If you're serious about your Blackberry-typing, reservation-making, dirty-dish-washing man in charge, a pair of timeless handmade shoes is a knockout gift. Handcrafted in Maine, these Horsebit Loafers go as well with a crisp suit as they do with jeans and a blazer. Throw in the "Sugar Daddy Giftset" from our favorite online candy store Sugarfina to make him chuckle.

1. Classic Loafers: Rancourt Horsebit Loafers $340
2. Sugarfina: Sugar Daddy Giftset $25

Does your man enjoy a good night's sleep and a lengthy, Saturday morning breakfast in bed? Royal Highnies are the ultimate gift, made of 400 count pima cotton, ideal for weekend lounging.

1. Royal Highnies: Softest Boxers Ever (2 Pack) $78

An outdoorsman needs his gear! This warm fleece is the perfect piece to wear under his waders on his next fly fishing trip. Top it off with a Bluefish Needlepoint Hat and an endearing card to drive home the theme.

2. Fleece: Olive Fleece Jacket $129

Plan your next date night by taking him to see his favorite hometown team in action. Even better... gift him the tickets in a new monogrammed leather wallet.

2. Tickets: StubHub!

For the ski bum who rocks vintage onesies on the slopes, a retro inspired Smathers and Branson needlepoint belt with an 80's classic ski flick is a sure win! 

1. Smathers and Branson Belt: Ski Tricks Belt $165
2. 1980's Ski Movie: Aspen Extreme $10

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