Overthinker's Black Book

Love and life advice for overthinkers

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    Dating

    How to tell your date about your therapist?

    January 18, 2025 / Comments Off on How to tell your date about your therapist?

    When you meet someone new, it’s only natural to show the best version of yourself. As you get to know each other better, it’s natural that you get to know each other better and deeper, maybe subjects that are more difficult to talk about, come up. But how do you proceed dating someone when you have a therapist and you feel ashamed about it? When is the right time to tell your date, and how do you bring the news? In this article, I will explain the why, when, and how of telling your date about your therapist. I’ll answer the following questions: Why: why should you tell your date?…

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    5 reasons why it didn’t work out after a perfect date

    January 22, 2024
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    Should you date multiple people at once?

    January 6, 2024
    woman in gray turtleneck long sleeve shirt

    How do I handle dating when I have anxiety? 5 tips to make dating easier

    May 7, 2024
  • Two people holding ceramic mugs with coffee
    Dating

    5 reasons why it didn’t work out after a perfect date

    January 22, 2024 / Comments Off on 5 reasons why it didn’t work out after a perfect date

    So, you finally decided on a date with that cute person from a dating app, work, or school. You go out for coffee, drinks, or a walk in the park, and everything runs smoothly. The conversation flows, with no awkward silences, and plenty of gazing into each other’s eyes, and by the end of the date, you can’t wait to see them again. And then… they sent a text, it’s done. What happened?  Reason 1: They didn’t feel physical attraction Ouch! If you watch many dating shows as I do, this is one of the most awkward rejections someone can receive on national television. But rest assured, most people in…

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    How to tell your date about your therapist?

    January 18, 2025
    Image of girl on phone

    How you can decide not to be ghosted, ever

    April 7, 2024
    woman in gray turtleneck long sleeve shirt

    How do I handle dating when I have anxiety? 5 tips to make dating easier

    May 7, 2024
  • Photo of iPhone with social apps displayed
    Dating

    How do I deal with dating and texting?

    January 11, 2024 / Comments Off on How do I deal with dating and texting?

    Texting, it’s often a struggle when you’re dating someone. How much is too much, how can you show you’re interested and don’t come across as too eager or available? It’s often a fine line between giving the other person space or seeming careless. In this article, I’ll advise you on how to handle texting when you’re dating someone. Before the date When you haven’t met yet, or haven’t had your first date yet, it might be tempting to continue talking through text. My advice is: don’t do it. It’s easy to create an image of someone in your head when you’ve never met that person. It’s also nice to have…

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    Should you date multiple people at once?

    January 6, 2024
    Image of girl on phone

    How you can decide not to be ghosted, ever

    April 7, 2024
    Two people holding ceramic mugs with coffee

    5 reasons why it didn’t work out after a perfect date

    January 22, 2024
  • Person holding black samsung android smartphone, Tinder app opened
    Dating

    Should you date multiple people at once?

    January 6, 2024 / Comments Off on Should you date multiple people at once?

    It’s a debate as old as time: date multiple people at once. Is it best to stick to one person at a time, or should you have three, four, or maybe five people in rotation? In this article, I will list the pros and cons of dating multiple people at once. Pro: You keep your options open When you date multiple people at once, you create more possibilities to fall in love. First dates and second dates often don’t lead to anything more, so why limit yourself right out of the gate? If you use a dating app, it’s easier than ever to just swipe some interesting prospects and plan…

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    How to date when you’re not interested in a casual relationship?

    January 25, 2025
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    How do I handle dating when I have anxiety? 5 tips to make dating easier

    May 7, 2024
    Image of woman thinking

    Why are the people that aren’t my type interested in me?

    March 3, 2024
  • An image of a person paying with their card on a table, surrounded by a coffee cup, a bowl with nuts and another food item.
    Dating

    Who should pay the bill on a date?

    January 1, 2024 / Comments Off on Who should pay the bill on a date?

    It’s often a very telling moment during a date: when the bill arrives. Who reaches for it first, and who has their card ready? Most people have a strong preference, they either prefer paying themselves, that the other person pays, or that the bill is split. But what is the easiest way to navigate this, and what to do if it gets awkward during or after the date? In this article, I will guide you through. First things first: always be prepared to pay Before the start of your date, you should always make sure you’re prepared to pay. Check if you have enough money to pay for your date and…

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    January 22, 2024
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    How to date when you’re not interested in a casual relationship?

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