CITY Boots Trailblazers Custom Caricature Illustration


Only 5 Left in Stock

Real Time 23 Visitor Right Now
With Frame 11” x 14”
Without Frame 11” x 14”
Free Shipping
Let your inner light shine (or the light of a friend or family member) with a custom caricature from CITY Boots.
Here’s how it works: 

Step 1: Enter in a few details about you (your hair, eye, and lip color, skin tone, etc.) 
Step 2: Tell us a little bit more! List your hobbies, occupation, or other fun facts 
Step 3: Decide if you’d like to frame your caricature (without a frame is $165,
with frame is $195) 

Psssst! Our caricatures make great gifts for college students to display in their dorm rooms or as housewarming gifts to hang up in the new office. 


Size: 11” x 14”


Turnaround time: 2-3 Weeks 


Size Guide

CITY Boots' women's sizes fit true to your regular dress shoe size (not tennis shoe size or other boot brands necessarily). If you are between sizes or have a narrow foot go down half a size. It is rare for people to go up in size in our boots. Custom calf sizes are available for the Heart Boot.

This is an approximate conversion table to help you find your size. If you have already purchased an item by our brand, we recommend you select the same size as indicated on its label.

CITY Boots Sizing

5-5.5 14"
6-6.5 14.4"
7-7.5 14.7"
8-8.5 15"
9-9.5 15.3"
10-10.5 15.6"
11-11.5 15.9"
12-12.5 16.2"

We specialize in "Tall Top" boots which raises many questions about calf size. Our typical calf size fits at ~14" (measured 11" up from the heel). However, we offer complimentary custom stretching services and have had boots stretched up to 17". If your calf measurement is a concern please reach out to and we can help walk you through the process.


Delivery Time
We keep boots in stock and also do special orders (see below for out of stock delivery expectations). If your selection is in stock you will receive your boots in 6-10 business days. Boot stretching requests add an additional 7-10 business days to delivery. Overnight and expedited shipping is available for an extra cost. If your selection and size is not currently available the wait time is typically up 4-6 months depending on where we are in our order cycle. If you have any questions about availability please email

We guarantee our products and offer no hassle & free returns. Product return must be initiated within 14 days of receipt of the item and items must be in their original condition.

To initiate a return please email and we will send you a pre-paid return shipping label. Print it out and attach to the package for an easy return. Your money will be refunded within 10 days of receiving the product back.

This site uses cookies to offer you a better browsing experience. Find out more on how we use cookies and how you can change your settings here

CITY Boots Trailblazers Custom Caricature Illustration

CITY Boots Trailblazers Custom Caricature Illustration

With Frame 11” x 14”
Without Frame 11” x 14”
City boots Logo