre)$7.99
  • Intim kategória (Örök hozzáférés)$9.99

Questions

Is Deep Ask free?
Deep Ask is free to download, with no in-app purchases.
Is Cards by Guessy free?
Cards by Guessy is free to download, with in-app purchases available.
Do Deep Ask or Cards by Guessy have ads?
Neither Deep Ask nor Cards by Guessy shows ads.
Which is updated more often, Deep Ask or Cards by Guessy?
Deep Ask ships an update every 5 days, and Cards by Guessy every 5 months. Most recently, Deep Ask was updated on October 21, 2026 and Cards by Guessy on October 7, 2026.

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