Approaching and Connecting with Men

Effective communication is essential for building strong relationships, whether in personal or professional settings. Our tool and guide provide you with interesting things to say when starting a conversation and good questions to ask to keep it going on top of a complete guide.

#1 Conversation Starters

Always establish Positive Eye Contact first. Then say "HI" and choose your option.
"This might sound random, but you look exactly like [a friend of mine/someone I know]."
This is a playful way to initiate contact. It's a low-stakes "mistake" that can lead to laughter and an easy correction, opening the door for conversation.
"(Drop pen near him) Oh, shoot! (Look at him with a slight smile.)"
This is a classic and effective action. It creates a natural, low-pressure interaction where he'll likely help, giving you an opening to thank him and chat.
"(Looking around slightly confused) Do you happen to know where [the nearest restroom/a good coffee shop] is around here?"
A simple, practical question that invites assistance. It's an easy way for him to engage and potentially walk with you, extending the interaction.
"Hey, I couldn't help but notice your [book/laptop/coffee]. Is it [interesting/good/strong]?"
This is low-risk and demonstrates genuine curiosity. It's easy for him to respond to and can lead to a deeper conversation about his interests.
"Sorry to bother you, but I just had to ask where you got that [cool jacket/great bag/interesting t-shirt]. It's [awesome/unique/really suits you]!"
A direct compliment on something he's chosen to wear is personal but not overly intense. It shows you've noticed him and appreciate his style.
"I'm trying to decide between [two options on a menu/two routes to a place]. Any recommendations?"
This asks for his opinion or expertise, which many men enjoy offering. It creates a collaborative vibe and a natural opening for a discussion.
"I love the [music/ambiance/vibe] here, don't you?"
This uses a shared experience in the environment to create common ground. It's easy to agree with and can lead to a discussion about the location or shared preferences.
"Excuse me, do you know if [this place] has [Wi-Fi/good coffee/a charging station]?"
A practical question that allows for a simple answer but also opens the door for him to offer more information or assistance, leading to further conversation.
More Conversation Starters
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Difficulty Score

60%

Establishing Positive Eye Contact

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