Flirting 101
Tue Feb 03 2026
Most guys are not bad at flirting. They are just stuck in their head.
In this episode of Guyset, I go back to the basics with Flirting 101. I talk about how to flirt with confidence, how to make the first move without getting stuck in your head, and how to handle rejection without letting it destroy your self-esteem. This is not about pickup lines or dating tricks. It is about mindset, presence, and learning how to put yourself out there in a way that feels natural.
I share real stories from my own dating life, including moments where flirting went wrong, confidence took a hit, and I had to learn how to try again. If you feel nervous talking to women, struggle with fear of rejection, or replay conversations in your head after the fact, this episode is for you.
Whether you are just starting out with dating, getting back into it after a breakup, or trying to feel more confident flirting in real life, this episode breaks down the fundamentals in a simple and honest way.
In this episode, I cover:
How to flirt without overthinking How to make the first move with confidence How to read interest and body language How to deal with rejection and keep going Why flirting is a skill you build through reps, not something you are born knowing This is a foundational episode for guys who want flirting to feel easier, calmer, and more natural.
Timestamps:
00:00 Why flirting still matters for every guy
01:55 Flirting 101 and why we are going back to the basics
04:10 Why fear of rejection holds most guys back
07:00 A real flirting story that did not go well
11:20 How overanalyzing kills confidence
14:45 Stop beating yourself up for awkward moments
17:30 How to get out of your head before you flirt
20:15 Body language, eye contact, and presence
23:10 What to actually say when you walk up to someone
25:00 Asking for her number and making the first move
27:40 When to move on instead of forcing it
30:00 Why flirting is a skill you build through reps
If this episode helped in any way, I would really appreciate it if you subscribed, gave it five stars, and left a quick review. It genuinely helps more guys find the show.
You can watch the full episode on YouTube at @guyset
You can follow me on Instagram and TikTok at @guysetpodcast
If you have something you want me to talk about, head to https://guyset.com/ask-me-anything and send it in.
I also write daily blog posts on dating, confidence, mindset, and life in your 20s at https://guyset.com/
See you guys next Tuesday!
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Most guys are not bad at flirting. They are just stuck in their head. In this episode of Guyset, I go back to the basics with Flirting 101. I talk about how to flirt with confidence, how to make the first move without getting stuck in your head, and how to handle rejection without letting it destroy your self-esteem. This is not about pickup lines or dating tricks. It is about mindset, presence, and learning how to put yourself out there in a way that feels natural. I share real stories from my own dating life, including moments where flirting went wrong, confidence took a hit, and I had to learn how to try again. If you feel nervous talking to women, struggle with fear of rejection, or replay conversations in your head after the fact, this episode is for you. Whether you are just starting out with dating, getting back into it after a breakup, or trying to feel more confident flirting in real life, this episode breaks down the fundamentals in a simple and honest way. In this episode, I cover: How to flirt without overthinking How to make the first move with confidence How to read interest and body language How to deal with rejection and keep going Why flirting is a skill you build through reps, not something you are born knowing This is a foundational episode for guys who want flirting to feel easier, calmer, and more natural. Timestamps: 00:00 Why flirting still matters for every guy 01:55 Flirting 101 and why we are going back to the basics 04:10 Why fear of rejection holds most guys back 07:00 A real flirting story that did not go well 11:20 How overanalyzing kills confidence 14:45 Stop beating yourself up for awkward moments 17:30 How to get out of your head before you flirt 20:15 Body language, eye contact, and presence 23:10 What to actually say when you walk up to someone 25:00 Asking for her number and making the first move 27:40 When to move on instead of forcing it 30:00 Why flirting is a skill you build through reps If this episode helped in any way, I would really appreciate it if you subscribed, gave it five stars, and left a quick review. It genuinely helps more guys find the show. You can watch the full episode on YouTube at @guyset You can follow me on Instagram and TikTok at @guysetpodcast If you have something you want me to talk about, head to https://guyset.com/ask-me-anything and send it in. I also write daily blog posts on dating, confidence, mindset, and life in your 20s at https://guyset.com/ See you guys next Tuesday!