For his birthday, Michael told his girlfriend Teresa that he had made plans for brunch (but not really) at the Ritz-Carlton at Half Moon Bay. After a brief walk, the high school sweethearts reached a cliffside spot with a great view of the beach and ocean bluffs, but instead of Teresa giving Michael a gift for his birthday, he had one for her. He dropped to one knee and opened up a velvety purple box with a massive (I’m talking like grape-sized), sparkly, oval-cut diamond for Teresa, who, of course, responded with a yes! [ read more … ]

Kevin worked very hard to make this surprise a perfect one for Alexa: he arranged for both families, half of whom flew in from out of town, to arrive early at the spot, where we then directed them into hiding down on the beach. When he and Alexa arrived at the bluff, Kevin gave a short and sweet speech (after Alexa first called him out for “being weird” 😂 — see this super cute moment in the video below), then asked her to marry him. [ read more … ]

Chris really went all the way with the thought and planning that went into his Lovers’ Lane surprise proposal. He had concocted an elaborate story going back several weeks to cover up his real plan, and had even created a Google Sheet with the play-by-play. (My favorite play in the playbook is: “BAM. This is where I trick her into marrying me.”) For the actual moment, he’d also picked out some props and decorations — lanterns, light-up “MARRY ME” letters, and rose petals — that were simple yet really added a nice touch to the whole event. [ read more … ]

Jordan had been planning this one for a while. In fact, he had picked out the ring long ago, and even came close to inadvertently spilling the beans — one night at dinner with friends, Jennifer was looking at some photos on a friend’s phone and caught a peek of the ring! Luckily, they were able to play it off [ read more … ]

Taylor had a whole day of celebration planned for his girlfriend Elana, and it began with a visit to Artesa for a supposed wine tasting. We love Artesa’s very modern design and feel, and its sweeping view of the Napa Valley area is quite unlike any other winery we’ve been to. We had hidden a video camera behind one of the walkway lights [ read more … ]