15 'Expert Flirts' share their can't-miss advice to help shy people flirt
"Do not think of anything except them. When you look at them, focus on how much you like them."

A couple flirting on a park bench.
Putting yourself out there and flirting with an attractive person can be scary. What if you make a fool of yourself? What if they reject you? What if they come to the bar with their significant other? What if you start talking and run out of things to say? For those who are shy or introverted, these situations are even worse.
To complicate matters, people have difficulty determining if someone is flirting with them. A study found that people are good at telling when someone is flirtatious but terrible at realizing they are being flirted with. While people are 80% accurate at determining that someone isn’t flirting with them, only 36% of men and 18% of women can correctly yell if someone is being flirtatious.
To add to the awkwardness, in a world where a lot of communication is done online, people are finding it harder to flirt with a stranger in public.
So, what can we do? The good thing is that people who say they are experts in flirting have been kind enough to share their advice for shy people. Here are 15 of the best pieces of advice we culled from an AskReddit forum question: “Experienced flirts of Reddit, what advice can you give for shy people on how to flirt?”
The big takeaway is to have fun, eliminate expectations, and make the other person laugh. Sounds easy, right?
1. Don't be afraid to fail
"People don’t care that much if you say something embarrassing or weird, so you shouldn’t care either. From what I’ve learned, most girls actually like it when you’re just talking about whatever you feel like, even if it’s kinda goofy or weird because it brings up a genuinely good conversation that isn’t the boring stuff they always talk about with guys trying to flirt with them."
2. Make eye contact
"Eye contact says more than you will ever know. Subtle of course."
But what if you have a problem making eye contact?
"Look at the spot between their eyes. Break away every few seconds if it gets overwhelming but only horizontally and only for around a second. If you’re trying to flirt you can use the breakaway to look at their lips briefly. Don’t do that every single time lol."
3. Pretend you're disinterested
"Decide you are not actually interested in them and are just trying to be nice to them before beginning your attempt to flirt."
4. Fake it 'til you make it
5. Don't flirt, talk
6. Think only of them
7. Make them laugh
"Make them laugh and make them feel like the only person in the room."
8. Always be flirting
9. Give them the ball
"Openly admit your awkwardness, he/she might either see it as cute or even brave."
10. H.O.T.A.P.E.
11. Practice
"Choose the attractive cashier and flirt with them on the way through the line. Keep it light and short. Complement their hair or item of clothing and leave it at that. Don't look for compliments in return. Get your joy from making someone else feel good about themselves. Don't overdo it. One compliment and done unless it sparks a conversation. Then roll with the convo. This means very little to you. You just bought your thing, talked to an attractive person, smiled and moved on. It was easy and left both of you feeling good. Once you are comfortable, try it with a stranger in line then move on to someone you actually like. Have fun."
12. Have zero expectations
"Go into any interaction (no matter the person) with no expectations, ideas, goals, ETC. People can sense desperation and they can sense when you are only talking to them when because you want something. So simply starting a conversation and seeing if you even have chemistry with a person is always the first step."
13. Open with a compliment
"Compliment something they’re wearing, especially if it’s a unique item. Something like: 'That color looks great on you,' 'Nice shoes, those are super cool,' 'That’s a really unique necklace you pull it off pretty well.' It’s a good intro and then you can just talk about the thing and have a casual conversation. Mention the weather next or anything you might have in common - classes, the location you are, etc... the goal is to just carry a conversion for a few minutes or so and see how it is."
14. Don't tell them they are cute
"Never say 'you're cute,' It just cements in your mind that she's cute and way out of your league."
15. What's the worst that can happen?
- People who are 'good at flirting' are sharing the clues that tell if someone likes you ›
- She thought her trainer was flirting with her. But he just thought she looked like Buzz Lightyear. ›
- A new study found this flirting strategy to be the most effective, regardless of your looks ›
- A study found this flirting strategy to be the most effective, regardless of your looks or age - Upworthy ›