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Xander Maddox | TheFlyestDad

@xander.maddox

6.9K

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NJ | NY
Menswear • Cycling • Fatherhood
The details are always there.
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The best outfits don’t happen by accident.

They’re built through getting shots up.

You throw pieces together.
Take a risk.
Realize it doesn’t work.
Do it again.

Every outfit teaches: what fits, what doesn’t, what feels like you.

The people with the strongest personal style didn’t get lucky. They put in the reps.

Get dressed.
Experiment.
Repeat.

What’s the biggest style risk you’ve taken that actually paid off?

#menswear #menwearstyle #styletips taken in New York, New York by @xander.maddox

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3 months ago

Getting fly for bike rides makes you faster. Trust me.

Which was the best kit?

#cyclinglife #cyclingkit #roadbike taken in New York, New York by @xander.maddox

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4 months ago

She said YES!!

@lavida.alicia who would’ve known that little middle school us, flirting over facebook, would grow up to reconnect in LA, create a beautiful little girl, and then I’d be dropping to one knee in the middle of Mexico City asking you to be my wife?!

Despite all the obstacles of that week: venues cancelling, photographers ghosting me, rooms flooding, God provided the perfect backdrop far better than what I could’ve imagined. It was bold, different, and beautiful, just like you.

I’ve wanted to do forever with you for the longest and finally found the perfect opportunity to ask, and no obstacle was going to stop that from happening.

You’ve given me your heart, your love, your support, the gift of fatherhood, and the least I can do is give you this ring as a symbol of our love and my commitment to you, to us.

You are my muse, the light of our family, and a work of ART.

You’re mine and I’m yours, in this life and the next. I’ll love you forever.

6.3.25 ❤️💍 taken in Mexico City, Mexico by @xander.maddox

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98

a year ago

She picked out the jacket herself.

It runs in the blood 🥹 taken in New York, N.Y. by @xander.maddox

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2 days ago

Swipe for some of my favorites ➡️

#grsnaps #ricohgriv

Even the dead need a break

Home - going

Sesame chicken, 2 egg rolls

Outsourcing

Wins and losses

Single speed

Maman :)

Muse

Joy

$5

Fast as F**K, boi

Keep doing shit

It’s just…not the same.

What if…the water was clean?

👰🏽‍♀️

A commute taken in New York, N.Y. by @xander.maddox

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3 days ago

solo miles
does it get any better? taken in Washington, DC by @xander.maddox

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5 days ago

Threw a few fits last week.

Theme: comfort in transitional weather. Light layers, light jackets, and breathable fabrics.

Send this to a friend who could use some inspiration. taken in New York, N.Y. by @xander.maddox

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6 days ago

Mini shoot. New kit.
@ouar.cc head to toe.
Shot on the GR IV

Kit grade: 9.5/10 taken in New York, N.Y. by @xander.maddox

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6 days ago

a lil seasoning for ya tl

#mensstyleguide taken in New York, N.Y. by @xander.maddox

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8 days ago

Check the weather before you throw a fit. Your outfit should be centered around the weather. It’s all over the place today: low of 56 - high of 75. I need something that can live in that awkward transition without being uncomfortable.

Went with a light japanese shirt made of “typewriter” cotton. It’s breathable and airy and the tank underneath adds an extra layer of temperature regulation.

The jeans are tailored to my body — I’m comfortable. taken in New York, N.Y. by @xander.maddox

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8 days ago

Light layers
Darker tones
Boots and loafers

Fall is the best season to dress for.

#menstyleguide #menstyle #falloutfitideas #aw26 taken in New York, New York by @xander.maddox

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9 days ago

5 cycling brands you need to pay attention to:
NDLSS — @endless.cc
DRS — @drslabs.cc
Cheese Cycling Club — @cheese_cycling_club
God & Famous — @godandfamous
Universal Colours — @universal.colours

Save this for your next kit.

#cycling #cyclingkits #cyclinglife
cyclingculture roadcycling menswear nyccycling taken in New York, New York by @xander.maddox

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10 days ago