I have swum in the race twice before. I didn’t win, which would have been nice for Master, but I didn’t lose, which would have been really bad for...me. Master told me the first time I swam in the race, “You don’t have to win, but you really don’t want to lose.” This year, he has entered me in both the race and the Dolphin Ride. He hasn’t said anything about winning or losing with the dolphins, so I guess I will just have to find out when the time comes.The outdoor tanks are used for the Ferris. I found an old padded bra and some silicon push ups which gave him some cleavage under the top. I asked if he wanted to go the rest of the way and when he agreed I got out some stockings and skirts I thought would suit him. Luckily I had a pair of boots which were about his size as well, so I took the lot into the spare bedroom and left him to it. I choose some patterned stockings and a saucy black skirt myself and was sitting doing my makeup when he came in and for a second I thought it was. Maples sitting there as elegant as ever. She looked at her watch and said "Lori, you are 2 minute late! You shouldn't dilly dally." Stan said, "I didn't know you were waiting for me," as she was truly surprised. Ms. Maples rose in elegant fashion, and said, "Of course, Lori, but you have do to extra studies so you can get rid of those terrible masculine traits I keep seeing. But don't worry, we have trained Tom Boys like yourself to be graceful women, as you yourself will soon be." Ms. Maples. He must have been quite....attached to these ladies, because he got....he became....excited, Matron, you know. You're not making this very easy for me. So it wasn't just his fever that was rising, was it? His penis was engorged when I next looked down, and the perspiration and discomfort were evident on his face.Suddenly, he looked up at me, wide-eyed, and sighed "Auntie?", grasping his penis and starting to stroke it. In his fever, he held me by the wrist, very tightly, and seemed to be trying.
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