School Days ( I didn't write this ) - Sex Stories

School Days ( I didn't write this )

... rules to allow ladies inside the grounds" and with a gleam in her eyes added "and as cute as you look, sweetheart, I'm afraid that applies to you, too." "What are we going to do? It'll be four days till it opens now" the boy wondered aloud, a tone of alarm in his voice. "Now, don't you worry your little head, dear; it seems you'll get to play dress-up a little longer is all. It'll be wonderful having a sweet little girl in the house all weekend, you'll see." The teenager's cheeks turned a bright red, but not out of embarassment from wearing such girlish clothes. Rather, it was because deep within, he couldn't imagine anything nicer than continuing this new and exciting experience for as long as he could. The soft caress of the silky fabrics on his powdered skin and the way the two women (especially Carolyn) pampered him was drawing him in like a fly to a spider's web. There seemed no fight in this little fly either, despite arguments to the contrary, he inched toward their silken trap willingly. With his mind distracted with thoughts of panties and petticoats, Mary turned the car around and headed back home. After parking the car in the drive and leading her young charge back into the house, Mary explained what had transpired to the waiting maid. Though she tried not to giggle, it was obvious to the boy, Carolyn took great delight in his misfortune. "Don't look so sad, Chrissy; there'll be time enough to try on all sorts of pretty things now. It'll be just like having a real ...

... live Barbie Doll to dress for a few days. Come monday, I'll wager you'll feel terrible wearing nasty boy clothes." Without her own f****y in the house (Mary was recently widowed and her daughter was in college on the West Coast), Thanksgiving was to be celebrated at a local restaurant. "It seems we'll have a young lady joining us for dinner today, Carolyn, and not the teenaged boy we were expecting" the older woman quipped. "Shouldn't Miss Christine have a bath before we go, M'am?" the maid asked with a mockingly serious tone. "But of course, I'm sure she'll want to look and smell her best on her first time out to eat." Mary responded, her voice equally serious in tone. The boy stood nervously by as the two women joked, and as he fidgetted, the rustling petticoats continued their unceasing caress. The thought of actually going to a public restaurant while dressed as a young prepubescent girl disturbed him momentarily, but he knew he was powerless to alter their plans for him. In fact, the stirrings under the boy's fluffy skirts spoke more of his concurrance rather than any complaint. "Go with Carolyn, darling; she'll get you all ready" Mary whispered to the daintily dressed youngster, and gently pushed him toward the stairs. Once again, taking him by the hand, the maid seemed to treat him more as a five-year old than the teenager he was. Rushing up the stairs, pulling Chrissy behind her, the boy's skirts bounced and rustled while below, Mary smiled up at the frothy vision as ...