This year, the Santos de Cartier takes on a sporty look with a new blue guise. Housed in a 39.8mm-wide steel case, this Large model (top) features horizontal grooves on its blue dial and bezel, and comes with a rubber strap or steel bracelet. It makes a fun match with the classic steel and yellow gold Medium model (below) measuring 35.1mm across. Both are powered by Cartier’s 1847 automatic movement.

We love this unexpected Franck Muller pairing. Below, you have the larger Vanguard Skeleton Color Dreams (52.7mm by 42.5mm carbon case), which features a rainbow of electroplated colours on its movement plate and bridges. Above, the Vanguard Rose Black Diamonds looks sophisticated in a mostly inky palette, in a 46.3mm by 35mm PVD-coated white gold case.

Related: Franck Muller celebrates 10 years of the iconic Crazy Hours with an Asia exclusive collection

Whichever way you flip them, these dual-faced editions of the Jaeger-LeCoultre Reverso will reveal dials that complement each other. The Reverso Tribute Duoface Calendar (top) and the Reverso Classic Duetto (below) each have a silvered-grey dial on one side and a black one on the other. While the smaller Duetto (40 by 24.4mm in pink gold) shows the same time on both faces, the Duoface Calendar’s two faces can display different times, making it great for travel as well.

This duo comprises two of Blancpain’s signature models. On top, you have the brand’s latest Fifty Fathoms Bathyscaphe Complete Calendar in a 43mm red gold case. The blue gradient dial of this timepiece is complemented by a dark blue sailcloth strap. A perfect foil for this navy palette is the lighter blue alligator strap of the Ladybird (below), which comes in a 34.9mm diamond-set red gold case. Both watches are self-winding.

Related: The Blancpain Villeret Tourbillon Volant Heure Sautante Minute Retrograde offers elegance with a twist

Launched in 1952, Omega’s Constellation dress watches continue to evolve and shine today. The Constellation Aventurine (top) glitters with a new blue aventurine dial, a diamond-set bezel as well as a case in brushed Sedna gold. It’s a fine match for the self-winding Constellation Co-Axial Master Chronometer in a 41mm case (below), which now features a blue ceramic bezel with Roman numerals in Grand Feu enamel.

This pair of timepieces is made for romantics. In a 30mm steel case, the new Montblanc Boheme (below) features a day/night indicator accented by mother-of-pearl clouds and a travelling rhodium-plated moon. Once a day at midnight, the sun — mounted on the hour hand — meets the moon. Montblanc also recently updated its self-winding Star Legacy Full Calendar (top). The calendar displays of the 42mm steel timepiece can now be set with two pushers instead of four.

Who said couple watches have to be of different sizes? Here, two Classic Fusion Orlinski Titanium 40mm watches both stand out with their highly faceted dials and titanium cases. The key difference in these two self-winding timepieces lies in their straps — the model above features a titanium bracelet that matches the case, while the other features a more subdued rubber strap. Who will wear what? Deciding is the fun part.

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