Leah, for riding and your first pair, I'd recommend a Milano as it has a 
rear strap also, and they have BIG bickle versions, shiny and all that but 
it seems availability is spotty for many. In the rain the footbed can be 
quite slippery. If the rear strap ever bothers you, it can always be 
adjusted waay loose. I doubt it will though as it's leather and very 
conforming. 

Bostons can be rather sloppy, depending on how much volume your feet take 
up inside. Arizona and Milano with two straps can be adjusted to fit very 
well, and the straps take extra holes punched it you need them. Since 
you're used to riding on flat pedals you shouldn't have much trouble with 
your feet feeling secure. I never had my feet even remotely feel like they 
ejecting from the sandals once, or even have the soles slip, using pedals 
with pins like your OneUp has. 
On Friday, June 19, 2026 at 7:58:15 AM UTC-4 Bicycle Belle Ding Ding! wrote:

> Birkenstock owners: I love the sturdy oiled leather but the colors are 
> more fun in the nubuck. Knowing how well oiled leather ages, I’m nervous 
> about buying in nubuck. Suede is DEFINITELY out. 
>
> Look how cute these big buckle nubuck Bostons are: 
> https://www.birkenstock.com/us/boston-big-buckle-nubuck-leather/bostonbigbuckle-nubukbigbuckle-nubuckleather-0-eva-w_12431.html
>
> But the oiled leather is so nice, too. Limited colors: 
> [image: 960813.jpg]
>
> Buy Boston Oiled Leather Tobacco Brown for USD 154.95 
> <https://www.birkenstock.com/us/boston-oiled-leather-tobacco-brown/4040714854847.html>
> birkenstock.com 
> <https://www.birkenstock.com/us/boston-oiled-leather-tobacco-brown/4040714854847.html>
>
> <https://www.birkenstock.com/us/boston-oiled-leather-tobacco-brown/4040714854847.html>
>
> How do the nubuck age? There is limited info on this - it’s usually oiled 
> vs suede.
>
> Leah
>
> On Jun 18, 2026, at 10:53 PM, Bill Gibson <[email protected]> wrote:
>
> 
>
> Fit is all. I once chose too big a Birk, and my Big Toe went Numb. I tried 
> to mold them, I tried to pound them, but, my toe stayed numb.
>
> Recently, I inherited some smaller Birks, my father's, and they fit, but 
> it are much smaller than I usually wear. Beware the fit. 
> This time, my Big toe does not go numb, but another toe is touchy.
> I think that expectations for sandals might be lower than for closed-toed 
> shoes,
>  but the pre-formed soles of Birks inspire Brooks Saddles of Yore 
> fantasies of soakng and wearing into shape. Velocio wore something like 
> Birks, so carry on.
>
> Bill Gibson
> Silver City, New Mexico, USA
> My Photographs <https://billbgibson.myportfolio.com/> : 
> https://billbgibson.myportfolio.com/ and on Behance: 
> https://www.behance.net/BillGibson <https://billbgibson.myportfolio.com/>
> If you like my photographs, buy me a coffee! 
> <https://www.buymeacoffee.com/04141955>
>
>
> On Thu, Jun 18, 2026 at 7:48 PM Leah Peterson <[email protected]> wrote:
>
>> And yet there is no photo…🤔 Quick, Ted, get your linen shirt and your 
>> Birks and get busy!
>>
>> On Jun 18, 2026, at 9:46 PM, Ted Durant <[email protected]> wrote:
>>
>> 
>>
>> On Jun 18, 2026, at 7:53 PM, Leah Peterson <[email protected]> wrote:
>>
>> You guys have me all up in arms over Birkenstocks. I can’t decide Arizona 
>> vs Milano vs Boston and I think I want oiled leather and big buckles but 
>> then some of the sizing is off and some of the footbeds squeak and some of 
>> the quality is less and…well, this is a lot and I have choice paralysis. I 
>> keep shoes for a long, long time and I want them to be as close to perfect 
>> as possible. 
>>
>>
>> I’ve started with the basics, found a pair of Arizona in brown regular 
>> leather, regular footbed, at Nordstrom Rack for around $40 less than 
>> normal, so far I like them very much. Haven’t ridden with them, yet.
>>
>>
>> Ted Durant
>> Milwaukee, WI USA
>>
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