Lisa Shield

Why You Do Not Feel Like Yourself When You Are Dating

It’s 9:47 on a Tuesday night, and you’ve read his last text eleven times. You’ve analyzed the period at the end of it, compared it to the ones he sent last week, drafted three replies and sent none of them. Earlier today you negotiated a contract, managed a crisis, and gave advice that changed someone’s life. And yet, you can’t believe you’ve spent two hours trying to decode punctuation from a man you’ve known for three weeks. You never imagined a woman like you would have this level of dating anxiety.

Meet Your Madolescent

There’s a name for this reactive part of us. I call it your Madolescent.

Mad + adolescent = Madolescent.

Your Madolescent is the younger part of you that shows up when dating brings back an old fear. She’s the girl who once worried about being rejected, embarrassed, left out, or replaced by another woman. She learned to protect herself long before you became the woman you are today.

She’s the voice that says:

Pull away before he can hurt you.

Wait three hours to text back so you don’t look too interested.

If he liked you, he’d know what to say.

Don’t ask the question. You’ll look needy.

Here’s what matters: your Madolescent is not trying to ruin your love life. She’s trying to protect you from getting hurt the way you got hurt before.

The problem is that she’s using old strategies on a new situation. And she’s terrible at modern dating.

When Dating Brings Out the Worst in You

You are not normally a critical person. You give people the benefit of the doubt. You care about how others feel, and you’d never want to be described as harsh.

But dating has a way of bringing out the worst in all of us.

I see it every time I sit down with a client to review dating profiles. And you may have caught yourself doing it too. You open the app, and within minutes:

  • Why would he wear that shirt?
  • He looks so old.
  • He seems boring.
  • What is wrong with these men?

Suddenly you’re saying things about complete strangers that you’d never say to anyone’s face. The kind, caring woman you know yourself to be is gone.

That doesn’t mean you’re secretly cruel. It means you’re tired, disappointed, and scared.

Judging the men makes you feel powerful for a moment. If you reject them first, you never have to face the possibility that one of them might reject you. If you can reduce them to bad photos and awkward profiles, you don’t have to feel how scary it is to want love and not know if you’ll find it.

Your Madolescent uses judgment to create distance.

And that may be what bothers you most. Not the risk of dismissing a good man, but this: you don’t like the person you become when you’re dating.

Why Dating Breaks All Your Rules

Successful women are used to having some influence over the outcome. You prepare. You work hard. You make smart decisions. Effort produces results.

Dating doesn’t work that way. You can do everything thoughtfully and still have zero control over whether another person is ready, available, honest, or capable of building what you want.

The confidence that works everywhere else doesn’t work here:

At work, you ask for what you need without apology. In dating, asking feels “demanding.”

With friends, you trust that a misunderstanding can be repaired. With a man you just met, one awkward conversation feels like the end of everything.

That uncertainty pulls you out of the present and into the past. Suddenly you’re not responding to the man in front of you. You’re responding to every man who disappointed you, every man who disappeared without an explanation, every time you wondered why he chose her instead of you.

That’s the moment your Madolescent takes over.

The Part That Feels Most Humiliating

Often the hardest part isn’t what he did. It’s your reaction to it.

You’re more upset about the obsessing than the unanswered text. You’re ashamed of checking your phone. You think, I am too old for this. You tell yourself a confident woman wouldn’t care this much.

Now you’re not only hurt or afraid. You’re ashamed that you’re hurt or afraid.

You need a new definition of maturity, because the one you’re using is hurting you.

Dating like an adult does not mean becoming unaffected. It doesn’t mean pretending you don’t care or convincing yourself you don’t need anyone.

It means recognizing when a younger part of you is reacting, and refusing to let her make the next move.

You can feel disappointed without sending the angry text. You can feel afraid without pulling away. You can want reassurance without demanding it. You can care about a man without handing him control over what you do next.

Separate What Happened From What You Fear

When your Madolescent is activated, she moves fast:

  • He hasn’t texted today becomes “He’s losing interest.”
  • He sounded distracted becomes “I did something wrong.”
  • He needs some time becomes “He’s pulling away.”

You may not even notice how fast your mind filled in the blanks.

Before you respond, slow the story down. Ask yourself: What happened? What am I assuming? What is this bringing up in me? What do I need to know before I decide what it means?

This is not about ignoring your instincts. Sometimes he is inconsistent. Sometimes your concern is valid. But sometimes he’s busy, unsure what to say, or communicates differently than you.

The adult in you gathers information before turning a fear into a fact.

Take Responsibility Without Taking All the Blame

A man may disappoint you. He may vanish for days or leave you confused. You’re allowed to notice, to hurt, and to decide his behavior doesn’t work for you.

But there’s a difference between:

“You made me feel completely unimportant.”

and

“When I didn’t hear from you after we made plans, I felt disappointed. Consistent communication matters to me.”

The first tells him what he did to you. The second tells him what happened, how it affected you, and what matters to you. It also gives him a chance to understand you.

Then watch what he does with that information. Does he listen? Get defensive? Make an effort? Does anything change?

You’re not communicating to convince the wrong man to treat you well.

You’re communicating so you can see who he is.

Stop Protecting Yourself With Games

When a woman feels vulnerable, she tries to get control back. She waits longer to text back. She acts less interested than she is. She goes cold to see if he’ll chase. She calls it “setting a boundary” when she’s punishing him for not reading her mind.

Games buy you a moment of power. They cost you closeness. Intimacy requires enough honesty for someone to know you.

Say he asks you out at the last minute. Instead of “If you wanted to see me, you would have asked sooner,” try:

“I’d love to see you. I usually need more notice. Next time, can we plan a few days ahead?”

You’ve told him what works for you without attacking him. Now his response tells you what you need to know: Does he plan ahead next time? Or does he keep expecting you to accommodate him?

Either way, you learn something true.

Let the Woman You Are Today Lead

Your Madolescent may always be part of you. The goal isn’t to get rid of her. The goal is to stop letting her run your love life.

When she shows up, listen for the fear underneath: Of course this is bringing something up. I care about him. I feel vulnerable. But I don’t have to act from that fear.

You can have compassion for the girl you were without letting her make decisions for the woman you’ve become.

You can pause. Ask the direct question. Express the need. Wait for more information. Walk away when something doesn’t work, without attacking him and without abandoning yourself.

Dating like an adult isn’t about becoming harder to hurt. It’s about staying connected to yourself when something hurts.

The strongest woman in the room is not the one who never feels insecure. She’s the one who can feel insecure, recognize what’s happening, and still choose her next move.

10 Questions to Ask to Gauge a Guy’s Emotional Maturity and Relationship Goals

My clients are smart, career-driven women who don’t want to waste time on the wrong guys. They want to figure out early on if a man has the potential to be a great partner. It’s not enough that he is successful and has financial resources. My clients know that the relationship will be unsatisfying and won’t last without a deep emotional connection and shared values. 

They often ask, “How do I tell if a man is emotionally available and has similar relationship goals?” This is an excellent question and one every women should be asking herself when assessing a potential partner.

In a moment, I will give you ten questions to ask that will help you answer that question. But before we dive in, it’s important to note that I’m not a huge fans of using a list of questions as a rigid checklist on dates. 

 

The Power of Observation

Relationships should unfold naturally. It’s more important to rely on your powers of observation rather than going into a date with a predetermined agenda. If you ask too many pointed questions, most men will feel uncomfortable. So, be careful not turn your date into an interrogation.

Questions can be useful, but often, a man will reveal his emotional availability through his actions, the way he speaks, and how he engages with you rather than through direct questioning. It’s important to create a space where these insights can emerge naturally.

 

The Art of Asking Questions

When you do decide to ask a question, you need to give a man the space to respond thoughtfully. Men often take longer to process their thoughts, so don’t rush them. If you ask a deeper question, allow some silence, giving him time to think and respond. This pause can be a powerful indicator of whether he’s genuinely considering your question or deflecting it.

 

10 Questions to Gently Gauge Emotional Availability

Here are some questions that are meant to help you better gauge a man’s emotional depth.

 

What have you learned from your past relationships?

This question is not just about his past relationships but what he’s taken away from them. Listen carefully to how he talks about his exes. Does he blame them or take responsibility for his part in what happened? Does he speak with compassion? How he reflects on these experiences can reveal a lot about his emotional maturity.

 

Tell me about a time when you experienced a significant loss.

This could be the death of a pet, a friend, or a family member. Observe whether he meets your vulnerability with empathy and shares a similar experience. A man who is in touch with his emotions will respond with genuine understanding.

 

What are your core values and principles?

Understanding a man’s core values is key to assessing compatibility. Does he value honesty, loyalty, or authenticity? These foundational beliefs are crucial for a successful relationship.

 

How do you respond to challenges at work or in life?

Sharing a personal story and seeing how he responds can be very telling. Does he offer empathy or try to solve your problem? His reaction will show how emotionally available he is when you’re going through a tough time. It is important to remember that it is a man’s nature to offer solutions to problems. Men are problem-solvers, and they want to feel useful. SO, many men will not ace this question. 

 

What was one of the best days of your life?

This question allows a man to reflect on positive experiences. If he struggles to come up with an answer, it’s okay to suggest that he shares one of the best days rather than the best. This opens the door for him to share something meaningful without feeling pressured.

 

What are your love languages?

Understanding how a man expresses and receives love is crucial. The five love languages—words of affirmation, gifts, physical touch, acts of service, and quality time—can reveal a lot about what makes him feel loved and valued.

 

What movie or book has had a significant impact on you?

A man’s favorite film or book that moved him can provide insights into his emotional world. Films like Field of Dreams often resonate with men, especially those dealing with themes of connection, purpose, and relationships.

 

What are you most grateful for?

Gratitude is a window into a man’s heart. Whether he’s grateful for his family, his health, or his career, his answer will reveal what he values most in life.

 

What is your proudest achievement?

This question helps you understand what he values in his own life. Whether it’s a career milestone, a personal growth moment, or a relationship, his answer will show you what he takes pride in.

 

If money were no object, what would your dream job be?

This question can reveal a lot about a man’s passions and dreams. It’s a great way to see if he’s living authentically or if there’s something more he’s yearning to do.

 

Conclusion

Remember, do not ask all of these questions at once. Use them as conversation starters. The key is to approach these topics with curiosity and openness, allowing the conversation to flow naturally.

Ultimately, what you’re looking for is not just the right answers but the quality of the interaction. How does he engage with you? Does he meet your vulnerability with his own? These are the indicators of a man who is emotionally available and ready for a deep, meaningful relationship.

If you’re ready to dive deeper into finding the right partner, visit my website at LisaShield.com to learn more about my programs and how I can help you find the Guardian of Your Soul.

Thank you for reading, and I hope these questions help you on your journey to finding love.

The Power of Video Dates

Let’s face it: you’ve been in the dating game long enough to know the drill—the endless swiping, the awkward small talk, the disappointment when that promising match fizzles out. You’ve heard all the horror stories, and maybe you’ve lived a few of them, too. The modern dating world can feel like a minefield, and at times, you might wonder if it’s even worth the effort.

But here’s a thought: what if we’ve been looking at it all wrong?

I know, I know. You’re probably rolling your eyes right now. But hear me out. While the digital dating landscape has its fair share of pitfalls, it also offers some unique advantages that we often overlook in our frustration with the process. And one of the biggest game-changers? Video dates.

Think about it. In what other era could you connect face-to-face with potential partners from the comfort of your own home, wearing your favorite sweatpants? When else could you have a first date over a home-cooked meal (even if you’re in separate kitchens)? The convenience and flexibility of video dates are revolutionary, especially for those juggling busy careers.

But it’s more than just convenience. Video dates strip away some of the awkwardness and superficiality of first in-person encounters. Without the distractions of a noisy restaurant or the pressure of immediate physical proximity, you can engage in deeper, more meaningful conversations. You can get to know someone’s values, interests, and personality before meeting in person. Then, when you do meet face-to-face, you feel more at ease because you’ve already made a connection. 

Now, I’m not saying it’s all sunshine and roses. Video dating comes with its own set of challenges. But you have a choice: your attitude towards these challenges can make all the difference.

If you approach video dating with an open and positive mindset, you might be surprised at how much more you enjoy the process. This positive outlook isn’t just about making you feel better (although that’s a great bonus). It actually has a ripple effect on your entire dating experience.

When you’re feeling optimistic, it shows. Your dates will pick up on your good energy, making your interactions more relaxed and enjoyable. You’ll be more likely to see the potential in your matches rather than focusing on what might go wrong. And even if a video date doesn’t lead to a love connection, you’ll let it roll off your shoulders and keep going rather than feeling dragged down by disappointment.

So, how do you cultivate this positive outlook? You choose to focus on the advantages of video dating:

1. It allows for deeper conversations and emotional connections before physical meetups.

2. It offers convenience and flexibility in scheduling.

3. It helps you avoid the awkwardness of going on in-person dates where you feel absolutely no connection.

4. It gives you the chance to present your authentic self in a comfortable environment.

5. It can be a huge timesaver!

If you choose to focus on these advantages, video dating can become a productive and enjoyable part of your dating process.

I know you would love to instantly find your perfect match, but that isn’t what usually happens. So, while you’re out there, you might as well enjoy the journey, learn about yourself, and open up to the possibility of enjoying the company of potential partners. With the right mindset, video dating can become an important step in screening your dates before you invest time and energy in getting dressed up and going out with them.

So, the next time you join a video call with a potential match, take a deep breath and remind yourself of the unique opportunities that lie ahead. Approach each interaction with curiosity and optimism. Be patient with yourself and others as you navigate this digital landscape. And above all, remember to have fun with it. 

Choosing to focus on the advantages rather than the disadvantages of video dating can be a game changer. It’s not just about finding love—it’s about enjoying the process, learning about yourself, and making meaningful connections, even if they’re through a screen. Who knows? Your next video date might just be the start of something beautiful.

 

Day 6! – Replay

Day 6: Surprise Q&A!

Let’s get into it!

Day 5! – Replay

Day 5: Finding Out What Men Want

(so they will give you what you want)

Day 4! – Replay

Day 4: Embracing your Feminine Nature

(so you can bring out his masculine nature)

Day 3! – Replay

Day 3:Getting Emotionally Naked with Men

(so they feel safe opening their hearts to you)

Day 2! – Replay

Day 2: Re-Inventing Yourself

(so you can attract a man on your level)

Day 1! – Replay

Day 1: Freeing Yourself from Your Past

(so you can step into a new world of dating)

LISA SHIELD

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