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Sperry Lover

@topsider99

212 posts

May 28

I’ve seen this cutie strutting around town in his well worn amarettos and was finally able to get a few pics.

#boat shoes #sperry

Nov 2, 2025

Beefy sockless supermarket daddy.

#boat shoes #sperry #sockless

Sep 6, 2025

Anyone know what brand of boat shoes these are?

#sperry #boat shoes #sockless

Aug 16, 2025

#sperry #sockless #boat shoes

Jun 29, 2025

#sperry #sockless #boat shoes

Oct 5, 2024

#sperry #sockless #boat shoes

Jul 4, 2024

What’s more patriotic than some blue-blooded preppy hotties celebrating Independence Day!

#sperry #sockless #boat shoes

Jun 15, 2024

#sperry #sockless #boat shoes

May 12, 2024

Woof!

#sperry #boat shoes #sockless

May 12, 2024

Woof!

#sperry #boat shoes #sockless

Oct 21, 2023

Big beefy feet at CVS.

#sperry #boat shoes

Sep 2, 2023

The boys were out today!

#sperry #boat shoes #sockless #the boys

Aug 14, 2023

Not sure how I feel about the black socks.

#sperry #boat shoes

Jul 29, 2023

#boat shoes #sockless #sperry

Dec 10, 2022

Nothing hotter than sockless gold cups on a 30 degree Boston day.

#sperry #boat shoes #sockless

Nov 6, 2022

#sperry #boat shoes #sockless

Jun 22, 2022

Big ass feet at Dunkin’s this morning.

#sperry #boat shoes

Sperry Lover @topsider99 - Tumblr Blog | Tumgag