You know that feeling when you want to ask someone about their day but want to make it more fun and flirty? Well, I’ve got you covered. Whether it’s a crush, a partner, or someone you’re just getting to know, asking “How was your day?” doesn’t always have to be so simple. Spice it up! I’ve come up with 18 flirty ways to ask this question that’ll definitely grab their attention and make them smile. Ready? Let’s dive in!
1. How’s My Favorite Person Doing Today?
This question is perfect for showing them that you care, but in a lighthearted way. When you refer to them as your favorite person, it makes them feel special and loved. It’s a flirty way to make them feel good, while also giving you the chance to ask how their day went. It shows that you’re not just interested in how their day was, but you’re genuinely interested in their well-being. It’s personal and sweet, without being over the top.
2. Did Your Day Get Better Once You Thought of Me?
This flirty question is all about getting them to think about you in a playful way. You’re giving them the chance to imagine that their day improved just because you crossed their mind. It’s playful and fun, and it’s also a bit of a compliment. Asking this shows you’re confident, but also gives them the space to tease you back. It’s a great way to mix humor with affection and break the ice in a cute way.
3. So, What’s the Best Part of Your Day?
Asking about the best part of their day adds a positive twist to the conversation. It’s flirty because it invites them to share something exciting or fun, and maybe even something they experienced because of you! It also gives you the chance to bond over something enjoyable. By asking about the best part, you’re showing that you’re not just asking for small talk but are genuinely interested in their happiness and looking for the things that made them smile.

4. Was I the Highlight of Your Day?
This one is a bit bold but definitely flirty! By asking if you were the highlight of their day, you’re letting them know you’re interested in knowing how much they enjoyed talking to or thinking about you. It’s also a little cheeky, showing that you want to know if you made their day a bit more fun. This kind of playful question is a great way to get a flirty response and can make your conversation a lot more engaging.
5. How Did You Survive Without Me Today?
This one is perfect for someone you’re already close to. It’s fun, playful, and a little teasing. By asking how they survived without you, you’re implying that you’re someone they rely on or enjoy spending time with. This is a great way to remind them of your presence in their life in a cute and flirty way. It also gives them a chance to compliment you or joke around, making the conversation feel more personal and exciting.
See Also: 36 Other Ways to Say Good Morning
6. Did You Miss Me Today?
If you’re looking for a flirty question that’s a little more direct, asking if they missed you is the perfect way to go. It’s an easy way to get them to think about you and gives them the chance to express how much they enjoy your company. Plus, it’s fun to hear the answer. Whether they answer seriously or jokingly, it’ll lead to a more flirty back-and-forth conversation. It’s a simple but effective way to keep things light and interesting.
7. Was Your Day as Fun as Our Last Hangout?
Bringing up a fun memory you shared together is an excellent way to add some flirty charm to your question. When you ask if their day was as fun as your last hangout, you’re reminding them of a great time you had and setting the bar for even more fun times to come. It’s a playful way to ask about their day while giving them the opportunity to talk about you, which makes it flirty and engaging.
8. How’s Your Day Going, Gorgeous?
Adding a compliment to your question is a simple way to make it flirty. Calling them “gorgeous” shows that you’re paying attention to them and that you find them attractive. It’s a light and casual way to show interest without being too serious. Asking how their day is going with such a compliment also boosts their confidence and sets a positive, flirty tone for the rest of the conversation. It’s a small touch, but it goes a long way!
9. What’s Been the Best Part of Your Day, Besides Talking to Me?
This one is cheeky and flirty! By adding “besides talking to me,” you’re not only being playful but also giving them a chance to think about you in a positive way. It shows you’re confident and adds humor to the mix. It also makes the conversation feel light and fun, creating space for flirty banter. Plus, it gives them the chance to tease you back in a sweet way. It’s an easy way to keep things exciting.
10. Have You Been Thinking About Me Today?
If you want to be a little bold, this question is perfect. It shows confidence while also giving them a chance to share their feelings. It’s flirty because it implies that they might have thought about you at some point during the day. This kind of question can lead to a playful exchange, making your conversation more fun and personal. It’s also a great way to see if they have been thinking about you, making it a little more intimate.
11. Did You Have as Much Fun Today as I Did Thinking About You?
This is a flirty and sweet way to ask about their day. It’s playful and lets them know that you were thinking about them, while also showing interest in how their day went. By asking if their day was as fun as you imagining them, you make the conversation more exciting and playful. It’s a great way to engage them and make them feel special, all while making the conversation feel light and flirty.
12. How Was Your Day, Beautiful? Got Any Fun Stories?
Complimenting them with “beautiful” and asking if they have any fun stories from their day is an easy way to start a flirty conversation. This question invites them to share something interesting or fun, while also letting them know that you find them attractive. It’s a way of showing that you’re interested in more than just the basics of their day. Asking for a fun story also encourages them to open up, which can make the conversation feel more relaxed and fun.
13. How Was Your Day? Bet You Made It Better for Everyone Around You!
If you want to keep it light and playful, try this one! By saying “Bet you made it better for everyone around you,” you’re complimenting them without being too direct. It’s a fun way to acknowledge that they likely brought a positive vibe to their day, while also showing you care. It’s a great way to start a flirty conversation without being overly serious, and it’ll likely get them to smile or laugh, making the exchange even more fun.
14. What’s Something That Made You Smile Today?
This one’s sweet and flirty because it gets them to think about the positive moments of their day. Asking this question shows that you’re interested in their happiness, which is a great way to connect with someone. It also gives you the chance to hear about something that made them smile, which could be a story you can continue to chat about. It’s flirty because it brings positive energy to the conversation and shows you care about their well-being.
15. How Was Your Day, Sunshine?
Calling them “sunshine” is a light, fun, and flirty way to ask about their day. It’s a compliment wrapped up in a casual question. By using a sweet nickname like “sunshine,” you’re making the conversation feel warm and inviting, while also showing interest in their day. It’s a playful way to express that you care and want to know more about how they’re feeling. This simple question can set a cheerful tone and make them smile right away.
See Also: 28 Other Ways to Say “Happy Birthday”
16. Was There a Moment Today That Made You Think of Me?
This is a great question for building a deeper connection with someone while also being playful. By asking if something during their day made them think of you, you’re letting them know that you’re on their mind. It’s flirty without being too forward and can open up a conversation that feels both fun and meaningful. Plus, it gives them a chance to compliment you or share a sweet memory, which makes for a great flirty exchange.
17. Did Your Day Go as Planned, or Was There a Twist?
Asking about a twist in their day is a fun and flirty way to learn about their experience while keeping things light. It gives them the chance to share a fun story or something unexpected that happened to them, all while keeping the tone flirty and relaxed. It’s an easy way to show interest in their day without sounding too formal. Plus, it opens the door for fun conversation, making it more engaging and exciting.
18. How’s Your Day Going, Cutie?
Ending with a simple compliment, calling them “cutie,” adds a flirty touch to the question. It’s sweet and straightforward, showing affection without overdoing it. This question is casual enough to be asked at any point during the day, and it’s guaranteed to bring a smile to their face. It’s a great way to engage them and keep the conversation going with light, playful vibes. A simple compliment can go a long way in keeping things flirty and fun.
I hope these flirty ways to ask how someone’s day was have given you some fun ideas! Now you can mix things up and make your conversations a lot more playful and exciting. Whether you’re asking a crush or a partner, these questions will surely make them smile. Don’t be afraid to get a little creative, and remember, it’s all about keeping the conversation light and fun.