Relationship Cheating Stories

Relationship Cheating Stories

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Relationship Cheating Stories episodes

  • The Casserole Stamp That Exposed a Romantic Con Artist
    The Casserole Stamp That Exposed a Romantic Con Artist

    A washed casserole dish stamped "Fort Drum, New York" on a Pelham porch cracked open seven months of deception and a stolen identity - a military inventory mark became the single clue that didn't belong. How did a teacher's online grief friendship with "Donald Bailey" hinge on a casserole, a cockatiel named Pepper, and a photo lifted from a landscaper's Instagram?

    In this episode, we follow the timeline from a meter reader's routine discovery to the online messages that became daily lifelines, and the video calls that inexplicably froze before a proposed meeting - could one misplaced mark unravel an entire con?

    Person: Roy Callahan
    Person: Tracy Gray
    Person: Pet: Pepper the cockatiel, 12 years old
    Location: Pelham, Pelham County
    Event: Seven-month online relationship with "Donald Bailey"

    - Meter reading recorded 341 kilowatt-hours above the previous month on a Tuesday morning in July.
    - The casserole dish bore a Fort Drum, New York stamp and contained dried rice and chicken left on a porch railing.
    - Tracy Gray taught third grade at Warwick Elementary for 19 years and retired early to care for her mother.
    - Evelyn, Tracy's mother, died of congestive heart failure in November; Tracy was 54 at the time.
    - "Donald Bailey" messaged daily for four weeks then continued daily for seven months; his profile photo was actually of a 61-year-old landscaper from Bozeman, Montana.

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    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    19 min
  • She Sent $4,200 On Valentine's Day - He Was a Lie
    She Sent $4,200 On Valentine's Day - He Was a Lie

    Fear that the person you love is a fabrication lives in the small, precise details - like a folded wire receipt tucked into a drugstore Valentine. Marcia Meyer wired $4,200 on February 14 to a freight broker in Accra, Ghana, kept the creased receipt as a love memento, and only later did those records unravel the man she thought she knew; how did her own handwriting become the proof that he never existed?

    In this episode, we follow the timeline laid out in Marcia's records, messages, and the receipts she kept to show how a relationship built over Wednesday night calls and careful language turned into a multi-country money trail, and we ask whether meticulous habits can both protect and betray someone.

    Person: Marcia Meyer
    Location: Callister, Indiana; Muncie, Indiana
    Date: February 14, 2019
    Amount: $4,200 (single transfer); $11,600 (total sent by May 2019)
    Platform: Covenant Circle

    - Marcia graduated from Callister Regional High School in 2015 and was working as a billing clerk by 2019.
    - The first contact came in October 2018 from a profile named Curtis Keller claiming to be a 40-year-old civil engineer in Scotland.
    - On February 14, 2019, Marcia wired $4,200 to a freight broker account in Accra, Ghana and placed the folded receipt inside a Valentine's card reading, "For when you need to remember why."
    - Between February and May 2019, Marcia made additional transfers to accounts in Ghana, Malaysia, and a UK payment processor, leaving her savings at roughly $400 by end of May.
    - The total amount Marcia sent by May 2019 was $11,600.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    18 min
  • The Cake in the Ditch: How a Birthday Bait Unmasked a Killer
    The Cake in the Ditch: How a Birthday Bait Unmasked a Killer

    A sealed birthday cake left in a drainage ditch with a card reading "He never made it to his birthday. Ask Wayne." pulled at Dunbar's quiet streets and revealed a year-long pattern of deception that targeted a grieving widower. Who was "Wayne," why did he bring a fake family photo and a commercial casserole dish, and how did a cake become the clue that started the unraveling?

    In this episode, we follow the timeline from the morning the cake was found through the visits, logs, and objects that altered Harold Finch's life, asking whether those small gestures were kindness or calculated moves. What connection did the man calling himself Wayne have to Harold, and what forced the truth into the open?

    Person: Harold Finch
    Date: May 14, 2022
    Location: Sycamore Ridge Nature Path; Clover Hill Drive, Dunbar
    Person: Nicole Dixon
    Event: Cake left five days before Harold's 75th birthday

    - The cake was found intact in a drainage ditch on May 14, 2022, five days before Harold Finch's 75th birthday.
    - The handwritten card inside the cake read: "He never made it to his birthday. Ask Wayne."
    - Harold Finch was 74 when his wife Barbara died in January 2021 after 41 years of marriage.
    - Nicole Dixon, the home health aide, logged improved affect in Harold beginning late September 2021 after visits by a man identifying himself as Wayne.
    - The casserole dish Wayne brought had a stamped seal "a crown above the letters HBA," indicating commercial catering supply use.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    21 min
  • The Man Who Threw His Lies Into a Creek: Emily's $214K Betrayal
    The Man Who Threw His Lies Into a Creek: Emily's $214K Betrayal

    Fear that the person on the phone is a perfect stranger who knows your routines - Emily lost $214,000 to a romance scheme that used forty-one printed emails, a prepaid phone, and a waterlogged olive-green bag tossed into Sallow Creek. Who built the script that convinced a careful, retired records coordinator to hand over life savings, and why did someone try to erase the evidence in the dark?

    In this episode, we tell the sequence of events from Emily Donnelly creating a dating profile in January 2019 to Carol Boyd finding the bag at 6:40 a.m. on her trotline, and we follow how a fabricated persona, VoIP calls, and persistent late-night messages culminated in a federal financial crimes case. What do the emails and the ledger in that bag reveal about the operation that targeted her?

    Person: Emily Donnelly
    Date: January-mid-April 2019
    Location: Sallow Creek / Birchmont Avenue, Calusa, Tennessee
    Amount: $214,000
    Exhibit: Olive-green bag containing 41 printed emails, a handwritten ledger, and a prepaid phone

    - At 6:40 a.m., Carol Boyd pulled a waterlogged olive-green bag from Sallow Creek trailing corroded wire once anchored to a concrete block.
    - The bag contained forty-one emails printed on copy paper, a handwritten ledger, and a prepaid phone still holding a charge.
    - Emily created a dating profile in January 2019 and matched with a man using the name Wayne H. within a week.
    - By mid-April 2019, two hundred and fourteen thousand dollars was gone from Emily’s accounts; some money was later recovered but most was not.
    - Throughout the relationship timeline, Wayne always initiated calls via a VoIP number; Emily never placed a single call.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    19 min
  • He Touched the Railing - The Man Who Forged Nine Months of Love
    He Touched the Railing - The Man Who Forged Nine Months of Love

    Cold evidence and calculated tenderness: an envelope left beneath frost at 1:50 a.m. pointed to a stranger standing in the dark outside Michelle Whitley's house, while she waited for a marriage proposal from a man she had never touched-how did nine months of crafted trust culminate in that late-night proof?

    In this episode, we follow the timeline of contact that began in a church pew and moved through potlucks, Facebook messages, nightly calls, and a private tradition of leaving a token at a meaningful place-raising the question: was the proposal ritual real devotion or a rehearsed setup to exploit quiet rituals?

    Person: Michelle Whitley
    Location: Sutter Road, Calloway County
    Event: Envelope placed under frost at 1:50 a.m.
    Claimed Identity: Marvin Christensen, 51, civil engineer, recently widowed
    Date of first church contact: late June 2018

    - Michelle walked two miles out and two miles back on Sutter Road every morning for seven years, touching the south railing of the iron bridge with her right hand.
    - The envelope was placed on a concrete slab capping an old well and frosted underneath, indicating it was set after the temperature dropped at 1:50 a.m.
    - The man introduced himself at Calvary Ridge Church in late June 2018 and volunteered for the maintenance committee, earning a key to the rear maintenance door.
    - Contact progressed from a church potluck to a private Facebook group to direct messages to nightly phone calls over summer and fall 2018, with a birthday card postmarked from Oregon arriving in January.
    - In October 2018 he told Michelle he believed God had placed her in his path; by February he told her he loved her and by early March he moved toward a proposal involving the well slab she had described.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    18 min
  • The Dress Uniform in the Tank: How a Widow Was Set Up to Lose Everything
    The Dress Uniform in the Tank: How a Widow Was Set Up to Lose Everything

    Hope can be a weapon - a folded dress uniform sealed in a gallon bag was found pressed against a septic tank deflector eight years after its owner died in Afghanistan. Why would Staff Sergeant Dennis Colby’s uniform be left in a rural Indiana tank, and what was that act meant to accomplish?

    In this episode, we follow Wade Brown, a forty-eight-year-old widower whose slow return to hope after his wife’s death was interrupted by a stranger’s calculated attention and escalating money requests. How did online messages, prepaid phones, and silent bank accounts combine to turn his grief into $11,200 in losses?

    Person: Wade Brown
    Age: 48
    Person: Staff Sergeant Dennis Colby
    Date: 2011 (death), 2019 (uniform found), 2018-2019 (contact period)
    Location: Keller Road, rural Indiana
    Amount: $11,200

    - Wade Brown transferred $400 in December after three months of nightly calls from someone who called herself Angela Mercer.
    - By early February the total sent had reached $11,200 across three separate accounts.
    - Angela’s messages used a prepaid phone bought in cash in Indianapolis and accounts opened with false IDs.
    - Wade missed his volunteer shift at the Dunmore Area Food Shelf once in January-the only unplanned absence Peggy Hollis had observed.
    - Staff Sergeant Dennis Colby died in Afghanistan in 2011; his dress uniform was found in February 2019 sealed inside a one-gallon zip-lock bag in a septic tank.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    19 min
  • He Took Her Innocence - I Gave Him $112,000
    He Took Her Innocence - I Gave Him $112,000

    Trust can be bought and tallied: a laminated wire transfer showed $112,000 paid in six installments and a hand note that read "I THOUGHT HE WAS REAL." Who constructed the friendship that cost George Andrews his money and left someone else to leave a witness statement on a limestone shelf?

    In this episode, we follow the timeline of messages, small favors and a single convincing photo that led George Andrews from routine office life into months of online trust-building. You will hear how an apparently steady engineer became entangled in requests that escalated to $112,000 and what one repayment revealed about the scam.

    Person: George Andrews
    Location: Tallahassee, Florida
    Date: March 26, 2021
    Amount: $112,000
    Case: Friendship-based wire fraud

    - George Andrews transferred $8,000 on March 26, 2021 as a bond payment to an online contact.
    - The total wired amount shown in the laminated confirmation was $112,000 paid in six installments.
    - The fraudulent profile used a 2018 photo taken by civil engineer Marcus Webb from Edmonton.
    - A handwritten note left with the document read exactly: I THOUGHT HE WAS REAL.
    - The repayment three weeks after the first transfer included the message: Told you I was good for it.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    19 min
  • She Loved a Voice: How "Carl White" Emptied Her Retirement
    She Loved a Voice: How "Carl White" Emptied Her Retirement

    Fear that the person you trust is a machine can feel like betrayal and terror at once: Ruth Hunt lost $20,000 and nearly her autonomy after falling for a voice engineered to feel like love. How did daily calls and linguistic intimacy conceal a synthesized voice that drained her retirement savings?

    In this episode, we follow the timeline from a VoiceBridge contact request to the moment a neighbor called 9-1-1, detailing the calls, transfers, and the digital evidence that revealed the deception. What does it mean when a voice is indistinguishable enough to make you give away your life savings?

    Person: Ruth Hunt
    Date: December 19, 2023
    Platform: VoiceBridge
    Total money sent: $20,000
    Analysis hours reviewed: 14

    - Ruth Hunt was 52 years old and had been an ESL instructor for 22 years.
    - First wire transfer occurred in March 2023 for $4,200 to cover a supposed shipping delay.
    - Second transfer in May 2023 for $6,500 described as a medical expense.
    - Third transfer in August 2023 for $9,000 to cover a regulatory fine.
    - Audio analysis showed call response latency under 300 milliseconds and 14 hours of recordings processed through real-time voice synthesis.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    17 min
  • Red Velvet Box on Redbud Mill Road: The Bronze Star and the Lie
    Red Velvet Box on Redbud Mill Road: The Bronze Star and the Lie

    Fear and recognition collide: a red velvet box with a Bronze Star and a typed note - "I'm sorry I believed you." - appears on a snowy rural roadside with no footprints, and the stranger who found it will uncover a seven-month online romance that sent over $31,200 to a man who wasn't who he claimed to be. Who really left the medal, and what did the lie cost the woman who trusted it?

    In this episode, we follow the sequence of events from the moment Kimberly Patterson discovered the box at 5:15 a.m. to Teresa Myers's months-long online relationship with "Ronald Wright," showing how a single photograph and small acts of empathy led to escalating financial transfers and a staged confession on Redbud Mill Road. How did an encrypted chat, a kitchen photo, and a Bronze Star become the evidence of a romance scam?

    Person: Teresa Myers
    Date: November 9, 2019
    Location: Redbud Mill Road
    Amount: $31,200
    Platform: Bridging Home

    - Kimberly Patterson found the red velvet box at 5:15 a.m, with no footprints and no snow on top.
    - The box contained a Bronze Star engraved with an unfamiliar name and a notecard reading "I'm sorry I believed you."
    - Teresa Myers joined the Bridging Home forum in March 2019 and was contacted by "Ronald Wright" on April 14, 2019.
    - "Ronald Wright" claimed to be a 51-year-old retired Army sergeant living in Tucson with three combat tours and PTSD.
    - Between July and November 2019, Teresa transferred $31,200 into accounts designated as "beneficiary relay account."

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    20 min
  • He Trusted Me - The Velvet Note That Stole His Inheritance
    He Trusted Me - The Velvet Note That Stole His Inheritance

    He found a velvet bag tied with nylon twine wedged inside a transformer bracket; inside, a twelve-word handwritten note: "He trusted me. Now he has nothing." That small object set in motion a fourteen-month romance and a fraud that drained $61,400 from a man who believed in provenance more than people - so how did a curator's devotion become the perfect lure?

    In this episode, we tell the story of Jeffrey Simmons, what happened after he created a social profile, and how a relationship built on shared values turned into a con that cost him his inheritance. Can a stranger who speaks your language of truth and objects be using that language to steal everything you trust?

    Person: Jeffrey Simmons
    Age: 28
    Inheritance amount: $63,000
    Fraud total: $61,400
    Duration of interaction: 14 months

    - The velvet bag contained a twelve-word handwritten note with no sender or recipient.
    - Jeffrey had worked at the Varnell County Historical Museum and cataloged objects for years.
    - He inherited $63,000 from his grandmother Evelyn the winter before and disclosed it to almost no one.
    - A profile called Russell Owens contacted him within ten days after Jeffrey created a social profile.
    - The fraud spanned fourteen months and used photographs taken by photographer Kevin Prater without his knowledge.

    To listen to this podcast ad-free and access premium episodes, try our subscription with a 14-day free trial at obomedia.com.

    © 2026 OBOMEDIA. All rights reserved.
    This episode and its content (audio, text, and related materials) are the exclusive property of OBOMEDIA and are protected by applicable copyright laws. Reproduction, distribution, editing, or commercial use, in whole or in part, without prior written permission from OBOMEDIA is prohibited. For permissions, licensing, and business inquiries: [email protected].
    21 min

About Relationship Cheating Stories

From the publisher's feed

Ever wondered how deep the rabbit hole of deception goes in relationships? Welcome to Relationship Cheating Stories, your daily dose of jaw-dropping tales from the dark side of love. We expose the…