People can’t always respond to texts right away, so if your first text is you asking him out, you’ll start to freak out if he doesn’t respond quickly. Talking for a while first helps ensure that he is paying attention to his phone. If you have him talking already, there’s a better chance that he’ll respond positively to you asking him out. If you ask him out without any warning, he might be caught off guard and say no. For example, text him, “Hey Josh, this is Pete. That party was crazy last weekend. I’m glad we got to meet. ” It’s simple, but way more effective than texting, “Hey, what’s up?”

Find the balance between asking him out immediately and waiting so long that the conversation dwindles. If he responds well to four or five texts back and forth, take it as a good sign to go ahead and ask him. Even if he doesn’t seem that interested, it’s okay to be bold and ask him out anyway. Just be prepared for a possible rejection.

For example, text him, “It’s a bummer that I’m sitting at home alone. I’d much rather be snuggled up next to you. ” If he says, “We could make that happen,” he probably likes you.

Say, “Dylan, I like you. Would you be interested in going on a date with me this weekend?”

Don’t ramble by saying, “I’ve been thinking about what I could do this weekend because I’m getting bored being home all the time. Would you want to go out? I know there isn’t that much to do but I thought that we could have fun together. Anyway, I’m not even sure…. ” You might want to ask out a guy from school. A teenage guy is more likely to respond to a simple text than to one where you ramble a lot. Text him something like, “Would you want to go out this weekend?” If you want to ask out a coworker, say, “We never get much time to talk one-on-one at work. Would you want to grab a drink when we clock out tomorrow?”

For example, don’t say, “I haven’t dated much recently and you seem like you haven’t either. Maybe we would be able to do something together. That might be pretty cool. ” Say, “Are you interested in going out with me?” This is especially important when you are asking a guy out who you are already friends with. It’s important to make sure they know you want to go out romantically. Say, “I know we hang out a lot, but would you want to go to Orion’s party with me as my date?”

For example, tell him about a party you are going to over the weekend and ask if he wants to go with you. Ask him if he wants to try the new Italian restaurant near your house on Wednesday. The possibilities are endless, and he may say no to the thing you suggest. Asking him to do something specific is still better than asking him “out” in general. This is important when you are asking a guy you just met. Asking to make specific plans will help you find out what they like to do on a date. Say, “I’m a pretty big hockey fan, and I have tickets to the game this weekend. Do you want to be my date?”

For example, don’t text, “Ay, thot we could hang tmrw. Watcha gonna b doin?” Write, “I was thinking we could go out tomorrow. Would you be available?” Double check your text before you hit send to make sure you didn’t accidentally misspell something. Auto-correct can make a message confusing if you don’t check over it before you send it.

If you’ve been talking for a while and he doesn’t respond right away, it may be his way of saying no, but don’t assume this immediately.

Go for a run, take a shower, turn on Netflix, pull out a book, or work on a hobby. As long as you find something to keep your mind busy, you’ll be better off.

There’s not an exact time when you should text him again. Most of the time if you haven’t heard from him within one day, it’s okay to text him to check in.