He was sitting on the floor of their lounge with a dolly, short little girl dress showing off his nappy and plastic pants, Mary Janes, anklet socks an... a Bo-peep bonnet.Helen just laughed and her daughter joined in; soon they were almost in hysterics. It was relief from stress and tension, then she said through her laughter “he looks sweet really, quite helpless, just as though he needs a Mummy” Jane had responded “and a Grandma” and they both went off into hysterics again. When they had calmed. Standing at 5`2 I had a pretty nice body, being that I go to the gym 4 times a week my body was in great shape, I have long brown hair. My breast size was a 34C, I have a small waist and nice wide hips that comes with a nice fat ass, I have an hour glass shape, I have a caramel skin complexion being from the caribbean has its benifits !I went into to my old bedroom looking for something to wear, but the only thing I found was a white bikini that was kinda tight. Oh well I thoughtI wanted this. Doug laughed when I told him that. “You could wear it to math class. I’m sure Reverend Umberger would love it,” He said. “I’m sure I’d get my ass caned wearing that,” I told him. I picked up some more of my Pussy Juice lube and I got a reusable enema. Last we stopped by the home furnishing store and I ordered a faux sheepskin rug for my room. They would deliver it to the school the following day. Doug and I got some ice cream and headed back.When we got back to school, I went into my room and. He was so sweet cuddling in to me quietly sobbing away but the pain didn’t stop. I saw my chance and went for it the lust was too much I asked him “would you like me to have a look”, he shyly nodded and I asked him to stand up while I got on my knees, I looked at my watch and I knew that there was 30 minutes left of lunchtime. I couldn’t waste anytime, I undid his belt and fumbled with his zip and shrugged his trousers to the ground, the I nervously pulled down his underwear and boy was I.