How to Compliment a Guy on His Outfit

“This outfit is so amazing.’’

Keep it simple for an effective, heartfelt compliment. If you’re into his fit, feel free to just tell him so. He’ll be thrilled that his clothes were cool enough to earn a compliment—and he’ll love that you were sweet enough to call them out. “These shoes are so sick. I love them.” “Wow, you look dapper. Just all together, such a good look.” Say his name in your compliment to make it extra touching: “You look really good, Elio.”

"That green shirt totally matches your eyes."

Tie your comment to physical flattery so he feels extra touched. If you notice that his shirt really plays up his eye color, let him know. If he’s wearing a beautifully colored shirt, your compliment will make him feel extra flattered—because you're implying that his eyes are the same awesome shade. “Woah. Did you know that blue button-up is like, the exact same color as your eyes?” Get near his eyes for a closer look. “Aw, wow. The gold in your jacket totally brings out flecks in your eyes. It looks great.” Tap another friend on the shoulder and have them look with you. “Okay, is it just me, or do Zander’s eyes match his turtleneck perfectly. It looks so good.”

"When I see you, I always think: “He looks so cool.”

Give him insight into your sweet thoughts on his flattering fits. Not only will this compliment him in the moment, but you’ll get him wondering about all the other times you’ve thought about how well he dresses. He’ll be flying high, and you’ll have left him thinking about how much he likes being around you. "When you walk in the room, my first thought is always, "Dang, his outfit is amazing." "You seriously always impress. Whenever you come into work, I'm thinking, "He nails the dapper, trendy look." Alan Flusser Alan Flusser, Men's Image Consultant When paying a gentleman a sartorial compliment, specificity and brevity are key. Rather than a generic 'great outfit,' focus on one element that stands out, such as, 'that leather jacket fits perfectly,' or 'nice choice of tie today.' This shows attention to detail and that you notice the effort he puts into dressing well.

“I swear, everyone looked at you when you walked in.”

Convince him that it’s not just you who loves his look. What’s better than one person thinking you have great style? A whole room full of people! Explain that other people are obsessed with how he dresses, and he’ll be over the moon. Plus, he’ll love that you made sure he knew about it. “Oh hey, Louie. Guess what I was just talking about with Aliyah? How great that sweater is! We love it.” “I’m pretty sure everyone here is in love with that T-Shirt, Jack. I’ve heard it mentioned like four times.” “You’re seriously catching some stares tonight. I think it’s because you’re wearing such a cool outfit.”

“I love showing you off to people.”

Explain that you enjoy introducing him to people because of his great style. Whether he’s a crush or a boyfriend, this is the kind of compliment that’s sure to stick with him. Every time you meet someone new, he’ll be reminded of this insanely sweet comment. He’ll love you for the confidence boost. “I actually love having you meet my other friends because I know their first thought is going to be about how well you dress.” “You’ve got such a hip personal style. I’ve had so many friends say that after meeting you. It actually makes me love introducing you to new people." Or, the next time you introduce him to someone, compliment him: “Isn’t Syd’s jacket so cool? It’s so edgy and unique. I knew you’d like it, too!”

“How'd you pull this fit together?”

Ask him to walk you through his outfit to prove how much you like it. When someone is excited to spend five minutes talking through the specifics of a fit, that’s a huge compliment. So, offer that to him! He’ll feel touched and walk away thinking about how much he liked talking to you. You may even impress him with your own style know-how! “Okay, this canvas jacket and dark jeans combo is working so well. How did you decide on that?” “You look amazing. I’ve gotta know how you choose to pair those sneakers with that sweater.” “You always put together the coolest combos. How’d you choose these leather pants with this graphic tee?”

“I’m so jealous! You dress so well.”

Let him know you're envious of his style to boost his confidence. To really make him feel appreciated (and feel totally into you), explain that you only wish you could look as cool as he does all the time. “I am actually so jealous of that crewneck. You have to tell me where you got it.” “I’m sorta glad that you look so good, but also, sorta jealous. How on earth did you pull together this fit?” Let your mouth fall open and look him up and down: “You’re KIDDING me. These clothes look so good. I’m so envious of your style.”

“See my shoes? You were my style inspo!”

Explain that to you, imitation is the sincerest form of flattery. Find something of his that you adore and wear a lookalike. Then, make sure he knows that he was the blueprint for your look. He’ll be touched knowing that you loved his style enough to copy it. “Spot the graphic tee? Who do you think I stole that look from?” “Okay, so I did buy your sweater in purple. But I’m not trying to be a copycat. You just dress so cool!” “I really hope your killer style wears off on me over time. I already bought a jean jacket just like yours!”

“Can I take a photo of you?”

Ask him if you can get a photo of his great style for social media. Nothing screams, “I love your outfit!” more than this. Your pic doesn’t even have to be for IG. Instead, just let him know that you want it as an inspiration for your own style. He’ll feel totally tickled, and he’ll probably think you’re pretty cute for suggesting the idea. “You look so good in your striped tee and jeans. Can I put you on my IG story?” “Your style is so cool. I need people to know that I hang out with insanely well-dressed people. Can I put a pic of you on my Snap?” “This is so weird, but can I take a quick photo? I love the way you mixed and matched patterns in this fit, and I want to remember it.”

“I’ve seen Pete Davidson wearing that shirt.”

Fluff his ego by comparing his style to someone famously well-dressed. Choose a style icon or someone that you know he’s a big fan of. Explain that his look would be totally celebrity-approved. You’ll have his confidence soaring, and he'll love you for giving his outfit a shoutout. “You literally look like you could’ve been dressed by Frank Ocean. This outfit is seriously so amazing.” “Woah, this T-shirt is so cool. It definitely has a David Beckham vibe to it.”

“You rock every outfit you wear.”

Insist that he looks amazing no matter what he wears. This compliment is great because it doesn’t just imply that he has good style. It also implies you think it’s hard for him to not look good. He’ll spend the rest of the day dreaming about your compliment, wondering what you meant. But one thing is for sure—he’ll be over the moon! “I have never once seen you show up looking like a slob. You always look so good!” Gesture to his outfit when you first see him. “You never miss! You somehow always look amazing.” “Can you explain to me why all clothes just seem to look awesome on you?”

“That sweater fits you so well!”

Compliment how his body fills out his clothes to really make him blush. Imply that you absolutely love the way he looks—and specifically, how he looks in his outfit. That'll drive him absolutely crazy. This is the kind of compliment that’ll leave his mind racing for the entire day. “Those pants are seriously flattering.” “Woah! Did you realize that this tee makes your arms look incredible?” “Oh my gosh. I feel like that button-up hangs off of you really well. I love it.”

“This shirt! Whew, you’re making me sweat…”

If you’re feeling flirty, imply that you think his fit looks hot. To make a boyfriend or crush totally swoon, let him know that his fit is more than just flattering…it’s downright sultry. He’ll feel complimented—and turned on, too. Pretend to fan yourself. “Is it getting hot in here? Or is it just you in that suit.” “You look so good in that style. I’m having a hard time concentrating on anything else…” If you two are dating, you could even use a compliment to initiate intimacy: “Okay, we can be five minutes late right? I can’t resist you in that outfit…”

“You take my breath away in that.”

Turn up the romance with a sweet, heartfelt compliment. If this is someone you really care about, feel free to lay on the passion and intensity. Go for a major compliment that lets him know just how much he affects you. Not only will his confidence skyrocket, but he’ll feel adored, too. “Look at you. I’m in awe. You’re seriously so handsome in that outfit.” “I’m completely floored. This sweater looks amazing on you!” “You look unbelievable in that shirt. Wow.”

“Look at you. How lucky am I?”

Let him know that you’re grateful to be with such a dapper guy. He’ll feel totally flattered and on top of that, he’ll feel like you really appreciate him, too. “I can’t believe I get to go out on the town with you every weekend. I mean, look at that outfit!” “I’m so glad that I’m with a guy who has such impeccable taste. Are those shoes new?” “Man, you sure make a girl feel lucky. I love the way you fill out that shirt.”

“I’ve never met a guy who dresses as well as you.”

Make him feel special—like no one else compares. To turn up the passion, explain that not only does he have great style—but it’s totally unparalleled, too. He’ll feel extra touched, and you’ll walk away knowing that your guy feels amazing. "Your style is unbeatable. I can't imagine any guy dressing as well as you." "You are definitely going to be the most well-dressed guy at this party. I love that about you!"