I went to a catholic high school where the girls wore these blue and grey plaid skirts and my mom had gotten me one. She also had a black bra and pant...es and a pair of black 3” heel pumps for me. She didn’t tell me exactly what the occasion was, but that it would be soon and she would help me get ready. One morning, she told me I was going to be getting a special treat. The first thing she did was give me an enema….she said I had to be cleaned out before I got my surprise. Then, she had me get. She gave a tiny nod."Did you enjoy it?"Another tiny nod."And I don't have to ask you, Connie," I said sternly, "whether you enjoyed it."Connie gave me a big unabashed sexy grin. "No substitute for the real thing," she said, waving a hand at me, "but it scratched that itch, know what I mean? I reckon Whatsisname — the dark-haired one — was better," she added chattily. "What did you think, Fran?"Fran looked up in horror, her face flushed scarlet. "Connie!" she protested. "James, darling, it. No point in wearing them just for the trip from the car to the door." You should put on a pair of stockings before work and wear them under all your other clothes. No one will notice. Trust me. With the exception of showers, I haven't been out of a pair of stockings in weeks." I tried that once. Between the stockings, socks to cover them, the heavyweight fabric of the pants we wear, and the heat in the kitchen, I just get too hot, and I don't mean sexual hot. I guess you can get away with it. . and then got squishy out and stopped for a second to observe him. She laughed out loudly and said....Then she started to run her index finger up and down its back and then circling over Squishy head. Very gently and softly.And suddenly I felt this pulsation, this contraction in my pelvis while I emptied the contents of my manhood straight on her skirt. It was lots and lots, and I seemed to contract for ever. Oh, No, it was...I thought she was going to be mad with me because of my "accident".