How to have the 'define the relationship' (DTR) chat

It's not always easy but it's usually worth it.
 By 
Christianna Silva
 on 
Two people deciding where to go on a relationship map.
Defining The Relationship can be difficult, but it can also be really rewarding. Here's how to do it,. Credit: Ian Moore / Mashable

In our Love App-tually series, Mashable shines a light into the foggy world of online dating.


You swipe right. You go on a date; it's nice. You go on a second date, and then a third, and a fourth. You're getting along, and maybe you even tell your friends about them. Eventually, you stop dating other people, but you're not sure if they've stopped the hunt along with you. The ambiguity gets to you and it's time to do something about it. It's time to Define The Relationship.

Sometimes that conversation goes really well! Something along the lines of:

"I like you. Would you like to be exclusive with me?"

"I also like you and would love to be exclusive with you!"

But it doesn't always go so smoothly. Mark, a 30-year-old in Brooklyn, who asked to keep his last name anonymous, had a rough time with the DTR conversation. He was seeing Jennifer, whose name we have changed, for about three months when he started getting clues that she was more into him than he was into her.


You May Also Like

Hookup apps for everyone

AdultFriendFinder readers’ pick for casual connections

Hinge popular choice for regular meetups

Products available for purchase through affiliate links. If you buy something through links on our site, Mashable may earn an affiliate commission.

"I had been coming out of a breakup and so I'd told her from the get-go that I'm not looking for anything serious," Mark told Mashable. Jennifer said she was cool with that, and their relationship developed into a kind of situationship. "It was beginning to dawn on me that maybe this was getting too serious and I probably needed to say something and do a sort of check-in. I hate doing that. It's a weird kind of confrontation."

But, he went with it anyway — a move supported by relationship experts who tout the idea that honesty really is the best policy. Laurie Weiss, a psychotherapist, marriage counselor, and author, told Mashable that it's natural to be nervous about these kinds of conversations — no one wants to be rejected, and no one wants to hurt someone else. That is one of the risks you're taking when you decide to DTR, or have a conversation to determine just how you'd like to see your relationship with someone moving forward — be it maintaining the relationship you have, choosing to be exclusive, or any other option in a litany of ways relationships can provide joy. These conversations aren't always easy, but relationship experts like Weiss and sex experts like Kate Moyle at sex toy company LELO can help set the groundwork for what a DTR calls for, how to DTR, and what to do if a DTR doesn't turn out exactly as you hoped it might.

When to DTR

For Mark, that conversation happened in late January. He had spent the entire day with Jennifer, bouncing around to different places in Brooklyn, and they ended up at a bar together that evening. "She said something that was indicative of the fact that maybe she was starting to develop feelings for me or that this was turning into like a relationship in her eyes and — very poorly timed on my part — I used that as the cue to have this conversation," Mark said. He told Jennifer that he came into the relationship wanting to keep things casual, but that it seemed like they were getting into relationship territory and he wanted to make sure that they were still on the same page. They were not.

"She took it really hard and I felt really bad and the timing was bad because we spent this whole day together and we get along really well," Mark said. "She's very poised and a wonderful person. She was upset and she basically was like, 'Okay, I understand, but I think I'm gonna go.' And she just got up and left the bar. We ended up talking it over a little bit, but we have since ended things very officially."

Mark said he thought that saying he wasn't looking for anything serious when they first met would have saved him from ever having this conversation. But, of course, nothing can fully save you from having to DTR eventually. You can't be in a situationship forever.

Nothing can fully save you from having to DTR eventually. You can't be in a situationship forever.

Moyle told Mashable that defining a relationship is all about setting boundaries. "There are so many nuances to intimacy, sex and relationships that having clarity is important — otherwise you are basing your relationship on assumptions of which you may have different views on certain things," Moyle said. 

Why to DTR

Take Mark, who said he was "under the mistaken impression that if you said these magical words at the beginning of a relationship, that it was never going to be serious, that you abra cadabra'd your way out of ever having any issues. And then the reality set in that if you speak with somebody and hang out with somebody for several weeks, what you said on that second date might not hold as much water as you thought it might."

That lack of understanding is exactly why having the DTR chat is important.

"There isn't a set formula or plan for when to define your relationship, but if you are starting to want to change something about the relationship then that's probably quite an indicator that a conversation could be helpful," Moyle said. That can be your desire to make things exclusive or, as in Mark's case, keeping things the way they are.

Mark wanted to be able to keep seeing Jennifer casually. Jennifer did not want that. And that's what happens when you DTR, sometimes — your feelings might not match up. But, Moyle explains, "a relationship is not a failure if it ends, and the longevity of a relationship isn't always a determinant of relationship success — just because it ends doesn't mean that it wasn't right for a time or for what we needed then."

And importantly, Weiss told me, just because two people disagree, that doesn't always mean the relationship will have to end.

"If you're on different pages and somebody says, 'I'm not ready, but I'd like to keep it at the level we're at, if you're willing to wait,' you can certainly wait," Weiss said. But that's only if both people see the future lining up in the same way. Sometimes, even if you like each other, you have to decide if you're willing to wait or even completely change your expectations for a relationship — and if you're not willing to do that. The danger here is that you might get your hopes up only to end up even more disappointed. That's where Moyle's boundaries come in.

How to DTR

"Think about the expectations that you have and want for the relationship, and don't feel like you need to amend them for a partner, this is your chance to be clear and honest about what you are looking for, and to hear your partner's side of it," Moyle said. "Be as prepared to listen as you are to talk — a relationship happens between people, and isn't about one person pushing another into their version of right or way of being."

Defining The Relationship can be one of the most intimidating experiences in any romantic partnership. Whether you're just starting to see someone or have been together for a while, having a clear and open conversation about the future of your relationship is key to making it work.

According to Weiss, when it's time to define the relationship, the best idea is to do it when it feels right to you, be completely honest — even if it feels scary and vulnerable — actively listen to your partner's thoughts and feelings, be willing to compromise if necessary, and set clear boundaries for what you expect in terms of communication, physical intimacy, time together, and exclusivity. Moyle says you'll want to talk from your own perspective, be as honest as possible, and use "I statements" — for example "I feel XYZ".

When you sense your feelings changing, or if you notice your partner's feelings might be changing, take the time to sit down and talk about them. You'll need to be fully honest about where you're at, and expect to be open about it, too. 

You might end up with exactly what you want, be it a causal relationship or an exclusive one, but be prepared to respect your partner's feelings if they don't completely match up with your own. This is a vulnerable step to make — but it's an important one, too.

Want more sex and dating stories in your inbox? Sign up for Mashable's new weekly After Dark newsletter.

Mashable Image
Christianna Silva
Senior Culture Reporter

Christianna Silva is a senior culture reporter covering social platforms and the creator economy, with a focus on the intersection of social media, politics, and the economic systems that govern us. Since joining Mashable in 2021, they have reported extensively on meme creators, content moderation, and the nature of online creation under capitalism.

Before joining Mashable, they worked as an editor at NPR and MTV News, a reporter at Teen Vogue and VICE News, and as a stablehand at a mini-horse farm. You can follow her on Bluesky @christiannaj.bsky.social and Instagram @christianna_j.

Mashable Potato

More from Love App-tually
What does 'casual dating' mean these days?
Illustration of a mixed sex couple entwined, the woman sits in the lap of a male partner's lap, he has his legs outstretched. Both have their phones open in their outstretched hands.

Have non-monogamy labels on dating apps caused more harm than good?
Two couples kissing. One couple is same sex, the other is different sex.

The people who found love on Twitter
illustration of twitter birds chirping hearts

How TikTok is breaking us up
Illustration of two figures with backs turned to each other as they both stare at their phones


Recommended For You
See the tech trends that will define 2026, a CES Special Report from Mashable, IGN, and CNET
 Sharpa robot takes a photograph with a Fujifilm instax camera during the annual Consumer Electronics Show (CES) in Las Vegas

Do you know ball? Inside the internet's most obsessive basketball debate.
A bunch of men with balls for heads discussing ball at a cocktail bar



Yes, you can unplug for 24 hours
Two girls in a colorful nature scene, a phone abandoned near them

More in Life
Doomsday Clock now closest to midnight ever
A photograph of the Doomsday Clock, stating "It is 85 seconds to midnight."

Hurricane Erin: See spaghetti models and track the storm’s path online
A map showing the predicted path of Tropical Storm Erin.

Tropical Storm Erin: Spaghetti models track the storm’s path
A prediction cone for Tropical Storm Erin.

NASA to build a nuclear reactor on the moon by 2030, report states
The lunar surface.

Perseids meteor shower in July: Viewing tips, when it will peak
A meteor streaking across the sky.

Trending on Mashable
NYT Connections hints today: Clues, answers for April 3, 2026
Connections game on a smartphone

Wordle today: Answer, hints for April 3, 2026
Wordle game on a smartphone


NYT Strands hints, answers for April 3, 2026
A game being played on a smartphone.

The Earth is glowing in new Artemis II pictures of home
One half of the Earth is seen floating in space through the open door of the Orion spacecraft.
The biggest stories of the day delivered to your inbox.
These newsletters may contain advertising, deals, or affiliate links. By clicking Subscribe, you confirm you are 16+ and agree to our Terms of Use and Privacy Policy.
Thanks for signing up. See you at your inbox!