The Talented Mr. Ripley is certainly a favorite for the amazing acting and wardrobe. It’s constantly cited as a source of sartorial inspiration. Obviously, this makes it a perfect addition to the Date Night Series. I love everything Gwyneth Paltrow wears as Marge Sherwood in the film. She is elegant and classy, but cool and relaxed at the same time. The perfect balance for a woman. Check out Skip’s look here.
Anthropologie Skirt, Chance Button Down Oxford, Melissinos Sandals, J.Crew Bandeau Top
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In a way, Jaws is the movie that began it all. In my early days of blogging, I had put together a post about the fantastic menswear from this cult classic. Skip reached out to me as a fellow Jaws enthusiast and suggested we do a collaboration of curating styles inspired by great films. Hence, Date Night was born and the rest is history. As a special Date Night issue this week both Skip and I have offered up double hitters. Head over to Alex Grant for Matt Hooper and one of the prep kids and keep reading for Ellen Brody and Sam Quint. Just keep in mind, if you’re going to try and rock Quint’s seafarer’s getup, don’t forget to wash your clothes in salt water and sand them down with some beach sand. There’s no cheating with this look if you want that real weathered appearance.
J.Crew Chambray Shirt (similar), Anchor Bandana, No. 6 T-Strap Clog, Imogene + Willie Hazel Jean
Filson Cap, Enginered Garments Bureau Exclusive Chambray, Sperry Canvas Sneaker, Grizzly Baxter Shirt
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Skip hit it out of the park yet again with this great look from Woody Allen in Annie Hall. Like Diane Keaton’s outfit, this look will take you through practically every date. Whether it’s a movie, picnic, or nice cup of coffee on a sunday morning, you’ll have that great easy and classic look that Woody Allen pulls off so effortlessly.
Alda Hodded Jacket by Bridge and Burn, L.L.Bean Shirt, Levis 501, J.Crew Tee, Warby Parker Glasses, Mark McNairy Pro Keds
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Skip and his wife Tisha were watching Annie Hall this week and realized how perfect it was for Date Night! This great movie is iconic for style – women’s style in particular. As the eccentric Annie Hall, Diane Keaton single handedly made menswear cool and sexy for women. And men and women love her for it! I absolutely love this look on her, and for any woman. It’s so easy and comfortable but clean and tailored at the same time. I do find her tie a bit goofy and overpowering for someone of my stature (5’3″), so I slimmed it down with a Hill-Side chambray selection. This is a great versatile look for any date. Whether it’s a sit down dinner or a stroll through the park, you’ll look stunning.
Taylor Stitch Antique Oxford, Philosophy di Alberta Ferretti Wide Leg Pants, Vision Lace Up Heel, J.Crew Boys’ Ludlow Vest, Hill-Side Selvege Chambray Tie, Coal The Brigitte Hat, Sisal and Leather Purse
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Thanks to Brian Buell for the excellent Date Night suggestion. Sidney Poitier is one of my all time favorite actors, and he is absolutely fantastic in the classic, Guess Who’s Coming To Dinner. And with Spencer Tracy and Katharine Hepburn as supporting actors, this film is a real gem. Skip did an amazing job putting together the look of young and dashing Dr. John Prentice. You may not be a doctor yourself, or as down right good looking as Poitier, but you certainly have no excuse not to get your hands on a perfectly tailored navy suit, classic tie, and gentlemanly behavior.
J.Crew Navy Suit, David Donahue Purple Tie, Red Pocket Square
If I had a good chunk of cash kicking around, and needed a new winter jacket, I would love to buy this stunning J.Crew Shearling Moto Jacket. I love the asymmetrical collar, the perfect tan of the Italian lambskin suede, and the antique hardware. It’s the perfect modernization of the classic shearling jacket. But at $1850, I’m still not positive I would buy it. Even if I did have that amount sitting comfortably in my bank account, I would hesitate to put it all into one jacket. Hence, the search for the perfect vintage shearling jacket begins. One that I can possibly update with a tailor, make it a bit more modern. Recommendations or advice on how to go about completing my mission are very much welcome!
I can tell Skip had fun with this one. Jack is such an insane and incredible character, it’s almost fun to watch him in this film. And his wardrobe is just as fun to observe with his tweed jackets, flannels, and his killer corduroy bomber. Skip switched it up a little and gave a nod to the Orvis Red Melton Jacket which made an appearance on N’East Style earlier this week. It really refreshes the look with a nice pop of vibrant color against the duller colors of the film’s wardrobe and the setting. Probably a good thing if you’re going on a date. Also, try and keep the axe in the truck.
Orvis Red Melton Jacket, Barbour Notting Quilted Jacket, Baldwin Denim 77, J.Crew Redwings, Best Made & Co Axe, Jack Toy
Skip has nailed the look of John “Scottie” Ferguson with these pieces. If you are aiming to look deceptively smart and classy amongst a little bit of mental chaos.
J.Crew Shirt, L.L. Bean Shirt, Epaulet Rivet Chino, Alden/J.Crew
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Halloween is almost upon us so it’s only natural that, for the month of October, Date Night celebrate the style of some of the spookiest, creepiest and scary movies. First in the line up, we’ve got Vertigo, the amazing obsessive 1958 thriller by the brilliant Alfred Hitchcock. For my woman’s look, I decided to take inspiration from Midge (played by Barbara Bel Geddes), Scottie Fergusen’s (Jimmy Stewart) old college gal and closest friend. I’ve always loved her glasses and her simplicity. It’s so honest compared to the chameleon Madeline/Judy (Kim Novak).
Warby Parker Fillmore, Bass Bellingham, A-line Woven Skirt, J.Crew Jackie Cardigan,
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I love Ali McGraw’s wardrobe in Love Story. Her character Jenny is the epitome of effortless beauty and coolness. She makes the most simple pieces look fresh and fun. This look is perfect for Fall; a great wool trench, classic Coach boots, and a punch of color. I added the ripped up jean shorts because I think it’s a good reflection of Jenny’s carefree personality and modernizes the look.
Coach Natale Boot, J.Crew Wool Cashmere Icon Trench, Rugby Shaggy Shetland Wool Crewneck, Levi’s 501 Boyfriend Short, Cabela’s Ragg Wool Gloves
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It’s part two of Date Night with Alex Grant: The Eternal Sunshine of the Spotless Mind and I have put together one of Kate Winslet’s looks as Clementine from the movie. I actually really like the hair colors Winslet rocks in this movie. I don’t think I would ever have the cuts to dye my whole head of hair, but a vibrant blue or pink streak would be fun for a day. The rest of her wardrobe gives off the vibe that when she wakes up every morning, she grabs the things that work for her, day in and day out. She has the go-to jacket, the comfortable hoodie, and the great everyday pants that can take her anywhere. Winslet’s character does wear horrible looking Ugg boots practically the entire movie, so I decided to give her some leather boots that I feel work better with the outfit. But of course, it’s all about what works for you in the end.
Amplified Hair Dye, Vintage Motorcycle Jacket, J.Crew Cropped Ripstop Cargo, Hanes Full-Zip Hoodie, Malababa Pepino Boot
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Date Night is back! After a well deserved summer vacation, Skip and I are back with The Eternal Sunshine of the Spotless Mind. This film’s wardrobe is great inspiration for those pieces that you would score at your favorite thrift shop or after hours of shifting through ebay shops. It’s all perfectly worn and unpretentious. Skip has picked some great pieces that you can break in and make your own. It’s good to have some pieces that don’t look pristine or straight off the shelves.
L.L. Bean Maine Guide Parka, J.Crew Cords, Aldens, L.L. Bean Signature Watch Cap
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Skip nailed Brad’s buttoned-up look here for Mr. and Mrs. Smith. Looking crisp and clean, you could rock this outfit when meeting the girlfriend’s parents, knocking someone out with a blunt object, or an suspenseful and intimate dinner for two . . . with her favorite red wine of course.
Jed Argyle Sweater, Armani Collezioni Shirt, J.Crew Slim Fit Pants, Gifford Leather Wing Tips, Omega Watch
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I don’t think I’ve made it a secret that I’m not much of a girly dresser. I’ll pick a blue blazer over a frilly top any day. So instead of recreating the diaphanous pink layers and lace hats from Farrow’s wardrobe, I thought it would be fun to create a look that she would have worn if she had raided Redford’s closet. The result is a contemporary take on the classic film’s wardrobes and completely wearable.
And don’t forget to download the exclusive soundtrack to this week’s Date Night, thanks to Gabe Alonso!
J.Crew Silk Cardigan, Rugby Ralph Lauren Embroidered Cotton Voile Dress, Ralph Lauren Paper Straw Fedora, BDG Laceless Oxford, Juliet and Company Baby Pearl Tassel Necklace
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We have two special guests in this week’s Date Night: The Great Gatsby. First, Mr. Eli Getson from The Selvedge Yard gave us the brilliant recommendation of this classic film to include in our series. You can’t get much better than the dashing Robert Redford and stunning Mia Farrow. Especially when Redford and the rest of the male cast is outfitted in Ralph Lauren, which is possibly the best cinematic pairing of all time.
Second, we are happy to announce our first collaboration with Mr. Gabe Alonso. This talented young man is a deep mine of music knowledge and has created the perfect soundtrack for this week’s Date Night. So if you need tunes while you shop for some of the looks Skip and I put together, or something to play in the background while you sweep your partner off their feet, hop over to Gabe’s blog for the limited edition soundtrack!
Orvis Cable Knit Sweater, J.Crew Dress Shirt, J.Crew Knit Tie, J.Crew Bowery Pants, Cole Haan Belt, Monogrammed Belt Buckle
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Angelica Houston is one of my all time favorite actresses and she is simply stunning in The Life Aquatic as the icy and intelligent Eleanor Zissou. I hope that someday, if I have to go to some inanely glamorous foundation event, that I will look half as gorgeous as she does in this look. Every element is luxurious and unique . . . and insanely expensive . . . so it probably won’t happen.
Traditional Old Pawn Ceremonial Turquoise Necklace, Laundrey by Shelli Segal Dress, J.Crew Ombre Scarf, Christian Louboutin Silver Python Pumps, Chanel Lipstick
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Thanks to our friend S.M. Shewan for the excellent recommendation of Back to the Future for Date Night. Skip has really knocked this one out of the water. This look is spot on. So if you’re lady friend has a soft spot for Michael J Fox, jean jackets, colourful Nikes, or hover boards, you are in for the win.
Consensus Red Down Vest, Gap Denim Jacket, L.L. Bean Signature Tattersall Sport Shirt, L.L. Bean T, J.Crew Denim, Nike Air McFlys, Hover Board
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Who can resist the modern classic Wedding Crashers? And who can resist quoting lines from it for hours on end? Not this girl. In the true nature of summer and subsequently, wedding season, we decided Wedding Crashers was only too suitable for Date Night. Skip has put together a great nautical outfit for a sail on the yacht with that wicked cute girl you’ve been eyeing. Before you get out there, catch up on your sailing skills and tell her the boat’s “yar”. She’ll be impressed.
Rogues Gallery Never Sleep Striped Pullover, L.L.Bean 1912 Chinos, J.Crew Whale’s Tail Belt, Sperry Striper, Rogues Gallery Anchor Fob, J.Crew and Mister Freedom Tote Bag
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I remember absolutely adoring Minnie Driver’s no fuss wardrobe in Good Will Hunting when I saw it in theaters. As the studious Harvard student, Skylar, practical jeans and T’s are her uniform – and she looks good in them. Even the barn coat that Will lends her in one of their scenes looks fantastic on her. I inherited my grandfather’s barn coat, which fits me pretty loosely, and it’s the most comforting jacket. I’m not positive whether she had Doctor Marten Mary Janes in the movie, but I’m pretty sure that practically every New England collegiate girl had a pair in the ’90s, so they really work here.
Don’t forget to check in next week for a Date Night special feature!
L.L. Bean Original Field Cotton-Lined Coat, J.Crew Perfect Fit Tank, APC New Cure Denim, Doctor Martens Mary Janes
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Just in time for date night. We decided to provide you with a Boston classic this week, Good Will Hunting. Maybe it will reignite your New England pride after the Celtics’ big loss last night . . . maybe not . . . there is only so much we can do over here at “Date Night.” At first Skip was a little nervous about throwing a look together for a guy who spends the majority of the film in a schlumpy t-shirt and pants, but I think what he concluded with is an easy-going New England outfit. Especially with the Danner boots – courtesy of Foster Huntington’s photo of his own that he posted on his blog, A Restless Transplant. But please be aware that you won’t become a math genius just by wearing this look.
Stay tuned for a “Date Night” special feature next week!
Red Polo Jacket, J.Crew T Shirt, J.Crew Easy Chino, Lands End Canvas Belt, Foster Huntington’s Danner Boots, Swiss Army Knife
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