21 Adorable Valentines Drawings with Teddy Bears Including Short Stories About Their Adventures

21 Adorable Valentines Drawings with Teddy Bears Including Short Stories About Their Adventures

Delight in the whimsical charm of teddy bears as they embrace the spirit of Valentine’s Day through artful tales. Create a cozy world where Teddys engage in various activities like baking heart cookies, painting love-filled canvases, and sharing sweet notes with friends. Each drawing captures the warmth and joy of love in the most endearing ways.

Teddy Bear in Heart Pajamas

Valentines drawings with teddy bear in cute heart-patterned pajamas surrounded by floating hearts.

Teddy Bear woke up excited in his cozy heart pajama set. Today was Valentine’s Day! He decided to spend it spreading joy. Armed with heart-shaped stickers, he gently placed one on each friend as a loving reminder. It was delightful!

Learn how to draw this charming teddy bear

  1. Start by drawing a medium-sized circle for the teddy bear’s head.
  2. Sketch two small circles on top for the ears, filling them with smaller inner circles.
  3. Draw a cute oval in the center for the face, adding two large circles inside for the eyes.
  4. Add two tiny circles within the big eyes to create a shiny look.
  5. Then sketch a small oval nose and a big curved smile.
  6. For the body, draw a rounded rectangle below the head.
  7. Sketch arms extending from each side of the rectangle, and outline legs at the bottom. Remember to keep them chubby!
  8. Adorn the teddy bear with heart-pattern pajamas by adding small heart shapes all over the torso, arms, and legs.
  9. Finally, decorate the background with floating heart shapes around the bear to give it a lovely vibe.

Explorer more drawing ideas:

Teddy Bear Painting Heart Art

Valentines drawings with teddy bear depicting a cute teddy bear painting hearts on a canvas, surrounded by colorful hearts and stars, creating a charming Valentine's Day scene.

Teddy Bear loved expressing emotions through painting. One Valentine’s Day, he picked up his brush and painted a big red heart on a canvas. Surrounded by colorful hearts, Teddy felt proud of his artistic creation.

Here’s how to draw this joyful artwork.

  1. Draw a large oval for the teddy bear’s head, making sure it’s slightly tilted for a cute effect.
  2. Add two small ovals on top for ears, and draw inner circle details.
  3. Sketch two round eyes filled with light reflections to give a bright, lively expression.
  4. Add a small oval for the nose and a wavy line for a simple smile beneath it.
  5. Draw a round body and add small rounded arms on either side.
  6. Create a large canvas on a stand, positioned next to the teddy bear.
  7. On the canvas, draw a large heart shape and fill it with detail, adding a brush in the bear’s paw.
  8. Surround the scene with small hearts and sparkling stars to finish the Valentine’s theme.

Teddy Bear with Love Note

Valentines drawings with teddy bear featuring a cute teddy bear holding a love note that reads 'I Love You'. The teddy bear sits with a blue bow and delightful hearts around.

One Valentine’s Day, Teddy Bear found a special love note on his doorstep. Curiously, he opened it and read, “I Love You!” His heart filled with happiness, he decided to share the love with his friends by passing along sweet notes.

Try drawing this loving teddy bear with these steps.

  1. Begin by drawing a large circle for the teddy bear’s head.
  2. Add two small circles at the top for the ears.
  3. Draw two larger circles inside the ears for detail.
  4. Sketch a small oval for the nose and a curved line for the mouth under it.
  5. Position two big circular eyes, adding smaller white circles inside for a sparkling effect.
  6. Draw a small, rounded body below the head, sitting down.
  7. Add arms and legs using oval shapes connecting to the body.
  8. Sketch a blue bow tie beneath the head to add charm.
  9. In front of the teddy’s body, draw a rectangular note.
  10. On the note, add a large heart symbol followed by the words ‘I Love You!’
  11. Surround the image with small, floating hearts to complete the Valentine’s theme.

Teddy Bear with Heart Balloon

Valentines drawings with teddy bear and heart-shaped balloon.

Once upon a time, a cheerful teddy bear found a heart-shaped balloon. It floated high in the sky, and the teddy shared it with everyone to bring smiles. The bear loved making new friends with his special balloon.

Follow these steps to draw this cute image.

  1. Start by drawing a large circle for the teddy bear’s head, adding two small circles on top for the ears.
  2. Sketch two oval shapes inside the head circle for the eyes, and fill them with smaller circles for a sparkling effect.
  3. Draw a small oval for the nose and a curved line below it for the smile.
  4. Add two little circles on both cheeks for cuteness.
  5. For the body, draw a rounded rectangle below the head.
  6. Add two small arms on the sides and two oval feet at the bottom.
  7. Draw a large oval on the belly for the teddy bear’s tummy.
  8. Now, sketch the balloon: draw a heart shape above the teddy bear and a line connecting it to the bear’s hand.
  9. Add two small heart shapes floating near the balloon for decoration.
  10. Finally, outline your drawing and color it.
  11. Use shades of brown for the teddy bear and red or pink for the balloon.

Teddy Bear with Lovely Flowers

valentines drawings with teddy bear holding a bouquet of colorful flowers, surrounded by hearts

In a sunny meadow, a little teddy bear picked a bouquet of bright flowers. He wanted to share them with his friends and spread joy. As he gifted each flower, the meadow bloomed with happiness and laughter.

Let’s create this adorable drawing together.

  1. Start by drawing a large circle for the teddy bear’s head. Add two small circles on top for ears.
  2. Draw two tiny ovals inside the head circle for the bear’s eyes. Add dots inside these ovals for pupils.
  3. Below the eyes, draw an oval for the bear’s snout. Add a small upward curve for a smile.
  4. Sketch two curves on each side of the head for the arms. Make sure one arm gently holds a bouquet.
  5. Draw the bouquet using overlapping circles for flowers. Sketch stems with simple lines.
  6. Create the bear’s body by drawing a smaller oval below the head. Add two slightly bent lines for legs.
  7. Decorate each foot with a heart shape to enhance the Valentine’s theme.
  8. Finish by adding small scattered hearts and sparkles around the teddy bear.

Teddy Bear with Gift Box

Valentines drawings with teddy bear holding a gift box, showcasing a cute teddy bear with a bow-tied present. The bear has a happy expression and is surrounded by hearts and sparkles, perfect for Valentine's Day themes.

On a cozy Valentine’s Day morning, a cheerful teddy bear found a beautifully wrapped gift box. Excited to share joy, the teddy planned to surprise a friend. With a heart full of warmth, the bear knew this gift would bring smiles.

Here’s how you can draw this charming scene.

  1. Start by drawing a large circle for the teddy bear’s head. Add two half-circles on top for ears.
  2. Draw two big circles in the middle of the head for eyes, adding smaller circles inside for sparkle.
  3. Add a small oval for the nose below the eyes. Draw a smiling mouth under the nose.
  4. Sketch a round body beneath the head, and attach two small oval shapes for arms.
  5. Add two more ovals at the bottom of the body for legs. Ensure the bear looks seated.
  6. Draw a square next to the teddy for the gift box, and add lines to form the ribbon.
  7. Sketch a neat bow on top of the box with curved lines for the ribbon’s loops.
  8. Decorate the background with small hearts and sparkles to give a Valentine’s Day feel.

Teddy Bear with Heart Apron

valentines drawings with teddy bear featuring a cute teddy bear wearing an apron with heart designs, looking adorable and ready to spread love.

In a cozy kitchen, a playful teddy bear wore a heart-covered apron. It dreamed of baking sweet treats for friends. With each cookie it made, the kitchen filled with warmth and joy, spreading cheer all around!

Let’s bring this cute illustration to life.

  1. Start by drawing a large circle for the teddy bear’s head.
  2. Add two smaller circles on top for the ears.
  3. Draw big round eyes and a small nose with a smile on the face.
  4. Sketch the outline of the bear’s body below the head.
  5. Draw an apron on the body with two heart shapes.
  6. Add details to the apron, like pockets.
  7. Finish with a chef’s hat with a heart on it, above the head.
  8. Outline everything with a dark pen and add color to bring it to life.

Teddy Bear with Heart Banner

valentines drawings with teddy bear holding a heart banner that says 'Happy Valentines' with hearts around

In a busy village, a teddy bear decided to make everyone’s day special. Holding a heart banner, it walked around spreading joy and Valentine’s cheer. Everyone smiled, feeling the warmth and love that the teddy shared.

Here are the steps to create this drawing.

  1. Start by drawing a large oval for the teddy bear’s head.
  2. Add two rounded ears on top, followed by detailing them with inner arcs.
  3. Draw two small circles for the eyes and a tiny oval for the nose, adding a curved line for the mouth.
  4. Outline the body using a rounded rectangle shape underneath the head.
  5. Sketch two circular paws holding a rectangular heart banner.
  6. Write ‘Happy Valentines’ neatly inside the banner.
  7. Add small heart shapes floating around to enhance the festive feel.
  8. Finish by shading the teddy bear and adding shading to create dimension.

Adorable Teddy Bear Holding Heart

Valentines drawings with teddy bear featuring a cute teddy holding a heart banner, surrounded by sparkles.

Once upon a time, a little teddy bear named Benny found a shiny heart. He decided to make a banner with it to share love and happiness with everyone. Benny’s heart banner became the town’s favorite, spreading joy and smiles.

Follow these steps to draw a cute teddy bear with a heart.

  1. Start by drawing a large, round circle for the teddy bear’s head.
  2. Add two smaller circles on top for the ears.
  3. Draw two big, round eyes in the middle of the face.
  4. Add a small oval for the nose and a cute little smile underneath.
  5. Sketch a big rounded body beneath the head.
  6. Then, draw two small arms, each holding one side of a rectangular banner.
  7. In the center of the banner, draw a large, simple heart. Color the heart a bright red to make it pop.
  8. Add tiny details like blush spots on the cheeks and a few sparkles around the bear to give a magical touch.

Teddy Bear with Heart Clock

valentines drawings with teddy bear holding a heart-shaped clock surrounded by small hearts and sparkles.

In a cozy forest, a little teddy bear named Charlie loved sharing joy. One day, Charlie found a magical heart-shaped clock. Every tick of the clock spread love and happiness. It became everyone’s favorite reminder to cherish each moment.

Let’s learn how to draw this heartwarming scene.

  1. Start by drawing a large circle for the teddy bear’s head.
  2. Add two small curved lines on the top sides for the ears.
  3. Inside the head, draw two big circles for the eyes, with smaller circles inside for the highlights.
  4. Add a tiny oval for the nose and a curved line for the mouth.
  5. Sketch the round body under the head, making sure it’s slightly smaller.
  6. Draw two small ovals at the sides for the bear’s arms.
  7. In the center of the body, draw a large heart shape.
  8. Inside this heart, sketch smaller circles around the edges to create the clock face, adding minute and hour hands in the middle.
  9. Add small ovals at the bottom for the teddy bear’s feet.
  10. Draw tiny hearts and sparkle shapes around the bear for decoration.
  11. Outline all your pencil sketches with a black pen or marker. Erase any extra pencil lines.
  12. Color the bear with brown for the fur, white for the eyes and feet, and red or pink for the heart and cheeks.

Explorer more drawing ideas:

Teddy Bear with Heart Crown

valentines drawings with teddy bear wearing a crown decorated with hearts, surrounded by colorful heart shapes.

Bobby the teddy bear loved making friends happy. One day, he found a crown with a heart. When he wore it, everyone felt loved and cherished. Bobby’s crown became a symbol of friendship and joy in the town.

Here’s how you can draw this delightful teddy bear.

  1. Start by drawing a large circle for the teddy bear’s head. Add two smaller circles on top for ears.
  2. Draw two small ovals inside the ears for details.
  3. Sketch two large round eyes near the center of the head.
  4. Add a heart-shaped nose below the eyes and a small curve underneath for the mouth.
  5. Draw a cute crown on top of the bear’s head. Decorate the crown with small heart shapes.
  6. Sketch the body beneath the head, forming an oval shape.
  7. Extend two small arcs for arms waving happily.
  8. Create two round legs at the bottom, showing a sitting position. Include circles at each pad to show paws.
  9. Draw several small hearts floating around the teddy bear, creating a loving atmosphere.
  10. Add blush on the bear’s cheeks by drawing small pink ovals, and finish by coloring the bear in soft shades.

Teddy Bear with Heart Glasses

Valentines drawings with teddy bear wearing cute heart-shaped glasses, surrounded by floating hearts, with a happy expression.

In a friendly forest, a teddy bear named Max found some heart-shaped glasses. When he wore them, the world looked extra lovely. Max decided to share this new perspective by spreading love and joy around his home. Everyone adored Max’s cheerful style!

Follow these steps to draw this lovable bear.

  1. Start with a large oval for the teddy bear’s head.
  2. Sketch two smaller ovals on top for the ears.
  3. Draw another smaller oval inside each ear for added detail.
  4. Create big heart shapes for the glasses over the eyes.
  5. Add round circles inside the hearts for the eyes.
  6. Draw a curved line for the smiling mouth.
  7. Complete the body with a round shape under the head.
  8. Add small ovals for the arms and legs on either side of the body.
  9. Place a large heart on the chest.
  10. Draw small hearts around the bear for decoration.
  11. Finally, add shadows and color the bear for a finishing touch.

Teddy Bear with Heart Kite

Valentines drawings with teddy bear holding a heart-shaped kite, spreading joy and love.

In a sunny meadow, a spirited teddy bear loved flying kites. One day, he crafted a special kite with a big heart. As it soared high, everyone felt the love it spread. The teddy became known for his joyful kite rides.

Here are the steps to draw this scene.

  1. Start by drawing a circle for the teddy bear’s head, adding two small round ears on top.
  2. Draw two large, sparkling eyes in the middle of the face, and a small smiling mouth beneath.
  3. Sketch a slightly rounded triangle for the nose between the eyes.
  4. Draw the bear’s round body beneath the head, attaching two small circle hands holding a string.
  5. Create the kite’s shape at the string’s end, and add a heart in the middle.
  6. Draw cute little feet below the body to show the teddy bear is running.
  7. Add a big bow around the bear’s neck, making it look festive.
  8. Finish by sketching little hearts and swirls around, giving the scene a lively feel.

Cheerful Teddy with Heart Mug

Valentines drawings with teddy bear featuring a cute teddy holding a heart mug with pink blush and stars.

Once upon a time, a teddy bear named Benny found a magical heart mug. Every sip from the mug made him giggle with joy. Benny loved sharing his cozy drink with friends, spreading love and warmth everywhere.

Learn how to draw this adorable teddy bear.

  1. Begin by drawing a large oval for the teddy’s head. Add two small circles on top for the ears, making sure they are slightly rounded.
  2. Draw two big, round eyes in the center of the face. Add tiny circles inside them for highlights, and draw a cute U-shaped nose and mouth just below.
  3. Sketch a soft tuft of hair on top of the head using small curved lines. Add blush spots on each cheek using circles.
  4. For the body, draw a smaller oval beneath the head. Position two round arms on each side, slightly bent to hold the mug.
  5. Draw a rectangle with a rounded top for the mug in the center between the arms. Add a large heart shape on the mug.
  6. Complete the drawing with two rounded feet at the bottom. Sketch small ovals on each foot for the paw pads.
  7. Add pink stars around the teddy, creating a sense of joy and magic.

Adorable Teddy with Heart Necklace

valentines drawings with teddy bear featuring a cute teddy bear with a heart-shaped necklace and sparkling eyes.

There was a teddy bear named Max who wore a red heart necklace. Max loved sharing cuddles with everyone he met. One day, he found a special friend who wore a matching heart, doubling the love they spread!

Here’s how to sketch this lovely bear.

  1. Start by drawing a large circle for the teddy bear’s head. Add two smaller circles on top for the ears, adding inner circles for detail.
  2. Draw two big, round eyes and fill them with sparkling highlights to make them look bright.
  3. Sketch a small oval for the nose and a tiny “smile” underneath it.
  4. Add two rosy cheeks by drawing small circles on each side of the mouth.
  5. Create the body by drawing an oval beneath the head, and attach two small arms extending from the sides of the body.
  6. Draw two small ovals at the bottom for the feet, adding details for the paws.
  7. Add a larger oval on the tummy to create a soft belly patch.
  8. Finally, draw a heart shape on the teddy bear’s neck to serve as a necklace. Add a little shine to make it stand out.

Charming Teddy with Heart Ornament

valentines drawings with teddy bear holding a heart ornament, surrounded by stars and sparkles

In a cozy forest, a teddy bear named Toby found a heart-shaped ornament. Toby loved the way it shimmered in the sunlight. He decided to hang the ornament on a tree branch, spreading love and happiness to all his forest friends.

Here are the steps to draw this image.

  1. Start with drawing a large oval for the teddy bear’s snout. Add two small circles inside for the eyes and a tiny oval for the nose, drawing a small curved line below the nose for the mouth.
  2. Sketch a larger oval around the snout, forming the bear’s head. Add two semicircles on top for the ears, making sure they’re symmetrical. Include small inner circles for detailing inside the ears.
  3. Draw a small tuft of fur on top of the head with simple zig-zag lines to add character.
  4. Extend two curved lines down from the head, forming the arms. Have them meet at the center, where a heart shape will be cradled.
  5. Draw the heart by sketching a symmetrical shape between the hands, ensuring it’s large enough to stand out.
  6. Outline the body by adding a U-shaped curve underneath the arms, completing the bear’s form. Draw two small ovals below for the feet.
  7. Add a few stars and sparkles around the teddy bear to give it a magical, celebratory look.
  8. Finish the drawing by adding a small heart above the bear’s head, enhancing the Valentine’s theme.

Sweet Bear with Heart Jacket

valentines drawings with teddy bear featuring a cute teddy wearing a blue jacket with a heart patch.

In a bustling town, Teddy wore a jacket with a bright heart patch. Everyone adored his style, and the heart became a symbol of friendship. Teddy’s warm hugs made every day a little brighter and full of joy.

Follow these steps to draw this cute teddy bear.

  1. Start by drawing a large circle for the teddy bear’s head. Add two small circles on top for the ears.
  2. Draw a slightly smaller oval below the head for the bear’s body. Connect the head and body with curved lines.
  3. For the eyes, add two big circles inside the head. Fill them in, leaving small white dots for sparkle.
  4. Add a tiny oval for the nose and a curved line underneath for the mouth.
  5. Sketch two small arms on each side, and two legs at the bottom, making them look chunky and cute.
  6. Draw a jacket outline over the body. Add a small heart patch on the jacket.
  7. Erase any overlapping lines, then outline the drawing with a pen or dark marker.
  8. Color the teddy bear brown, the jacket blue, and the heart red to bring the drawing to life.

Cuddly Bear with Heart Plush

valentines drawings with teddy bear holding a heart plush, sitting happily with small hearts around.

In a sunny meadow, a teddy named Pippa found a heart plush. She hugged it tightly, feeling warmth and joy. Pippa shared her plush, and soon, all her friends felt the love, making every day special.

Discover how to create this cute teddy art.

  1. Start by drawing a large, round head with small, rounded ears on top. Keep it symmetrical.
  2. Sketch two large, round eyes, adding small highlights for a shiny effect.
  3. Draw a small half-circle nose in between, with a little mouth below.
  4. Draw the teddy’s body, making it a round, oval shape beneath the head, with arms stretching out to hold the heart.
  5. Sketch the legs below the body. Keep them simple and rounded like the arms.
  6. Draw a large, heart-shaped plush in the center, held by both teddy’s arms.
  7. Add small shiny eyes and a smile on the heart.
  8. Add small hearts floating around the teddy for extra charm.
  9. Color the teddy bear and heart with soft shades of brown and red.

Adorable Teddy with Heart Vase

Valentines drawings with teddy bear featuring a cute teddy holding a heart-decorated vase filled with colorful flowers, surrounded by small blossoms and hearts.

Once upon a time, a cute teddy bear named Benny found a beautiful vase with a heart on it. Benny filled it with colorful flowers to make a gift for his friend. Everyone loved Benny’s thoughtful present.

Follow these steps to draw this cute scene.

  1. Start with the teddy bear’s round head, adding two small ears on top.
  2. Draw two big, round eyes and a small oval nose with a smile.
  3. Sketch the bear’s body, giving it a slightly rounded shape with little arms.
  4. Add a heart-shaped vase next to the bear, slightly leaning on its paw.
  5. Draw flowers emerging from the vase with simple circular petals.
  6. Decorate around with small hearts and flower shapes for extra detail.
  7. Fill in the image with pastel colors like soft browns, pinks, and blues for a cute finish.

Sweet Teddy with Heart Cone

Valentines drawings with teddy bear holding a heart-shaped ice cream cone, surrounded by small hearts and stars.

Once, a teddy bear named Max found a giant heart-shaped ice cream. With joy, he shared it with all his friends in the park. Everyone had a wonderful day full of laughter and treats!

Here’s how you can draw this scene.

  1. Start by drawing a large circle for the teddy bear’s head.
  2. Add two small semi-circles on top for the ears, and include another small circle inside each for detail.
  3. Draw two big, round eyes near the center of the face. Add tiny circles inside for sparkle.
  4. Sketch a cute ‘W’ shape below the eyes for the mouth.
  5. Create an oval around the mouth for the teddy’s white snout.
  6. Draw a big heart shape below the face for the ice cream scoop.
  7. Below the heart, sketch a cone shape, making slanting lines for texture.
  8. Add two rounded shapes on either side of the cone for the teddy’s paws.
  9. Draw the body with an oval shape below the head and place oval feet on each side.
  10. Add small hearts and sparkles around the teddy for fun details.

Explorer more drawing ideas:

Teddy Bear with Heart Book

valentines drawings with teddy bear holding a book with a heart on it

In a cozy little nook, Teddy found a book titled ‘Love’. As Teddy read, hearts began to dance around him. The book’s wonderful tales made him feel happy, so he shared them with friends. Everyone adored the stories.

Here are the steps to draw this adorable teddy.

  1. Start by drawing a large circle for the teddy bear’s head. Add two small circles on top for the ears.
  2. Draw a smaller circle inside the head for the face.
  3. Within this circle, sketch two oval eyes and a small black nose.
  4. Add small curved lines above the eyes for eyebrows, and a smiling mouth.
  5. Draw an oval shape for the body below the head. Attach two rounded arms holding the book.
  6. Sketch out the book shape with a rectangle and add a heart on the cover.
  7. Add two small rounded feet at the bottom of the teddy bear.
  8. Draw scattered small hearts around the teddy to add a festive feel.
  9. Finally, color in the teddy with brown shades, the book with red or pink, and the hearts in red.

Conclusion

Whether it’s flying a kite or painting a heartfelt masterpiece, these delightful teddy bear drawing ideas make Valentine’s Day truly special. Filled with love and creativity, these simple sketches are perfect for spreading cheer and celebrating the meaningful moments of friendship and affection that warm the heart.

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