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My short story - Johannesburg
Tuesday, 07 April 2026
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City:
Johannesburg, Gauteng
Item description
At work the female colleagues and external applicants would get promotions or get hired, eventhough we qualify and meet minimum requirements, one would not be shortlisted. I asked the boss howcome only the ladies get promoted, he jokingly said they have something to give. I replied and said said it is a pity we do not have whatever it is as males. He jokingly said we do but afraid of giving it up. That made me google how to bottom, bought the cleaning equipment and the anal plugs. As determined I was, start inserting those things in me and it felt nice, then one day said to myself fuck it and sent the boss view once, lol...he said nice, lets see more. I confidently said, I want to lose my anal virginity to him and get promoted to one of the advertised vacancies. We met up in an AirBnB and that is where I had dick for the first time. We always got to work early and went prepared. The second time we did it on his office couch. The third time, I came handsfree on the office carpet, was so embarrassed yet so fulfilled. It became a regurlar thing. Then the other time he fucked me raw for the first time lol... the cum dripped down my thighs. Then one day I found him and a female colleague, they asked me to join them, I did. We fucked her crazy then he fucked me in front of her and we kissed me and her and she guided my dick in her, I did not last long three strokes and I came hard in her pussy and boss came in me. It was akward for us initially after that but we eventually did it again.
