GIGOLO FOR AN OLDER LADY AND HER TOY BOY - Sex Stories

GIGOLO FOR AN OLDER LADY AND HER TOY BOY

On the Sunday afternoon I arrived at a lavish condo, a change from most of my assignments in expensive CBD hotels, carrying a small bag with some essentials for my sexual assignment - some cock rings and some spare jock straps. Trent, the toyboy met me at the door as we looked each other over. He was a pretty blond boy, very pretty, early twenties, though not quite the macho boy I expected. I was pleased at the attention he gave me and the way I was dressed in tight slacks and a jacket with just one button fastened, no shirt.

I am Michael, in my late twenties, 72 inches tall, 168 pounds, a toned, fit body and genetically lucky to possess a large, thick cock, ten-inches when erect. I live in Sydney, Australia and used to moonlight as a gigolo or male escort.

That was before Ada asked me to work for her ‘exclusive agency’. “We have a wide ranging client list, males and females, and lots of constant work,” she told me as she auditioned me. “And we provide for some very kinky people with lots of sexual fetishes.”

My agent Ada has a niche clientele of older women who enjoy watching their toyboy, lover or husband giving a blowjob to a younger well hung gigolo after they have watched her fucking him. It can be incredibly exciting for me if the woman is actively participating, a three-way, even more exciting if the woman has a sexy persona and a good body.

That day wasn’t the first time I had entertained an older woman with her toy boy, though I had a feeling this was ...

... going to far more memorable than others.

“Suelen and I have been looking forward to your visit, me especially,” Trent told me with a nervous smile as he ogled my almost naked chest, then my crotch before he led me inside. I looked closely at him for a second time as we entered the condo. Is he really a toyboy or a young girl, either way he was incredibly pretty, honey blond hair in a pony tail, dressed in cut of shorts, so short his ass checks were on show. And the best pair of legs I had ever seen on a boy.

Would I be comfortable with this boy giving me oral sex, sucking my cock?, something he obviously expects with the arrangements I agreed to, I asked myself as he led me inside.

“This is Michael, Suelen,” he offered by way of introduction as Suelen appeared dressed as a wealthy corporate executive would. A good looking woman, size-12. a class act, just past forty, taller than average, bobbed blond hair, a good figure and ass and a beautifully cultured voice I learnt as she spoke.

“Trent is my protege, he is a very talented boy for one so young, he is more than twenty-years younger than me, He is also very experienced for one so young,” Suelen told me as we looked each other over as she settled on a couch and seductively crossed her legs.

“He took great trouble when making the arrangements for our meeting today. He wanted to ensure both of us obtained maximum pleasure, sexual pleasure, from your visit and our needs were met. He told me you have a very large cock ...