Pinup Portraits

Pinup Portraits

Pinup portraits are a timeless form of vintage art that celebrate confidence, personality, and classic glamour. Our custom pinup portraits are professionally illustrated from your photos, capturing the iconic pin-up style while preserving your unique likeness.

Whether you’re looking for a bold retro look, classic WWII-inspired pin-up art, or a personalized vintage illustration, our pinup portraits are designed to feel authentic, flattering, and unforgettable.


What Are Pinup Portraits?

Pinup portraits are stylized illustrations inspired by mid-20th-century pin-up art. Traditionally featured in calendars, posters, and aircraft nose art, pinup portraits are known for confident poses, expressive details, and classic vintage appeal.

Today, pinup portraits are fully customized works of art. Each portrait is illustrated to reflect the individual’s personality, pose, outfit, and expression while maintaining the unmistakable pin-up aesthetic.


Custom Pinup Portraits from Your Photos

Our custom pinup portraits are created using your photos as reference. Each pinup portrait is:

  • Hand-illustrated by a professional artist

  • Designed to match authentic vintage pin-up styles

  • Carefully refined to maintain facial accuracy and likeness

  • Personalized to match your vision and preferences

Every pinup portrait is created with attention to detail, proportion, and classic pin-up artistry.


Vintage Pin-Up Art Styles

We offer a variety of vintage pin-up inspired styles, including:

  • Retro glamour pinup portraits

  • WWII nose-art inspired pinups

  • Classic calendar pin-up styles

  • Elegant, playful, or bold vintage themes

Each pinup portrait is tailored to your selected style while preserving a cohesive vintage look.


Why Choose Our Pinup Portraits?

Our pinup portraits stand out because we focus on authenticity and quality. Every portrait is illustrated by a real artist, not generated by filters or automated tools.

Pinup portraits are perfect for:

  • Unique gifts

  • Personal collections

  • Vintage-inspired wall art

  • Keepsakes that last a lifetime


How the Pinup Portrait Process Works

  1. Upload your photo when placing your order

  2. Our artists create your custom pinup portrait

  3. Review and approve your proof

  4. Receive your final high-resolution pinup portrait


Pinup Portrait FAQ

Are pinup portraits created from photos?
Yes. All pinup portraits are illustrated using your photos as reference.

Are pinup portraits digital or printed?
Pinup portraits are delivered as high-resolution digital files. Print options are available separately.

How long does a pinup portrait take?
Turnaround time varies by season and is listed during checkout.

Can pinup portraits be customized?
Yes. Pose, outfit, style, and details can be customized depending on your selection.


Order Your Custom Pinup Portrait

Ready to create your own pinup portrait?
Explore our custom pinup portrait options and start your order today.

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How long does it take to create my digital portrait?

Our team of artists work as fast as they can but sometimes we're very busy. We aim to get your hand-drawn portrait out to you in 3-8 business days. Be sure to order in advance for peak seasons. 

*Please be aware that the demand for portrait creations during peak holiday seasons (ie. Christmas, Valentine's Day, etc.) is extremely high. Please allow some additional time for processing. We are working as fast as possible to get you the artwork that you deserve without compromising quality.

What currency is your pricing?

All prices on our store are in US currency.

How is my digital portrait delivered?

Once your portrait has been approved, you will receive a final high quality version of your artwork through an email link. You will also be sent information via email on how to order personalized prints directly from us. You can browse some of our selected print items by visiting here.

What if I am not happy with my portrait?

Our artists are incredibly talented and always do an amazing job. However, sometimes working from a photo we miss the essence of the person and are always ready to make revisions until you are 100% happy with your portrait.

Can I print my own portraits?

Yes, absolutely. Print at home or at any print store of your choosing. Or, we can do it for you by visiting here.

Can I send more than than one photo?

The more photos the better! Just make sure you’re clear about how you’d like your illustration drawn in the picture description and leave the rest up to us 

What quality photo do I need to send?

The better quality the photo, the easier it will be for our artists to get a more accurate illustration of you. But do not worry, we will let you know if we are having any issues.

Can I cancel my portrait order after it has been submitted?

All digital portrait orders sales are final. Due to the customization, once a customized character portrait  order is placed, returns cannot be granted.

Can you do large groups of people in a portrait?

No problem, just drop us an email and we can discuss large jobs.

Do I have to submit one photo which includes everyone in my portrait?

Not at all! Go ahead and send us individual pictures of the people/pets that you would like included in the portrait and we will do the rest.

Can I send a selfie or half body picture?

Absolutely! Our talented artists will fill in the missing elements of your photo to ensure your portrait is perfect!

What is the process to create my digital portrait?

Step 1: You submit your order by selecting the number of people you want included in your portrait, your chosen background and then upload your reference photos.

Step 2: After our artists create your personalized portrait, you will receive an email link to view your proof of the design.

Step 3: Once your portrait has been approved, you will receive a final high quality version of your artwork through an email link. You will also be sent information via email on how to order personalized prints directly from us. You can browse some of our selected print items by visiting here.

Can I see the image before I pay?

We understand your desire to see the image before making a purchase. However, our process involves creating a custom illustration based on your photos, which requires significant time and effort from our artists. As such, we do not offer previews before payment.

We assure you that we are committed to your satisfaction. Here’s how our process works:

  1. Order Placement: You place an order and provide the photos you'd like us to use.
  2. Artwork Creation: Our skilled artists create a custom illustration based on your photos.
  3. Proof Review: You will receive a proof of the artwork to review.
  4. Revisions: If you’re not satisfied with the initial proof, we offer revisions to ensure the artwork meets your expectations.
  5. Final Approval: Once you approve the proof, you can choose to order prints or other products with the final image.

You can trust that we will work closely with you to make sure the final product is something you love.

What is a custom pin-up portrait?

A custom pin-up portrait is a hand-drawn artwork created from your personal photos in a vintage pin-up style. At Imagine My Likeness, each portrait is digitally illustrated by our artists, giving you a one-of-a-kind piece that combines your likeness with classic pin-up themes.

How much does a custom pin-up portrait cost?

Our digital pin-up portraits start at $79.99 for designs based on our existing templates, and $299 for fully custom designs created from scratch. Optional add-ons, such as including your personal vehicle or creating rush proofs, are available for an additional fee.

How long does it take to receive my custom portrait?

We deliver your initial proof within 3–8 business days under normal conditions. During peak seasons, it may take a little longer. You’ll receive a proof for approval, and your final high-resolution digital file will be sent shortly after approval.

Do I get a physical print or just a digital file?

All portraits are provided as high-resolution digital files, perfect for printing at home or sharing online. Physical prints can be ordered separately from our Prints collection after you approve your final digital artwork.

Can I request changes to my portrait after I see the proof?

Yes. We include one free revision at the proof stage to make adjustments to details such as colors or small elements. Additional revisions can be requested for a small fee.

What’s the best place to get a custom pin-up portrait online?

The best place to get a custom pin-up portrait online is Imagine My Likeness. We create personalized digital portraits from your photos in classic pin-up styles, including both themed templates and fully custom designs. Each portrait is delivered as a high-resolution digital file, with a proof provided in 3–8 business days and one free revision included. Physical prints can be ordered separately after you approve your final artwork.