Hilarious T-shirts for Conversation

Three friends talking and laughing

Starting a conversation can surely be hard for anyone. Do you have trouble starting a conversation with the person you want to date? Want to make friends but don’t know how to initiate a conversation? Don’t worry we got you all covered up with our cool conversation starter t-shirts that will be your better wingman.

One Charlie Kilo hilarious t-shirt that makes the perfect conversation starter:

1. If I Had Feelings

If you have feelings for that crush, you have been longing to express your feelings but don’t have the guts to say it. Start up the conversation wearing If I Had Feelings They’d Be For You t-shirt and shoot your shot. Wearing this t-shirt shows confidence and a willingness to take risks. Find common ground with your crush and ask them about themselves. Use the shirt as a playful way to shoot your shot and let them know you're interested. 

Even if things don't turn out as you hoped, don't regret it. There's always a glass of whisky waiting for you to savor neat.

2. Pot Head

Feel lucky that you’re not a drunkard. If you’re a Pot Head and can’t stop drinking coffee, this is the perfect t-shirt for you. If your crush asks you if you’re a pothead, just nod your head and ask her out for coffee sometimes. It will be even better if she likes coffee, you will have endless talks about coffee. 

Or you might just bump into someone who relies on coffee as much as you do … instant best friends!

The big debate is whether to drink coffee with or without sugar. Have a wonderful time regardless of the conclusion and ask out for dinner at the next meeting. 

Flaunt a cool Pot Head t-shirt on your date and look cool yet stylish. 

3.  Trophy Husband 

If you’re a husband material and want to impress a girl with your skills, then this might be the right t-shirt for you. I'm not saying I'm a trophy husband, but my wife sure knows how to pick 'em. A pick-up line if you’re not feeling confident enough in yourself and feel anxious to start up a conversation. 

Keep a calm mind and say things very carefully. Be a man of your word and act the same way you explain yourself as. 

Also, if you believe your man is the ultimate catch, a Trophy Husband t-shirt is the perfect way to show him off to the world.

4. Introverted But Willing To Talk About Dogs

Take notice that most girls adore pets, which could act as a wonderful conversation starters. Girls seem to have a soft spot for puppies, as their voices often take on a gentler tone at the mere sight of a cute little pup on the street.

If you’re an introvert and don’t know how to start a conversation, don’t worry much. 

Buy Introverted But Willing to Talk About Dogs t-shirt and watch as many girls will be willing to talk about their dogs with you. Keep it cool and try not to push it too hard. 

5. Roger That 

When you're on a date with someone, it's important to make them feel heard and valued. One way to do this is by actively listening to what they say and acknowledging their thoughts and feelings.

Roger that T-shirt can be the perfect T-shirt for your special date. Being attentive on a date will leave a lasting impression on anyone and will give you chances for a second date. 

Make a statement on your date and make the best out of the moment wearing One Charlie Kilo T-shirts

6. I’m a Fan

Men's funny t-shirts are a way to go! The "I'm a fan" print on a hilarious men's t-shirt is a terrific way to be flirtatious and playful while also showcasing your sense of humor. Make your date feel like they are no less than a celebrity. 

To make your date feel like a celebrity, give them lots of attention and genuinely listen to what they have to say. Ask about their interests, hobbies, and passions, and be an active listener. When a girl feels valued and respected, she'll be more likely to open up to you. Or you can put it in another sense, be the cool calm person to your significant other when they are in stressful situations. 

7. LIT Fireworks

A subtle compliment can be a terrific approach to striking up a discussion and expressing interest in someone. You can be humorous and flattering when you say something like, "You are the LIT firework that lights up my life like on the Fourth of July."

This shows that you are bold and have a very nice way of approaching someone. 

Buy One Charlie Kilos LIT Fireworks t-shirt and make a very stylish and sparky statement on your date. 

8. Don’t Be Average 

The Don’t Be Average t-shirt is a very cool way to start a conversation. If someone asks what the t-shirt means, tell them that you are beyond average and want to do things differently in life. 

If you want to do something extraordinary on a date, consider stepping outside of your comfort zone and trying something new and exciting together. Plan an adventurous trek or some walk into nature keeping in mind the preference and interest of your date. 

9. My Dog Is My Valentine

My valentine this year is my fur-ever friend: my dog. Dogs have a special place in humans' hearts. If you wear this t shirt, we are sure that people will flock to your because of your interest in furry friends. Who doesn’t love dogs? 

To get bonus points, make a cute move and say, “Do you nose how much I love you?” to your date. They are surely going to get flattered by this line and would want to know more about you. 

Buy My Dog Is My Valentine t-shirt and make a smart move to get the lady of your dream to come and have a wholesome conversation with you. 

10. Lucky AF

“Do you know how lucky you are to have me? I’m one in a million and you’re Lucky AF to have me.” It would be a bold statement to say to your friends or strangers who are lucky to have you in their lives. But wait for their response to see whether it makes them laugh or make them roll their eyes. But whatever, this t-shirt shows that you have confidence in yourself and what you can bring to the table.

A four-leaf clover is hard to find and finding someone as humble as you can be a very tough task. 

Get a Lucky AF t-shirt and flaunt it around and look stylish. 

11. For God So Loved His Valentine

For God So Loved His Valentine t-shirt is a very spiritual t-shirt that shows that you are devoted to God and the whole text pattern creates the word, Valentine. This is a very cute way to start a conversation and ask a girl out for a date on Valentine's. 

One Charlie Kilo has a wide selection of hilarious t-shirts making it the perfect conversation starter.