You: “So do you want to grab dinner tomorrow night?” Her: “Hm, possibly 😏” You: “You know you don’t have to physically grab it right? There’s a server that can bring it to you. ” Her: “Oh well in that case, sure!” Emojis can be a great way to be flirty and playful—just be sure you don’t overuse them. [1] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019.
You: “So how about grabbing a drink tomorrow?” Her: “Possibly!” You: “Let me guess. Solving world hunger again? We’re gonna get together one of these days!” Her: “If you say so 😉”
You: “Hey! Wanna grab coffee tomorrow morning?” Her: “Maybe…this week was trash and I was hoping to sleep in tomorrow” You: “Gotcha. How about Sunday instead?” Her: “Yeah, that should work!”
“No rush. Tickets are on sale until Thursday. Let me know!” “Cool, keep me updated! There should still be room at the bar if we get there by 6pm” “Hey, any more thoughts on dinner on Friday? Tables are filling up fast. ”
“Alright, let’s check in later. Have a great rest of your evening!” “Ok, hopefully it works out. Did you see that it’s gonna snow again tomorrow?” Try not to blow up her phone every day to wheedle an answer out of her. Text her a handful of times a week to show you’re still interested without overwhelming her. [4] X Research source
You: “How about we catch the new Marvel movie tomorrow?” Her: “Maybe. I’m going through a rough patch this week. ” You: “No problem, I totally understand. I hope things get better soon!” Her: “Thanks 🙂” If you keep your conversations pleasant and lighthearted, she’ll be more interested in continuing the conversation. [5] X Expert Source Cher GopmanDating Coach Expert Interview. 17 May 2019.
You: “Hey there! Drinks later?” Her: “Possibly” You: “Aw, are you busy tonight?” Her: “Yeah, my sister’s in town and idk what time she’s leaving”
You (texting): “Hey, wanna go to Lou Malnati’s tonight?” Her: “Possibly…” You (on the phone): “No Lou Malnati’s? Are you joking? It’s the best pizza in town!” Her: “Uuugh I’ve had pizza like 6 times this week!” You: “Ok then, where do you want to go?” Her: “I could maybe go for sushi…” You: “It’s settled! Sushi it is. ” Her: “Haha fine! Pick me up around 7”
“Possibly” doesn’t mean “no” forever. If she’s in your social circles, you might run into each other and hit it off. Feel free to reach out to her again if you think she’s more likely to give you a “yes. ”