“I assure you, you are doing nothing wrong by asking to practice safer sex,” Kai advises

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Kai helps a reader navigate the sometimes complicated world of personal boundaries

When I was ready to dive deeper, she started pulling away. I barely had the skills to handle it

After a breakup, I thought I wanted to dive headfirst into casual sex. But I learned sexuality and desire are rarely static or easily defined

I’m still afraid of people’s reactions, but I’ve learned to live with the fear

Reframing the way we view “autistic traits,” like directness and openness, can make dating better for just about everybody

Kai advises a trans reader who keeps on getting ghosted: “your actions should be focused on providing yourself with closure instead of trying to squeeze it out of him”

“It’s important to recognize that our sexual preferences don’t emerge from a vacuum”

“Breaking up is nearly always unpleasant. If you have to be a villain—temporarily!—how can you play that role with the greatest possible integrity and kindness?”

A newly-out lesbian questions why she freezes whenever things heat up between her and her partner

I’m 32 years old and my partner is 21 years old. Is it still okay to date?

When it comes to setting expectations between two people with conflicting desires, it’s best not to try to figure out everything at once

A viewer wants to ask Kai, “Am I allowed to send them home?”

“Care so often needs to flow in a circle. Sometimes the best way to care for others is to care for ourselves”

“What if clear and honest expressions of desire, messy as they are, were seen as opportunities for growth, change and deepened intimacy?”

A young writer explores a lasting love denied… or is that deferred?

Dating

I’m not on PrEP. Is it weird to ask for condoms during hook-ups?

Grindr’s new CEO supports ‘some’ of Trump’s policies. Why are we surprised?

All I wanted was to make my family happy, until I found what made me happy

I sent some (fully dressed) selfies to a prospective date and they blocked me. What am I missing?

Is a love that starts out red-hot more likely to be a love that burns out?

Going on a sex vacation made me wonder: am I demisexual?

Double disclosure: How getting herpes helped me come out as bisexual

Dating as an autistic person can be challenging—but it’s also joyful and hot

I got ghosted by a guy I really like. Should I confront him?

The guy I’m seeing says he likes trans women, but won’t go down on them. Should I ditch him?

I’m just not that into the guy I’m seeing. Can I ghost him?

I’m genuinely falling for my new girlfriend—so why can’t I enjoy having sex with her?

‘May-December’ age gaps and queer romances

Should I start dating someone who is asexual even though I want to lose my virginity?

My dating app hookup catfished me

My partner has depression and requires a lot of care. How can I make sure I’m also getting my needs met?

Love at first lust