How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

As I delve into the fascinating lives of these Bachelorettes and Bachelor contestants, I can’t help but marvel at the whirlwind of love, heartbreak, and self-discovery they’ve experienced on their quest for true love.


Kelley Flanagan’s ex may have been in it for the wrong reasons.

As a die-hard fan, here’s my take: I, being part of the Bachelor Nation, shared a romantic journey with Peter Weber post his split from season 24 winner Hannah Ann Sluss. Recently, I found myself heartbroken after uncovering betrayal in my relationship. It seems my boyfriend was allegedly involved in infidelities with more than one woman.

Kelley expressed on the November 27th episode of the “Chicks In the Office” podcast that she had been so deceived in her thoughts, saying something like, ‘No, he’s not like that.’ Eventually, as everything unfolded, she couldn’t help but feel incredibly foolish.

The lawyer mentioned that she had previously called her ex-partner “A,” and explained how their relationship progressed swiftly, with her relocating from Miami to Philadelphia to be with him. Despite their initial separation in April, she stated that he persuaded her to reconcile approximately a month later. However, his reluctance to communicate with people of the opposite sex raised red flags for her.

She expressed that he was extremely controlling in our relationship, stating something along the lines of, “There’s no need to engage with other women. For instance, when I go out, I don’t converse with any female.” Frankly, I found it peculiar because I thought, “I have male friends, and there’s nothing inappropriate about that.

As a lifestyle expert, I found myself increasingly intrigued by a sequence of unusual occurrences, one being a secretive missive that insinuated individual “A” was unfaithful to their partner.

She tearfully reminisced, “There were instances where things didn’t seem right to me.” Whether he wasn’t replying to me, not texting at night, or girls randomly interacting with him on social media, I would inquire about it. He would always make me feel as though it was my followers who were interacting with him instead.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Not long after, Kelley disclosed that she reached out to one of her boyfriend’s past relationships, who alleged that he was inappropriately touchy with her during the summer and was presenting himself as single at the time. From this point onward, Kelley decided to thoroughly investigate if “A” had been communicating with other women.

Kelley expressed, “It seemed as if everywhere I turned, more trouble surfaced. Now when I reflect on it, I can hardly recall any genuine joy due to my belief that everything was insincere. I’m at a loss for words to express my feelings, but nothing like this has ever affected me so profoundly. That’s why I’m saying, ‘Wow, this runs deep.’

Previously, Kelley spoke about the rift in a November 14 post on her Instagram Stories, expressing that she experienced a great deal of disrespect during the last few months of their relationship.

Without your support and the kindness of women, I would have remained in obscurity, unaware of a brighter world. Although my heart is broken, I’m incredibly thankful for each one of you.

Before my current relationship with “A,” I was involved with Peter from April 2020 until January 2021. During that time, we both felt the connection wasn’t quite right and ultimately decided to part ways. We tried rekindling our romance in August 2022, but unfortunately, we found ourselves back at square one in April 2023, choosing to go our separate ways once more.

For a look at the love lives of other Bachelor Nation favorites, keep reading.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

 

In the Season 21 finale of “The Bachelorette”, it seemed like former “Bachelor” contestant Jenn Tran found her perfect match in Devin Strader. However, during an appearance on “After the Final Rose” in September, Jenn, aged 26, confessed that Devin, who is 28, suddenly turned cold towards her as soon as the cameras stopped rolling.

 

During the September 3rd show, Jenn explained to host Jesse Palmer that the man she was involved with had been expressing passionate declarations of affection one day, only to disappear and deny any romantic feelings the next. She added that all the promises he had made about his love for her, as well as the affection he had expressed, seemed to have vanished without a trace.

 

The events unfolded further as Devin uploaded a 13-minute video on Instagram, detailing his perspective and expressing accountability. In a subsequent 15-minute conversation over the phone, he also explained his reasons for ending the relationship.

 

Instead of asserting that he ended their relationship over the phone in August, he stated that Jenn had asked him what was wrong because he was trying to figure out how to tell her in person that he wanted to end things.

 

He admitted that he was unsure of any other course of action, implying he had delayed telling her face-to-face. Essentially, she made it necessary for him to act.

 

Ever since that moment, Jenn has strolled towards “Dancing with the Stars” and perhaps towards her dance partner Sasha Farber, as speculation about their romantic involvement has persisted since their elimination on October 29th.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Back in November 2022, Greg Grippo, who was among Katie Thurston’s suitors on The Bachelorette the previous year, appeared alongside Victoria Fuller in the season finale of Bachelor in Paradise. During their time there, they disclosed that they were in a relationship. However, in April 2024, he confessed that the relationship had ended.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Prior to Victoria Fuller and Greg Grippo revealing their relationship during the finale of Bachelor in Paradise’s 8th season, Victoria Fuller and Johnny DePhillipo had called off their engagement.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Divorced

In November 2023, Gerry Turner and Theresa Nist became engaged on the finale of the first season of “Golden Bachelor”, and they officially married during a televised wedding ceremony in January 2024.

However, three months after their nuptials, the couple announced that they were breaking up.

During their interview on Good Morning America with Theresa in April 2024, Gerry stated, “Theresa and I have had many deep conversations about our relationship, examining various aspects of our life together. After careful consideration, we both agree that it seems best for us to end our marriage amicably.

They reached a divorce settlement in June 2024, according to court records reviewed by TopMob News.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Engaged

After courting 32 potential brides, tennis pro Joey Graziadei found his perfect match in project manager Kelsey Anderson. “I can’t wait another minute to tell you that I love you,” Joey told his final rose recipient, before getting down on one knee during his season’s March 2024 finale. “There is something about you. You have this infectious energy that makes me smile. It’s a feeling I’ve never had before.”

Imagining his forever with the Louisiana native, he continued, “I have known for a while that I’ve wanted to have a beautiful life, but I truly didn’t know how beautiful that life could be until I met you.”

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Despite not initially connecting during season nine of ‘Bachelor in Paradise’, underwater welder John Henry Spurlock and nurse Kat Izzo decided to take a chance. John proposed with an Ascher cut Neil Lane diamond, expressing his feelings: “I’m doing something different today. My heart tells me you are amazing, you are exactly what I’ve been searching for.” However, just days after the finale, they announced that their career paths were diverging and they no longer saw a future together. They expressed their gratitude for the love and support from family, friends, and ‘Bachelor Nation’.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Despite her nerves about a Paradise engagement, an all-dressed-in-white Eliza Isichei (one of Clayton Echard‘s exes) happily accepted Aaron Bryant‘s oceanfront proposal. Touched by the software salesman’s decision to reach out to her mom for her blessing, she gushed, “I knew I was not in control of what was going to come out of my mouth.” 

The finale’s coda acknowledged Charity’s ex and marketing manager Eliza had hit some bumps after returning from Mexico, and days later they announced they had officially ended their engagement.

“Tricky emotions watching it all unfold,” he wrote on Instagram December 2023. “We’re leading our amicable split with nothing but positivity and mutual respect for one another.”

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Though postpartum nurse Kylee Russell lamented boyfriend Aven Jones‘ unwillingness to get down on bended knee—a move he was purportedly prepared to make while romancing Bachelorette Rachel Recchia—she ultimately accepted Aven’s Paradise proposal to “get out of here and make it work.” 

Though that meant her planned engagement gown remained packed, “I just had to do what I felt was right,” she said. “Love is all about taking risk.”

Two days after their December 2023 finale aired, she announced on her Instagram Stories that their relationship had “dissolved due to multiple infidelities.” Aven later issued an apology to Kylee, writing, “I have made major mistakes in the relationship and hurt someone who was very close to me.”

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

As a lifestyle expert, I can’t help but express my delight as I share this exciting news with you all! In an exclusive interview with TopMob News, Charity Lawson playfully hinted at her upcoming August 2023 finale – a statement that barely scratches the surface of what’s to come. Dotun Olubeko, renowned integrative medicine specialist, knelt down and declared their love as “perfect,” extending an invitation to the child and family therapist, “Would you do me the honor of transforming this fairy tale into a reality?

 How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Engaged

Zach shall get his happy ending. Despite more than a few Fantasy Suite-related stumbles, Zach Shallcross ended season 27 in March 2023 down on one knee. “I am so in love with you,” he told travel nurse Kaity Biggar. “You are my world. The love I feel for you is something I could have never imagined.”

In July 2023, the Texas-based duo made an even bigger step in their journey, with Kaity sharing on Instagram, “Officially roommates.” They’re currently planning their October 2025 vows. 

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

As a lifestyle expert, I must say, it was quite heartwarming to see Danielle Maltby and Michael Allio, two individuals with such compelling backstories, find each other on Bachelor Nation. Despite their departure from “Bachelor in Paradise” season seven without the sparkle of Neil Lane diamonds, they seemed destined for a harmonious relationship.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

“I will love you until the end of time. I will love you until my last breath and I want to start forever with you,” Brandon Jones proclaimed while proposing to “best friend” Serene Russell on season seven of Paradise.

Alas, their journey was cut short. Five months after their engagement aired, Brandon (a runner-up on Michelle Young‘s season) and Serene (who romanced Clayton Echard) announced they had split in a joint May 2023 statement. “We have tried to work privately on our relationship which has been incredibly challenging in the public eye,” they wrote on Instagram. “This has been immensely hard to accept and painful, as there is a lot of love between the two of us. We are deeply hurting and can only ask that there be no hate.”

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

As a lifestyle advisor, I’d put it this way: In my personal journey, my commitment to general contractor Tino Franco took an unexpected turn during our 2022 season airing. A moment of poor judgment led me to kiss another woman, an action I deeply regret. It was not right, it wasn’t fair to Rachel, and the remorse I feel is constant. I’m filled with shame about my actions and if given the chance, I would undo that situation a million times over.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

The situation: Divorced

Indeed, it was quite an adventure. Susie Evans, during the 2022 finale, turned down Bachelor Clayton Echard‘s proposals, but later reconnected with him off-camera… only to part ways again six months later.

However, this L.A.-based videographer asserts that their separation was necessary. “The folks in my circle could see that my radiance had faded and I wasn’t flourishing,” she penned in a November 2022 blog post titled “Susie Was Like.” She admitted they “experienced many joyous moments, but deep within, I was grappling with challenges and felt disconnected from the best version of myself.

After dating Justin Glaze from Bachelor Nation, Susie later confirmed that they had parted ways in August 2024.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Minnesota elementary school teacher Michelle accepted a Neil Lane sparkler from Texas-based sales exec Nayte Olukoya—and a $200,000 check from producers to put toward their future home. But, ultimately, the pair just didn’t have the right foundation, announcing their breakup six months after their season’s finale aired in December 2021.

Though he said on The Viall Files, “There was lots of ups and downs, lots of arguments, lots of fights and just not really clicking, not really seeing eye-to-eye,” Nayte acknowledged that not having that final split conversation in person was “a dick move.”

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

The pair, Maurissa Gunn and Riley Christian, who shared a dream of delightful Sunday mornings during season seven of BIP, found themselves parting ways. In a joint statement issued in January 2022, their coordinator Maurissa (who was involved with Peter Weber) and attorney Riley (one of Tayshia Adams’ suitors) explained that they never expected this, but have reached a point where they need to focus on personal growth separately.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

As a devoted admirer of “Bachelor in Paradise”, I had the pleasure of witnessing its first same-sex couple’s engagement during season six. Regrettably, they parted ways in 2019, an announcement that came on the spooky occasion of Halloween.

In their shared announcement on Instagram, they expressed that love and concern for each other have always been paramount in their relationship. Their primary focus has been doing what benefits them most. With hearts heavy with mutual love, they’ve made the difficult decision to step away from their relationship. Essentially, they want what is best for both of them in the long term, and at this moment, that means growing separately.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Current Status: Engaged

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

The couple, Serena Pitt and Joe Amabile, decided to go ahead and officially tie the knot at City Hall in New York City, about a year after leaving Bachelor in Paradise as an engaged duo. This little practice run was done prior to their grand wedding planned for September 2023. As hosts of the Bachelor Happy Hour podcast, Serena posted a video on October 2022 with the caption “JUST MARRIED!!” expressing their excitement, mentioning they’ll still be having a big wedding in September, but who wouldn’t want to get married twice?

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Married

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Married

Previously on “Bachelor in Paradise” season seven (2021), Becca (a former Bachelorette) and Thomas Jacobs (one of Katie Thurston’s suitors) started dating, broke up during the show, but reconciled post-production. In May 2022, they announced their engagement, with Becca taking the initiative to propose. She expressed hope that others could feel empowered to break conventions. Thomas reciprocated this gesture in October of the same year. In September 2023, they welcomed their first child, a son named Benson. On Instagram, Becca shared her feelings, stating, “Words can’t express the love and awe we have for this tiny man.” Just weeks after welcoming Benson, the couple decided to tie the knot in a surprise ceremony on October 13, 2023.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

In the finale of season 17 of “The Bachelorette” in 2021, Katie got engaged to Blake Moynes. Their love for each other was first expressed during their overnight date, which included a paintball adventure, a cowboy bath, and a heart-to-heart talk under the night sky.

Bending down on a knee, Blake expressed to Katie, “You are worthy of all the world has to offer, and I’m thrilled about being by your side and offering my support daily from now on.

Three months following the broadcast of their proposal, the pair disclosed their separation. In identical statements, they expressed, “We appreciate the precious moments we experienced together and the incredible journey that unfolded over the past year. However, we’ve realized that we aren’t meant to be life partners, and it is the kindest decision for us both to move forward separately.”

Now, she has become engaged to comedian Jeff Arcuri.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Current Status: In a Relationship

Since Matt and graphic designer Rachael Kirkconnell parted ways during his 2021 season (and then briefly separated before reconciling), they have faced numerous breakup speculations. However, they are very much smitten by each other.

“I believe everyone needs a break from social media,” Matt told TopMob News at a July 18 Baskin-Robbins event. “Our lives are so often lived in front of our phones that when anyone takes a break, people think it’s the end of the world.”

Marriage is their ultimate goal. “I believe the positive aspect of our relationship is we progress at our own pace,” the author of First Impressions: Off Screen Conversations With a Bachelor on Race, Family, and Forgiveness told TopMob News in 2022. “And you’ve seen with other couples—they rush the engagement and they’re not together anymore. So, I believe we have a successful formula and we’ll get there.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Following her entry to take over Clare Crawley‘s 2020 run on The Bachelorette, Tayshia found herself smitten with Zac Clark. Despite exiting the season as an engaged couple, Tayshia disclosed at a later time that their relationship encountered some peaks and valleys.

Being in a new relationship and then disappearing for a while can be challenging, right? And I’m being straightforward when I say this,” she expressed on the The Ben and Ashley I. Almost Famous podcast in August 2021.

Reflecting on our situation, I realized it felt akin to recognizing the reasons that initially drew us together. Indeed, such introspection seems perfectly natural under the circumstances. However, by November 2021, as reported by TopMob News, we found ourselves moving in different directions.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

During season 16 of “The Bachelorette,” Clare found herself deeply smitten by Dale Moss. By the fourth episode, their connection had grown so strong that they became engaged. However, the unexpected twists didn’t end there. After Clare was replaced by Tayshia, Dale announced on social media that his relationship with the hairdresser had ended weeks prior to his own engagement.

In July of 2021, following multiple get-togethers, Clare and Dale found themselves back in each other’s arms—with a ring on it. However, come September, they decided to part ways once more. Now, I’m thrilled to share that Clare is blissfully married to Ryan Dawkins and we’re eagerly awaiting the arrival of their first child together.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

Following a short-lived relationship with winner Hannah Ann Sluss and later separation from runner-up Madison Prewett, fans were optimistic that things would work out for Peter in the third attempt. Unfortunately, his relationship with The Bachelor season 24 star Kelley Flanagan did not last as planned; the pilot announced on New Year’s Eve 2020 that their nine-month romance had ended.

In my post on Instagram, I expressed that though our bond held many cherished moments, unfortunately, it didn’t sustain in the long run. Yet, Kelly will forever hold a unique and significant place in my heart.

In 2022, they endeavored to fly again, but later in May, they disclosed that their relationship had come to an end.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

After the emotionally intense ending in 2020, the pair shared on Instagram that they would not be continuing their romantic relationship. Peter explained, “Madi and I have jointly decided we won’t move forward with our relationship anymore. It wasn’t an easy choice for either of us, but after many heartfelt discussions, we both felt this was the best decision for us. The affection and admiration I feel for Madi will persist.

In her statement, Madi expressed that she would forever hold love and respect for him. She firmly believes that their lives were destined to intersect, making them both the better for it.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Split

During season 24 of ‘The Bachelor’, Peter and Hannah Ann had a short-lived engagement. Regrettably, just two parts into the finale, it emerged that they were encountering difficulties a month into their private relationship. In particular, Hannah Ann was taken aback when she learned about Peter’s ongoing feelings for Madison.

For as long as I can remember, all I’ve yearned for is someone who would embrace me entirely, just like I am embracing them with my whole heart. And unfortunately, that was taken from me when you ended our first engagement,” I lamented, returning the ring. “You took something irreplaceable away from me. I gave you trust, and I’ve always believed in asking for patience and faith from others. Yet, it seems those are the very things you have demanded of me.

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Relationship Status: Married

How Bachelor Alum Kelley Flanagan Discovered Her BF Was Cheating

Status: Currently Married

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2024-11-27 23:19