Tailored for the Woman you've become

Natural fibres aren't a luxury, they're a standard and quality craftsmanship is guaranteed

Shop the collection

Made to Last

French Seams

Perfect Fit 40+

Our favourite pieces

Premium fabrics and effortless wearability—essentials you’ll reach for every day.

shop our favourites
  • Smock Me Not
    Smock Me Not
    Smock Me Not
    Smock Me Not
    Smock Me Not

    Smock Me Not

    $220.00
    $220.00
  • The Boyfriend Boxy Ramie
    The Boyfriend Boxy Ramie
    The Boyfriend Boxy Ramie
    The Boyfriend Boxy Ramie
    The Boyfriend Boxy Ramie

    The Boyfriend Boxy Ramie

    $275.00
    $275.00
  • Pale Pinky Peach Ruffle Top
    FJ Ruffle
    FJ Ruffle
    FJ Ruffle

    FJ Ruffle

    $340.00 - $410.00
    $340.00 - $410.00
  • Amalfi Top
    Amalfi Top
    Amalfi Top
    Amalfi Top
    Greenstone blouse flat lay

    Amalfi Top

    $395.00
    $395.00
  • Tiny Tuck Shirt Hokey Pokey Linen
    Tiny Tuck Shirt Hokey Pokey Linen
    Tiny Tuck Shirt Hokey Pokey Linen
    Tiny Tuck Shirt Hokey Pokey Linen

    Tiny Tuck Shirt Hokey Pokey Linen

    $310.00
    $310.00
  • Woman in a blue The Tailor and his Lover She's more tied blouse sitting on a chair in a room with decor elements.
    She's More Tied
    She's More Tied
    She's More Tied
    She's More Tied

    She's More Tied

    $410.00
    $410.00
  • Lazy Linens Classic Hem
    Lazy Linens Classic Hem
    Lazy Linens Classic Hem
    Lazy Linens Classic Hem
    Lazy Linens Classic Hem

    Lazy Linens Classic Hem

    $310.00
    $310.00
  • Casablanca Top
    Casablanca Top
    Casablanca Top
    Casablanca Top
    Casablanca Top

    Casablanca Top

    $410.00
    $410.00
  • Frenchy Frill Shirt
    Frenchy Frill Shirt
    Frenchy Frill Shirt
    Frenchy Frill Shirt
    Frenchy Frill Shirt

    Frenchy Frill Shirt

    $295.00
    $295.00
  • Bow Bow Shirt
    Bow Bow Shirt
    Bow Bow Shirt
    Bow Bow Shirt
    Bow Bow Shirt

    Bow Bow Shirt

    $340.00 - $465.00
    $340.00 - $465.00
  • Get Shirty 25
    Get Shirty 25
    Get Shirty 25
    Get Shirty 25

    Get Shirty 25

    $350.00
    $350.00
  • Indian Summer Blouse
    Indian Summer Blouse
    Indian Summer Blouse
    Indian Summer Blouse
    Indian Summer Blouse

    Indian Summer Blouse

    $340.00
    $340.00
  • Lazy Linens Frayed Soft Neutrals Edit
    Lazy Linens Frayed Soft Neutrals Edit
    Lazy Linens Frayed Soft Neutrals Edit
    Lazy Linens Frayed Soft Neutrals Edit
    Lazy Linens Frayed Soft Neutrals Edit

    Lazy Linens Frayed Soft Neutrals Edit

    $310.00
    $310.00
  • Ruffled for Romance Shirt
    Ruffled for Romance Shirt
    Ruffled for Romance Shirt
    Ruffled for Romance Shirt
    Ruffled for Romance Shirt

    Ruffled for Romance Shirt

    $380.00
    $380.00
  • Molly Woppy
    Molly Woppy
    Molly Woppy
    Molly Woppy
    Molly Woppy

    Molly Woppy

    $290.00 - $340.00
    $290.00 - $340.00

Our most popular piece

Button-front blouse in aubergine - flat lay
Button-front blouse in aubergine - flat lay
Button-front blouse in aubergine - flat lay

Indian Summer Blouse

$340.00
$340.00
Luxury cotton silk loose fitting extra long to tuck tie or leave open, small waterfall front ruffle, front ties with concealed button and loops.
Color: Army Green Cotton Silk
Size
View full details

Discover our classics

Shirts

For every ocassion

Dresses

Timeless and flattering

Pants

Season-less pieces

Just Landed

Woman in a pink The Tailor and his Lover blouse standing in a room with decor elements.

Discover our classics

Shirts

Relaxed shirts with just enough structure. Easy to wear, easy to style, and the kind you reach for on repeat.

Shop our shirts
Women wearing The Tailor and his Lover dress sitting in her lounge with a garden background

For every ocassion

Dresses

Easy dresses with movement and air — for warm days, travel, and the days you want to feel put-together with minimal effort.

Discover Collection
Women sitting in lounge wearing The Tailor and his Lover shirt and pants

Timeless and flattering

Pants

Linen pants designed for real life: flattering through the waist, easy through the leg, and made to move. Frayed hems, classic & shorts.

Discover pants
Woman sitting on a blue chair in a room with a garden view wearing The Tailor and his Lover dress

Season-less pieces

Just Landed

Discover earthy hues and organic textures for a relaxed look.

Discover Collection

A shirt made to last longer than the season

Indian Summer Blouse
The Tailor & his Lover

Indian Summer Blouse

$340.00
$340.00

Natural fibres as standard, tailoring that celebrates ageless elegance, timeless design over fleeting trends and a wardrobe that simplifies your life—not complicates it.

Chocolate Brown

Colour Study: Chocolate Brown

Rich, dark and flattering

Chocolate Indulgence

Modern, versatile, and designed to make an impact without the effort.

Everybody loves our selections of brown colour ways. They are the perfect balance between stylish and classic. Each variation feels rich, confident, and incredibly easy to wear, whether you’re dressing it up or keeping things casual. The different depths work across seasons and skin tones, making them a true everyday staple.

Casablanca Top Casablanca Top

Casablanca Top

$410.00
$410.00
Casablanca Top Casablanca Top

Casablanca Top

$410.00
$410.00
Big Day Shirt Big Day Shirt

Big Day Shirt

$365.00
$365.00

Hot off the Iron

View all posts
The Tailor & his Lover
Women over 40 are the most confident, sophisticated customers in fashion - and deserve to be designed for

See what our lovely customers think of our pieces

Sarah KVerified Buyer

"Love love love! Beautiful fabrics and designs and they make the shopping experience super easy. High recommend - will definitely be back!"

Mo SVerified Buyer

"I have bought over the last 4 years many many garments and I find the service absolutely wonderful."

Zala FVerified Buyer

"Love this store - Have bought a couple of dresses every time I am on Waiheke Island."

Chris CVerified Buyer

"Felicity is the most patient, talented person I’ve had the privilege to collaborate with. The beautiful fabric and tailored fit exemplifies the quality of her work. I purchased the Maxi oh Maxi in Mulberry for my 65th birthday and Felicity pulled out all the stops to get this beauty to me on time. I received so many compliments and felt wonderful in this outfit. I have ordered 3 more. Dress up or down - very flexible, comfortable style. Thank you."