Dating + Relationships

Surprises You Might Encounter on a First Date

Dating can be an intimidating experience, especially when you’re meeting someone for the first time. Even if you’re a seasoned dater, there are still plenty of surprises that could await you on a first date. From embarrassing moments to awkward conversations and unexpected events, it pays to be prepared for anything.


Whether you’ve been single for years or have just come out of a relationship, the prospect of going on your first date can fill even the most confident person with anxiety. After all, no matter how many romantic comedies we watch or dating advice columns we read, nothing quite prepares us for the unknowns and uncertainties that come along with meeting someone new in real life.


Of course, not every surprise is bad – some may bring about exciting experiences or lead to unforgettable memories! But whether good or bad surprises await you during your first date ultimately depends on who you’re meeting up with and what kind of activities are planned. So before heading out into uncharted waters, let’s take a look at some potential surprises that might occur during your next big night out!

Unexpected guests

Unexpected guests crashing your date can be one of the most awkward surprises you might encounter on a first date. Whether it’s an ex-partner who just won’t take the hint or a friend who decided to tag along without being invited, having someone uninvited crash your date can be incredibly uncomfortable for both parties.


Not only is this surprise intrusive and unwelcome, but it can also put a damper on conversation and activities. After all, it’s hard to get to know someone when they are constantly distracted by other people. In addition, unexpected guests often try to take over the conversation, which can make both parties feel like they haven’t been heard or appreciated.


Of course, not all unexpected guests are unwelcome – sometimes, they end up being pleasant surprises! Perhaps you have a mutual friend who comes along and helps break the ice by introducing you to each other or engaging in some lighthearted banter that lightens the mood. Either way, it pays to be prepared for any surprises that could come your way during your first date – no matter how good or bad they may be.

They aren’t who they say they are

One of the most disheartening surprises you might encounter on a first date is finding out that your date isn’t who they said they were. Maybe you met them online and found out when you met in person that their profile was outdated, or perhaps you got fooled by a catfish. Maybe you even found out the guy you’re going out with is a sugar daddy. Whatever the case may be, discovering this type of thing, whether positive or negative, can be extremely off-putting.


Before meeting up with someone for the first time, it’s important to do a bit of due diligence to make sure they are who they say they are. This means doing some research online to see if their profile is accurate or if there are any red flags that should give you pause. Of course, even after all of your research, there’s still no guarantee that someone won’t try to deceive or mislead you – which makes it even more important to go into any date with an open but cautious mind.


When someone isn’t who they said they were on a first date, it can lead to a lot of uncomfortable feelings and emotions – not just for them but also for you. While it might be tempting to get angry or frustrated with them, it’s important to remember not to jump to conclusions before getting all the facts. It could have been an honest mistake or simply poor communication on their part – so take some time to calmly talk things through and gain clarity before making any assumptions about why your date wasn’t what he or she appeared at first glance.


Finding out that your date isn’t who they said they were can often lead to feelings of hurt and betrayal – especially if the conversation was intimate and personal moments prior. That being said, try not to let this experience prevent you from opening up and connecting with people in the future; instead, use it as an opportunity for growth and self-reflection so that these disappointments don’t prevent you from taking chances again.



Surprises on a first date can be both good and bad. While it’s always nice to have pleasant surprises from time to time, it’s important to remember that not all surprises will be positive ones. Unexpected guests, discovering the person isn’t who they say they are, or even something as simple as a faulty plan can all throw your night off-course and make it hard for you to truly connect with each other.


Overall, the best way to avoid any uncomfortable situations is by being prepared for anything that might come your way – whether expected or not. This means doing some research beforehand and having a few backup plans in case something doesn’t go accordingly. Additionally, try to keep an open mind when it comes to surprises on a first date – as they could end up being something special or offer you a unique experience that you wouldn’t have otherwise.


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The Mindful Dating Journal: Find A Healthy Love That Lasts (Paperback)
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The Mindful Dating Journal: Find A Healthy Love That Lasts (Paperback)

By (author):  Smith, Lauren, Maxey MC, Christy

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TWL Working Mom

Jennifer is the Owner of TWL and Co-Owner of a Influencer Facebook Group Influential Mamas.  Along with blogging + freelance writing and selling Zyia Activewear, she is a mom, army wife and full-time teacher. Jennifer lives in Washington State and is a born + raised New Yorker. In her spare time, she loves traveling, yoga, the beach, writing, listening to books and drinking coffee.

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