• Menu
  • Skip to right header navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

Before Header

  • Cart
  • My account

Good Gentleman

Getting you on quality dates without changing who you are

  • Start
  • Work with me
  • Products
  • Blog
  • Proof
  • Free Dating Support
  • Start
  • Work with me
  • Products
  • Blog
  • Proof
  • Free Dating Support
Man engaging in a warm conversation, illustrating overcoming dating inexperience with confidence in a relaxed indoor setting.

Inexperienced in Dating & Don’t Know What to Do? Your First Steps

April 22, 2025 //  by Ruby

Feeling stuck? If you’re inexperienced in dating and unsure how and where to start in dating, the thought of putting yourself out there can be paralyzing.  You know you lack experience, but that very fact makes it hard to figure out what to do or where to even begin. You need a starting point, a launchpad to get your dating journey moving.

If this sounds like you, you’re in the right place. Let’s break down the steps to move from feeling stuck to taking action.

“Is there no girl out there for me?”
That’s what they feared…
Good-hearted men worried, doubted and almost gave up until they’ve read this proven 5-Step Plan:
Download your free ebook here: 5-steps to Quality Dates

Subscribe to my channel to get new dating advice every week.

Step 1: Shift Your Mindset – From “Lack” to “Action”

Man reflecting on how to start dating and build confidence for the first time.

Before anything else, it’s important to tackle the mindset that’s holding you back.

This ebook has the ultimate plan for every good-intentioned man to find his true love, no matter the previous failures
Download your free ebook here: 5-steps to Quality Dates
Cherish this eBook: it contains more than a decade of proven wisdom from my vast experience with single men as a couples therapist, matchmaker, coach and previous eHarmony lead.

Stop Fixating on the Past

Feeling insecure about your lack of experience is common, but dwelling on it is counterproductive. You haven’t had the experience yet – that’s okay! Now, acknowledge it, but recognize that that is the past. You can’t change it.

Ask “What Can I Do NOW?”

Instead of thinking, “I lack experience,” reframe the narrative. Empower yourself by asking, “What can I do about this now?” Okay, you’re inexperienced – so what’s the action plan? This shifts focus from a problem you can’t change (the past) to solutions you can implement (the present and future).

Don’t Let Insecurity Prevent Starting

This paralyzing thought often stops guys from even starting. Don’t let the insecurity about your past prevent you from building a different future. Remember, everyone starts at zero experience at some point—learning how to start dating is simply part of the journey, no matter your age.

Step 2: Take Action – The Only Way to Get Experience

Man walking forward alone in a city plaza, symbolizing taking first steps in how to start dating.

The core answer to “What do I do?” is deceptively simple: Take action and get the experience. Now is the most important moment. Sitting around thinking won’t change anything. Here’s how to start:

Push Yourself Out There (It’s Non-Negotiable)

You have to push yourself out there. You cannot learn if you’re sitting on the sidelines twiddling your thumbs. This is the fundamental first step.

Where to Start Meeting People?

Putting yourself out there entails meeting women, it’s pretty necessary if your goal is to be in a relationship. So, let’s dive into that! There are really only two main avenues:

  • Online Dating: Especially if you’re shy or reserved, download a free dating app (most are free!). It’s a low-pressure way to start interacting and learning. Use it as a tool – even seeing other profiles can help you improve your own.
  • Offline Activities: Start getting out more. Practice talking to strangers (yes, anyone!) to build basic social skills. Get out of your comfort zone by joining events, Meetup groups, or classes based on your interests (check sites like Eventbrite). The goal is simply to get yourself in front of people and interact.

Build Confidence While Doing It

Don’t wait until you magically “feel” confident. Confidence often comes from taking action, even scary action. Work on your mindset and push yourself out there simultaneously.

Step 3: Embrace the Learning Curve (Yes, You’ll Stumble!)

Person standing triumphantly on a mountain peak, symbolizing confidence and success in how to start dating after overcoming fear.

Taking action can be scary, especially when you feel unprepared.

Accept That It’s Scary (and Okay)

You might feel like you’ll make mistakes or fall flat on your face. That’s a normal fear. Acknowledge it, but don’t let it stop you.

Mistakes ARE Lessons

If you do stumble? Great! That’s how you learn. You can’t learn if you don’t try. Falling flat helps you realize, “Okay, I won’t do it that way next time,” or “Maybe I need different photos/prompts for my online profile.” This trial-and-error is essential.

Be Open to Learning, Not Fearful of Falling

Shift from being fearful of making mistakes to being open to learning from whatever happens. Meeting people, getting experience (good or bad), and learning about yourself and others is the goal right now.

Step 4: Get Support – You Don’t Have to Do It Alone (Optional but Smart)

Two men having a relaxed conversation indoors, symbolizing mentorship and support in how to start dating with confidence.

 

Feeling overwhelmed or terrified of stumbling alone? Just like someone wanting to get fit might hire a trainer or read books…

Why Seek Help?

Getting guidance can save you time and frustration. Instead of purely trial-and-error (which can be discouraging), you can start with a better foundation.

Types of Resources

Gather resources! Watch helpful YouTube videos (like, mine on the top of this blog), read books on dating or social skills, take online courses, or consider working with a dating coach (like meeee)

Benefits

Support helps you learn faster and provides personalized guidance based on your personality, lifestyle, and location. A good resource or coach can help pick you back up when you stumble, so you don’t feel alone.

Find the Right Fit

If you consider coaching, shop around to find someone suited to your personality and circumstances. But whether it’s a coach, a book, or a video series, seek out support if you feel you need it.

The Bottom Line: Just START

If you take away only one thing, let it be this: Start somewhere. If you don’t know what to do, the answer is to START.

  • Get out there.
  • Try something (online, offline, joining a group).
  • Get resources.
  • Get support.

Do something. Any action is better than staying paralyzed by inaction. Be excited to finally begin, get that experience, and launch your dating journey. Good luck!

Stop overthinking and start small—your mindset is the first step. You don’t need it all figured out to begin. Just take one real step today. Click here  to start shifting your mindset now.

Category: Dates, MindsetTag: beginner dating tips, Confidence Building, confidence for shy guys, Dating advice, dating confidence tips, dating for inexperienced men, dating for men, dating inexperience, Dating tips for beginners, emotional growth, first time dating advice, first-time dating, how to build dating confidence, How to start dating, how to start dating with no experience, how to take action in dating, Mindset Shift, mindset shift for dating, online dating for beginners, overcoming dating anxiety, overcoming fear, Personal Growth, personal growth in relationships, relationship advice for men, Relationship Tips, self improvement for dating, Self-improvement, Social skills, social skills for dating, taking action

Previous Post: «This image captures the emotional weight of feeling inexperienced in dating, showing a young man alone in a coffee shop, possibly reflecting on rejection or loneliness. Will Women Reject Me Because I’m Inexperienced in Dating
Next Post: How to Build Confidence Without Changing Who You Are »

Footer

About Me | Work With Me | Testimonials
Products | Cart | Account
  • Facebook
  • Instagram
  • Twitter
  • YouTube

Site Footer

  • Disclaimer
  • Privacy Policy

Copyright © 2021 Ruby Love Inc. · All Rights Reserved · Powered by Mai Solution