Should I Date My Friends Ex? Navigating Feelings and Friendship

Is it right to pursue a relationship with a friend's ex, especially when feelings are mutual? Dive into this complex dilemma of friendship, love, and honesty.

A 28-year-old guy has been friends with Sarah for five years, the kind of friendship where you know each other’s crush history like it’s public knowledge. They met in college, stayed in the same friend group, and somehow shared everything, including the guy Sarah used to date, Alex.

[ADVERTISEMENT]

Alex and Sarah broke up about a year ago, and that’s when things got messy. While Sarah’s been trying to move on, the OP has quietly gotten closer to Alex, even though he never told Sarah about his feelings. Then Alex drops a bombshell, saying he has feelings for the OP too, and now they want to explore a relationship.

[ADVERTISEMENT]

But the real question is whether dating Alex feels like romance or like a betrayal in Sarah’s eyes, especially since he’s been keeping his crush secret the whole time.

Original Post

So I'm a 28-year-old guy who has been friends with Sarah (27F) for about 5 years. We met in college and hit it off right away.

She's always been in my friend group, and we've shared almost everything with each other. Including our crushes.

One of the crushes I've always had but never mentioned to her was on her ex-boyfriend, Alex. Alex and Sarah dated for a few years before breaking up about a year ago.

Since their breakup, I've found myself getting closer to Alex. We have a lot in common, and I can't deny the chemistry between us.

But here's the catch - I've never told Sarah about my feelings for Alex. She's been through a tough time after their breakup, and I didn't want to add more drama.

Recently, Alex confessed that he's had feelings for me too. We've both discussed how we want to explore a potential relationship.

However, I can't shake off the guilt of potentially betraying Sarah. She hasn't shown any romantic interest in Alex since their breakup, but I can't help but feel like I'm breaking some unspoken rule by pursuing her ex.

I value my friendship with Sarah, and I don't want to jeopardize it. But at the same time, I can't ignore the connection I have with Alex.

So, WIBTA if I pursued a relationship with Alex without telling Sarah about my feelings for him?

This situation dives deep into the murky waters of friendship and feelings. The OP's long-standing crush on Alex complicates things further, especially since he's been keeping it under wraps out of respect for Sarah. It's a classic case of wanting what you can’t have, but now that Sarah and Alex are no longer together, the OP feels justified in pursuing Alex. But is it really that simple?

The crux of the dilemma lies in whether dating a friend's ex could fracture the friendship. This scenario resonates with many readers who have found themselves torn between their feelings and loyalty. The fear of losing a friend over romantic interests is palpable, making it a relatable and contentious issue.

Comment from u/luna_stardust23

Comment from u/luna_stardust23
[ADVERTISEMENT]

Comment from u/butterflyDreams

Comment from u/butterflyDreams
[ADVERTISEMENT]

Comment from u/gamer_gal79

Comment from u/gamer_gal79
[ADVERTISEMENT]

That five-year friendship is exactly why this feels so dangerous, because Sarah isn’t some random person in the group, she’s been there for every version of the story.

After Sarah and Alex split a year ago, the OP’s “we have a lot in common” chemistry with Alex starts looking a lot less innocent, even if it started as nothing.

It’s also like the AITA case of a best friend’s ex-boyfriend, where feelings for the ex sparked a loyalty fight.

The Unspoken Code of Friendships

This article taps into that unspoken code about dating friends' exes. The OP’s struggle reflects a common dilemma: when is it okay to cross that line? Readers might find themselves debating where loyalty ends and personal happiness begins. The fact that Sarah has just gone through a breakup adds another layer of complexity; she might still be processing her feelings about Alex.

This tension between wanting to support a friend and pursuing personal desires is something that sparks heated discussions. The mixed reactions in the community underscore just how personal and subjective these situations can be. Some may argue that love can’t be controlled, while others might insist on prioritizing friendship over romance.

Comment from u/songbird_11

Comment from u/songbird_11
[ADVERTISEMENT]

Comment from u/coffeelover_42

Comment from u/coffeelover_42
[ADVERTISEMENT]

When Alex finally admits he likes the OP, it flips the situation from awkward crush management to an actual “do we act on this?” moment.

And the guilt hits hardest because Sarah hasn’t shown interest in Alex since the breakup, so the OP worries he’d be breaking an unspoken rule by moving first.

Share your thoughts and experiences in the comments section.

What It Comes Down To

This story highlights a universal conflict in friendships: navigating romantic feelings for an ex-partner. The OP's dilemma raises important questions about loyalty, timing, and the inherent risks of pursuing love in the aftermath of a breakup. As relationships evolve, so do the boundaries we set. What do you think? Is it ever right to date a friend's ex, or should loyalty always come first?

In this story, the OP's feelings for Alex reveal the complexity of navigating friendships when romantic interests intersect. Having kept his crush on Alex a secret out of respect for Sarah, he now faces a moral quandary as their mutual attraction becomes apparent. The fear of betraying Sarah, especially so soon after her breakup with Alex, adds another layer of tension, highlighting the unspoken rules many people adhere to in friendships. It’s a relatable struggle that raises questions about where loyalty ends and personal happiness begins.

He might win Alex, but he could lose the friend who knows him best.

Still wondering if it crosses the line, read what happened when someone dated their best friend’s ex after developing feelings. Is it wrong to date a friend’s ex after developing feelings?

More articles you might like