Q&A for How to Ask a Coworker on a Date

Check with your company's relationship policies before asking a coworker out since they may not allow it.

Ask them if they want to spend time together outside of the company. That way, you explicitly let them know that you're interested in them.

They might be interested if they make a lot of eye contact with you, make playful comments, or if they lightly touch you.

He may feel uncomfortable getting personal at work, or he may just not be interested. Try to gauge his reactions a little more closely and see if he acts that way because others are within earshot. If he's like that all the time, he may be trying to avoid having personal conversations altogether.

Be polite and respectful. If your coworker needs to think about whether it would be a good idea, give him/her as much time and space as he or she needs.

There are many reasons why your coworker might talk to other people. He may be friends with them outside of work, or he may have known them longer. He might simply be a friendly, chatty person. Getting jealous (especially if you're not actually dating him) will only make the situation more complicated. Give him some space once he knows you're interested and see if he seems interested in return.

They talk to you about things that aren't work-related. They're more comfortable talking to you than other coworkers. They go out of their way to spend time around you. They laugh at your jokes or tease you back.

3 months. But I would let her know in some subtle way that you are interested now, like tell her she looks really nice one day; you like her jewelry or hair, or compliment her in a deeper way, like expressing admiration for how she handled something at work. If it seems appropriate, I would tell her you're sorry to hear about the engagement ending, but that it's his loss. Then you can gauge how she reacts to this and ask her out in 2-3 months.

If you can find out if they're single, if they seem interested in what you have to say and are able ti keep the conversation going with you.

Most women know when a man is attracted to them. If you've already been chatting with her at work, and she's not avoiding you—or making it a point to rush away when you're near—then you should go for it. Use the guides here on wikiHow to get some ideas on how to ask her out. At the very minimum—be polite, and be well-groomed when you ask.

It depends on whether or not you wan them to know you like them. If yes, then give something personal that shows you have been paying attention to their wants, like tickets to a baseball game or a box of truffles. If you don't want them to know, then just give something small like a bloc of chocolate or nothing at all.

Get a good understanding of things first, and make it clear to your sister to prevent any unexpected problems. Almost like approval that she won’t be stupid over it.

Telling you that he is uncomfortable with the age gap seems like a good way to hint to you that he isn't interested in dating you. Unless you know for sure that he does want to date you, it is probably best to not pursue this person.

Yes, it is appropriate for work purposes or collegiality, as long as she does not treat him as her date or potential date. Be very careful when this happens, talk to him about it.