Texting something as simple as “Goodnight!” or “Have a great night!” can go a long way, especially if you're not looking to take the conversation to the next level. If you're planning on seeing your crush soon, try messaging them something like “See you tomorrow!”
Further, a lot of guys like getting goodnight texts, but may not ask for them outright. It can be important not to overthink what kind of text to send a guy and when to send it. As you get to know the guy more, you can likely discover which kinds of texts he appreciates most.
"Sleep well" would be more intimate. While "Good night" can be used in both formal and informal settings, it is not as personal as "sleep well". If you are not sure of the formality of a situation, preferably use "good night".
“Making eye contact and holding it just a few seconds longer than a casual glance causes him to take notice of you and start to wonder what you may have meant by that,” says Lieberman. “It's the cool 'silent flirt' that can make him want to know more.”
Sending goodnight texts to a crush before you fall asleep will make them feel special and let them know that you are thinking about them. These texts will draw you closer, help you get to know each other better, and may take your relationship one notch up.
Saying "good night" every night, even if you had a bad day, is a good indicator that your relationship matters to you, says Mark Goulston, a clinical psychiatrist and professor at University of California, Los Angeles.
And while the winky face is a sure-fire way to let someone know you're flirting, adding a tongue can bring even more of a fun and sexual aura to your texting.
FLIRTY FIRST TEXT: “I see that you're into [hobby/interest]. What do you love most about it?” WHY IT'S GOOD: This is a great first message on a dating-app because everyone's favorite subject is themselves. We all love to talk about our passions and hobbies, so it's very likely to kick-start a stimulating conversation.
Playfully teasing him will make him blush a little from embarrassment. Just don't say anything that's too mean, or else you'll hurt his feelings. Sending flirty, playful messages is a great way to turn him on and make him blush.
