The lightheadedness after her sucking sessions with Scotty and Freddie filled Cassie on the way home from the office and remained as she tried to settle down for the evening in her apartment and prepare for the weekend at Atherton.
Clearly Barbacchi intended to make an event of her deflowering. What would he do, what would he want and expect? Could she come up to his expectations? He was so damn experienced. He and Margo were fucking all the time and Margo was a total sexual sophisticate. No doubt he'd put the other four female candidates through the same kind of interview he'd given her last weekend, fucked them all silly for sure. Had he decided already whom he really wanted for his
'artist-in-residence' and now he just wanted to take her cherry? The other girls were surely hot tickets or he wouldn't be interested in them at all.
Clearly Leo must have fucked hundreds of women and he would be comparing her with the best of them. A wave of misgiving overcame her. She was a vaginal virgin, could she compete in that kind of company if he ever got his 'perfect penis' into her vagina? Yet she was sure he had been pleased by what he had sampled of her charms, had been very complimentary in fact. Cassie heaved a sigh of determination, lifted the volume of Kama Sutra from the shelf and dropped it onto the kitchen counter. She would have to make this the best ever for both Barbacchi and his mistress.
Preparing a quick supper she poured over the images in the Kama Sutra as she ate. Here were the positions she had managed with David and Bart, and the memory of that erotic episode returned with a thrill that gave her libido a jump-start. Suddenly her musings were interrupted by her intercom. "Yes" she answered pressing the button. "Special delivery for Cassie Rollins." Moments later she was at the door taking a package and an envelope from the messenger. Opening the envelope she read:
'Greetings My Darling,
Leo and I are so looking forward to having you with us this weekend for your 'Cum-ing-Out Party'. I know you will want to please him with your whole heart and I am sending you this darling shirtdress for the occasion. Wear your hair loose, no make-up, and nothing under the dress!
Your Loving Margo...
p.s. Enjoy the toy!'
With a gasp Cassie shook the contents out of the box studying the plain pale blue shirtdress with a button down front, elbow length sleeves, and an open dress-collar, very demure, girlish, and perfectly suited to the early adolescent sweetness that Leo loved; but it was the big Teddy Bear that had her giggling with amazement at its resemblance to her favorite girlhood toy.
In a moment she had stripped and slipped into the dress and the transformation to a girlish little sweetie was perfect. Cassie gazed at herself with a droll smile. Obviously Margo wanted to present her to Leo as an early teen and the effect was surprisingly successful regardless of her twenty years. Could she pull it off? Play the role she had been assigned? Did she even want to? Turning the notion over in her mind she suddenly felt a surprising little thrill of anticipation, something quite familiar as she reflected on her past.
Slipping out of the garment she tucked it neatly away and slid into bed naked with the Teddy Bear sensing an early thrill returning to her consciousness. With a little giggle she contemplated the bear reminding her of all those nightly delights from her early years with its twin. Obediently her fingers found her nipples discovering them already in a state of aroused collapse matching the tumescent bulge of her clit aching for the massage her Teddy could give it as she slipped him between her thighs, his nose massaging her clit into familiar ecstasy.
Moments later she had summoned her first orgasm and the three that followed simply got better and better until at last she slipped off to sleep in a soft afterglow of early memories and anticipations to dream of what had been and what might be.
*****
Cassie began her day off from work late. The luxury of sleeping in was not something she allowed herself very often, but today was special and it was noon when she rolled out of bed and went into her bath. She felt rested, fresh, and excited too. Today would be spent in preparation for tonight and it passed in a rush that left her in a state of exhilaration as the magic hour of seven approached. At last, her tummy churning with anticipation, her loins tingling with desire, she dressed for the occasion.
When the limo arrived she was waiting in the simple summery shirt-dress, hugging the Teddy Bear to her bosom and carrying her over-nighter in her hand as the chauffer gave her the once over twice while he held the car door open for her. His eyes dropped to her curvaceous calves and slid down to her slim ankles and the beige thong sandals Margo had sent. She glanced down at her knees. She had nice knees but she let her hand tug the parting of her dress closed over them and turned her face modestly away from the driver as she settled into the familiar luxury of the leather seats. Reaching for the Teddy she positioned it on her lap the movement parting her dress to expose her inner thighs up to the first button. Everything beyond that she left to his imagination.
With a slow smile of appreciation he lingered taking in the girlish transformation of this delightful passenger and then addressed his driving. Cassie mused on how many other girls like herself he had taken to Atherton for Leo and Margo's satisfaction. Plenty she guessed, but if his reaction was any indication she measured up well against her competition.
With a sigh she closed her eyes, laid her head back and let her imagination wipe out the time it took to get Atherton. She kept her eyes shut even after they turned off the esplanade and into the drive, opening them at last when they emerged from the shadows of the trees and into the summer evening light that illuminated the mansion.
There beyond those walls, behind those windows, lay a life that she could hardly believe she was so eager to experience. But her heart was beating with pulses of excitement when the limo pulled up in front of the entrance and her handsome chauffer opened the door for her. She glanced up into his face and read his understanding of this moment for her. He touched his cap in a polite salute, ushered her to the door with her bag and bear, touched the bell and left her.
Cassie waited wondering if she would encounter him again in rather different circumstances when the door swung back to reveal a fresh young lovely face framed in dark tresses flowing down to a shirt-dress identical to the one she was wearing.
'Hi Sis, Welcome home! Oh I'm so glad you brought Teddy I missed him so much!" the girl enthused lifting her arms to Cassie for an embrace. Stunned Cassie stared at her lovely twin, this brunette version of her blonde self, pulling her into a quick hug and drawing her into the atrium. "Master and Mistress are waiting for us in the library," the girl finished with a soft kiss on Cassie's cheek.
Collecting her senses Cassie studied her competition. The girl was about her own age, eighteen at least, but the curves of her body under the shirtdress were subtly and sumptuously like her own. No doubt she was one of the other candidates for 'artist-in-residence' and the choice had come down to this little beauty and her self. As for 'her Master and his Mistress' no doubt they were lusting for the both of them.
