Winning Moves Pretty Pretty Princess board game - 90's artwork, family dress-up game with colourful jewellery and crown

Pretty, Pretty, Princess is a 1990s dress-up board game where players race to collect a matching set of colorful jewelry and the crown while avoiding the dreaded black ring.

Remastered in the Winning Moves lineup with its original 90's artwork charm, this family-friendly board game recreates the playful dress-up experience that made it a staple of childhood parties. Players spin, collect necklaces, bracelets, rings and earrings in their color, and aim to be the first to complete their set and crown themselves the winner. Bright components, simple rules, and short play sessions make it ideal for young kids, group play, and nostalgic adults who remember the original release.

How do you play Pretty, Pretty, Princess?

Players take turns spinning and collecting jewelry pieces that match their chosen color. Every successful turn moves a player closer to a full set, but landing on or drawing the black ring forces its immediate removal, adding suspense to each spin.

• Choose a color and take the matching necklace holder.
• Spin the spinner to move or gain jewelry tokens.
• If you obtain the black ring, you must discard it before you can win.
• First player with necklace, bracelet, ring, earrings and crown wins.

What components come in the box and what makes them kid-friendly?

The set includes a colorful gameboard, a spinner, a crown and jewelry tokens—necklaces, bracelets, rings and earrings—in several hues. Pieces are sized and weighted for small hands, and artwork uses bold, high-contrast colors to hold children’s attention.

• One illustrated gameboard with 90's style artwork.
• One durable cardboard spinner and spinner arrow.
• A plastic crown and multiple jewelry tokens in matching colors.
• Simple rule sheet with clear, age-appropriate instructions.

How long does a typical game last and who can join?

Play sessions are short and well-suited to young attention spans—typically 15–30 minutes. The game supports 2–4 players and is designed for ages 5 and up, making it great for small groups, siblings, or mixed-age family play.

• 2–4 players per game session.
• Recommended for ages 5+ with adult supervision as needed.
• Average playtime of about 15–30 minutes per round.
• Easy setup and quick resets for repeated rounds.

Features include playful, collectible jewelry tokens, a durable crown, and the classic risk-reward twist of the black ring. The game encourages turn-taking, light strategy, and cooperative social interaction without complicated rules. Its nostalgic 90's visuals offer a retro look that appeals to collectors as well as new players discovering the title for the first time.

Who is this for? Pretty, Pretty, Princess is ideal for families with young children, preschool and early-elementary classrooms, and anyone seeking a short, social board game with easy-to-learn mechanics. It's also a fun gift for adults who want a nostalgic piece of 90s toy culture to share with kids. Whether it’s used for rainy-day indoor play, party entertainment, or casual family game night, this Winning Moves edition delivers colorful, fast-paced fun that centers on playful dress-up and light strategic choices.