vintage mens fashion 2025

Men's Vintage Fashion Lookbook Summer 2025

We were long overdue for a menswear drop, so we called Toronto Rock 'n' Roll musician Tzevi Sherman in to model for us!  We pulled out some sweet vintage, contemporary and designer pieces to add to our online inventory- Check out the looks below!

Look 1: A quintessentially 1960s mustard yellow wool cardigan with suede panels, paired with a 2012 pair of Burberry chinos and a green Signum shirt. A great early Summer look and love the colour combo. This look shows that you can easily pair vintage items with more contemporary pieces to fit your unique personal style. 

Vintage 1960s Men's Mustard Yellow Suede Panel Wool Cardigan, L/XL

Vintage 1960s Men's Mustard Yellow Suede Panel Wool Cardigan, L/XL

Men's Beige Burberry Flat-Front Tapered Leg Chinos, W36

Look 2: A 90s cashmere blend Hugo Boss ochre green blazer with a 90s green striped shirt, Gap pinstripe pants and a silk Salvatore Ferragamo tie with a dragonfly print. A great look with standout colours, and just a touch of quirk in the tie, that can be easily worn on a night out.  

Vintage 1990s Men's Hugo Boss Green Cashmere Wool Blazer, Large

Vintage 1990s Men's Hugo Boss Green Cashmere Wool Blazer, Large

Look 3: This might be my favourite look! An absolutely sublime 70s red leather jacket from Canadian brand Mac-Mor. We've teamed it here with a Hugo Boss pink striped shirt, orange silk ascot and dark wash Lucky Brand jeans. This is a man who knows how to dress!

Vintage 1970s Burgundy Red Leather Men's Belted Jacket, Mac-Mor, Large

Vintage 1970s Burgundy Red Leather Men's Belted Jacket, Mac-Mor, Large

Men's Orange Silk Foulard Print Ascot Tie

Look 4: A brown soft suede blazer with bronze corsage, pink striped linen shirt, black jeans and crocodile pattern Chelsea boots! Another effortlessly cool look! 

Men's Pink and White Stripe Linen Button Down Collar Long Sleeve Shirt, Large

Men's Pink and White Stripe Linen Button Down Collar Long Sleeve Shirt, Large

Men's Black Straight MWG Premium Jeans, 36/34

Workwear and Casual Looks 

Look 5: A canvas "Duck Brown" vest from now defunct American brand The Hill Side. Worn with a brown striped shirt and reproduction westernwear striped jeans with canvas "saddle" inserts. Tzevi has added a neckerchief/bandana and a 1940s "s" initial tie bar to the vest buttonhole. 

Men's "The Hill Side" American Brown Duck Canvas Weekend Chore Vest, Large

Men's Brown Striped Button Down Collar Shirt, Large

Men's Brown Striped Button Down Collar Shirt, Large

Look 6: This was one of Tzevi's favourite looks from the shoot- he loved the green Polo Ralph Lauren windbreaker and ended up going home with the red and white check shirt! It suited him well! Worn with the same Gap pants from look 2 and another neckerchief. 

Men's 30s-Style Gap Relaxed Fit Grey Pinstripe Cotton Pants

Look 7: An L.C. King navy canvas chore coat, 80s Issey Miyake check shirt and 50s-style prison pants that used to be in our rental collection. Tzevi ended up going home with a pair of these too but we still two pairs left!

Men's Navy Blue Cotton Canvas L.C. King Pointer Brand Chore Coat, XL

Reproduction 1950s Style Men's Blue Cotton Prison Pants, 34 and 36

Look 8: Universal Works denim vest worn with an orange Eddie Bauer cotton shirt and distressed Banana Republic Jeans from 2005. Tzevi added a hockey themed pin to the vest pocket and some dashing Western collar tips!

Men's Universal Works Navy Cotton Denim Chore Waistcoat, XL

Men's Universal Works Navy Cotton Denim Chore Waistcoat, XL

Men's Universal Works Navy Cotton Denim Chore Waistcoat, XL

Look 9: Our last look is a loungewear ensemble! 1950s red satin pyjamas set with an 80s blue satin robe from Bergdorf's. (The slippers are from our rentals collection). 

Vintage 1950s Men's Red Satin Damask Pyjama Set, Large

See the full edit here: https://iandrummondvintage.com/collections/tzevis-edit

Photos by Carolina Pinglo 
Styled by Síne McEllin and Tzevi Sherman 
Modelled by Tzevi Sherman 

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