Let’s be real: No one ever wants to get hit with an unsolicited DM that reads, “Hey Hottie! Will you send me a sneaky pic?” IMHO, exchanging sexy messages over the internet can be like recreating Love Letters of Great Men, but for millennials. However, much like writing the perfect letter, penning a message that’s both sensual and not cringe-worthy takes some practice and finesse. If you’re looking for some inspiration, these 23 sexy questions to DM your crush are the perfect place to start.
No matter how long you’ve been crushing on someone, it’s important to be in tune with their comfort level and feelings before sending a sexy message. Consent is a necessary part of all sexual behavior — IRL, and, yes, in the DMs. While making the first move can be daring (and often appreciated!), ensuring everyone’s comfort and boundaries is also important. And whether you’re gearing up to exchange nudies or just want to have a flirty convo, asking your crush a sexy question in their direct messages can be a great way to open up your conversation.
Here are 23 sexy questions to DM your crush. Yes, they are categorized by Taco Bell sauce heat levels.
1. Let me just ask: How is it possible that you’ve gone so long without messaging me?
2. Should I start this conversation with a cheesy pickup line?
3. Be honest, how long have you been waiting for me to DM you?
4. When’s the last time you thought about me?
5. It’s been so long since we last hung out. Wanna change that?
6. I’m making the first move with this DM. Can I expect you to make the first move when we hang out IRL?
7. If you have the time to “like” all my recent posts, how come you’ve never found the time to ask me out?
8. Miss me yet?
9. When do I get to kiss you again?
10. How about we move this convo to drinks?
11. I’m not great at starting sexy conversations. Do you want to give it a try?
12. Do you mind that I’m DMing you from the tub?
13. If I asked you to come over right now, what would you say?
14. Want to skip the gym and come over for a different type of workout?
15. Do you like sexting?
16. If you could pick out my undies, what would you have me in?
17. I had a dream last night that we were sexting. Want to make my dreams come true?
18. Real tea: Did you think about me naked when you last saw my name in your DMs?
19. I just took some pics that are a little too hot for my main feed. Do you want to see them?
20. So, your place or mine?
21. What would you do to me if we were together right now?
22. What’s your sexiest fantasy?
23. Do you ever think about me when you’re touching yourself?
Whether you ask what they’re wearing or complement their recent post, sliding into your crush’s DMs can be a super flirty way to start a sexy conversation. Of course, it’s always imperative to ensure everyone’s comfort and well-being. If you think a message is a little too forward, or you’re worried about making your crush uneasy, start with something mild and build up to something hotter. At the end of the day, putting yourself out there (in a consensual and respectful way!) is the sexiest message of all.
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