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  1. M

    Sara and her boss | Sara and her boss part 8

    It is two weeks later and Sara had fucked Roger 4 more times. Once in his office, she said he bent her over his desk again and fucked her for 5 minutes till he came in her pussy. Sara said it was after a meeting and he asked her to come into his office for a private chat. She walked in and he...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  2. M

    Sara and her boss | Sara and her boss part 7

    So back in November, Sara came home from work late. I assumed she and Don had been fucking, which they had but she was in a bad mood. “What’s wrong?” I asked. “We got fired from one of my accounts today, we lost around a million a year in income.” Sara went on to tell me that everything was...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  3. M

    Sara and her boss | Sara and her boss part 6

    So it had been nearly two years since Sara and Don got together. I have accepted and embraced my position in the relationship and everything was running to a smooth rhythm. They would fuck when they could, usually two or three times a week and when they had the odd business trip they would go...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  4. M

    Comment by 'Mike N' in story 'Sara and her boss'

    I'm only telling the main stories. There have been many short ones I could have told but that would make a very long read. I love getting feedback. Let me know if have jerked off reading them and cum thinking about Sara. There has been some recent developments that I'll tell soon. Again I have...
    • Mike N
    • Story comment
  5. M

    Sara and her boss | Sara and her boss part 5

    So a couple of months later we were settling into our new arrangement. They had been fucking twice a week in the office after hours. Sara says she loves how Don bends her over his desk and fucks her hard. She tries to tell me all the details as I listen and jerk to her stories. We have only had...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  6. M

    Sara and her boss | Sara and her boss part 4

    Sara called early the next morning, she was in a great mood having had such a good time last night. I was feeling a bit down. While I thought it was amazing at the time, I was growing annoyed that Don took her anal virginity. Looking back now though I think it was more about what was happening...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  7. M

    Sara and her boss | Sara and her boss part 3

    4 more days in hotel “Isolation” passed by with lots of fucking. Luckily Sara skyped me to watch most of it. One time I was watching Sara sit on Don's face and her phone went off next to her "Ohh that's my mom, I'd better take that" she said as she answered it and tried to get off Don. He held...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  8. M

    Sara and her boss | Sara and her boss part 2

    The next morning I called her phone and it rang out, this didn’t feel good. I called again 5 minutes later and Sara answered, she sounded nervous. I asked how she was feeling and she replied “guilty”. I told her not to feel guilty but happy about what happened. I told her I have no issues with...
    • Mike N
    • Article page
    • begging business trip cuckold first time fucking the boss girlfriend
    • Category: Cuckold Stories
  9. M

    Sara and her boss

    This is the story of my amazing girlfriend and me. Names, places, and job descriptions have been changed but the rest is all true. Sara called to tell me the bad news, the borders had been closed and she would have to be isolated for two weeks in a hotel room with her boss. They had been...
    • Mike N
    • Story
    • 90 min read
    • begging business trip cuckold first time fucking the boss girlfriend
    • Comments: 10
    • Category: Cuckold Stories
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