How to Talk to Men in on the Street
#1 More Conversation Starters
"That looks interesting! What are you looking at/reading?"
Show genuine curiosity about what he's engaged with. It's a direct but polite way to enter his world.
"(Drop pen) Oh, excuse me! (Smile) You wouldn't happen to have a [pen/tissue], would you? I seem to have dropped mine."
A subtle action can create an opportunity for him to help, leading to a quick exchange. It's a bit more playful.
"Do you know how long the wait usually is here? I'm just trying to get an idea."
A practical question about a shared, potentially frustrating, situation can break the ice.
"That [book/author] is amazing! Have you read [another one by the same author/a similar book]?"
Another shared interest approach, specifically in a context where people are often open to discussing what they're looking at.
"Oh, your dog is adorable! What's their name?"
Animals are fantastic conversation starters. Most dog owners love to talk about their pets, and it's a very friendly approach.
"Excuse me, do you have the time? (Even if you have your phone) Thanks! I'm trying to make sure I don't miss [my appointment/the start of the movie]."
A simple question that leads to an explanation, giving him a bit more information about you and a chance to respond beyond just the time.
"That looks delicious! What did you order? I'm always looking for new things to try."
A light compliment and a request for information about something he's enjoying.
"Hi! I feel like I've seen you around here before. Do you [work/live] nearby?"
This implies a familiar connection, even if there isn't one. It's slightly flirty without being aggressive and creates an opening to discuss local ties.
"What do you think of this? It's really something, isn't it?"
A shared point of interest, allowing for an exchange of opinions or observations.
"I love the way your [hair is styled/beard looks]! It really suits you."
A more direct compliment about his personal appearance. It's higher risk, but can be very effective if delivered sincerely and warmly.
"Wow, that's really [interesting/beautiful/funny], isn't it? What do you think?"
Reacting to a shared visual stimulus creates an immediate common topic.
"I love your [bag/shoes/watch]! Where did you get it?"
A sincere compliment about something he's wearing or carrying can be a great icebreaker. It's specific and shows you've noticed him.
"Are you from around here, or are you just visiting?"
This can lead to conversations about travel, home, and experiences.
"Hi, I'm trying to find [a good coffee shop/the nearest metro station/that new restaurant]. Do you happen to know where it is?"
Asking for directions is a classic for a reason. It's a natural way to initiate interaction and opens the door for him to offer more help or conversation.
"I'm trying to decide between [two items]. Which one do you think is better, or have you tried either?"
Asking for his opinion or help can be flattering and initiates a practical conversation.
"Sorry to bother you, but do you know if [this store/restaurant] is any good? I've been meaning to check it out."
Similar to asking for directions, this asks for his local knowledge and opinion.
"Excuse me, I couldn't help but notice your [T-shirt/book/headphones]. I'm a big fan of [the band/author/music genre] too!"
This is an easy and genuine way to connect over a shared interest. It's low-risk and shows you're observant.
"Excuse me, I'm trying to take a picture of [the view/this building], but I can't quite get it right. Would you mind helping me out?"
Asking for a small favor can create an immediate bond and lead to further conversation.
"(Subtly spill tiny bit of something near him) Oh, whoops! I am so clumsy today. (Smile)"
A light, self-deprecating comment can be endearing and invite a light-hearted response.
"Are you [a student/an artist/a programmer]? You just have that [vibe/look] about you."
This is higher risk and requires good observational skills, but a correct, slightly flirty guess can be very engaging.
"This line is moving so slowly, isn't it? What are you waiting for?"
A common situation allows for a natural shared experience. It's a low-pressure way to commiserate and potentially find common ground.
"It's such a beautiful day, isn't it? Are you enjoying the [park/weather]?"
A simple, positive observation about the environment can be a very low-risk way to open a conversation.
"That [song] is stuck in my head now! What's that [song/artist] you're listening to?"
If you can hear his music (even faintly), or he's reacting to something, it's a playful and direct way to engage with his interests.
"I just moved to the area and I'm trying to find the best [pizza place/gym/bar]. Do you have any recommendations?"
Implies you're new and open to suggestions, which can make him feel helpful and knowledgeable.