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On A Cruise

On A Cruise

  • A Penthouse Letter by C.M., Virginia

Mistress has ordered a report to you about our just completed Caribbean cruise. It was a reward for five years of devoted service, and we had been fantasizing about it for a long time. She had me take along an assortment of leather cock straps, nipple clips, wrist and ankle shackles, and other toys for her to use.

The first morning on board, Mistress Diane had me wear a leather cock-and-ball strap that gave me a plump lump between my legs. My snow-white swim trunks clung to it; just thinking about how I looked gave me a hard-on that added to its size. She handed me a black T-shirt. Above the pocket was neatly stitched one word, “Trainee.” “You’ll wear this,” she ordered, “and if anyone is inquisitive, you will say, ’You’ll have to ask my Mistress,’ and nothing... Read More

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