Two boyfriends in a row BROKE UP with me… because they’re jealous of my boss! - r/relationships | Reddit Stories
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4.3 • 576 Ratings
🗓️ 14 September 2025
⏱️ 73 minutes
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Summary
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00:00 r/relationships - My(27f) second boyfriend(24m) in a row just broke up with me because he was jealous of my boss(32m). Is this inappropriate?
12:22 r/relationships - My Fiancée [25 F] has slowly over the years been developing unrealistic working habits. Despite my[25 M] efforts to talk some sense into her, no progress has been made. I think MIL [50 F] and my own family have a lot to do with it.
21:37 r/relationships - My [27/F] GF [30/F] hasn't had a job in 4 years and it's wearing me down
33:44 r/BestofRedditorUpdates - Is she cheating or am I going insane?
46:06 r/relatiosnhips - I discovered through her e-mail that my wife is cheating on me. I am heartbroken.
59:15 r/relationships - 'Perfect' marriage for 17 years. Husband [40M] cheated through craigslist [40F]. Astonished! What now?
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Transcript
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| 0:00.0 | Hey, this is Sam. |
| 0:01.1 | This is John. |
| 0:01.6 | Your OG OK Storytime podcast host. |
| 0:04.0 | And we got some great stories coming up. |
| 0:05.3 | Before that, we have a quick two-minute break from the sponsors that keep the show a lot. |
| 0:08.9 | This is an I-Heart podcast. |
| 0:11.4 | Guaranteed human. |
| 0:13.6 | Two boyfriends in a row broke up with me because they're jealous of my boss. |
| 0:19.1 | Is your boss trying to be your boyfriend? |
| 0:21.2 | I 27 female and am an executive assistant at a fast-paced job. |
| 0:27.4 | I am one of my bosses, 32 male, two executive assistants, and I was handpicked for the position |
| 0:33.8 | after his last one retired through a personality assessment in addition to skills |
| 0:39.3 | assessments two years ago from within the company. I assumed her duties, which included the typical, |
| 0:45.3 | but also a lot of life management, including shopping, clothes and food, his schedule, and basically |
| 0:51.8 | making his life easier in a variety of ways. |
| 0:55.2 | By the way, this comes from No Work Life Ball, and if you want to submit your own stories, |
| 1:00.1 | go to the R-slash OK Storytime subreddit. |
| 1:02.5 | So, the personality assessment and us both being married to work has made us a working |
| 1:08.6 | relationship. |
| 1:10.0 | I don't like that. In addition, the first year was |
| 1:13.8 | full of a lot of stress for both of us. His girlfriend left him for his best friend and my father |
| 1:19.3 | passed away. That made us close friends. When my first boyfriend Patrick left me and was jealous |
... |
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