In a world where authenticity is celebrated, the line between being real and oversharing has become blurred. Dating, in particular, can often feel like a balancing act—do you reveal too much or too little? What is the right amount of personal information to share?

Beware! The fine line between being authentic and oversharing

Andrew and Melissa’s second date seemed to be going great. They were dining on the patio at one of Andrew’s favorite local wineries. The sunset was spectacular and Andrew’s anxiety about bringing a date to one of his favorite places was almost gone. Melissa seemed to get his dry humor and he appreciated her quick wit and warmth. She had even leaned into him when they were waiting to be seated and then held his hand when they walked to their table overlooking the vineyards below.

While they were sipping a spectacular Russian River Valley Pinot Noir, Melissa casually asked Andrew about his previous dating experience. Without thinking, Andrew launched into the FULL story of his last long-term relationship. Including all the details about their custody dispute over the puppy he had gotten his girlfriend for her birthday, and their disastrous last vacation. Andrew told her how they met, about moving in together, all the things that went wrong afterward, and their messy breakup. When Andrew finally stopped talking, he noticed that Melissa was no longer smiling. After finishing dinner, Melissa got a Lyft home.

Andrew and Melissa’s matchmaker later got to hear how uncomfortable Melissa felt with the details of Andrew’s breakup. She didn’t like talking about her exes, and Andrew seemed petty and angry while recounting his story. Andrew thought sharing a painful personal story would bring them closer—after all, wasn’t he just being authentic?

Andrew and Melissa’s matchmaker later got to hear how Melissa was very uncomfortable with the details of Andrew’s breakup. She didn’t like talking about her exes, and he had seemed petty and angry when he told her about his last girlfriend. Andrew thought sharing a painful personal story would bring them closer and that he was just being authentic.

Be authentic but still respect boundaries.

Meeting new people can be very intimidating. Often dating anxiety leads men and women to overshare on a first date or at the beginning of a possible relationship. While it may seem like a great way to build a quick connection or get difficult topics out of the way, it isn’t building a solid foundation for a stable relationship.

In her book Daring Greatly, Brene Brown summarized the difference between authenticity and oversharing by saying, “Using vulnerability is not the same thing as being vulnerable; it’s the opposite—it’s armor.”

Sharing and building connections is one of the best parts of dating. Done correctly, it’s a joy to get to know a new person. You don’t want it to ruin that experience by making your date uncomfortable, or alienating them before they have gotten a chance to know you.

Daters who overshare are often doing it out of anxiety. Everyone is worried about whether they are attractive enough, witty, entertaining, etc. Oversharing can sometimes relieve that anxiety, but it can too often feel like a therapy session.

Common topics that are easy to overshare: previous relationships, finances, stories about your friends and family. A good rule of thumb is to steer clear of any topics that bring up any negative emotions.

Is Oversharing a Problem for You?

Some people tend to overshare and are unaware that it is an issue or problem. Below are some signs and signals of oversharing.

  • Do the people around you know more about you than you know about them? Do you find this imbalance common in your relationships? If you do, it’s a good indication that you are an oversharer. Sharing and conversations should be reciprocal. Make sure you are an active listener in addition to storytelling. Ask questions and give space for the other person to express themselves.
  • Is the other person sitting back, looking away, or starting to engage in some other activity? Pay attention to your date’s nonverbal cues. Body language will help let you know about their comfort level. If they start to lean back, cross their arms, or avoid eye contact while you’re speaking, they may feel uncomfortable with the amount of personal information you’re revealing. Oversharing can feel overwhelming, making it difficult for them to engage naturally.
  • If you find yourself uttering the phrase “I’ve never told anyone this…” or “I shouldn’t tell you this, but…” then STOP! You already know you are about to cross a boundary. Trust your gut in these situations—if you’re hesitating, it’s probably better to hold back.

Think About Your Reasons Why

If you are feeling compelled to share deeply personal information, thinking about your motive and reasons.

Tips to Avoid Oversharing and Build Better Connections

Instead of spilling too much too soon, here are some actionable ways to keep conversations healthy and balanced:

  • Focus on asking questions. Building connections isn’t just about sharing your story—it’s about creating a dialogue. Ask questions that show interest in your date’s life. What are their hobbies? What’s something that made them laugh recently? By being curious, you invite natural and reciprocal conversation.
  • Practice light, positive storytelling. While personal stories can create bonds, they don’t have to be overly intimate or emotionally heavy from the get-go. Focus on telling light-hearted, positive stories that can lead to a deeper connection over time. For instance, instead of talking about a painful breakup, share a funny travel mishap or an interesting hobby you’ve picked up.
  • Prepare topics in advance. If anxiety is driving your need to overshare, prepare a list of engaging but safe topics before the date. Discussing favorite books, travel experiences, or a recent movie can help guide the conversation away from emotionally charged topics.
  • Pay attention to boundaries. It’s important to respect the natural progression of a relationship. You don’t need to fast-track intimacy by sharing all your deepest thoughts right away. Gradually reveal personal details as trust builds over time.
  • Check in with yourself. If you feel the urge to share something deeply personal, pause and ask yourself why. Is it because you want to connect, or because you’re feeling anxious? If it’s the latter, take a deep breath and focus on steering the conversation back to neutral ground.

What about you? Have you ever been on a date where someone overshared? Or maybe you’ve done it yourself! Share your experience in the comments below—we’d love to hear your thoughts.