The Big Dick and the Escort

Sam Powers was the envy of almost all who knew him. 30 years old, due to inherit vast sums of wealth, reasonably handsome, 6'1" tall with dark hair, and able to enhance his natural attributes with an impeccable wardrobe, engaged to his gorgeous college sweetheart, Jennifer, Sam certainly seemed to have it all. And that was only what people could see. Below the belt, Sam was packing porn-star-quality meat, over 8.5" long, and thicker than most.

But Sam understood that all these blessings had a dark side.

His money made people assume he was shallow, a trust fund baby unable to take care of himself and just looking for a good time. Of course, that actually did describe his older brother, Greg, but Sam insisted on earning his keep. He rejected his father's offer to work at the family firm, Powers, Inc. and instead worked his way up at a venture capital firm, eventually running the show. Of course, his father acquired the company once it became big enough, and now Sam was to join his Powers, Inc. after all. But this only made him more determined to prove himself, and he worked long, hard hours to do so.

His gorgeous fiancée, Jennifer, was a pleasure to look at when coming home on those late work nights, but she attracted a great deal of male attention and had no patience for any jealousy on Sam's part. And she could be cold at times, spurning his advances.

Which brings us to the most frustrating part of Sam's life: his enormous cock. While most men dream of having this kind of equipment, Sam cursed his good fortune. He'd been with one girl before Jennifer, his high school sweetheart. They were set to take each other's virginity on prom night, but when she set eyes on his man monster, she basically laughed in his face and told him flat out, "no." Next thing he knew she was fucking the next richest guy at the school.

Jennifer hadn't run away, she'd even told him it was "magnificent" and given him a handjob the first night they'd hooked up. But she could barely take him inside her pussy, no matter how long he went down on her or how much lube they used, she was just too tight. And she told him he had to be content with her jerking him off, because she wasn't going to stretch any set of lips over his cock if she didn't have to. But his sex drive was voracious--sometimes he would masturbate 5 or 6 times just during the work day, going to the bathroom to relieve himself as he watched porn of flexible actresses taking cocks as big as or even bigger than his.

One night after a long day of work and not wanting to go home to be rejected by Jennifer again, Sam went out for a drink with his eldest and only brother, Greg.