Connor, a 25-year-old investment analyst from Dallas, TX, and Mike, 32, became friends when they both competed for Hannah Brown on The Bachelorette's fifteenth season last year, and then both guys looked for love on Bachelor in Paradise.
During an Instagram Live chat between Connor and Mike on Sunday, Madison -- who recently ended her relationship with The Bachelor star Peter Weber -- seemed to casually come up in conversation.
"So what's up with you and Madison though?" Mike asked Connor, according to a video clip of the conversation obtained byUs Weekly.
"I don't know we'll see," Connor replied, before flashing a huge smile on his face.
"Oh my God! I gave you more than that!" Mike playfully shouted.
While Madison and Connor both follow each other on Instagram, the news seemed to come out of left field.
Mike reportedly pushed for more information during his chat with Connor, but Connor played coy.
"Dude. I can't give you anything," Connor, a 6'6" former competitive swimmer, replied.
Madison, a religious virgin and former basketball star, was the frontrunner for Peter's heart on The Bachelor's 24th season but quit shortly before the Final Rose Ceremony in Australia because she feared they weren't compatible and their lifestyles were too different.
Peter therefore proposed marriage to the other woman in his Final 2, Hannah Ann Sluss, but he discovered less than two months into their engagement he couldn't give the Tennessee native his whole heart.
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Peter therefore dumped Hannah Ann, and The Bachelor host Chris Harrison tracked down Madison in Alabama to inform her that Peter was single again and still had feelings for her.
Madison, who said she regretted leaving Peter in Australia in November 2019, and Peter therefore decided to give their love a chance by dating in the real world, and they were together by the end of The Bachelor's live Season 24 finale earlier this month.
However, Peter and Madison announced just two days after the finale aired on ABC they had decided to call it quits in separate statements on Instagram.
"As Peter and I have decided to go our separate ways, I am confident that we will both move in the direction of our purpose and never forget that God has a plan in all things. I will always love and respect him," Madison wrote on March 12.
"I am convinced our paths were meant to cross and we are both better because they did. [Peter] you are an amazing guy and I'm thankful for you. I will always be your biggest fan... [I am] so incredibly thankful for this amazing journey I've had the honor of being a part of. I have grown so much and am stronger than I was going in."
As for Connor, he fell hard and fast for Caelynn Miller-Keyes on Bachelor in Paradise's sixth season last year, but she broke up with him to reunite with Dean Unglert. (Caelynn and Dean are still together and happy).
Connor anticipated the beautiful Whitney Fransway, whom he had previously met at Chris and Krystal's wedding in Mexico, would join the Paradise cast once Caelynn quit the show. But when Whitney didn't show up, Connor removed himself from the cast.
Much to Whitney's dismay, she did in fact enter Paradise only to learn Connor had left the resort about 20 minutes earlier. So instead of choosing to date another guy on the beach, Whitney opted to leave Paradise and chase Connor down at his nearby hotel.
Once Connor and Whitney left Mexico with a mutual desire to continue dating, Connor flew to her hometown of Los Angeles, CA.
The pair was still together by the time Bachelor in Paradise's reunion taped in August 2019, but Connor announced their split the following month.