The Bachelor In Paradise franchise spinoff has resulted in some of the most unexpected couples in Bachelor history. The indulgent romp where the cocktails keep coming is one of the most anticipated shows of the season. A whole new dynamic emerges as contestants from previous seasons of The Bachelor and The Bachelorette form relationships at the Playa Escondida Resort, in Sayulita, Mexico. Against a backdrop of sun, sand, and seduction, a revolving door of men and women come and go, in search of someone they hope to spend their life with. Predictions run wild, but it's often a surprise to see who ends up alone and who accepts a contestant's forever rose.
Twists and turns abound in Bachelor In Paradise love stories and keep both the contestants and the fans wondering who, if anyone, will end up together in the end. Things change pretty quickly on the hot Mexican beach, and there's no such thing as a sure thing. Some of the strongest couples have collapsed due to a new arrival putting on the charm. The lure of who will come walking down those wooden steps that lead to the bikinis, booze, and date cards can change a couple's status overnight.
Viewers enjoy watching contestants from past seasons match and mingle in a setting that is highly conducive to romance. Tears flow and hearts break just as easily on BIP as they do in The Bachelor and The Bachelorette, but some surprising couples have materialized out of the nonstop party that takes over the contestants' lives for their duration on the show. Here are some of the most unexpected couples of all time from Bachelor In Paradise.
Ashley Iaconetti & Jared Haibon: Bachelor In Paradise Season 2
No couple in Bachelor In Paradise history has garnered more fanfare than Ashley Iaconetti and Jared Haibon. These lovebirds took a long and winding road to happily ever after. Ashley was immediately enamored with Jared when she set eyes on him in BIP season 2. Three years and two more appearances on the franchise would pass before they would walk down the aisle. Though Ashley was sure of her devotion from day 1, Jared was not. When he finally saw Ashley as a potential wife, fans were excited but also surprised at his change of heart.
Chris Bukowski & Katie Morton: Bachelor In Paradise Season 6
The most noted Bachelor In Paradise alum, Chris Bukowski, has appeared in seasons 1, 2, and 6 of the series spinoff. His original appearances included The Bachelorette season 8, where he competed for Emily Maynard's heart, and Bachelor Pad season 3, a spinoff that was canceled. With such a lengthy history of appearing in a dating show, fans believed he was doomed to remain a serial dater. Viewers were surprised when Chris traded in his single life for an engagement to Katie Morton during Bachelor In Paradise season 3. However, their engagement didn’t last, and Chris is currently dating contestant Anna Redman from The Bachelor season 25, where she vied for Matt James' heart.
Dean Unglert & Caelynn Miller-Keyes: Bachelor In Paradise Season 6
This unanticipated Bachelor In Paradise match took a circuitous route to love. Dean Unglert first showcased his boyish smile on Rachel Lindsay's season of The Bachelorette. He then appeared in Bachelor In Paradise season 4 before resurfacing in season 6, now sporting his signature shaggy hair. There, he caught Caelynn Miller-Keyes' eye, a contestant on Colton Underwood's season. Despite contrasts in who they were - she, a beauty pageant queen and he a free-spirited wanderer living in a van, the two clicked. However, things shifted when Dean questioned his long-term commitment, and left Caelynn and paradise behind. In his absence, Caelynn partnered with Connor Saeli, only for Dean to return, asking Caelynn for a second chance. Tensions rose, but she chose Dean, and the couple left together. They are still going strong, and marriage rumors are circulating.
Evan Bass & Carly Waddell: Bachelor In Paradise Season 3
When Carly Waddell and Evan Bass met on the sandy beaches of Mexico, Carly held an instant disdain for the man who would become her future husband and father of her two children. To say that this was one of the most surprising matches of all time is an understatement. Fans might recall their infamous date where they had to share a habanero and then try to break the world record for the longest kiss. They did set a new record, and Evan thought the date was a total success. Carly was completely grossed out by the kiss and wanted nothing to do with him. However, Evan became ill while on Bachelor In Paradise, and suddenly Carly was at his side. This most unexpected twosome lasted three years before, oddly enough, Evan asked for a divorce.