Open when letters make some of the best gift ideas for boyfriends, especially when you want to send them a cute reminder, some love, you miss your person, or you’re both long distance and want them to know you’re thinking of them. Our 100 open when letter ideas make the best DIY thoughtful gifts!

Idea from Pinterest
You’ll love these open when letters for your guy!
There are many moods and moments in which your guy may need a reminder, and these 100 letter ideas are the cure. Open when letters help when someone needs some comfort and support, needs love and romance, motivation and encouragement, some humor, reassurance, an everyday reminder, and much more. What kind of letter do you want your guy to open?
Here are 100 “Open When” letter ideas for your guy, ranging from cute to sexy, perfect for Valentine’s Day or any time of year:
1. For Comfort & Support
- Open when you’re feeling stressed.
- Open when you’re having a bad day.
- Open when you’re feeling insecure.
- Open when you’re feeling overwhelmed.
- Open when you’re feeling lonely.
- Open when you’re feeling unsure about something.
- Open when you need reassurance.
- Open when you need a reminder that everything will be okay.
- Open when you need to feel safe and loved.
- Open when you’re feeling down on yourself.
2. For Love & Romance
- Open when you want a reminder of how much I love you.
- Open when you want to know my favorite memory of us.
- Open when you want to know what I love most about you.
- Open when you need to know how much I appreciate you.
- Open when you want to relive our last adventure.
- Open when you want me to tell you how much I love you.
- Open when you want to feel loved and cherished.
- Open when you want to hear how much you mean to me.
- Open when you need a little romance.
- Open when you want to know why we’re perfect together.
3. For Motivation & Encouragement
- Open when you need motivation.
- Open when you need a pick-me-up.
- Open when you need encouragement.
- Open when you’re feeling discouraged.
- Open when you need to feel motivated to keep going.
- Open when you want to feel empowered and confident.
- Open when you need a reason to keep going.
- Open when you need a boost of confidence.
- Open when you need to hear that you can do it.
- Open when you want to be reminded of your strength.
4. For Fun & Humor
- Open when you need a laugh.
- Open when you need to smile.
- Open when you want to hear a funny story.
- Open when you need a good joke.
- Open when you’re in the mood for a little humor.
- Open when you want to hear something silly.
- Open when you want to know what’s been on my mind (funny edition).
- Open when you need a reminder of our funny moments.
5. For Desire & Sexy Vibes
- Open when you want to feel sexy.
- Open when you’re craving something spicy.
- Open when you want to know what gets me going.
- Open when you’re feeling a little naughty.
- Open when you want to hear my deepest desires.
- Open when you want to know how much I crave you.
- Open when you want to be reminded of how sexy you are.
- Open when you need to feel desired.
- Open when you want me to think of you in a sexy way.
- Open when you want me to show you how much I want you.
6. For Reassurance & Affection
- Open when you want to know how amazing you are.
- Open when you want to know how much I trust you.
- Open when you want a reminder of how lucky I am to have you.
- Open when you want to know how much I admire you.
- Open when you need to feel special.
- Open when you want me to remind you how much I adore you.
- Open when you want a reminder of why you’re so important to me.
7. For Reflecting on Your Relationship
- Open when you want to remember our first date.
- Open when you’re thinking about our future together.
- Open when you want to relive a special moment.
- Open when you want to reflect on our relationship.
- Open when you want to hear what I love about us.
- Open when you want to be reminded of our journey together.
- Open when you want to know why you’re my dream guy.
8. For Sentimental & Sweet Messages
- Open when you’re missing me.
- Open when you’re thinking about me.
- Open when you want to hear about my favorite thing about you.
- Open when you want to hear about the sweetest thing you’ve ever done.
- Open when you’re feeling nostalgic about our time together.
- Open when you want to know my favorite thing about your body.
- Open when you want to know my favorite thing about your personality.
9. For Adventurous & Spontaneous Moments
- Open when you’re feeling adventurous.
- Open when you want to plan our next adventure.
- Open when you’re in the mood for something spontaneous.
- Open when you want me to plan something special for us.
10. For Everyday Reminders
- Open when you want to know something new about me.
- Open when you want to know how much I’m thinking about you.
- Open when you want to know how much I love your smile.
- Open when you want me to make you feel wanted.
- Open when you want to know why I’m lucky to have you.
- Open when you need a reason to smile.
- Open when you want a reminder of how handsome you are.
These letters can be tailored to your relationship, and be used to great a meaningful and intimate gift that’s fun and full of surprises! XOXO
Ways to decorate your open when letters!
There are so many cute ways to decorate and create your open when letters, here are some favorite ideas we found online!
I love that these open when letters look more like “official” love letters and make it more fun to open each one. This is a great idea if you’re sending more than one!
Idea from Pinterest
Here’s a cute idea for multiple open when letters, adding a photo or little extra surprise with the letter to give him a reminder of you. So cute, creative and simple!
Idea from Pinterest
Is this not the cutest letter to open?! This is will surely make your guy smile opening a letter like this. Open when…he needs a hug! Any time he needs a hug he’ll have a cute picture of you.
Idea from YouTube
This the cutest idea for not only gifting open when letters, but a gift to go with it! The ultimate gift for him.
Idea from Pinterest
Every time he needs a laugh he can open the letter and check off why he needed it. This is a really cute way to use letters more than once and always have a reason to laugh.
Idea from Pinterest
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