About Workplace Romance ❤️ How to Ask a Coworker on a Date

How to navigate office romance and ask a coworker out on a date without making things awkward? Get advice on how to approach the situation right 🤓

Date someone from your workplace can seem tempting—you spend a lot of time together, you have shared interests, and the proximity makes it easy to connect. However, workplace romance comes with professional life risks that require careful navigation. This comprehensive guide covers how to appropriately and respectfully ask out a coworker without making hostile work environment.

Is it Appropriate to Ask Coworker Out on a Date?

Ask your coworker out is a generally acceptable thing, with a few caveats around power dynamics, company policies, and being thoughtful about unintended consequences.

You want to avoid asking out anyone who has authority over you, like a boss or manager. Dating a subordinate also skews power dynamics, making them potentially uncomfortable saying no. Stick to asking out peers.

Check your employee handbook to see if your company has policies around coworker dating. Some require disclosure of relationships. Follow any guidelines to avoid trouble down the line.

Before asking them out, reflect thoughtfully on whether dating could negatively impact your work. Consider if you collaborate closely and how you’d interact after a breakup.

As long as you honor power roles, company rules, communicate maturely, and keep work professional, it’s usually fine to ask out a coworker respectfully.

As long as you honor power roles, company rules, communicate maturely, and keep work professional, it’s usually fine to ask out a coworker respectfullyAs long as you honor power roles, company rules, communicate maturely, and keep work professional, it’s usually fine to ask out a coworker respectfully

How to Politely Ask a Coworker on a Date

When ready to make your move, approach asking out your colleague thoughtfully. Politeness, empathy and reading social cues are key for avoiding awkwardness or offending them.

Choose the Right Time

Wait for moments when your coworker seems relaxed and open to conversation. Avoid interrupting pressing tasks or bad moods.

If they mention weekend plans or relationship status, use that opening. Say you’d enjoy getting coffee together if they’re ever free.

Prepare What to Say

Practice your ask ahead of time so you come across clearly. Offer a specific, casual date idea like grabbing lunch or happy hour drinks.

If you get a vibe they aren’t interested, smile, say no problem, and politely disengage to avoid uncomfortable lingering. Don’t take it personally.

Pick the Right Location

Request a private conversation in a comfortable spot. The copy room or behind the counter are better bets than cornering their cubicle.

Public spaces feel safer while allowing intimate chat. Meet by the water cooler versus barging into their office with the door closed.

Watch for Social Cues

Note body language and tone as you interact and adjust accordingly. Are they angled towards you and nodding along or glancing around evasively?

Back off at the slightest hint of discomfort. Pressuring colleagues into dates can quickly cross into harassment territory, risking professional fallout or legal issues.

Note body language and tone as you interact and adjust accordinglyNote body language and tone as you interact and adjust accordingly

Signs a Coworker Likes You Back

Wondering if that cute accountant is actually into you or just being polite? Look for these subtle cues that indicate coworker interest before putting your heart on the line.

They Smile & Make Eye Contact

Frequent smiling and extended eye contact signal comfort with you and interest in connecting further. Just be sure to differentiate friendliness from romantic intention before pursuing them.

They Initiate Conversation

Colleagues crushing on you will often find excuses to chat at the water cooler or swing by your desk regularly. Is small talk picking up out of nowhere? They probably like you!

You Receive Special Treatment

Do they save you the last cupcake in the break room or offer to help you with heavy packages? When colleagues give you special perks and privileges that others don’t get, it can reveal a secret crush.

You Catch Them Checking You Out

Have you noticed admiring glances your way when you bend over the copy machine? Surreptitious once overs are a dead giveaway of attraction. But don’t call them out and make it awkward!

When colleagues give you special perks and privileges that others don’t get, it can reveal a secret crushWhen colleagues give you special perks and privileges that others don’t get, it can reveal a secret crush

Is Dating Coworkers Unprofessional?

As long as workplace interactions stay professional post-dating, coworker relationships are usually considered acceptable, though some companies prohibit manager/subordinate romance.

Keep displays of affection, pet names, and excessive chatting with your beloved away from work spaces where it could make others uncomfortable. Never prioritize your paramour over other colleagues.

If you’re struggling to separate professional and personal after coupling up with a coworker, reconsider the relationship or one of your jobs. Don’t risk your livelihood over an office fling.

Can You Get Fired for an Office Fling?

In most cases, consensual coworker dating won’t get you fired. But if relationships create discomfort or impede work, employers can terminate employees per “at-will” laws.

If connections cause unauthorized absences, visibility declines, or you bring disputes into the office, your job could be at risk. Complaints of favoritism from jilted ex-coworkers may also influence termination.

Flings between bosses and direct reports often violate corporate non-fraternization policies too. Power dynamics render consent questionable in subordinate/superior relationships, prompting removal.

In most cases, consensual coworker dating won’t get you fired.In most cases, consensual coworker dating won’t get you fired.

Is Asking Out a Coworker Legal?

Asking a colleague on a polite, one-time date is perfectly legal. Just avoid scenarios that could constitute sexual harassment if advances persist after rejection.

Repeated, unwelcome flirtation or date asks from colleagues you don’t reciprocate romantic interest in crosses lines. Don’t make passes at uninterested coworkers to dodge potential HR issues or lawsuits.

How to Tell a Coworker Is Interested Before Making a Move

Flirting with uninterested colleagues quickly turns awkward at best and harassment-worthy at worst. Look for signs of reciprocated liking before asking them out.

They Laugh Often Around You

Frequent giggling at your jokes and funny commentary indicates comfort with you. But be sure genuine mirth isn’t just friendliness before making romantic overtures.

You Have Great Conversations

The best workplace relationships stem from colleague chemistry. Do you lose track of time gabbing at the water cooler? Deep connections reveal potential.

They Open Up To You

When coworkers share juicy gossip over happy hour drinks or confide their hopes and dreams, it means they trust and feel safe with you. Ask if they’d like to continue the conversation after work.

You Catch Them ‘Accidentally’ Touching You

Arm and hand grazes when you pass their desk or reach the copier at the same time are rarely accidental. It’s a nervous sign of attraction. gauge their reaction to reciprocated touch before making further moves.

Date Proposal

You've nurtured a friendship, dropped hints and gotten signals your coworker likes you back. Now it's time to pop the big question and ask them on a real date! How you phrase your proposal can increase the odds of a yes.

Set the stage with flattery saying how much you've enjoyed getting to know them and would love to spend more time together. Suggest a specific idea like dinner at that new Italian place or the play coming to town. Using a concrete date thought shows planning and care for their preferences.

State your intentions directly yet gently, for example "I'd love to take you on a proper date sometime if you're interested." This makes it clear you mean dating, not just hanging as friends, while providing them an easy exit. Follow up an acceptance happily and respect a graceful "no."

Keep it lighthearted and optimism. Smile warmly when you ask and after they respond, whatever it may be. This contributes to a positive experience for you both, even if the answer isn't what you hoped for. The right partner will appreciate your maturity and thoughtfulness.

Navigating the Murky Waters of Workplace Romance

Jumping into dating your work wife or work husband can feel exciting with romantic potential right down the hallway. But office relationships warrant extra care and communication to avoid awkwardness.

Mind the Power Dynamics

Avoid initiating relationships with direct reports or managers to sidestep accusations of favoritism or coercion. Stick to asking out colleagues at your peer level.

Check Company Policy

Some businesses prohibit manager/subordinate romance while others require relationship disclosure. Review handbooks and ask HR about rules so you don’t get fired.

Agree On Boundaries

Before things get serious, have an open discussion about keeping your burgeoning relationship lowkey at work to prevent preferential treatment perceptions, gossip, and resentment.

Consider Public Perception

Even without blatant PDA around the water cooler, coworkers may suspect favoritism if you’re dating behind the scenes. Expect some office gossip.

Plan For All End Outcomes

What if you break up? Can you both commit to preserving a cordial work relationship post-split without creating issues among colleagues having to take sides? If not, reconsider dating.

Even without blatant PDA around the water cooler, coworkers may suspect favoritism if you’re dating behind the scenesEven without blatant PDA around the water cooler, coworkers may suspect favoritism if you’re dating behind the scenes

How to Casually Ask Out a Coworker Without Pressure

If traditional date invitations feel too overt with a colleague, ease your way in by inviting them to casual hangouts to test mutual chemistry without work entanglements.

Invite Your Coworker Out With a Group

Say you and friends from another department are getting dinner after work and see if they'd like to join. No pressure, but opportunity to connect more personally.

Get Coffee Together

Caffeine invites abound during late afternoon slumps at the office. Ask if they’d like to grab an iced latte to recharge and socialize away from your desks.

Suggest Lunch Off Site

Everyone’s got to eat, so lunch is a good time to ask them to try the new vegan bistro with you removes date pressure. Bonus points if you know dietary preferences.

Propose a Weekend Activity

Capitalize on extracurricular chatter about their rugby team or macramé hobby. Say you’d love to tag along sometime to show your support outside working hours.

Say you’d love to tag along sometime to show your support outside working hours.Say you’d love to tag along sometime to show your support outside working hours.

Hanging out with a coworker platonically can be a great way to get to know them better before pursuing a full-fledged date. Suggest meeting up casually outside of work, either solo or in a group. Say "A few of us are getting drinks after work, want to join?" or "I'm trying the new Thai place after our shift if you want to come along."

These casual hangouts take the pressure off, letting your natural chemistry shine through. Chat, laugh, and look for signals they enjoy your company. Are they engaged in conversation or checking their phone? Do they seem excited to interact outside of work? Positive signs may indicate they'd welcome a date invite down the line.

Just be sure to avoid veering into unprofessional territory before you're actually dating. Don't drink excessively, badmouth colleagues, or overshare private details. The goal is building a genuine connection based on respect and common interests before deciding if romance is on the table. Let things progress naturally.

How To Flirt Appropriately With A Coworker

Flirting on the job requires care to avoid crossing lines if feelings aren't mutual. Keep it light, mostly non-verbal and be perceptive if your crush seems uncomfortable.

Compliment Their Appearance Appropriately

An innocuous "that color looks nice on you" shows interest harmlessly. Just avoid commentary on body parts or anything sexually suggestive.

Make Plenty Of Eye Contact

Frequent glancing conveys affection silently across the conference room. Just don't stare relentlessly and make them uneasy under your gaze.

Laugh At Their Jokes

Genuine chuckling signals affinity and gives them positive reinforcement to keep amusing you. But avoid loud guffaws drawing unwanted attention.

Accidentally On Purpose Touch

Subtle arm or hand grazes could signify mutual interest. But lrnsure they don't recoil or seem upset before recurring contact.

When To Abort Mission

If your crush voices disinterest, moves away from you frequently, avoids eye contact or tenses up when you're near, abort flirtation attempts immediately.

If your crush voices disinterest, moves away from you frequently, avoids eye contact or tenses up when you're near, abort flirtation attempts immediately.If your crush voices disinterest, moves away from you frequently, avoids eye contact or tenses up when you're near, abort flirtation attempts immediately.

Asking Out A Former Coworker With More Freedom

No longer working together removes potential awkwardness risks of dating colleagues. But tread carefully approaching ex-officemates to avoid misinterpretations.

Connect Over Social First

Don't randomly ask out former co-workers you weren't that close with. Like a few Instagram photos first. See if they reciprocate social media friendliness.

Bring Up Old Stories

If you bond chatting about funny antics from your old workplace, pivot into asking if they'd like to meet up for a drink and continue reminiscing.

Reminisce In Person

Once hanging out platonically, float something like “Remember how much fun we had at last year's holiday party? We should celebrate properly like that again soon!”

If you bond chatting about funny antics from your old workplace, pivot into asking if they'd like to meet up for a drink and continue reminiscingIf you bond chatting about funny antics from your old workplace, pivot into asking if they'd like to meet up for a drink and continue reminiscing

Navigating the Aftermath of Workplace Romance

Even respectful office romances can encounter awkwardness post-breakup or cause skepticism from co-workers suspecting preferential treatment. Mitigate fallout by planning ahead and being discrete.

Define Boundaries Early On

Agree to keep displays of workplace PDA and excessive chatter to a minimum to avoid perceptions of favoritism from colleagues. Don't let water cooler rendezvous impede work.

Plan for All End Scenarios

Consider if you could maintain a strictly professional relationship if you break up and have to work together daily. If the split may impact work quality or relationships, reconsider dating them.

Prepare for Office Gossip

Assume colleagues will eventually suspect you're an item, even without overt confirmation. Brace yourselves to ignore hallway whispers, direct questions, or increased scrutiny of interactions.

When Rejection Happens, Respect It

If your coworker declines your date invitation, smile graciously and refrain from retaliation or repeated asking. Pressuring colleagues breeds hostility. Simply remain politely professional.

Exiting Toxic Workplace Relationships

If office relationships spur misconduct complaints, excessive absence, visible disputes or declines in work product, prepare for supervisors to intervene or terminate those involved per at-will employment laws.

When to Stop Pursuing a Coworker Romance

Shooting your shot with an office mate rarely goes perfectly. Rejection happens. Accept it gracefully, move forward professionally, and continue being cordial.

If They Say No, Don’t Push It

Respect their decision and don’t retaliate or make the situation awkward. Pressuring colleagues into unwanted dates quickly constitutes harassment.

No Means No

Take their first ‘no thanks’ as a final answer. Repeated come ons after being turned down violate personal boundaries and feel threatening. Don’t go there.

Keep It Professional

Post-rejection, pretend it never happened. Jokes, gossip, or hostile behavior can rapidly spur HR complaints. Keep your communications strictly professional.

When In Doubt, Don’t

If you suspect asking out a specific colleague may cross lines or feel unsafe for them, just don’t. Your work reputation and relationships matter more than an office fling. Prioritize protecting those.

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Key Takeaways: Respectfully Navigating Workplace Romance

Office dating warrants extra care around roles, policies, perception, aftermath, and rejection. But approached appropriately, it can flourish into rewarding relationships rooted in shared interests, values and vibes. Just act thoughtfully.

If you want to ask your coworker out, here's the keys for successfully converting your work wife or husband from colleague to paramour include:

➡️ Avoid skewed power dynamic

➡️ Follow company dating rules

➡️ Mind personal versus professional boundaries

➡️ Read verbal and nonverbal cues before advancing

➡️ Differentiate friendliness from romantic interest

➡️ Prepare what to say ahead and pick the right setting

➡️ Accept “no” gracefully and keep interactions polite

When in doubt, don’t risk your reputation or livelihood over an office crush. But if you both genuinely connect and can separate work and play, dating a coworker can be a beautiful thing.


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