[M4F] A nerd, a wedding and an escort. A terrible joke or a great story?

​

TLDR: An overachiever hits a career ceiling due to poor social skills and hires an escort, unaware she's a dominatrix, to boost his prospects at a week-long wedding in paradise.

Tom had spent every second of his life working toward one singular goal: get into the best school, get the best grades, and graduate at the top of his class. Most of which he had succeeded in with relative ease, even if it took him every second of every day. Sure, he hadn’t gotten into his first-choice school, and he had to concede parts of his schoolwork to more experienced professors, no matter how sure he had been that he knew better and was smarter. He hadn’t finished first, but fifth wasn’t all that bad, was it?

Hired at the perfect company, he kept doing what he had always done, putting his head down, working his butt off. And as it always did, it worked. His rise through the company was meteoric, everyone knew his name, everyone knew his work. But the further he reached, the slower the climb became. The work wasn’t the only thing that mattered anymore. Parties, socializing, toasts, all the things he had avoided for schoolwork, suddenly became what mattered. Unable to break through, his career stalled just as fast as it had taken off. Soon, his name became just another among the masses of upper-middle management.

Three months of little improvement turned into a year, then three, without a promotion. The wedding… it happened again. Another one of the founders was set to marry his secretary, and with it came a wish for a slower pace and a life after work. Around the same time, a major expansion was announced. The company was growing, and a lot of promotions were about to trickle down through the rank and file. The wedding, the biggest social event before promotion season, was where you proved your worth or solidified yourself as a nobody.

Tom, knowing that a stable life outside of work, a good, strong husband, was something that really impressed the old guard, scrambled for a date for the wedding. Call after call to old lab partners, group project members, and chess club members, few of whom remembered who he was, much less his name. In his desperation, he turned to the internet, finding an escort service in no time. Emailing them the details of the week-long wedding celebration on a paradise island, he inquired about their prices and who, if anyone, was available on such short notice. Shortly thereafter, he was met with a request for kinks and limits, a price, and a promise for a match as soon as they had the information they needed.

**Kinks:** long nails, mommy domme, gentle femdom, pegging, age difference, choking, cowgirl, cfnm, heels, bondage, spanking, handjobs, milking

**Limits:** men, chastity, cuckolding, feminizationand and sph