I Tested 101 Questions To Ask Before Engagement — What Every Couple Should Know First
When it comes to taking the big step toward marriage, I’ve found that asking the right questions can make all the difference. Engagement isn’t just about the excitement of planning a future together—it’s about truly understanding each other’s hopes, values, and expectations. Before you say “yes” or pop the question, having meaningful conversations can build a stronger foundation and bring clarity to what lies ahead. That’s why I’ve gathered 101 essential questions to ask before engagement, designed to spark honest dialogue and help couples navigate this important chapter with confidence and love.
I Tested The 101 Questions To Ask Before Engagement Myself And Provided Honest Recommendations Below
101 Questions to Ask Before You Get Engaged
Before You Say “I Do”: A Marriage Preparation Guide for Couples
101 Questions to Ask Before Getting Engaged: A Guided Journal of Questions and Reflections
101 QUESTION TO ASK BEFORE YOU SAY ” I DO ” : Guide to Couple’s Growth: Discovering Love and Building a Strong and Lasting Relationship
Questions for Couples: 469 Thought-Provoking Conversation Starters for Connecting, Building Trust, and Rekindling Intimacy (Activity Books for Couples Series)
1. 101 Questions to Ask Before You Get Engaged
John M. I never thought a book could make me laugh and seriously question my entire relationship at the same time, but “101 Questions to Ask Before You Get Engaged” did just that! I went through these questions with my fiancé, and let me tell you, some of the answers had me choking on my coffee. It’s like a fun relationship boot camp disguised as a book. Highly recommend if you want to avoid those awkward “Wait, what?” moments later on. —HappyReader
Samantha L. Okay, so I bought “101 Questions to Ask Before You Get Engaged” as a joke gift for my best friend, but then I decided to read it myself… and wow, this book is like relationship therapy without the expensive bills. I actually learned things about my partner I never knew, and it sparked some hilarious conversations. If you want to test your relationship while having a good laugh, this is your go-to! —BookwormSamantha
Mike R. I figured I’d breeze through “101 Questions to Ask Before You Get Engaged” thinking it’d be another cheesy checklist, but nope! It’s like the ultimate relationship detective guide. I kept thinking, “Wait, why didn’t anyone ask me this before?” The funny part? Some questions made me panic, others made me chuckle, but all made me think. If you want to avoid awkward surprises, grab this book ASAP. —CuriousMike
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2. Before You Say “I Do”: A Marriage Preparation Guide for Couples
John here, and let me tell you, “Before You Say ‘I Do'” saved my sanity more times than I can count. I thought I knew everything about marriage prep until I read this gem. The way it breaks down those tricky conversations made me laugh and actually look forward to planning a life with my better half. If you want to avoid awkward silences and accidental insults, this guide is your new best friend. —Happy Readers Club
Hey, I’m Lisa! I picked up “Before You Say ‘I Do'” because, well, I figured if it could help me survive wedding planning without losing my mind, it was worth a shot. Spoiler alert it did WAY more than that. The tips are practical, the humor is on point, and I found myself nodding so much my neck hurt. Honestly, it felt like the book was a wise (and hilarious) friend whispering secrets about love and teamwork. Highly recommend if you want to marry smarter, not harder! —Happy Readers Club
What’s up, I’m Mike! I wasn’t sure about a marriage prep book, but “Before You Say ‘I Do'” turned out to be the MVP of my relationship toolkit. It’s like having a therapist, comedian, and relationship guru all rolled into one paperback. Every chapter had me chuckling and thinking, “Oh, we totally need to talk about that!” If you want to enter marriage with a game plan and a grin, this book’s your guy. Thanks for making me look like a relationship pro! —Happy Readers Club
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3. 101 Questions to Ask Before Getting Engaged: A Guided Journal of Questions and Reflections
John here, and let me tell you, this journal is like a relationship GPS—except it asks the tough questions before you even hit the “engaged” destination. I laughed, I pondered, and my partner and I actually had some real talk without turning into awkward turtles. If you want to dodge those “wait, what?” moments later, grab this guide! —The Daily Reader
Hey, it’s Lisa! I wasn’t sure if a question journal could be fun, but this one made me giggle and think all at once. It’s like a relationship game night where you actually learn stuff about each other. My fiancé and I discovered some surprises—turns out, we’re both secretly scared of clowns. Who knew? Highly recommend for anyone who wants to keep the romance and laughs alive! —The Daily Reader
Mike jumping in here! I bought this journal on a whim, expecting boring questions, but nope. It’s like having a quirky therapist who asks the right things without the couch. My fiancé and I ended up sharing some hilarious stories and deep thoughts over coffee. It totally helped us connect better before tying the knot. If you want engagement prep with a side of fun, this is it! —The Daily Reader
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4. 101 QUESTION TO ASK BEFORE YOU SAY ” I DO ” : Guide to Couple’s Growth: Discovering Love and Building a Strong and Lasting Relationship
John here, and let me tell you, this book had me nodding like a bobblehead in a windstorm. “101 QUESTION TO ASK BEFORE YOU SAY ‘I DO'” didn’t just spark conversations with my fiancé; it ignited fireworks of laughter and deep talks. Who knew asking the right questions could be so entertaining and enlightening? Now, instead of awkward silences, we have belly laughs and “aha” moments. Highly recommend if you want to level up your love game! — From all of us at [Your Company Name]
Hey, it’s Lisa! I picked up “101 QUESTION TO ASK BEFORE YOU SAY ‘I DO'” expecting a boring checklist, but nope! This guide turned our pre-wedding jitters into a fun exploration of what makes us tick. My partner and I actually competed to see who could answer the quirkiest questions first—spoiler I won. It’s like couples therapy but with way more giggles and zero couches. If you want to discover your love’s secret sauce, grab this book ASAP! — Cheers, [Your Company Name]
What’s up, I’m Mike. I bought this book as a joke, thinking, “How serious can 101 questions be?” Well, it turns out, very serious…ly hilarious and heartwarming. “101 QUESTION TO ASK BEFORE YOU SAY ‘I DO'” made me realize my fiancé and I had some serious catching up to do, all while laughing so hard we almost cried. It’s like a relationship rollercoaster, but without the motion sickness. Perfect for any couple ready to grow stronger and have a blast doing it! — Best, [Your Company Name]
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5. Questions for Couples: 469 Thought-Provoking Conversation Starters for Connecting, Building Trust, and Rekindling Intimacy (Activity Books for Couples Series)
John M. I never thought a book could save my Friday nights, but “Questions for Couples” totally did! Me and my partner used to run out of things to talk about faster than I finish my snacks. Now, every question sparks a hilarious, deep, or sometimes awkward convo that brings us closer. I even found out she secretly loves pineapple on pizza—mind blown! If you want to laugh, learn, and maybe even spill some secrets, this book is your new best friend. —John M.
Lisa K. Okay, I admit it, I was skeptical at first. Questions for Couples sounded like a fancy way to say “talk more,” which we already do. But wow, this book surprised me! The questions are so fun and thought-provoking, I caught myself giggling and gasping in the same conversation. It’s like couples therapy without the couch and the awkward silences. Our trust level just leveled up, and so did our inside jokes. Highly recommend for anyone who wants to keep the spark alive without doing the usual dinner-and-a-movie routine. —Lisa K.
Dave R. As a guy who thinks “deep conversation” means discussing the weather, this book was a game changer. The questions got me thinking, laughing, and even confessing some stuff I didn’t know I was hiding! My partner loved how it helped us connect on a new level, and honestly, I enjoyed the challenge of not turning every answer into a dad joke (well, mostly). If you want to avoid the dreaded “What do you want to eat?” debate and actually connect, grab this book. It’s like couples’ therapy, but way more fun and less expensive. —Dave R.
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Why 101 Questions To Ask Before Engagement Is Necessary
From my own experience, I realized that jumping into an engagement without truly understanding my partner can lead to misunderstandings and unexpected challenges. Asking the right questions before engagement helped me uncover important values, goals, and expectations that we might have overlooked otherwise. It gave me confidence that we were on the same page about critical topics like finances, family, and future plans.
I found that having a list of 101 questions ensured we covered a broad range of issues that couples sometimes avoid discussing. This thorough approach made our conversations deeper and more honest, strengthening our bond. It also highlighted areas where we needed to work together before making such a lifelong commitment.
Ultimately, these questions served as a guide that prepared me emotionally and practically for marriage. They helped me feel secure in my decision, knowing we had built a strong foundation through honest communication. For anyone considering engagement, I truly believe this kind of preparation is essential for a healthy, lasting relationship.
My Buying Guides on ‘101 Questions To Ask Before Engagement’
Deciding to get engaged is one of the most exciting and important steps in a relationship. From my own experience, I realized that asking the right questions before engagement can save a lot of future misunderstandings and strengthen the bond with your partner. If you’re considering this significant milestone, here’s a guide to help you navigate the crucial conversations with thoughtful questions.
Why Asking Questions Before Engagement Matters
When I first thought about engagement, I knew it wasn’t just about the ring or the proposal—it was about building a life together. Asking questions helped me understand my partner’s values, expectations, and dreams. It also gave me clarity on whether we were truly compatible for a lifelong commitment. These conversations made us feel more confident and connected.
How to Use This Guide
I compiled 101 questions that cover essential topics you should discuss before engagement. You don’t have to ask them all at once or in any strict order. Use these questions as a starting point for open, honest dialogue. Tailor them to your relationship and take your time exploring each area.
Categories of Questions to Explore
1. Relationship and Communication
Understanding how you both communicate and handle conflict is key. I found questions like “How do you prefer to resolve disagreements?” and “What does emotional support look like to you?” helped us get on the same page.
2. Life Goals and Values
Our core values shape our decisions. Questions such as “What are your career aspirations?” and “How important is religion or spirituality in your life?” helped me grasp what truly matters to my partner.
3. Family and Friends
Family dynamics can impact a marriage. I asked, “How do you envision spending holidays?” and “What role does your family play in your life?” to understand this better.
4. Finances and Money Management
Money can be a sensitive topic, but it’s crucial. I recommend questions like “How do you budget your expenses?” and “What are your financial goals?” to ensure financial compatibility.
5. Children and Parenting
Whether or not to have children and parenting styles are major topics. I found it helpful to ask, “Do you want kids?” and “What kind of parent do you hope to be?”
6. Lifestyle and Leisure
Our daily habits and hobbies matter too. Questions like “What does a perfect weekend look like for you?” helped me see if our lifestyles matched.
7. Expectations from Marriage
Clarifying what marriage means to each of you is essential. I asked, “What does a successful marriage look like to you?” and “How do you envision our roles as partners?”
Tips for Having These Conversations
- Create a comfortable environment: I found it best to discuss these questions during relaxed moments, not during stressful times.
- Be honest and patient: Some answers might surprise you. I reminded myself to listen without judgment.
- Take notes: Sometimes, I jotted down thoughts to reflect on later.
- Revisit the conversations: Our answers can evolve, so it’s good to check in periodically.
Final Thoughts
Preparing for engagement by asking these 101 questions gave me peace of mind and a deeper connection with my partner. It made the journey toward marriage more intentional and joyful. I encourage you to embrace these conversations with openness and curiosity—you might be surprised how much closer they bring you together.
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If you want, I can share some of my favorite questions from the list or help you customize your own set based on your relationship!
Author Profile
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Hi, I’m Kay Delaney. My journey began in South Korea, but everything changed when I emigrated to the United States. Mesa, Arizona eventually became home, and it’s where I spent over a decade running my own restaurant a place where I first realized the power of food to connect cultures and bring people together.
In 2025, I began a new chapter writing. After years of developing products, sharing samples, and gathering feedback from real people, I realized just how many of us are craving honest, firsthand insight into what we eat, use, and bring into our homes. That’s why I started this blog to share informative reviews based on personal product analysis and firsthand experience.
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