

How Do I Talk About Sex Without Making It Awkward?
Why direct communication feels uncomfortable at first but creates better intimacy

How Do You Talk to Girls at a Bar?
Exactly What to Say When You Approach a Girl at a Bar

Does Sleeping Together Too Soon Ruin a Relationship?
Why timing matters less than comfort, and rushing rarely fixes insecurity

How to Stop Overthinking Her Replies
Why her texts feel bigger than they are and how to calm the spiral

Should You Leave Work After Your Boss?
One of the quiet workplace questions no one explains when you start your career.

What Should You Do During Your First Month at a New Job?
The first few weeks at a new job quietly shape how people see you. Here’s how to use that time well.

How Do You Meet People at a New Job?
The easiest way to feel comfortable at work is often the simplest: talk to people.

Should You Speak Up in Meetings When You’re New?
One of the most common questions people have when starting a new job is whether they should speak up in meetings or stay quiet and listen.

5 Pieces of Advice from Robert Dugoni Everyone in Their 20s Needs to Hear
On anxiety, success, doubt, identity, and the pressure to have it all figured out too soon.

Is It Normal to Feel Behind in Your 20s?
Why comparison hits harder in your 20s and why you are probably not as behind as you think

How to Stop Labeling Yourself as “Anxious”
The subtle shift that can change how you experience stress in your 20s

You Don’t Have to Have It All Figured Out Right Now
An honest conversation about anxiety, ambition, vulnerability, and the pressure men feel to be further along than they are.

Is It Normal to See Your Friends Less as You Get Older?
Why adult friendships change over time and what it means if you see your friends less

How Often Should You See Your Friends as an Adult?
What’s normal, what actually works, and how to maintain friendships as life gets busier

How to Keep Long-Distance Friendships Strong
Simple ways to stay close and maintain long-distance friendships as life gets busier

How to Stay Close to Friends When Life Gets Busy
Why adult friendships get harder to maintain and how to stay connected when life gets busy
Conversations about dating, confidence, work, and figuring life out as it’s happening.
Editor's note
I started Guyset because nothing I was reading actually helped when I needed it. Nothing felt like it was talking to me.
So I built the thing I was looking for.
A place for the conversations you have late at night, in your head, or right after something doesn’t go the way you hoped it would.
A reminder that you’re not the only one thinking these things.
— Josh
Editor's picks

Mindset
5 Pieces of Advice from Robert Dugoni Everyone in Their 20s Needs to Hear
On anxiety, success, doubt, identity, and the pressure to have it all figured out too soon.

Dating
Is It Bad to Wait To Have Sex?
Why moving slower does not kill attraction and can actually build something stronger

Dating
What to Say When You Approach a Girl
Simple ways to approach a girl with confidence without overthinking








