Slave had been busy. Spending hours looking online for things for his Mistress. His little dick always swelling and throbbing as he went through pages of web sites, looking at heels, lingerie, hose, dresses, jewelry, etc. Mistress had tasked her slave. He was to purchase various outfits for her to wear on an upcoming trip. A work trip for his Mistress, but her well hung, older lover would be at the same conference. And slave knew that Mistress' pussy would be wet for him, all day, all night, every day of the conference. Slave also knew his little dick would be easily excitable, dripping precum at the thought of his Mistress enjoying her lover.
Slave had bought some high end lingerie for Mistress. It cost him a pretty penny, but he imagined Mistress strutting her sexy body in it at the conference, in the hotel room of her lover. The thought of slave buying her expensive lingerie she wore for her lover made his little dick hard... he often stopped to play with himself as he looked at the selections of lingerie online, imagining Mistress and George, her wet pussy and his hard cock... while slave's little dick would be tucked tightly in lace panties... ignored, untouched, denied.
On a good day slave's dick was 5 inches in length. On his best days. But the real problem was the girth. Or lack thereof. Slave's little dick was thin. Needle dick thin. The kind of thing that caused his Mistress to request him using a dildo with his dick when fucking her. He could not fill her hot pussy, let alone stretch it, with his little dick. Contrast this to George's big cock. Mistress said his cock was very thick. Pop can thick. Mistress said George's cock would stretch and fill her little pussy, that it would hurt at first until she stretched around its girth. But slave knew she would take his cock. Balls deep. He had seen her fuck other big cocks. Sure, it started with Mistress sucking both her slave and her lover's cocks. But eventually Mistress spent more time, more focus, on her lover's larger cocks and balls, first stroking her slave's dick and then holding it while she worked her oral magic on the other big cock, but ultimately ignoring it while she focused her attention on the new cock before her.
Slave couldn't blame her or be angry. He felt how wet her pussy got as she sucked those big cocks. He watched her pussy stretch around those cocks, and then coat them glistening wet with her juices as they pumped in and out of her. He heard her moans and dirt talk as she fucked her lovers.
Of course his reward for buying her sexy things to wear, for arranging the play dates, for being a good sissy cuckold, was licking her pussy clean after another cock fucked it so good and shot hot cum deep up inside his Mistress. He smelled their cocks, he tasted their cocks, he tasted all of their cum. All on and in her pussy. His little dick always got hard as he licked and sucked their cum out of his Mistress' pussy. And when he was fortunate enough to put his little dick inside his Mistress pussy after it was well fucked and cummed in, he was reminded time and time again of how small he was, in length and in girth. He could feel her wetness, but not her walls, it was not tight, and he knew she could barely feel his dick.
Slave bought his Mistress some heels, lingerie, and jewelry for her pending trip. He pleased his Mistress with the choices he bought. She tried them on and modeled them, teasing her slave by sending him hot pictures. And one night she strutted an outfit slave bought for her, making him crawl, making him beg, reminding him how little his "teenie weenie" was. After licking her pussy, kissing her feet and legs, after being his Mistress' little sissy toy to play with, slave was rewarded by Mistress. She granted him permission to fuck her.