No She Can't

Jessie had just over five minutes left, according to the timer on the conference room screen. Her bottom was very sore now as the thick black shape pumped further inside her, but at the same time she could feel herself accepting the feeling – it was at a point where the pressure seemed to be hitting a spot which hadn’t been stimulated before, this felt much deeper than any penetration she had experienced and somehow was causing her pussy and ass to respond positively from within her. She felt her thighs and stomach muscles tensing, her skin tingling, building a store of energy which would soon unleash what Jessie knew would be a powerful orgasm.

She couldn’t tell how much further this machine needed to intrude up her ass before she would press the button, but she was still more concerned with the pole violating her mouth. This didn’t feel good, her jaw ached as she tried to relax her throat. The circular plate at the base of the phallus was perhaps two or three inches from her lips, which seemed like a huge distance now that the thing seemed to be filling her mouth.

Suddenly the tip of the dildo touched Jessie’s tonsils on its forward stroke, and she gagged. Releasing the switch, she felt tears well up in her eyes. Even more spittle flooded her mouth as she heaved dryly. The black shapes continued to push in and out of her mouth and her ass as she collected herself, preparing to try again. She glanced at the screen again, but couldn’t see the timer now through her bleary wet eyes. Blinking the tears away she saw her red, sweating face with her mouth stretched around the rubber cock. She saw her own ass, her buttocks quivering with each thrust of the thick rod behind her. God, she thought, this was so wrong. But somehow it felt so good. She liked it when a partner would pull her hair during sex, or hold her face against the pillow whilst using his body weight to press her into the bed as he fucked her from behind. She loved to have her wrists held tightly in the small of her back or above her head, for a lover to just take her.

This machine was no lover, but somehow the complete absence of any human contact, of being completely powerless as it fucked her mouth and ass simultaneously was more fulfilling than anything she had ever experienced.

She blinked the tears away again. Three and a half minutes. Fuck, where had that time gone? Jessie knew she needed to be quick if she stood any chance of getting dressed before the screen started to show an array of important men and women in suits, all eyes on her.

She flicked the switch to withdraw the dildos, then once the one in her mouth was clear of the back of her throat she stopped it again. Spit dribbled down her chin as she gathered herself, preparing to try again. The cock in her ass continued to thrust in and out, and her pussy felt as though it was dripping with excitement. She was vaguely aware of liquid tickling her skin as it trickled down between her thighs, but whether this was sweat or other fluids, she couldn’t be sure.

Jessie took a deep breath and flicked the switch once more. Again, as soon as the black rubber shape touched her tonsils she gagged, but tried to keep going. It was just too painful, and she didn’t know how she was going to be able to breathe with this huge cock down her throat. The metal ring at the base of the shaft still seemed so far away, and she had no idea how she was supposed to do this.

Withdrawing the dildos again Jessie blinked the tears away and looked at the timer. One and a half minutes. Fuck. Right, she tried to rally herself to have one more try. You can do this, she told herself.

Three deep breaths, and Jessie was aware of her arms and legs shaking uncontrollably now. She scrunched her eyes closed and flicked the switch again. The cock pushed further up her bum, and now this was feeling so good she almost couldn’t bear it. She wanted so much to let herself cum, but tried to focus on relaxing her throat. The phallus in her mouth pushed past her tonsils, hurting as it stretched her throat, causing her to heave against the taste of the rubber. Tears streamed down her face and her mouth was filling with spit. She couldn’t breathe, couldn’t swallow, and the fear and stress locked her throat around the black cock pushing in and out. She knew she wasn’t going to be able to take it down any further.

There must be another way, Jessie thought. Reversing the switch again she felt relief as the cock withdrew from her throat once more, still pumping in and out of her mouth. One more try, she told herself. This time, she would be able to do it.

Clearing her eyes, and shaking her head as much as she could to try to clear her mind, Jessie looked at the screen once more. Thirty seconds. It was now or never, she thought.

Just as Jessie was about to flick the switch, she felt all of her focus move to the cock thrusting in and out of her bottom, and on the knowledge that she was starting to orgasm. Goosebumps formed all over the backs of her thighs and across her shoulders, the skin on her upper arms felt ticklish and tingly. She clenched her anus around the thick cock, simultaneously trying to pull it further inside and push it out, and all of her muscles locked as pleasure swelled between her legs, flooding her entire body. Jessie’s eyes rolled back under their lids and she moaned around the phallus filling her mouth whilst new pictures appeared on the large screen, as one by one the leaders of the other offices joined the meeting and scrambled to turn their microphones on, or turn off their cameras, trying to work out exactly what they were watching. They had known Jessie had something special to share with them, but it was fair to say that none of them expected this.

Jessie was unaware of the activity on the screen, totally giving herself over to the orgasm which was washing throughout her whole body. She thought only of the thick cock pumping in and out of her, hoping it would never stop, hoping that this feeling, this utterly intense ecstasy would never end. On the screen in offices around the world, Jessie screamed in pleasure around the dildo in her mouth as her peers watched her cum on the dildo fucking her up the ass.