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The Life, Tailored Gift Guide: Gifts for Him, Tailored for Her Convenience

Ladies, we know us men aren’t the easiest to buy for sometimes.  We have a tendency to grab the things we really want for ourselves.  We also understand this leaves you scratching your head when the holidays roll around, not knowing what gifting path you should go down.  We figured we’d give you a helping hand this year and put together a list of things your man wants (even if he doesn’t know it yet) complete with things you’ll want him to have.  Read on to check out all the items we’ve handpicked for you this year… 

Under $50

Dr. Squatch Natural Soap


This is a no-brainer.  It’s natural, it’s inexpensive, and it is hands-down the best smelling soap I have ever used.  Each bar is $6 individually, or you can go the smart route and get their “soapscription” for $5 per month.  Of course if you’re an exceptionally cool lady who likes your man smelling great, you might as well just go down the Dr. Squatch Gift Box route.  This contains four bars of soap and a custom, hand-picked cigar box for only $30.  Whatever your decision is, the gentleman in your life will be left smelling manly and fresh, and that’s a good combination.

Dr. Squatch Soap Co. 

Harry’s Winston Shave Set


Every man needs a good razor, and this is a great one.  The Winston handle is made of high grade aluminum, the blades are better than razors costing twice as much, and the new foaming shave gel will keep your face feeling fresh long after you’ve finished shaving.

Harry’s Winston Shave Set, $25.  (Add $15 for engraving)

The Mr Porter Manual for a Stylish Life, Volumes 1 & 2


Books make great gifts, this isn’t new news (unless you’re shopping for a teen, they may disagree).  And these books make excellent gifts.  For only $35 a piece, this might be the best style upgrade you will ever make.  Read it, learn it, live it.

Mr Porter Paperback, The Manual for a Stylish Life, $35.

Asos Skinny Sweatpants


Sweatpants have upped their game in the last year or so, slimming everything out and giving them a more modern look.  You know how much you ladies love your yoga pants?  Well, consider this the men’s equivalent, at least as far as comfort goes.  These sweats from Asos are not only comfy and trendy, the price tag is perfect.

Asos Skinny Sweatpants, $34.11

ShedRain for J. Crew Camo Umbrella


Wooden handle, 65 years of umbrella crafting experience, and a camo print top; this is how you correctly shield the rain.  Based out of Portland, Oregon, this third-generation family-owned company has been doing umbrellas right for longer than most people reading this have been alive.  And now they’ve partnered up with J. Crew to give us the perfect item for your holiday gift list.

ShedRain for J. Crew Printed Umbrella, $49.50 (25% off with code SHOPNOW)

Cohen & Sons Canal Cruiser


If you give this to your boyfriend, this WILL be his new favorite sweatshirt.  And you WILL try and steal it from him.  The fit is perfect, the feel is unbelievable, and the simplistic, minimalist design is unbeatable.  I have this sweatshirt in this color and wear it more than I probably should.  Once you put this soft piece of heaven on, you won’t want to take it off.

Cohen & Sons Canal Cruiser Crew Neck Sweatshirt, $45.

Under $150

Faribault Woolen Mill Co. Buffalo Plaid Throw Blanket


Help the lucky recipient channel their inner lumberjack with this Paul Bunyan approved wool throw blanket from Faribault Woolen Mills.  It’s warm, it’s cozy, and at 50″ x 60″ you might even be able to squeeze under there too.  Is there a better gift than one you both can use?

Buffalo Plaid Fringe Wool Throw Blanket from Faribault Woolen Mills Co, $100.

Uniqlo Wool Duffle Coat


Get the YSL style without the YSL price.  This blended wool duffle coat from Uniqlo is an absolute steal.  Best thing about a duffle coat: the easy transition from workwear to casual.  Throw it over a suit, or with some good boots and jeans.  However he wears it, you just gave your man a huge style upgrade.

Uniqlo Wool Duffle Coat, $99.90

Ledbury Grey Melange Rittenhouse Button Up


While we picked this shirt specifically, the truth is any of Ledbury’s shirts would be an awesome choice.  The collars are just the right spread, the cut is exactly how you want it, and the quality is parallel to any big name designer you know.  Once you give him one of these, chances are his entire closet will start transforming.

Ledbury Grey Melange Rittenhouse Button Up, $135.

Apple TV


If you still have traditional cable, you’re behind the times, ya weirdo.  Help bring your home into the future of television with Apple TV.  You have the ability to stream anything from Hulu and Netflix to ESPN and HBO Go.  Plus, you can use your iPhone/iPad as a remote, and we think that is pretty awesome.

Apple TV, Starting at $99.

Bonobos Berkshire Alpaca Blend Cardigan


It should come as no surprise that one of our favorite brands, Bonobos, would land a spot on our list.  We first loved them for their pants, we continue to love them for absolutely everything else they do.  This cardigan is no exception.  Made from an alpaca and wool blend, this might be the warmest sweater the lucky gift opener will have ever owned.  Plus, in true Bonobos style, the fit is absolutely perfect.

Bonobos Birkshire Alpaca Blend Cardigan, $138.

Fitbit Charge


The newest from Fitbit, the Fitbit Charge with wireless activity tracker + sleep wristband makes the perfect gift for the active man (or man you want to be active) in your life.  It tracks your steps, your stairs, your calories, and all that other fun stuff.  My personal favorite function: the alarm.  The band gently vibrates to wake you up, so you never have to hear the god-awful sound of an alarm clock again.

Fitbit Charge Wireless Activity Tracker + Sleep Wristband, $129.99

Under $250

Jack Erwin Chase Chelsea Boot


The newest soles from the Jack Erwin Foster collection, the Chase is perfect for any and every stylish man.  These boots are easily comparable to pairs three times the price.  Hand-stitched, full leather, and as comfortable as they are sleek.  He can throw them on with a slim fit suit, or some dark jeans and a leather jacket.

Jack Erwin Chase Chelsea Boot, $210. 

Combatant Gentlemen Slim Fit Three Piece Suit


Yes, you read that right.  And yes, this is still the Under $250 category.  Combatant Gentlemen, a menswear company that makes some dope gear without being greedy, also makes one of our favorite three piece suits.  Help your dude be a little more dapper with this perfect style upgrade for the holidays.

Combatant Gentlemen Three Piece Suit, $220.

Sonos Play: 1


A small speaker with some badass sound.  Control everything via your smartphone or tablet, and add more around the house as time goes on.  The custom-designed 3.5″ mid-woofer and tweeter deliver crystal clear sound and heart pounding bass without taking up half your living room.

Sonos Play: 1 Speakers, $199.

Westbrook XO Barney’s New York X Jordan Cap


Our favorite ballers meet our favorite New York store in this awesome collaboration.  The woven leather front is street style perfection, and the Jordan logo on the side reminds us there’s more to fashion than suits and ties.  This is the perfect gift for any man with a love for hats.

Westbrook XO Barney’s New York X Jordan Leather Baseball Cap, $185.

Rosetta Stone


Because the gift of knowledge is a gift that keeps on giving.  Plus, if he learns Italian he might actually take you to Italy, not a a bad ROI if you ask us.

Rosetta Stone Level 1, $179.

MacCallan 18

Macallan 18

Any real man will be thrilled to open a box with this inside.  The MacCallan 18 year old single malt is one of the best Scotches around.  The fruity, smokey taste is one most men aren’t lucky enough to try often, but when they do they feel like a million bucks.  Plus, he will feel really cool pouring a glass for his buddies when they come over, and they will love you almost as much as he does.

MacCallan 18 Single Malt Scotch Whisky, around $200 (prices vary)

Barney’s New York Umbrella


Minimal and modern, just the way we like it.  For the guy who doesn’t want the camo umbrella, but also doesn’t like getting his perfectly tailored suit wet, this is the one.  We always say the Italian’s make the best suits and shoes, well apparently they make a damn good umbrella as well.

Barney’s New York Compact Folding Umbrella, $235.

Under $500

Derek Rose Polka Dot Robe


For the man of luxury and sophistication in your life, the Derek Rose Polka Dot Robe is the perfect present.  He can lay around the house in style, without ever having to get out of his pajamas, and on a chilly Sunday that is the best gift in the world.

Derek Rose Plaza Polka-Dot Dressing Gown, $400.

Barney’s Chenille Scarf


Nothing gets you through the winter like a good scarf.  Barney’s Chenille Scarf should be the one that gets him through this winter, courtesy of you.

Barney’s New York Chenille Scarf, $295.

Suitsupply Grey Overcoat


Because every self-respecting man should own a great overcoat, and this is one of our favorites.  Made from 100% pure wool and sporting some perfectly notched lapels, this overcoat will look as good with his casual wear as it will over a suit.  Plus, gems like this will last for years to come without ever going out of style.  It’s less of a gift and more of a winter staple, and that is exactly what he needs.

Suitsupply Grey Wool Overcoat, $469.

X Box One + Kinect


Even the most stylish man likes to play some video games every now and then.  And with the Kinect you can get some movement in without having to face the crap weather outside.  Plus, the X Box One is voice activated so you can be even lazier while streaming movies on those oh-so-brutal hungover Sundays.  It’s a gift the whole house can love.

X Box One + Kinect, $480.60

Persol Folding Sunglasses


These iconic glasses will last him a lifetime, plus, they fold up easily for storage, which will keep them from breaking even longer.  Oh, did we mention they also look freakin’ awesome?

Persol Suprema Icon Folding Sunglasses, $380.

Tumi Vapor International Carryon Suitcase


Luggage is one of those things no one ever wants to buy for themselves, which means it makes for a great gift.  This Tumi suitcase has all the basics, along with some added bells and whistles, like the TSA approved locks for some added security.  Throw the Rosetta Stone inside and you’ve sufficiently dropped your hints.

Tumi Vapor International Suitcase, $495 (plus free shipping with Amazon Prime on all East Dane orders)

$500 and Up

Marc by Marc Jacobs Full-Grain Leather Backpack


We aren’t all fans of briefcases and messenger bags, but you can’t walk around with the same JanSport backpack you’ve been rocking since high school and still feel like an adult.  Give the gift of swag with this full-grain leather backpack from Marc Jacobs.  This is one of the few backpacks that looks as good as it is useful.

Marc by Marc Jacobs Full-Grain Leather Backpack, $500.

Seiko Astron GPS Solar


One of the coolest watches we’ve seen in a long time.  The Seiko Astron sets itself automatically no matter what time zone you’re in using GPS.  It has a calendar that is accurate for far longer than the owner will be alive.  And it’s as stunning as it is functional.  To learn more about this work of art timepiece, check this out.

Seiko Astron GPS Solar Watch, $2,450. 

B&O Play


Sleek and modern, throwing these beauties on a shelf is sure to lighten up any room.  Turn them on and that same room just because a concert hall.  The 105W output from these little things will have your neighbors thinking you have the band right in your living room, and when it comes to speakers, we consider that a good thing.

B&O Play A8 AirPlay Wireless Speakers, $1,150.

De’Longhi American Nespresso Lattissima Pro Machine


Never step foot in an overly pretentious coffee shop again with this Italian designed espresso machine.  With a touch display sensor, 6 pre-programmed drinks, and the patented Nespresso capsule system, this will put your Keurig to shame.

De’Longhi Nespresso Machine, $599.95

BLK DNM Leather Jacket


A leather jacket is one of those staples that every man needs in his wardrobe.  Get a great one now and it will last him a lifetime, fitting better every single time he wears it.  While there are a lot of decent looking leather jackets at discount prices, nothing will ever beat the real thing.  It molds to your body over time, and the more beat up it gets, the more badass it looks.

BLK DNM ‘Leather Jacket 5’ Leather Moto Jacket, $995.

Limited Edition Black Rolex


For the high roller who has everything, the limited edition black Rolex Sea Dweller.  It’s matte finish is sophisticated yet understated, and the crown above the name reminds us that even though it’s a limited edition model, it’s going to last you a lifetime.

Black Limited Edition Rolex Sea Dweller, $25,000.

B&O Play Beolit 12


It’s designed to use with your iPhone, but it’s no regular charging dock.  Using it is simple, so even those who aren’t tech savvy can play tunes throughout any room.  And the handle makes it easy to carry anywhere you go.  Basically, it’s a damn good speaker, with amazing sound, without all the unneeded buttons.  Sometimes simplicity is the best.

B&O Play Beolit 12, $599.95

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities. Lifetailored has partnered with Creditcards.com for our coverage of credit card products. Lifetailored and Creditcards.com may receive a commission from card issuers Additional Disclosure: This site has affiliate links. We may be compensated when users make a purchase or register to a third party website. For more details read our privacy policy.

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