Try starting a conversation by mentioning an event in his day. “Today is your big presentation, right? I’ve got every finger crossed for you. 😇” Or, you could always text him something you think he’d enjoy. “Hey, I just heard this song and thought you’d like it. [3] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019. I know you mentioned that you love a good drum solo. 🥁”

You could invite him for a nature walk during a free window in your day, “I’ve got three free hours before I start my next shift at work. Wanna meet at [local park]?” Be direct and offer a specific plan. For instance, you could say, “You. Me. Lunch at [local restaurant]. 30 minutes. You in?” Or, if you happen to be in his area, go ahead and see if he’s home, “I’m on a bike ride close to your apartment. I could be convinced to make a detour if you can be ready in ten. ”

Try a light, simple joke. “Why did the scarecrow win an award? Because he was outstanding in his field. “[7] X Research source Or, message him something silly that’s happened to you today. “I realized that the sweater I’m wearing has a coffee stain, but I was already too late to change. So if anyone asks, I’m shocked that it’s there and it must’ve just happened. ☕️”

With an article about dinosaur discovery, for instance, ask, “Do you think we’ll discover all of the dinosaurs eventually? If not, why? 🦖” Or, along with an article on making chewing gum you could ask something like, “What do you think it would’ve been like to invent gum and then have to pitch the idea? Like, imagine describing that it’s delicious, but you can’t actually eat it. 🧐”

“Do you believe in fate?” “Do you think it’s ever okay to lie?” “Do you think our personalities come more from our genes or environment?”

“I’m sure you have, like, a million spots on your list, but if you could go anywhere tomorrow, where would you go?🛬” “Okay, I’ve got to ask. Of all the places you’ve been, do you have a favorite?” “Have you ever been to Prague? That has to be my favorite city in the world. Walking around the castle felt like a total dream. 🏰”

Try something like, “Next weekend I’m taking a daytrip to Half Moon Bay. Think amazing treats for the car, a gorgeous farmer’s market, and insane views. You in?” Or, add to the fun by planning a few options that he can choose from. “I know we were just going to watch movies on Sunday, but I think we can do better. Which sounds best, Six Flags, kayaking, or the zoo?”

A Sagittarius man would probably be stoked to read your half-goofy, half-serious pickup line. “I’m writing a strongly worded letter to Spotify. I can’t believe they didn’t name you hottest single of the week!”[14] X Research source A round of truth or dare will do the trick, too. If he chooses truth, kick things off with something bold, like, “What was the first thing you thought when you saw me?” Or, a PG-13 game of “would you rather” could be a great way to make an impression over text. Ask him, “Would you rather kiss me in my apartment after our first date? Or…kiss me in your apartment?”

If you’re going to message a Sagittarius something about your day, take a moment to find something good that happened to you. This would be a great, positive message to share. “I had my favorite food for lunch today – mac and cheese. Feeling #blessed. 😎” If you’re looking for something to say when the convo lags, brainstorm a bunch of things you really love. Share one of these with him over text, “Do you ever just sit there and think about how lucky we are that dogs exist? Like, seriously. What did we do to deserve them?? 🐶”

You could actually send a message telling him not to worry. When he’s out adventuring, try something like, “I know you’re going spelunking at Maquoketa Caves today, so don’t worry about getting back to me quickly. 😋” Or, you could message him something like, “Why don’t you wait until you’re back from your hike to shoot me a text? I’ll def want a list of every single type of bird you saw, please and thank you. 🦜🌿”

This isn’t a sign that’s typically super willing to settle down. If you’re really interested in going exclusive, it’s still worth just asking. You won’t lose any points in his book for instigating the conversation, and either way, at least you know. Plus, you may get great news from him in response – who knows!