Best Ask Jessica Apps

221+ iOS apps curated and reviewed

4.7 avg rating
20 free apps
Updated May 2026

Every iPhone needs a few good ask jessica apps. We benchmark 221+ of them on App Store rating, freshness, and pricing, then surface the standouts so you don't have to scroll the App Store yourself.

Top Picks for Ask Jessica

Paired: Couples & Relationship#1

Paired: Couples & Relationship by Better Half Limited

Questions, Long Distance Games
Editor's Choice
🌟 Lifestyle
4.7😊(201K ratings)
FreeAdsIn-App Purchases
#57in Lifestyle
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Paired: Couples & Relationship screenshot 6

"Connect with your partner on a deeper level with this app designed for couples. Share intimate moments, set relationship goals, and communicate effectively in a private and secure space. Strengthen your bond and create lasting memories together."

What We Love

  • 💞 Helps build intimacy and connection
  • 🤝 Improves communication and understanding
  • 🎯 Provides useful relationship insights
  • 🕰️ Encourages daily relationship-building

Room to Improve

  • 💰 Subscription cost is too high
  • 🔒 Difficult to cancel subscription
  • 📢 Limited free content
Evergreen: Relationship Growth#2

Evergreen: Relationship Growth by Evergreen Technologies, LLC

Couples Quiz, Games, & Advice
Strong Contender
💪 Health & Fitness
4.8😊(53K ratings)
FreeIn-App Purchases
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Enhance your relationship with fun quizzes, games, and activities tailored for couples. Deepen your bond, improve communication, and strengthen your connection. Start building a stronger relationship today!

What We Love

  • 👍 Helpful for relationship growth
  • 🤗 Facilitates meaningful conversations
  • 🤝 Improves communication and connection
  • 🎉 Fun and interactive quizzes

Room to Improve

  • 💰 Expensive subscription
  • 🔁 Repetitive prompts and quizzes
  • 🐛 Glitchy app performance
Lasting: Marriage & Couples#3

Lasting: Marriage & Couples by Groop Internet Platform inc.

Guided Relationship Counseling
Worth Considering
💪 Health & Fitness
4.7😊(25K ratings)
FreeAdsIn-App Purchases
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Connect with your partner through guided exercises, resources, and reminders to strengthen your relationship. Improve communication, intimacy, and understanding in your marriage through this supportive app. Start prioritizing your relationship today.

What We Love

  • 💕 Improved relationship
  • 👍 Convenient and easy to use
  • 🤝 Promotes open communication
  • 🧠 Insightful and informative content

Room to Improve

  • 🐛 Buggy and glitchy
  • 💰 Overpriced subscription
  • 🔒 Difficulty canceling subscription

More Ask Jessica apps to explore

4
Agapé: Feel Close When Apart
Agapé: Feel Close When Apart
Agapé: Feel Close When Apart
Friends, Family, Couples
Free

"Agapé is a relationship wellness app where you answer daily personalized questions to strengthen your connections with friends, family, and partners. With a focus on fostering unconditional love, it aims to enhance all types of relationships through easy, fun interactions."

💪 Health & Fitness
(26K)
5
AlKhattaba - Muslim Marriage
AlKhattaba - Muslim Marriage
AlKhattaba - Muslim Marriage
The Halal Islamic Marriage App
Free

Experience the ultimate in halal Muslim matchmaking with our app tailored to Islamic culture. Find your soulmate with smart matchmaking, join a global community, and explore VIP plans for an enhanced experience. Download now and start your journey to love!

🌟 Lifestyle
(13K)
6
Tonight's Conversation
Tonight's Conversation
Tonight's Conversation
Black Love Streaming Content
Free

Experience thought-provoking discussions on black love, dating, and relationships with "Tonight's Conversation On-Demand". Dive into engaging content and the best-selling Tonight's Conversation card game. Tune in to the Tonight's Conversation Podcast for insightful conversations. Start exploring now!

🎬 Entertainment
(5K)
7
Coral: Couples & Relationship
Coral: Couples & Relationship
Coral: Couples & Relationship
Questions, quiz, games, & chat
Free

Discover a fun way to strengthen your relationship with our interactive game designed for couples. Have meaningful conversations, deepen your connection, and create unforgettable moments together. Ready to level up your relationship?

💪 Health & Fitness
(3.5K)
8
Shaadi.com Matrimony App
Shaadi.com Matrimony App
Shaadi.com Matrimony App
Most trusted matrimony app
Free

Connecting over 35 million members for marriage, this matrimony app is a pioneer in matchmaking, offering a reliable platform for individuals looking to find their life partner. Join now to discover your perfect match!

🌐 Social Networking
(22K)
9
Good Inside: Parenting
Good Inside: Parenting
Good Inside: Parenting
24/7 Parenting Support
Free

"Transform your home with personalized parenting support from the Good Inside app. Get daily guidance, instant answers, timely reminders, on-the-go workshops, exclusive events, and connect with a private community of parents. Start your journey to raising confident, resilient kids today!"

📚 Education
(13K)
10
ReGain - Couples Therapy
ReGain - Couples Therapy
ReGain - Couples Therapy
Relationship Counseling
Free

Connect with licensed therapists specializing in relationship counseling through this app. Whether individually or with your partner, get personalized support, secure messaging, and live sessions starting from $60 per week. Transform your relationship with professional guidance at your convenience.

💪 Health & Fitness
(13K)
11
Ultimate Intimacy
Ultimate Intimacy
Ultimate Intimacy
Marriage Games & Intimacy
Free

Enhance your marital bond with an intimate app designed for couples seeking to deepen their connection. Enjoy features like customizable games, conversation starters, private messaging, resources for emotional and sexual intimacy, and more. Experience a new level of closeness and fun in your relationship!

🌟 Lifestyle
(2.3K)
12
CoupleGrow - Relationship App
CoupleGrow - Relationship App
CoupleGrow - Relationship App
Long Distance,Games, Quiz
Free

Enhance your relationship with Beloved: Couples Relationship, an advanced app designed for all stages of a relationship. Enjoy personalized activities, meaningful conversations, and fun games to deepen your connection. Try our 7-day free trial and discover what couples are raving about!

💪 Health & Fitness
(6.4K)
13
Ask Friends: Conversations
Ask Friends: Conversations
Ask Friends: Conversations
by Sonya Olson
Free

Discover new conversation starters with internet-favorite ideas that fit the moment, helping you break the ice and dive into meaningful discussions. Explore fresh topics and spark interesting conversations with friends and loved ones.

🌟 Lifestyle
(11)
14
Lovewick: Relationship Tracker
Lovewick: Relationship Tracker
Lovewick: Relationship Tracker
+ Couple Questions, Date Ideas
Free

Track and grow your relationship with Lovewick. This app offers couple questions and date ideas to help strengthen your bond and create lasting memories together. Download now to nurture your connection!

🌟 Lifestyle
(1.9K)
15
HH Talk - Deep Conversations
HH Talk - Deep Conversations
HH Talk - Deep Conversations
Love. Learn. Share.
Free

Explore a world of deep conversations with dialogue-packed question sets on a variety of topics. Spark engaging discussions with friends and loved ones, or delve into self-reflection with our thought-provoking app.

🎬 Entertainment
(1.8K)
16
Between, Couples Love Tracker
Between, Couples Love Tracker
Between, Couples Love Tracker
Daily Relationship Tracker
Free

Are you in a relationship? Try Between, an app designed for couples to enhance communication and store memories. Join now to strengthen your connection with your partner!

🌐 Social Networking
(21K)
17
Couple Games Questions · DeepQ
Couple Games Questions · DeepQ
Couple Games Questions · DeepQ
Deep Relationship | Spicy Quiz
Free

DeepQ: Couple Games Questions is a mobile app designed to spark meaningful conversations between couples. With a variety of thought-provoking questions and interactive games, DeepQ helps deepen relationships and strengthen emotional connections. Take your relationship to the next level with DeepQ!

🎬 Entertainment
(3.1K)
18
Together: Marriage Mentor App
Together: Marriage Mentor App
Together: Marriage Mentor App
By Dr. John Delony
Free

The application is a daily marriage app designed to help couples stay connected, improve communication, and build habits that strengthen their relationship. It offers daily connection prompts, weekly rundowns to align schedules and needs, and is based on research-backed principles, all aimed at providing simple, effective exercises to invest in the relationship without adding stress.

🌟 Lifestyle
(1.1K)
19
Couples - Better Relationships
Couples - Better Relationships
Couples - Better Relationships
Daily quizzes, games for pairs
Free

"Couples - Better Relationships" offers daily quizzes and games for pairs to strengthen their relationship and deepen intimacy. Answer daily questions, compare responses, and have fun getting to know your partner on a deeper level. Start building a stronger connection today.

💪 Health & Fitness
(2.9K)
20
SumOne: For Relationships
SumOne: For Relationships
SumOne: For Relationships
Daily question game for couple
Free
🌟 Lifestyle
(18K)