Don, like most Yorkshiremen, was a pretty straight-to-the-point kind of guy. Although he lived the high life in London these days, he'd made his money in chippies and scrap metal all over the UK. He was tall, broad, muscular and forceful.
Strangely, although he'd lived in London for a while, he hadn't picked up too many effete southern tastes. He drank beer rather than wine, preferred shepherd's pie to sushi and generally didn't have much time for the wet ways of southerners. Don's one weakness was for sexy London incall and outcall female escorts. And because he had plenty of money, this was a weakness he indulged pretty often.
His particular pleasure was spending time with young blonde, brunette or redhead escorts who hadn't been in the business very long. He liked their combination of nervous innocence and determination to do a good job and satisfy the clients their escort agencies has sent them out out to see. As such, he made a point of surfing the websites of his favourite London escort agencies for twenty minutes every day so he could spot young female escorts who were new to the profession.
This particular day he struck gold. On the website of one London escort agency he regularly used there was a new girl, just nineteen years old. Her name was Jenny. She was five foot six, and she had brown, shoulder-length hair, a cute face with high cheekbones and a curvy 36d size 10 figure. Best of all, she had the cutest and cheekiest smile that Don had ever seen. Within thirty seconds he was on the phone to the escort agency. The receptionist told him that Jenny was indeed a brand new escort - like so many, she was a student trying to earn some extra cash doing something she loved. She was available for both incalls and outcalls.
Don booked an outcall, and asked the receptionist to send Jenny around right away. He jumped in the shower, and within moments of his getting out - he was still wearing a dressing gown - the doorbell was ringing. He let Jenny in. If anything, she was even sexier than the website photos.
Leading the cute and horny young escort up to his bedroom, Don established that he'd struck double lucky: not only was Jenny brand new to escorting, but this was her first ever assignment. To do her credit, the sexy young brunette escort girl didn't seem in the least nervous. She was smiling, and Don began to realise that she was actually looking forward to her induction into the world of high class London escort girls.
Don enjoyed a girlfriend experience with his escort girls, so in true GFE style he took Jenny by the shoulder and began to kiss him. She kissed back and, rather to his surprise, reached inside his dressing gown and immediately took hold of his cock, which wasted no time in growing long and strong. When Jenny felt the full, impressive length unfold in her hand she broke off kissing and looked at Don with an expression of surprise and delight on her face - clearly the busty young escort hadn't expected to strike this lucky on her first incall date.
She was wearing a t-shirt, which Don soon pulled over her head to reveal a black bra underneath. As has previously been observed, Don was a no-messing-about sort of guy, so that quickly came off, too, followed by her cute checked skirt and black panties. In turn, she reached up and pushed Don's dressing gown over his shoulders, so they were standing facing each other naked. A second later they had crashed on to the bed, kissing passionately. Don felt the sexy young student escort girl's hands moving all over his body, tracing the line of his arms and diving down between his legs to tease his perineum. This was certainly one novice female escort who didn't lack confidence.
One thing she did lack, however, was experience of anal sex. Jenny's posh accent soon convinced Don that she had done very well in her real "A" levels, so he was quite surprised when he tried to push his condomed cock into her wet snatch and she gently took it in her hand and guided it towards her anus instead.
'Please?' she whispered, 'I've never done it like this before...'
Don was only too happy to oblige. However, he knew that penetrating the inexperienced arse of the sexy young brunette callgirl was going to need more lubrication than just a condom afforded - if he was to have the honour of being the first man up there, he wanted to make it an easy and pleasant experience for her. While Jenny turned to lie on her front, he reached over to the bedside drawer and retrieved a tube of lubricant. Applying a dab of it to her anus - which made her twitch her bum cheeks and giggle - he lined up his cock and began to ease in. Jenny began to breathe quickly as the tip of Don's cock entered her tight arse. He knew that the important bit was to get the head of his cock in, then everything else would be easy. After a few seconds, and with a low moan from Jenny, in it popped. Don, enjoying the sensation of tightness proceeded to thrust in as far as he could, then began to fuck the young escort girl up the arse.
She was, luckily, clearly the type of incall and outcall escort who drew as much pleasure from anal as from vaginal stimulation. Within a few minutes she was panting hard, and began to moan as Don reached underneath her body and cupped one of her large, soft young breasts in his hand. He used his other hand to hold on to her hip, and set about finishing her off. The busty young anal escort came, and reached round to kiss Don just at the moment he unloaded his cum into her tight young arsehole.
Jenny smiled - this was certainly one training session she'd remember for some time to come!