Advice

Jules weighs in

Real advice about dating, relationships, sex, friendship, family, life, bad decisions, and the situations that don’t come with an instruction manual.

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The “hey stranger.” The vague plan. The reply your group chat has been investigating for three hours. Bring the text and the backstory.

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We should hang out sometime.

Okay, but when is “sometime”?

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The Big Sister edit

A little perspective.
A next step you can actually use.

Original editorial Q&As about familiar situations, written for Unfiltered. These are illustrative questions, not listener submissions or episode transcripts.

12 conversations to start with

01 / Dating

The texts are sweet. The plans never happen.

The question We text every day and they keep saying they miss me, but every time I suggest meeting up, they dodge it. Am I being impatient?

Let’s talk about it

Girl, your calendar deserves a little romance too. Daily messages can feel intimate, but they don’t tell you whether someone is willing or able to build the kind of connection you want. We can’t know why they’re dodging. We can notice that you keep doing the work.

Try one clear invitation: “I’d like to see you. Are you free Saturday?” If they can’t make it, see whether they offer another day. You don’t need to keep pitching dates to prove you’re easygoing. If this stays a pen-pal situation and you want more, it’s okay to step back. Interest matters; availability matters too.

Words to borrow“I enjoy talking to you, but I’m looking for something that happens in person too.”

02 / Dating

They’re “not ready.” Should I wait?

The question They say they aren’t ready for a relationship, but we spend weekends together and act like a couple. Should I give it more time?

Let’s talk about it

Believe the part they’ve actually said out loud. Couple-like weekends can be lovely without being a promise of commitment. You aren’t silly for getting attached, and they aren’t automatically a villain for wanting something different. But pretending you want casual so you can stay close is a rough deal for your heart.

Ask what they can offer now, then decide whether that works for you now. Not for the version of you who needs nothing. You can give yourself a private check-in date if you’re honestly comfortable continuing, but don’t turn waiting into an audition. Leaving a mismatch is allowed even when nobody did anything terrible.

Words to borrow“I’m looking for a relationship. If that isn’t what you want, I need to step back.”

03 / Relationships

Why am I managing our entire life?

The question My partner says, “Just tell me what to do.” I’m tired of being responsible for noticing everything in the first place. How do I explain that?

Let’s talk about it

Being the household project manager is work, even when someone else occasionally takes out the trash. The missing piece may be ownership: noticing what needs doing, planning it, finishing it, and following through without you supervising the whole production.

Pick a calm moment and name two recurring responsibilities that are wearing you down. Agree on who owns each one from start to finish, what “done” means, and when you’ll check in. Leave room for different methods, but not for your needs to disappear. If a clear agreement keeps turning back into you reminding and rescuing, the next conversation is about that pattern—not a better chore chart.

Words to borrow“I need us to share the responsibility for noticing and planning, not just the tasks.”

04 / Relationships

We need a break from the argument. Then what?

The question My partner shuts down during disagreements. I keep pushing because I’m scared we’ll never resolve anything, and then it gets worse.

Let’s talk about it

Wanting an answer and needing breathing room can both be real. Chasing the conversation while the other person is overwhelmed usually doesn’t get either of you heard. But “I need space” can’t mean the issue vanishes forever.

When you’re both calm, agree on how to pause and how to return. That might sound like, “Let’s take half an hour and talk again at seven.” When you come back, tackle one issue and describe what happened, how it affected you, and what you need next. If the return keeps getting postponed, name that directly. You deserve a process where both people can participate, not an indefinite waiting room.

Words to borrow“I can give you space. I also need us to agree on when we’ll finish this conversation.”

05 / Boundaries

Do I owe someone access to my phone?

The question The person I’m dating says sharing passwords proves we trust each other. I have nothing to hide, but I don’t want to do it.

Let’s talk about it

Privacy is not a confession. Your phone also holds conversations with friends and family who didn’t agree to hand their lives over to your date. Some couples freely share access; that doesn’t make it a requirement for everyone else.

Ask what concern is underneath the request and talk about that specific concern. You can discuss honesty, exclusivity, or an actual breach of trust without agreeing to constant inspections. A boundary can be simple: “I’m not sharing my passwords.” Pay attention to the response. Disappointment is something you can discuss; pressure, punishment, or repeated demands are reasons to take the situation seriously and reconsider what feels okay to you.

Words to borrow“I’m happy to talk about trust. I’m not comfortable making phone access the test.”

06 / Boundaries

How do I say no without a whole courtroom speech?

The question My family assumes I’m available every weekend. When I say no, I feel guilty and start inventing excuses.

Let’s talk about it

You don’t need an airtight alibi to have your own Saturday. If you’re used to being the dependable one, changing the pattern can feel mean even when your request is completely reasonable. That guilty feeling doesn’t automatically mean you’ve done something wrong.

Be warm, brief, and specific: “I can’t come this Sunday. I can do dinner next Thursday.” Offer another time only if you actually want to. If the conversation turns into negotiations, repeat your answer instead of providing a new explanation for someone to dismantle. People may need time to adjust. Your job is to communicate clearly and follow through, not to make every boundary universally popular.

Words to borrow“I love you. I’m keeping this weekend for myself, and I’ll see you next week.”

07 / Self-worth

Am I asking too much—or asking the wrong person?

The question I want regular plans and a little reassurance. They say I’m needy. Now I’m embarrassed to ask for anything.

Let’s talk about it

Wanting connection doesn’t make you embarrassing. It’s still worth getting specific: does “regular” mean a date each week, a quick check-in, or being in contact all day? Naming the actual request helps you figure out whether there’s room to meet each other.

Try asking for one concrete thing and invite an honest answer about what’s realistic. They’re allowed to have limits. You’re allowed to decide those limits don’t work for you. What doesn’t help is turning your needs into a character flaw. A workable conversation sounds like two people comparing needs and capacity. If you leave every conversation feeling smaller, ask yourself what staying is costing you.

Words to borrow“I’m asking whether we can plan time together consistently. Is that something you want too?”

08 / Self-worth

Why does their new relationship feel like my report card?

The question My ex moved on fast. I keep checking their page and wondering what the new person has that I didn’t.

Let’s talk about it

Oof. The internet is very good at giving heartbreak a refresh button. A new relationship doesn’t tell you what your old one meant, how happy anyone is, or what you were worth. You’re trying to get an answer from a highlight reel that cannot give you one.

Make checking a little harder: mute or unfollow, stop asking mutual friends for updates, and notice the moments you reach for the phone. Pick something small to do in those moments—text a friend, walk around the block, put the phone in another room. You don’t have to become gloriously healed by Tuesday. You’re just giving yourself fewer fresh things to hurt over while you rebuild your own days.

Words to borrow“I don’t need an update on their life to keep moving forward with mine.”

09 / Intimacy

How do I talk about what I like without hurting their feelings?

The question I love my partner, but I’ve been pretending some things feel better than they do. How do I stop without making this awful?

Let’s talk about it

You’re allowed to change a conversation you wish you’d started differently. Choose a relaxed moment outside sex, and talk about wanting more honesty and connection. You can own the pretending without making your partner responsible for reading your mind—or turning yourself into the bad guy.

Start with what you enjoy, name one thing you’d like to change, and ask what feels good to them too. During intimacy, simple feedback like “slower,” “pause,” or “I like that” can be enough. Nobody owes a performance or a yes to protect someone’s ego. If either of you wants to stop, stop. The goal is room for both people’s actual experience, including the awkward bits.

Words to borrow“I want to be more honest about what feels good, and I’d love for us to talk about it together.”

10 / Intimacy

What if we want intimacy at different times?

The question I usually want sex more often than my partner. I feel rejected, and they feel pressured. How do we get out of this loop?

Let’s talk about it

First, take the idea of a quota off the table. Wanting sex isn’t wrong, and not wanting it isn’t a debt someone needs to repay. When every cuddle feels like a negotiation, affection can start to feel loaded for both people.

Talk outside the moment. Ask what kinds of closeness each of you enjoys, what makes connection easier, and whether some affection can stay affection without an expectation of sex. Say how you feel without asking your partner to fix that feeling by consenting. Keep checking whether the arrangement works for both of you. There may be compromises around time and connection; neither person’s consent is the compromise.

Words to borrow“I miss feeling close to you. Can we talk about connection without making tonight a test?”

11 / Friendship

Am I a friend or the entire support department?

The question My friend calls whenever her life is falling apart, but she barely asks about mine. I love her and I’m exhausted.

Let’s talk about it

A hard season can make a friendship temporarily uneven. That’s different from a permanent arrangement where you only get a speaking part when you’re giving advice. You can care about her and still want care back.

Try naming the pattern before deciding she should have noticed it: “I want to be there for you, but I’ve been having a hard time too, and I need room to talk.” Put a limit on what you can offer tonight if you need one. Then watch what happens over time. Does she make space and follow up, or does every road lead back to her? You can adjust your availability without delivering a dramatic friendship resignation letter.

Words to borrow“I have twenty minutes to talk tonight, and I’d like to tell you what’s been happening with me too.”

12 / Life

Everyone’s moving forward. Why do I feel behind?

The question My friends are getting married, buying homes, and announcing babies. I’m starting over and feel like I missed the deadline.

Let’s talk about it

There is no group project where everyone has to hand in the same life by Friday. Still, it hurts when other people’s milestones shine a light on something you want. You don’t have to pretend you don’t want it just to sound empowered.

Separate what you actually want from what looks like proof that you’re doing okay. Then choose one next step you can influence: make a plan for a goal, spend time with someone who gets you, or build a routine that makes the week feel more like yours. Let yourself celebrate friends and take a breather from the announcements when you need to. Starting again is work. It deserves credit even when it doesn’t come with a party.

Words to borrow“What would make my life feel better this month, even if nobody else saw it?”

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From a Real Listener Story

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Sex

When Sex Is Always on Your Mind

Jules’ response to a listener who couldn’t stop thinking about sex — part one of a two-part column.

Tell Jules what you haven’t said out loud.

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