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Mar 4, 2026
Faith&middot Resources

FINALLY, THE PERFECT LENT CHALLENGE FOR TEENS!

FINALLY, THE PERFECT LENT CHALLENGE FOR TEENS!
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This post contains affiliate or associate links with several businesses (which means if you shop through the links, I earn a small commission). As an Amazon Associate I earn from qualifying purchases.

FINALLY, THE PERFECT LENT CHALLENGE FOR TEENS!

Last year I finally put an idea I had in my mind for a long time on paper.

I created the 40 Truth or Dares for 40 Days of Lent Challenge Workbook. I offered it in the Catholic Mom Lent Bundle and my friend Sara called me and told me she thought it was the “best thing in the whole bundle”!

I was so excited about it – and this year, I want to make sure if you didn’t know about it, that you do now!

About a week or two ago, I saw the following posted in a Facebook group:

“Has anyone found any good Catholic media for TEENS for Lent? I’m thinking a short reflection or video that comes daily by text or email. I’m chatting with our middle school youth tomorrow about lent and would love to share it with them. Bonus points if it’s free and easy to get. Most things I have found are directed at young kids, adults, or are too long to engage a middle schooler.”

I responded: Check out this TRUTH OR DARE CHALLENGE!

I dropped the link to the challenge. And this was her response a short time later:

I just checked out your daily videos on Instagram! This is exactly what I was thinking about. I love that they are short and that you tie in a saint or church teaching each day. They are great!!! I will definitely share this with my middle school group. Thank you!

This, as you can imagine, thrilled me! If you want to see me or hear me share some of the challenges, check out this Instagram account and this YouTube channel.

However – and thankfully – they don’t need to be delivered or announced by just me. You can use these for yourself or give them to your favorite teen, young adult, youth minister, catechist, or Catholic educator! My vision is to have many school communities and parishes enjoying this and really pushing themselves to grow closer to Christ this Lent.

DARE TO BE A BETTER CHRISTIAN FOR LENT. 40 TRUTH OR DARE CHALLENGES THAT WILL KEEP YOU ON YOUR TOES (AND YOUR EYES AND HEART ON CHRIST) FOR 40 DAYS PRAYERWINECHOCOLATE.COM

What are others saying about this 40 Truth or Dare Challenges?

Erin says this:

“I highly recommend this fun, easy way to go deeper into your relationship with Jesus! You can “go big or go home” and do the whole workbook, or choose what is doable and meaningful for you this Lent. Your teens might enjoy it, too! “

Nelly shared her excitement in this way:

“I have been thinking about what to do this Lent with our teen boy and tween girl and this Lent Truth or Dare challenge is a great idea! I like the possibility of doing it all together as a family. “

Tina points out how easy this resource is to use by saying:

“The daily prompts are simple yet intentional, making it easy to take one meaningful step each day to grow in faith—without feeling overwhelmed. I love how it gently invites prayer, reflection, and action in a way that feels doable and joyful. A beautiful resource for anyone wanting to live Lent with purpose.“

Jessica left a review that says:

“I love this Truth or Dare Lenten Challenge Workbook! It is a great way to reflect on our life, while providing simple ideas to implement so we can grow in our faith.

Each day, Amy provides one “Truth” to answer. The “Truths” really get you reflecting on your life and relationship with God.

There is also a “Dare” for each day. Amy encourages and motivates you to be better Christian with simple, actionable, and love-filled ideas. . . “

You can see the first 10 challenges for free over on this YouTube channel! 10 different short videos have been published giving both the Truth and the Dare options for 10 different days!

Get the whole TRUTH OR DARE CHALLENGE here!

Lent is half over, but this Lent Challenge can still be accepted and embraced!

Our family has been pulling a TRUTH OR DARE CHALLENGE from the workbook out of a vase and using it as a conversation starter at the dinner table!

These can be used in a classroom setting or as an icebreaker at a youth group meeting!

Get the whole TRUTH OR DARE CHALLENGE here!

5 Ways Teachers Can Use the Truth or Dare Lent Challenge in the classroom

  1. As an “anticipatory set” or warm up to start a religion/catechism class.
  2. As a journal prompt.
  3. As a homework challenge/extra credit assignment.
  4. As a whole class lesson. Divide students into groups and give them 5 to 10 of the prompts. Tell them to choose one truth to answer in front of the class or group and one dare to do by the end of the week!
  5. Got another idea? Leave it in the comments!

Wondering what to do with your Catholic Youth Group before Holy Week (besides Stations of the Cross)?

If you are getting together with your youth ministry group – or even your Neumann center friends before Holy Week, try this Lent activity.

Most of the ideas listed above for teachers could also be incorporated by youth ministers and youth groups.

BONUS IDEA!!!

If you like to have something to give out, grab these for each in attendance!

You can give them out to everyone and ask them to guess what you are doing or give them out at the end as a way to remember the gathering.

Cricket Sucker lollipops or Scorpian Lollipops might be a fun add on to this event!

Recite Matthew 3:4 or read both Lev. 11:22 and Matthew 3:4

Since John the Baptist ate locusts (according to Matthew 3:4) and Lev. 11:22 says crickets were considered “clean foods” for the Israelites, and I couldn’t find locusts – I dare you to hold that up and Dare those in attendance to “be like John the Baptist and eat this”!

Truth: Have you ever ate a bug?

Dare: I dare you to eat this whole thing!

This might be a great way to start a conversation about fasting and how some of the holiest people in history fasted and made sacrifices – even if they were considered already holy and good.

Get the whole TRUTH OR DARE CHALLENGE here!

Will you accept the challenge?

This workbook grew out of a few ideas already incorporated in the Be Yourself Journals.

Be Yourself: a Journal for Catholic Girls and Be Yourself: a Journal for Catholic Boys are enjoyable and meaningful books for anyone between the ages of 9 and 14.

Be Yourself Journal in an Easter basket


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Amy is the Co-Founder of CatholicsOnline.net

Free Resources for Lent

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GUIDE: How to Plan your Own Prayer Wine Chocolate Retreat

Be Yourself! Journal

Journal for tweens and teens

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I connect Catholics! Make Catholic friends that love a GNO! Attend a retreat, start a parish group! Author of Be Yourself Journals @catholicsonline

Limited space available! The Prayer Wine Chocolate Limited space available! The Prayer Wine Chocolate Retreat has been an incredible experience for 10 years now! I truly look forward to it every year and I highly recommend if you are seeking prayerful Catholic friends that love to enjoy a day out at a winery! 

This year invite a friend or come to meet some new ones!

We will pray the Rosary on the beach! Thinking a Risary beach walk!
We have a spectacular speaker who inspire and equip us to stay calm when life’s storms arise.

And of course, we’ll taste some wine and eat!

Comment ME and tag friends below! I’ll send you all the deets!!

#Catholicwife #Catholicwoman #prayerwinechocolate #CapeMay #StaroftheSea
Tag your Catholic friends and comment CATHOLIC FRI Tag your Catholic friends and comment CATHOLIC FRIENDSGIVING if you want more details!!!

#Catholicretreat #Friendsgiving #Catholicfriends #OurLadyStaroftheSea #Rosary
What TRICK or TREAT do you have up your sleeve? Mi What TRICK or TREAT do you have up your sleeve? Might I suggest @andasprinkleofgrace Gracie Jagla’s book and a recipe from Shining Light Dolls @shininglightdolls ?

Comment how you celebrate with holiness and joy below!
All Saints in heaven, pray for us!

#CatholicMom #Catholic #Hallowtide #Hallow #Catholickids
Register before October 20th to save $ on the regi Register before October 20th to save $ on the registration fee!

Space is limited. @iconacapemay Icona will give you a discount if you say you are with the Prayer Wine Chocolate Retreat when you book a room.

Comment CAPE MAY if you want ALL the details! 

We are going to pray the Rosary on the beach, listen to Sarah Dickerson give her talk about staying calm during life’s storms, go to a winery together and more!

There will be time to listen to the Ocean and pray. 🙏 Join us! Our Lady, Star of the Sea, pray for us!

#Catholicfriends #StaroftheSea #praytherosary #Catholic #friendsgiving
A beautiful getaway with a deeper purpose 🙏 🍷 🍫 L A beautiful getaway with a deeper purpose 🙏 🍷 🍫 
Limited space available!
Let me know if you want me to send you details!
Comment COASTAL if you want the specifics!
Let me know if you have questions!

#Catholicwoman #catholicretreat #Friendsgiving #prayerwinechocolate #catholicfriends
The 2026 Prayer Wine Chocolate Retreat details wil The 2026 Prayer Wine Chocolate Retreat details will be announced very soon!
Email subscribers will be the first to get all the information ! Type SHORE if you want to know more!!!

#Rosaryfriends #Catholicfriends #prayerwinechocolate #Catholicretreat #Catholicwomen
This has to be a record… the toy catalog has arriv This has to be a record… the toy catalog has arrived! Download the @catholicsonline catalog from last year and be the first to see the 2026 one when it arrives!

#Christianmom #Catholicmom #Catholickids #Catholics #catholicwoman
Saint Padre Pio is such a powerful intercession an Saint Padre Pio is such a powerful intercession and he really can help us send encouragement to others!
Check out these gifts from @padrepiofoundationofamerica !!
There go ft shop is a MUST SEE!

Use coupon code AMY10 for a discount 😘 #catholic 
#catholicwoman #PadrePio #prayhopeanddontworry #catholicgifts
If you’re looking for advice… let me introduce you If you’re looking for advice… let me introduce you to Mother, I mean Saint, Teresa of Calcutta…

#wisewords #CatholicSaints #catholiccoloringpages #MotherTeresa #saintquotes
Mother Teresa gives the BEST advice! Smile at one Mother Teresa gives the BEST advice!

Smile at one another!!!

Never worry about numbers. Help one person at a time and always start with the person nearest you.

Give yourself fully to God! He will use you to accomplish great things!

GO HOME AND LOVE YOUR FAMILY 

What advice from Mother Teresa is your favorite? What advice would you add from Saint Teresa of Calcutta?

This Rosary is available from @dellamadonnarosaries ; quite a few quotes are in the book Be Yourself: a Journal for Catholic Girls

Follow @catholicsonline and  @dellamadonnarosaries for more inspiration and @prayerwinechocolate for fun 😂
Cabbage.Patch. Diary. What I had v. what I needed… Cabbage.Patch. Diary. What I had v. what I needed…
When I discovered this in my basement, my daughter grabbed it and ran off… I still have some speed left in me. “Secrets” recovered 😅.

Writing in a diary or a journal is much different than writing and sharing on social media… especially for kids and teens. Dr. Leonard Sax (author of The Collapse of Parenting) shares in his talks how writing in a diary or journal is living… but writing and posting is performing.

The young need the space to write out of the public eye.

Also… remember the Cabbage Patch Kids 😂!?

#genx #Catholicmom #genxmom #Catholic #80smusic
Shhh 🤫 I’m letting you look inside one of my praye Shhh 🤫 I’m letting you look inside one of my prayer journals!!!
I love this unique way to pray… it helps my ADHD brain to stay more focused and slows me down in a busy world!
#jesusjournaljunkies 

Wendy Townley hosts junk journaling workshops… and I noticed a crossover, so we teamed up!

I’m excited to share more ways I use a journal to pray! Would you like some time to journal? Would you like some tips on how to start?
#prayerjournal 

Join Wendy and I Thursday evening and we will all journal together!

Type ME if you want more information!

Follow @wendytownley and @prayerwinechocolate for more inspiration!!!

#junkjournal
Have you heard of this? I remember when I was hopi Have you heard of this? I remember when I was hoping and praying to become a mom, my Mom walked with me in the Ocean on the feast of the Assumption and splashed water on my belly.
Our Lady wants the whole world to love her Son ❤️

#Catholic #catholicmom #catholicchristian #catholicwoman #Oceanblessing
Tag your friends that love to pray the Rosary and Tag your friends that love to pray the Rosary and need some time with friends!

#Catholic #catholicwoman #Catholicretreat #Prayer #Rosary
I left with two outfits for my younger son since a I left with two outfits for my younger son since all his clothes are hand me downs of hand me downs @kohls 

#Catholicmom #catholicminimalism #Momlife #Catholicwife #funnycatholicposts
This is how you start a Prayer Wine Chocolate grou This is how you start a Prayer Wine Chocolate group at your parish!!
Huge thank you to Jessica (@sallykpub ) and Betsy (@vacationlearning_blog ) for starting this movement!!

Please comment any questions you might have or simply type PITCH and I’ll send you some resources!

#trustandhope #Catholic #catholicwomen #rosarygroup
Are you thinking it might be fun to have a Prayer Are you thinking it might be fun to have a Prayer Wine Chocolate group that meets up at your parish? Tell me in the comments and drop any thoughts, fears or questions you have!!!
I’ll be happy to clarify and encourage you!

#Catholicfriends #Catholicparish #Catholicwoman #Catholic #Prayergroup
Gotta love the names of their convent AND chapel 💒 Gotta love the names of their convent AND chapel 💒 
When you go to their website they invite you to “Discover a piece of heaven on earth—and be consumed by Divine Love”❤️ 

Had you ever heard of them?

#pinknuns #HolySpirit #EucharisticAdoration #Catholic #Liturgical 
I stopped there on the way to a Phillies game recently. I brought my son… we didn’t stay long but it was fun to finally see them in person. 
Saint Katharine Drexel once prayed there too!
Seriously we need to mix faith and friendship more Seriously we need to mix faith and friendship more!
Comment below if you want to plan a Prayer Wine Chocolate event or start a parish group!!!

#praytheRosary #Catholicfriends #Catholic #Catholicwomen #Catholicwoman
Pink nuns, Padre Pio, Root beer floats and basebal Pink nuns, Padre Pio, Root beer floats and baseball ⚾️… Life with Christ is a wonderful adventure!

Hi, I’m Amy and I am so grateful that our Lord walks with us in suffering and in the beauty of everyday life. Let’s pour a glass of wine and pray the Rosary together!

“Pray, hope and don’t worry!”
Saint Padre Pio

#prayerwinechocolate #Catholicwoman #catholiccommunity #Rosary #pinknuns
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