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Dating advice

The Green Light Guide: 3 Signs to Know When to Approach a Woman

May 26, 2026 //  by Ruby

Subscribe to my channel to get new dating advice every week.   It’s 2026, and the “Great App Fatigue” is officially here. More than ever, single women are looking up from their screens, hoping for an organic, real-life “meet-cute.” You know the scene: you’re at a local San Diego coffee shop or browsing the aisles …

The Green Light Guide: 3 Signs to Know When to Approach a WomanRead More

Category: Conversation tips, Dates, Initial approach adviceTag: Approaching women, Conversation starters, Dating advice, dating app fatigue, Dating Confidence, In-person dating, Meet-cute, Organic dating, Real-life dating

Clear-Coding: The 2026 Dating Trend Every Introverted Man Needs to Know

March 11, 2026 //  by Ruby

If you’ve spent any time on the dating apps lately, you know the feeling: Fatigue. You swipe, you match, you go on a first date, and you spend two hours wondering if you’re even looking for the same thing. For the introverted, good-intentioned man, the “dating games” of the last few years have been exhausting! You …

Clear-Coding: The 2026 Dating Trend Every Introverted Man Needs to KnowRead More

Category: Conversation tips, Dates, Getting out of the friend-zone, MindsetTag: clear communication in dating, Dating advice, dating advice for introverts, dating intentions, Dating Mindset, Dating Strategy, intentional dating, Introvert dating, meaningful relationships, Modern Dating

Do Women Like Quiet or Shy Guys? The Definitive Answer

June 23, 2025 //  by Ruby

It’s one of the most common questions asked by introverted men: in a world that seems to reward the loud and outgoing, do women actually like quiet or shy guys? As a dating coach for genuine, good-hearted men, I hear this concern all the time. Men wonder if they even stand a chance against the …

Do Women Like Quiet or Shy Guys? The Definitive AnswerRead More

Category: Dates, Getting out of the friend-zone, Meeting women, MindsetTag: attraction and personality, confidence for shy men, Dating advice, dating advice for introverts, dating as a quiet guy, Dating Tips, do women like shy guys, introvert dating tips, quiet men and relationships, relationship tips for men, shy guys dating

Man thinking deeply while looking at his laptop, symbolizing reflection and personal research.

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 …

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

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

This image shows a man and woman sharing a laugh over drinks in a warm, intimate setting. It highlights How To Make Her Interested by creating a fun and engaging atmosphere.

Keeping a girl interested in you

November 22, 2024 //  by Ruby

I am asked a lot about how to keep a girl interested, “how would you keep that interest going? How to keep the novelty?” I have had different ways this question has been asked, but the main issue is feeling you maybe get the first, second, and even third date, but then it starts to …

Keeping a girl interested in youRead More

Category: Dates, MindsetTag: Attracting Your Partner, Building Connection, Dating advice, Emotional Connection, Keeping Romance Alive, Long-Term Love, Relationship Building, Relationship Tips, Romantic Relationships Love and Intimacy

This image captures a smooth, intimate date night vibe, where two people are connecting over drinks. It highlights the common challenge: Don’t know what to ask her on a date? This moment reflects the excitement and nerves of finding the right questions to keep the conversation flowing naturally.

Don’t know what to ask her on a date? Ask this

November 12, 2024 //  by Ruby

Have you experienced the moment when you just don’t know what to ask her on a date? You’re having this conversation with her, she’s responding well, but you don’t know what other questions to ask from there.  You want to keep the conversation flowing, but you know being able to ask questions is a part …

Don’t know what to ask her on a date? Ask thisRead More

Category: Conversation tips, Dates, MindsetTag: Asking Her Out, Communication skills, Conversation starters, Date Questions, Dating advice, First Date Tips, Flirting tips, Relationship Building, Romantic Ideas

This image captures a guy who looks thrilled while looking at his phone—maybe he just got some exciting news or a positive message. It’s a moment full of joy and confidence. When thinking about "what is the right mindset for dating," this image reflects exactly that—being upbeat, open to new possibilities, and celebrating small wins. In dating, having a positive and confident mindset can make all the difference, just like this guy is showing with his reaction!

3 dating mindset shifts to get success

October 1, 2024 //  by Ruby

Let’s go over the 3 big dating mindset shifts that will help get you dating success. These shifts can be utilized for any other area in your life. Honestly, I was inspired to come up with this blog because I recently fractured my arm. As I was adjusting and going through the pains of what …

3 dating mindset shifts to get successRead More

Category: MindsetTag: Dating advice, Dating mindset shifts, Dating success, Mindset transformation, Positive mindset

No chemistry; what she means & what to do 8

No chemistry; what she means & what to do

August 7, 2024 //  by Ruby

How are you going to respond to these kinds of text messages? “I had such a great time with you, but I’m just not feeling the chemistry; I’m just not feeling the connection. You guys know texts like these: **Isn’t it kind of strange they all start with a “hey!”? Haha….** Subscribe to my channel …

No chemistry; what she means & what to doRead More

Category: Attraction, Conversation tips, Online dating, Texting tipsTag: Building Connections, Chemistry in Dating No Chemistry, Communication in Dating Dating Tips, Dating advice

How to date when you're a shy guy

How to date when you’re a shy guy

July 24, 2024 //  by Ruby

Are you the type of guy who tends to be shy and you’re curious about how to date when you are a shy guy? This topic is about shyness, so please don’t confuse it with introversion, which is a completely different trait and topic from another video that I have.  The actual behavior that prevents …

How to date when you’re a shy guyRead More

Category: Attraction, Dates, MindsetTag: Building Confidence, Communication skills, Dating advice, Introvert dating, Overcoming shyness, Relationship Tips, Self-development in dating., Shy guy dating, Shyness in dating, Social Anxiety

"Don't send this text when you're asking for her number" highlights the importance of being mindful of your approach, as certain texts can make or break a budding relationship.

Don’t send this text when you’re asking for her number

July 11, 2024 //  by Ruby

I am going to talk about the one text you do not send when you’re trying to transition to get her number. This could be transitioning from online dating, off of a social media platform, or an email. Whatever approach you take, if you don’t have her phone number just yet, you probably want to …

Don’t send this text when you’re asking for her numberRead More

Category: Conversation tips, Online dating, Texting tipsTag: Approaching women, asking someone out, Communication skills, Confidence Building, Conversation starters, Dating advice, Flirting Techniques, getting phone numbers, Relationship Tips, Social interactions

The image shows two friends having fun and being playful as they take a selfie together. If you're wondering "when to ask that friend out," moments like these, can be the perfect opportunity to take your relationship to the next level.

When to ask that friend out

July 3, 2024 //  by Ruby

A crush on a friend is possible. You have a good friend who you enjoy spending time with, who you can trust, and constantly reminds you of how awesome she is every time you see her. Then, when you’re in her presence, unexpected emotions begin to surface. Eventually, you realize that you’re developing romantic feelings …

When to ask that friend outRead More

Category: Attraction, Dates, Getting out of the friend-zone, Online datingTag: Communication, Dating advice, Decision-making, Emotional Connection, Friends, Friendship, Love, Relationship Timing, Relationships, Timing

The photo illustrates a man in deep thought, possibly contemplating how to navigate the dating scene with little experience, could be to convey a sense of introspection and the challenges of dating.

Dating with little experience; how you can still attract ladies

April 29, 2024 //  by Ruby

I want to answer a very very popular question that I get a lot…. “how to date with no experience?” or “How will my lack of experience in dating affect my chances?” — a little hint, the problem is not the little experience. Let’s talk about dating with little experience and how you can still …

Dating with little experience; how you can still attract ladiesRead More

Category: Attraction, Conversation tips, Dates, MindsetTag: dating, Dating advice, dating journey., Dating Tips, first dates, inexperienced, learnings, newtodating, Relationship advice, Relationships, starting out

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