SperryTopSider photos on Flickr

"Keeper's Keep" Sweatshirt - @HM Shirt - @Gap Belt - @Gap Cargos - @Scotch_Official Shoes - @SperryTopsider Watch - @TimexStyleWatch Messenger Bag - @Diesel_Fashion by davidthande

"Slip, Zip, Turn, Nod, Smile." DB Blazer - @HM Button Down Shirt - @HugoBoss Flower Lapel - @TheTieBar Chambray Trousers - @Jcrew Time Piece - @Nixon_Now Oxfords Shoes - @SperryTopsider Pocket Square - @HM Bracelets - @Etsy by davidthande

"Got 'Til it's Gone" Wool Blazer - @HM Merino Wool Sweater - @Jcrew Button Down Shirt - @VineYardVines Silk Tie - @BananaRepublic Wool Pants - @Theory__ Skinny Belt - @Jcrew Suede Oxfords - @SperryTopsider Two Tone Watch - @Timex by davidthande

"repeated experiences" Cotton Blend Suit - @Zara V- Neck T - @AmericanApparelUSA Silk Pocket Square - @BrooksBrothers Boat Shoes - @SperryTopsider X @GrayMalin Time Piece - ⌚️ Apple Watch Thatcher Sunglasses - @WarbyParker by davidthande

"And the unknown" Merino Wool Sweater - @Jcrew Silk Striped Tie - @OfficialZara Button Down Shirt - @RalphLauren D Ring Belt - @Jcrew Sun Dyed Chinos - @Mango Suede Authentic Originals - @SperryTopsider TIMEX® MODERN ORIGINALS - @Timex by davidthande

Another day at the office in the books! @sperrytopsider @ralphlauren #ootd by itsryanharvey

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"All of my flaws are laid out One by One." Suit - @HickeyFreeman Shirt - @Theory__ Tie - @Jcrew Tie Bar - @HugoBoss Watch - @KenzoParis_HQ Shoes - @SperryTopsider by davidthande

"my first flirtation" Chambray Short Sleeve Shirt- @AmericanApparelUSA Knit Tie - @TopMan Belt - @Jcrew Time Piece - @Timex Tiger Eye Bracelets - @Etsy Slim Chinos - @Jcrew SlipOn Shoes - @SperryTopsider by davidthande

Prepping it out, today's #topsiding moment Wedges (yep!) by @sperrytopsider and Rain Coat by #MissSixty #100happydays #rainydayfashion #sperrytopsiders #sperry #miss60 #m60 #sratty #srat #fratty #prep #preppystyle #boatshoes #wedges #boatshoewedges by SashaHalima

"In My Study" Structured Suit - @ZaraMen Dress Shirt - @BananaRepublic Polka Dot Tie - @HM Time Piece - @Nixon_Now Suede Belt - @ClubMonaco Polka Dot Lapel Pin - @Magnepels Suede Oxfords - @SperryTopsider Waxed Laces - @HookAndAlbert by davidthande

It's hot in here; red hot. Jacket - #Levis Shirt - #AmericanEagle Belt - #Jcrew Pants -#Jcrew Shoes - #SperryTopsider Watch - #Timex Sunglasses - #WayferTech by davidthande

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

Self-Sustenance Blazer - #PaulSmith Shirt - #Boss Bow Tie - #RalphLauren Pants - #Theory Watch - #Kenzo Shoes - #SperryTopsider Glasses - #Persol by davidthande

Always rock pennies in your #loafers... #Sperry #SperryTopsider #Shoes #Penfield #Gant #Camo #Camouflage #menstyle #boom @gantrugger @gant1949 @sperrytopsider @penfieldusa by mh_farwell

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

"Won't you teach me how to love and learn." Blazer - @HM Shirt - @BananaRepublic Tie - @ Jcrew Pants - @Theory__ Pocket Square - @Bloomingdales Shoes - @SperryTopsider Watch - @TimesStyleWatch by davidthande

"Inventions" Short Sleeve Print Shirt - @Asos Canvas Belt - @Gap Stanton Shorts - @Jcrew Time Piece - @Timex Sunglasses - @WarbyParker Laceless CVO Sneakers - @SperryTopsider by davidthande

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

This style-right #collection is for those looking to stand apart from the crowd. Jacket- #Levis Shirt - #AmericanApparel Pants - #Levis Shoes - #SperryTopsider Glasses - #RayBan Watch - #Timex by davidthande

"Personalities" Chambray Jacket - @Levis Gingham Shirt - @Jcrew Slim Chinos - @Bonobos Thatcher Sunglasses - @WarbyParker Time Piece - @Timex Slip On Sneakers - @SperryTopsider by davidthande

Old school #preppy know how to tie his #sperry @sperrytopsider by Matthew & Jill Beaudoin

Denim shirt from @topmanph @topman , shorts from @buff_shop & shoes from @sperrytopsider . Hype my look on lookbook: http://lookbook.nu/look/5485048 #philippines #instagood #me #cute #follow #photooftheday #like #followme #topman #guy #tagsforlikes #pic by rhouyourboat

Three Toothed Snake by T. VOLK

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

mostly sitting at the bar, "mostly alone" Suit - @Theory__ Ludlow Tartan Shirt - @Jcrew Knit Tie - @AmericanEagle Pocket Square - @HM Leather Belt - @Gap Suede Oxfords - @SperryTopsider by davidthande

mostly sitting at the bar, "mostly alone" Suit - @Theory__ Ludlow Tartan Shirt - @Jcrew Knit Tie - @AmericanEagle Pocket Square - @HM Leather Belt - @Gap Suede Oxfords - @SperryTopsider Bracelets - @Etsy Time Piece - @Nixon_Now by davidthande

Who doesn't love knit socks and shiny shoes?!? #sperrytopsiders #silvershoes #knitsocks #socks #chicane #cables #alinasheacreations by Chauntel Ensey

#sperrytopsider #sperry #alone at #company #shoe #happy #húgry by Nguyễn Sáng

#instacollage #ootd: #leggings: #hnm, #beret: #hnm, #shoes: #sperrytopsider, #backpack: #urbanoutfitters, #denimshirt: #anthropologie, #jacket: #macys by Mox Mo

"Serendipity" Suit - @OfficialZara Shirt - @OfficialZara Sweater - @JackSpadeNy Tie - @MarcJacobs Watch - @Nixon_Now Shoes - @SperryTopsider by davidthande

@sperryph@sperrytopsider#VSCOcam#boatshoes by Kevin Bryan Maniago

If I have understood correctly Velocity equals the distance traveled Divided by time Suit - #Theory Shirt - #UnitedColorsOfBenetton Tie & Pocket Square - #RalphLauren Belt - #Diesel Shoes - #SperryTopsider Watch -#Nixon by davidthande

"The Draw" Sweater- @HM Shirt - @Jcrew Belt - @Gap Pants - @RalphLauren Shoes - @SperryTopsider Watch - @Timex by davidthande

Morning in America, July 4, 2025 - Still Here #13 by artistmac

Never too old for hopscotch. But I still want you to get off my lawn, lol.

'Cause they're calling, calling, calling me #home by davidthande

Cardigan - #Jcrew

Bow Tie - #Diesel

Shirt - #Jcrew

Belt - #Jcrew

Pants - #JohnVarvatos

Glasses - #TopMan

Shoes - #SperryTopsider

"repeated acceleration" Madras Shirt - @Jcrew Organic Cotton Jeans - @HM D-Ring Belt - @Jcrew Canvas Boat Shoes - @SperryTopsider Bracelets - @OurSaints Time Piece - @CitizenWatchUS by davidthande

"Collectors" Oxford Shirt - @AmericanApparel Canvas Belt - @Jcrew Navy Trousers - @HugoBoss Canary Merino Sweater - @Jcrew CVO Shoes - @SperryTopsider Time Piece - @Timex Bracelets - @Etsy by davidthande

Derek Cardigan Fan Photo by @roywells_xo via Instagram by Coastal.com

It's a glasses kind of day. Come buy shoes. #work #derekcardigan #sperrytopsider #love

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Shop Derek Cardigan:

www.coastal.com/derek-cardigan

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"Where Do We Begin?" Sweater - @Jcrew Shirt - @Jcrew Tie - @Jcrew Pants - @Jcrew Belt - @Jcrew Shoes - @SperryTopsider Watch - @TimexStyleWatch Special Thank You To: @MaryAliceStephenson & @JennaLyons for the amazing Feedback by davidthande

I am madly in love with this @sperrytopsider. Completamente enamorada de esta sapatilla @sperrytopsider. Loucamente apaixonada por este @sperrytopsider. #shoes #sperry #mJ #CoolHunter #Trenss #Style #Estilo #Imagem #Fashion #ConsultoriaImagemEstilo by mariajulia costa

Check out my post on @sperrytopsider! #blog #shoes #nautical #fashion by Alana Brooks

via Instagram bit.ly/16w50hi

What can I say, I had a little extra time. Blazer - #Jcrew Shirt - #Jcrew Tie - #RalphLauren Tie Clip - #Jcrew Pocket Sqaure - #BananaRepublic Belt - #Jcrew Pants - #Dockers Shoes - #SperryTopsider Glasses - #RayBan by davidthande

"Amid The Dandelions"Herringbone Blazer - @JcrewPlaid Shirt - @HMSilk Tie - @Theory__Merino Sweater - @JcrewSkinny Chinos - GapLeather Belt - @JcrewSuede Oxfords - @SperryTopsider by davidthande

"SpeedBoats" Cotton Sweater - @RalphLauren Window Pane Shirt - @Jcrew Classic Striped Shorts - @Gap Laceless CVO - @SperryTopsider Time Piece - @Timex Bracelets - @AmericanEagle Striped Belt - @Jcrew by davidthande

"You want me to fall in love" -to help your self-esteem- Oxford Cloth Suit - @HM Striped Shirt - @HugoBoss Knit Tie - @Jcrew Pocket Square - @CalvinKlein Flower Lapel - @HookandAlbert Shoes - @SperryTopsider Time Piece - @Timex Tie Bar by davidthande

"Meteorites" Sweater - #Jcrew Shirt - #JohnVarvatos Bow Tie - #Diesel Belt - #Jcrew Pants - #Jcrew Watch - #Timex Shoes - #SperryTopsider by davidthande

"Conflate" Shirt - #AmericanApperal Tie - #Theory Belt - #Jcrew Pants - #Gap Watch - #Timex Shoes - #SperryTopsider by davidthande

..layas.. #lifeisbeautiful #sperrytopsider by elaine ross baylon

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