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“Where Are We Going…”: Jennifer Lopez Almost Guessed Alex Rodriguez’s Special 2019 Plan as Iconic 2009 Memorabilia Raised Suspicions

Published 09/10/2023, 2:26 PM EDT

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Alex Rodriguez and Jennifer Lopez’s love story was like an open book until they broke up. They share every moment of their life with their fans and never really try to hide. However, just after his successful 2019 plan, A-Rod shared some secrets that JLo had almost guessed about him.

This dynamic duo used to be spotted at different locations. Sometimes they spend quality time relaxing; otherwise, they give company to each other on their professional tours. However, the 2019 Bahamas trip was of special significance to both. Later, the baseball star revealed his preparation and how he almost messed everything up.

Jennifer Lopez almost guessed Alex Rodriguez’s special plan

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The proposal is indeed a challenging task to complete. Even the 14x All-Star could feel the pressure and nervousness. After two years of dating, when finally A-Rod decided to propose to his ex-girlfriend, the moment was not even easy for him. However, other than JLo’s ring, another ring caught the attention of the fans and media, A-Rod’s World Series Championship Ring.

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Back in 2019, after his successful proposal, the celebrity player appeared for an interview on “The Tonight Show Starring Jimmy Fallon,” talking about his experience and how he almost got caught because of his 2009 World Series Championship Ring. The 3xMVP planned for the proposal at sunset time on the beach. He even practiced for three days with his assistant to execute his perfect proposal. But his World Series Ring got into his perfect plan.

While expressing his entire plan, the MLB legend said, “I’ve only worn this ring probably a handful of times but I said this is a big moment. I kind of gave it away, cause when I put on the ring she goes ‘where are we going with that ring?’” However, he finally managed to hide things from her and presented her with a perfect proposal on the beach, as he planned. This couple was looking outstanding in total white outfits.

“How Did You Screw Up…” A-Rod Once Received a Brutal Jennifer Lopez Breakup Taunt From Timberwolves Star Anthony Edwards

This couple was always in the limelight when they used to date. From two distant fields, these two celebrity entities formed a couple that seemed to be perfect.

 A-Rod and JLo’s Dating History

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The MLB star and the Pop-sensation first met in 2005, but at that time, they both have been with their previous partners. A-Rod was married to Cynthia Scurtis, and JLo was with his ex-husband Marc Anthony. At that point, nothing worked between them. It was a casual meeting.

After years, in 2017, these two celebrities again met. Over these years, they both have gone through divorce and heartbreaks, so when in 2027, they met, they immediately started dating. According to sources, it started with JLo tapping him on the shoulder and ended with a text from A-Rod asking her out for dinner. They soon announced their relationship officially without any hiding.

However, when this couple was planning to be together forever, they suddenly decided not to move forward. Announced their breakup in 2021, two years after their grand engagement. The reason is still unknown, but both have moved on in their respective lives, as their friends and sources confirmed.

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What do you think of the proposal planning of A-Rod? Share your opinion with us in the comments.

WATCH THIS STORY | Despite Their Ugly Breakup, Alex Rodriguez Once Made A Special Gesture To Support Jennifer Lopez on Her Special Day

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Written by:

Antara Bhattacharyya

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Antara Bhattacharyya is an MLB Writer at EssentiallySports. Having completed her Master's Degree in English Literature, she is passionate about writing. Sports being one of her core interests, she indulged in American Sports, particularly Baseball.
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Edited by:

Aishwary Gaonkar