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This article was co-authored by Imad Jbara and by wikiHow staff writer, Hannah Madden. Imad Jbara is a Dating Coach for NYC Wingwoman LLC, a relationship coaching service based in New York City. 'NYC Wingwoman' offers matchmaking, wingwoman services, 1-on-1 Coaching, and intensive weekend bootcamps. Imad services 100+ clients, men and women, to improve their dating lives through authentic communication skills. He has a BA in Psychology from the University of Massachusetts Dartmouth.
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Hooking up with a guy through text messaging can feel awkward and intimidating. To successfully hook up with a guy via text, you need to be able to flirt, ask to hookup over text message, and to prepare yourself for the date.

Steps

Part 1 of 3:
Breaking the Ice with Flirting

  1. 1
    Be yourself when you text him. Don’t lie about yourself in a text, because that would be awkward when you meet the guy face-to-face. Don’t give the impression that you’d be down for something that you’re not comfortable with when you meet in person.[1]
  2. A cute name like Pumpkin is perfect for a guy who is sweet and bright like a pumpkin.
  • 4
    Ask an open-ended question to start a conversation. The guy will be flattered that you want to have a conversation with him. He’ll know his opinions are appreciated, and that you have a genuine interest in knowing more about him.[3]
    • For example, say something funny and flirty at the same time, such as, “Stop making me think about you. I’m busy.”
    • You could also text, “Stop thinking about me. I said stop!”

    • Part 2 of 3:
    Hooking Up with Him

    1. 1
      Get a feel for whether he wants to hookup. If you want to go out on a date and feel like you shouldn’t be too forward, ask him indirectly. For example, tell him what you’re doing this weekend, and see how he responds.[5]
      • When he responds that he’s awake, ask, “Want to come over and hook up?”[7]
        • You can just go for it and say, “Want to come over and hook up?” Or try, “I want to kiss you right now. Come over.”
        • Just saying, “Let’s have sex,” is pretty direct and can’t be confused as you implying anything else.
    2. 7
      Offer to pay for a ride to your place. When you know the man wants to hook up, ask something like, “Can I send you an Uber to bring you here?” This will get you a booty call, and the guy will get a free ride.[9]
      You should be able to tell pretty quickly in most cases. Either they'll openly flirt with you, or they'll let you know some other way. Don't be afraid to come right out and say, 'What do you want? What are you looking for?' People that are looking to hook up won't be afraid to say it.
  • I wanna hook up with this guy but he doesn't seem to care about anything and I've said. I've dropped some subtle hints, but he doesn't seem to get it. How should I ask him?
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    Staff Answer
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    Maybe he just isn't good at picking up on subtle hints. If you're not sure, try asking him directly if he'd like to hook up. That takes all the guessing out of it, and if he says no, you can move on instead of wondering.
    • Ask a Question
    Include your email address to get a message when this question is answered.

    Tips

    • Use correct grammar while texting. Using a lot of abbreviations and misspelled words without punctuation is a turnoff.[10]