Scene 27

Sitting back at home in his bed Jackson ran his fingers across the surface of the cool sheets. He hated that life was so unfair, that he was having to make so many compromises in order to save himself and others. Jackson always felt he was a born salesman, but lately the only thing he had been able to sell was the idea that he was an attractive woman and even that wasn’t really happening with Dunn. “I told him I wanted to suck his dick… to swallow his cum.” Jackson said thinking about when he said it and when he actually had the man’s pulsing dick in his mouth. Still feeling more than a little tipsy from all the drinks he had had with his sister, Jackson rolled his tongue around in his mouth. The memory of sucking Dunn’s dick and Lincs dancing about in his mind and causing his stomach to churn. “Sick bastard says I don’t want it… I don’t but… Just!” Grabbing a pillow the feminized man screamed into it at the frustration of it all.

Letting a long breath of air and tossing the pillow to the middle of the bed Jackson bit his bottom puffy lip. “I have to convince my boyfriends… Does he want me to ask Linc if I can suck his dick? God what would Linc even think if I asked something like that?” The drunken man asked himself before looking down at what he was wearing. A red almost see through chemise and a matching set of thong panties, even here by himself he was tucked away. ‘When did I tuck myself?’ It wasn’t just what he was wearing, his legs were smooth and hair free and his toes were painted. Thinking about the paint on his toes he wiggled them with a lopsided smile on his face before looking over at the large mirror that was attached Lincs dresser that they now shared. In the mirror he saw himself with one foot slightly raised, it didn’t look like him. The mirror showed a busty blonde with slightly damp hair after she took a shower. A girl that had gone to do jello wrestling with her sister. “Doubt Linc would think any worse of me than he does now.” He said with a sigh as he continued to look over the sexy woman in the mirror.

Eyes widening Jackson jumped to his feet. “I got an idea!” He said with the confidence of a drunkard before slipping his feet into a pair of high heeled shoes. The six inch stiletto heeled black mules, a pair he had only worn once, weren’t the most comfortable. In fact he wasn’t sure how girls walked into such things, not even so much as a strap other than over his toes to keep them on, but they were perfect for what he was going to do.

Soon enough Jackson was laying back in bed, his blonde hair blow dried, a thin alice band holding it back, makeup redone and a pair of large gold hoops in his ears. Propped up on pillows he crossed one leg over the other, letting the heeled shoe dangle from his foot. Movies and porn had trained his mind to equate a woman wearing heels in bed to sex and looking at the photos of himself on his phone he was feeling both turned on a frustrated. Pursing his lipstick covered lips together he thumbed over to his messages, pulling up his pretend boyfriend. His drunken mind had come up with a plan, Dunn wanted him to give him to act flirty with him and to give him blow jobs, Jackson sure as heck didn’t want to but felt more than obligated to do so… it was the only way he could not just save himself, but others. Dunn wanted him to prove that he wanted him or prove that he wanted men… at very least wanted him to prove something with Linc… he thought. So he was going to send sexy messages to Linc, his friend was out of town and the messages would prove that he wanted it, even if he didn’t.

Jackie: Hey Linc, going to send you some messages playing up the girlfriend thing, just roll with it.

Jackie: I need this for work believe it or not, play along.

Lincoln: What do you mean?

Jackie: I’m here all alone, and I have been thinking of you. Do you like what you see?

Jackson looked at the image he sent, it was a selfie he posed for with the bedroom mirror before deleting the first three messages, them detracting from the story he was going to tell.

Lincoln: WOW, yes, yes I do! I love the girlfriend thing!

Jackie: I bet you do, what do you think of this one?

The second photo Jackson sent was one of just his smooth legs in the high heels that showed off his painted toes.

Lincoln: I love it! Your legs look great, you look gorgeous!

Lincoln: I can’t believe how real your chest looks, your sister told me they are going to be real soon, can’t wait.

Jackie: Mmm, I bet not. What would you do if you were here?

The sexting between the two continued, Jackson happy his friend was playing along. The comments about how he couldn’t wait to play with his tits and saying how the two of them were going to go right to the bedroom soon as Linc got home so his friend could bend him over to fuck him were a bit jarring, but he had asked the man to play along and he sure did. While sending messages back to Linc, Jackson tried to pretend he was writing a porno. Asking himself what would he have the actress say? By the end his friend had not only sent him a dick pick, disgusting… but perfect for what he needed and had admitted to cumming. The feminized man chose to believe he had said it to play along, but Jackson understood what he looked like. The person in those photos, in the mirror across the room, was hot.

Uncrossing his legs Jackson got to his unsteady feet, those shoes he minced around in to get ready still being unfamiliar to him. He kept his eyes locked on the image in the mirror, at the sexy little vixen he had been controlling. He had been telling her what to say to her boyfriend in order to turn him on, all the while imagining her cooing, moaning as she touched herself. Jackson felt incredibly turned on looking at Jacqueline. It wasn’t like he was able to separate that the girl in the mirror was him, but what he saw in the mirror looked nothing like his self image and he could just imagine her slinking about the bedroom as he walked in. A sly smile coming to her face as she saw him.

Looking at himself in the mirror Jackson’s hand slid into his panties as he pressed his legs together, watching Jacqueline touch herself. “Mmmmm” He groaned, his imagination telling him she was just as turned on at the sight of him as he was of her. She was a girl that liked being looked at, being appreciated and she was a girl that went for what she wanted.

In the mirror he could see Jacqueline starting to rub herself and looking down past the breasts… ‘God I love tits!’ he thought, taking one hand up to his chest and giving one a squeeze, while he wrapped his fingers around his dick. Seeing the long painted nails on his fingers it was easy to imagine it was her hand touching him. “God yes.”

Now fully touching himself Jackson’s mind slipped back to his imagined scenario of coming into the bedroom to find the sexy girl. She rushed to him, pulling on his tie with one hand, while the other slid along his crotch till it worked its way up to his belt. He had just come home from his job as a sales manager, making a huge sale and he wanted to celebrate with the blonde bimbo and she really wanted to show him how proud she was of him, how happy she was. “Give me your cock.” Jackson said out loud in a sexy breathy voice, playing both roles in the imagined sexual encounter.

Wrapping his arms around her waist Jackson picked her up, her legs wrapping around him, her hands grabbing ahold of his strong shoulders as he moved forward to press her back up against the bedroom wall. He could feel her fingers touched the back of his head before running through his long brown hair, Jacqueline squeezing him tighter as his member grew erect. Their lips meeting, Jackson feeling her creamy lips slide against his own. The smell of her makeup and perfume filling his senses as their warm bodies pressed against one another. He wanted her, and she needed him. While kissing he felt her touch her tongue to his lips, asking… no demanding for entry he gladly parted his lips so her tongue could have free access and his own could slide against hers. The blonde’s big tits pressed against his chest, he could feel how aroused she was as her nipples poked into him.

The feminized man’s breathing started to become ragged as he continued to look at himself in the mirror, his eyes half closed, not really seeing what was in front of him, his focus fully on what was going on in his mind, hardly even registering his hand was now slick from pre-cum as he worked on his less than average size dick. All while the story continued to play out, him putting the bimbo down to the floor before roughly spinning her around to face the wall and pulling her ass to his large thick cock that she and every woman would want, its length pressed firmly between her ass cheeks, her thong the only thing separating himself from her.

Leaning into her, holding her tight, Jackson kissed her shoulder just to the side of her lingerie strap, before kissing on the other side, now closer to the neck. Opening his mouth he let out a breath of hot air over where he had just kissed before kissing where the shoulder met the neck, repeating his act of letting out hot breath over the slightly damp skin as he continued up her slim little neck, knowing he was just driving her wild. Her ass with his dick firmly pressed against it swung gently from side to side, the movement creating enough friction to increase his arousal even further. “Tell me you want it, tell me you want my cock.” Jackson said in a rougher voice, it not quite reaching the register he used to talk in as he commanded his imaginary partner.

Ripping down her panties Jackson bounced his dick on her ass and repeated his command. She looked over her shoulder at him, her face partially blocked by her blonde hair, but he could see the desire in her half closed brown eyes. “Give it to me, give me your cock, fuck me, fuck me!” He was already pressing his dick to her puckered hole before she finished and by the time she said cock he had already began to fuck her. Jackson pressed just the tip in and when she mewled at feeling his girth he pushed it all in hard. He wasn’t here to make love, he was here to fuck her and she wanted it.

The fantasy could have gone on for some time, or at least Jackson would have liked it to but as he opened his mouth wide, he felt his lower parts tense up. “Ahhhh, ahhh, yea… YEAH! MMMM!” Long ago he had read that girls like it as much as men did when their sexual partner was vocal and he really loved hearing a girl enjoy herself. Or at least he did in porn and in his limited experience with women and had no compunction about making some noise. They were his words to let Jacqueline know how turned on he was by her, how much he was enjoying fucking her, but in that moment all he heard was her sexy little voice letting him know how much she was loving his cock that was filling her up with his seed.

With a final gasp and the red thong panties now went from cum, Jackson focused back on the present and what he saw in the mirror. A woman that was out of breath, her pulling her hand free from her panties, it covered in white cum, his cum. Watching in fascination he hardly considered what he was doing was in his control as she slowly brought her hand up to her face. He could smell the sex on her hand as she opened her mouth and licked off his seed like a good girl.

It was then, as he tasted himself, that Jackson’s eyes opened wide and he took a few steps back from the mirror, stumbling in his heels and falling to his ass. Taking in a deep breath he looked at his slick right hand with a disgusted look. Keeping it held out like he wanted nothing to do with the limb he reached down with his left to get the heels off his feet. “What the fuck.” He said as a statement. “What the fuck?” Jackson then asked himself.