Tag Archives: boss

Crossdressing Housesitter

There was a caller today that was a crossdresser, not an uncommon thing by any means. It’s astounding how many men enjoy dressing up in women’s clothing. This crossdresser though had a bit of an unusual story. His boss had … Continue reading

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Laying The Boss

Recently I got a new job and I had a feeling when I was hired there might end up being something between me and the boss, as I found him so attractive, and I think he felt the same way … Continue reading

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Playtime At The Office

I used to work on my summer break during college at a law office and I was pretty friendly with a couple of the lawyers there, they seemed to like me as much as I liked them and they were … Continue reading

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Work Place Fun

Lots of callers have a work place fantasy, either they want to be the employee who is being blackmailed by their boss into giving them sexual favors in order to keep their job, the other way round, or they are … Continue reading

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Workers Compensation

Many women have fantasies about their bosses, and many bosses have fantasies about their secretaries. Lots of times though it’s best not to mix business with pleasure, as problems may result if things go awry. Jennifer was determined to get … Continue reading

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