High School Dilemma Ch. 01
Keywords: Ch., Dilemma, High, School, 01,
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I want to know exactly where you live so I can pick you up when I need you."
"She is pretty, isn't she? I guess I'll need to take care of that before we can go," Gina replied.
To Dee's utter amazement, Gina dropped to her knees, and took her cock in her mouth, right in front of Max! Dee groaned, and placed her hands on Gina's head, and tried not to thrust. She looked across the room and saw herself in the mirror, her skirt raised to just over her thick hard member, Gina sucking on the tip, her "SLUT" adornment clearly visible, if backwards in the mirror. Her huge breasts jutting out over her bare midriff, her hair, her painted face...it all added up to one very erotic scene.
Max rubbed his crotch as he watched them. Dee had a difficult time looking at him, so great was her shame. Yet she couldn't stop. It was as if her eyes were magnetically drawn to his casual masturbation as he watched Gina suck. But he didn't seem to be just watching what Gina was doing. His eyes were all over Dee, from her high heels to her hair to her breasts to her eyes to her belly ring to her made up face.
Gina's hands went sliding slowly up her stockinged thighs, circled around and cupped her ass. Her fingers dug in almost painfully, and she spread Dee's cheeks. Dee gasped in panic. Surely she wouldn't make Dee take Max' cock up inside, would she? Gina's tongue was dancing along the length of Dee, nearly distracting her from the action at her ass. One finger went to Dee's puckered hole, and Dee's hands went to her own ass of thier own volition. Dee grabbed her cheeks and spread them for Gina's teasing finger before she even realized what she was doing. Gina's free hand went to play with Dee's balls.
Dee's eyes went back to Max, as she bent over for the penetrating finger. She felt the weight of the false breasts shift slightly. His eyes were on hers. His hands were opening his zipper and pulling out his cock. It was big, perfectly proportioned for his size. As he stroked it, Dee began to rock...into Gina's mouth....back onto her finger...back and forth. The dangling ring on her belly was tapping a steady tattoo on her abdomen."Slut...slut...slut..." it seemed to be saying as it gently touched her skin.
Gina's finger was accompanied by another...then another...and they were increasing thier tempo. Dee's hands held her ass open even wider. She found herself leaning further forward, the breast forms threatening to fall right out of the strapless bra, as she was pounded and sucked, pounded and sucked by Gina. Her eyes were glued to Max jerking himself off. Her mind was racing around thoughts of herself being fucked by that cock she was seeing.
Max' strokes were increasing, his breath coming in gasps, and Dee felt herself being pulled over the top by Gina's lips, tongue, and fingers. Her mouth opened into an "O" as she felt her balls pull up, her cock swell. Her eyes on Max' prize, she started to cum into Gina's mouth. Max, too, was cumming, his cum spurting all over the floor as Dee's went into Gina's mouth.
Finally, long after her last spasm had passed, Gina leaned back, pulled her fingers out of Dee's ass, and stood. She reached up, grabbed Dee's face, pulled her in and kissed her deeply, passing much of Dee's cum into her mouth. Dee's eyes went big as she took the juice and swallowed.
When Gina stepped back, Dee saw Max tuck his cock back into his leather trousers, and zip up. She was almost sad to see it disappear from her view.
As Dee straightened her skirt, pulling it back down as far as she could to cover the globes of her ass and dwindling cock, Gina turned to Max.
"Thank you, sir," she said. "You have done some beautiful work on my girl. I may need some more done. We'll discuss it all later." She turned to Dee."Give Max your panties, dear, to thank him for his work."
Dee picked up the discarded panties, and tip-toed on her heels to Max, her legs shaking from her orgasm. She held out the panties to him. To her surprize, Max wrapped his arms around her, pulled her close, and gave her a deep kiss, his tongue stabbing into her lips. She gasped, her hands fluttered for a second, before settling onto his large shoulders, then snaked down his back as his hands went right to her ass, squeezing the cheeks and spreading them. Then, apparently satisfied with her response, Max let her go, and stepped back a few inches. Looking her right in the eye, he took the proffered panties, sniffed them, and put them in his pocket.
"Well, we'd better get going or she's going to get another hard on," Gina laughed.
Dee was mortified at the thought of walking through the store and out the front door, dressed like this. Her ring seemed as large as a billboard, proclaiming that she was a slut to one and all. Somehow, she managed to remember to walk like a woman, swaying her ass, past Tracy, who ogled her openly as she let Gina guide her to the door. Her eyes nervously scanned the street as her heels tapped thier way to the car, hoping against hope that there would be no one to see her in this condition.
There were two men walking toward them, and Dee nearly panicked as Gina held the door open for her to slip into the car. But they made it before the men could see the word on Dee's stomach, and Gina got in, started the car and drove off.
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When they reached Gina's apartment building, Dee started to panic again. She slipped out of the car on shaking legs, her eyes darting every which way, looking for someone who might know her. Even a stranger would seem frightening while her ring was exposed to the world like a neon advertisement. How could she have let things get so wild? Did her fantasies really go so far?
Then she thought about it some more, as they walked to Gina's place. She hadn't really done anything, had she? She had done nothing with Max or Tracy. They'd seen her dressed up, that's all. Max had watched her perform completely heterosexual acts with Gina. He'd kissed her, but that was something her mind refused to dwell on. It seemed perfectly in line with the role she was playing for Gina. The slutty girl friend in a lesbian relationship, teasing the boys, but only giving herself to her lover..
They reached Gina's floor without meeting anyone, to Dee's relief.
No sooner had they entered the apartment than Gina was kissing her, rubbing her hands all over her.
"My god that was so hot," Gina gasped, pulling Dee's skirt off, and pushing her to the bed.
Dee's hands went to the tube top to pull it off, but Gina stopped her.
"No, keep it on. I want to fuck you just like this!" Gina put Dee's hand on her cock."Get it good and hard for me, Dee. I just have to have you like this."
As Dee rubbed his swelling cock, Gina stripped off her clothes and donned her strap on in record time. She stroked it as she strode to the bed, lube in hand. She dribbled some of the slick stuff onto the thick veined member, her nipples hard as pebbles, her eyes locked onto Dee's. She handed the lube to Dee.
"Open that ass up for me. I got so hot watching Max kiss you I almost came in my pants," she whispered. "All I've been thinking about is fucking that beautiful ass ever since."
Dee soon had her own fingers in her ass, plunging them in and out as Gina watched, while Gina stroked her glistening cock.
Soon enough, Gina had each of Dee's ankles in her hands, holding her legs apart as Dee guided that impressive hard cock into her ass. Gina loved that glazed look that came over Dee's face when the cock entered. Dee never felt so loved and wanted in her life. She would do anything for this amazing woman, who could lead her through so many levels of differing emotions in such a short time, and reward her in the most amazing ways. Dee's legs went around Gina's waist, her heels digging in and pulling Gina's cock in deeper.
Gina gasped in pleasure as the toy did its work on them both. Her hips pivoted, driving her pseudocock in and out of her lover. Her eyes went to the ring in Dee's belly, and her feelings of love multiplied at once.
The two went at it for quite some time, and soon Dee was spurting all over herself as Gina growled her way to her own peak.
The ladies lay side by side on the bed, stroking each other, kissing, whispering thier love, until they slept.
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The next day, David had to return to work. He took care of the ring in his belly, showered, shaved, and gave himself an enema without even thinking about how much his life had changed in such a short time. He dressed in his panties and stockings, then donned his regular men's wear, and took off for work.
People noticed the earrings, but few were bold enough to say anything to the boss, and those that did say anything were complimentary.
The weekends became what he lived for, when he could let Dee come out to play with her lover Gina. The spring and summer passed very quickly, as he became more adept at dressing, and the two often went out to dinner and movies in a nearby town as two women. He worked on his voice, dress, make up and mannerisms so that he could pass, and needed Gina less and less to speak for him.
For her part, Gina was enjoying everything they did immensely. This was a lover who she could share everything with. Dee could fuck her like no man ever could before, her ardor seemed to know no end.
He proclaimed his love for her, and the two moved in together in July. Every night was spent in women's clothes for Dee, now. Gina kept studying ways to feminize him, and Dee was very open to all of her suggestions.
It was heaven for them both.
Then one day in August, Dee told Gina that he had some vacation time coming up, and would like to take a trip...perhaps they could spend the entire four weeks with him in drag?
Gina almost cried in her joy. She'd done some research on-line with her nurse friend from the chatroom, and had a special surprize lined up for Dee.
The two made plans to go to Florida in late October.
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Keywords: Ch., Dilemma, High, School, 01,