Jamie and Frankie's stage shows were a huge success, which caused some jealousy among the other singers. Archie taught them more songs, and Eddie produced more glamorous and sexy costumes for them.to wear It was after the second show one night that a tall and distinguished-looking man pulled Jamie onto his knee and began to run his hands up under her skirt.
“You're the most beautiful girl I've ever seen,” he said. “How about we go somewhere a little more private?”
Jamie checked with the bar staff to find an empty bedroom and soon she and the man who called himself Steve were upstairs and kissing as he pulled her hard against his body and she could feel his erection growing. She reached down and started to fondle him through his trousers, and then turned around and asked Steve to unzip her dress. As it slid to the floor and she stepped out of it, Steve let out a low whistle when he saw her black lacy lingerie and sheer black stockings. Jamie sank to her knees and unzipped him, releasing his erection which had been pressing hard against his clothing. Then she leaned forward, and licking her red lips, took him in her mouth and started to lick and suck him. His penis quivered in her mouth and he moaned: “You are so damn hot, I need to fuck you.”
“Of course, it will be my pleasure,” said Jamie. “But I need to put a johnny on you first, house rules.”
Steve quickly stripped off his clothes. He had a great body, toned and muscular and his large penis stood out proudly. Jamie fetched a condom and lube from the cabinet and turning to Steve, stooped down slid the condom over his erection and them applied the lube. Steve was groaning at her touch.
“One moment please,” said Jamie and she went into the ensuite bathroom, slid down her panties and liberally applied lube to herself, before pulling up her panties and returning to the bedroom.
“How do you want me?” she asked Steve. “On your back,” he replied, so Jamie did as he asked and spread her legs. As Steve moved between them, she raised her legs over his shoulders, giving him easy access to her anal bud. He slid her panties down far enough to give him access and then pressed against her and thrust deep into her anus. After all her practice with Frankie, Jamie had no trouble accommodating him and responding to his thrusts. She moaned and wiggled her bottom against him as she felt his ball-sack slap against her. Steve was a practiced lover and she enjoyed his thrusts stimulating her prostate, but managed to hold off until his groans and gasps signalled his approaching orgasm and then she let herself go so that they came simultaneously.
“That was so good!” gasped Steve. “You girls are amazing. My wife hates me doing this and she just lies there and waits for it to be over, but you girls actually come with me.”
As he left the bedroom, he gave Jamie a twenty-pound tip on top of the usual fee for sex and promised to come back again and ask for her.
Jamie was a good son or daughter, depending on how you wish to view him or her; she visited her mum regularly on Sundays and gave her an envelope of cash to top up her pension. They enjoyed sitting and chatting. Jamie told her how she was now a singer at the club, having graduated from being a drinks waitress. Naturally, she did not mention the other services she provided.
Jamie was now wearing women's clothing twenty-four-seven, with only two exceptions, one being the visits to mum, when as a mark of respect, she dressed as a young man in the few remaining items of male clothing that she still possessed. Used to the soft touch of lingerie against her skin, she found herself disliking the coarser feel of male clothing material, and did her best to avoid this by wearing satin panties, a camisole and sheer tights under her trousers, shirt, sports coat, and shoes.
' I must be careful never to have an accident or they'll get quite a shock at the hospital, she said to herself with a secret smile.
The problem was that now she was growing her hair longer to avoid always having to wear a wig, and with her carefully shaped eyebrows and expertly manicured nails, she presented a distinctly androgynous appearance. This caused some stares on the underground train and giggles, especially from teenage girls. Jamie ignored them of course, and no longer blushed at such attention. Fortunately, most people had their noses buried in books or newspapers or deliberately avoided looking at her.
One afternoon while sitting with her mother and enjoying a cup of tea and a piece of cake, Mum looked at her and said: “Darling, I'm sure you know that you don't look like other young men anymore. Would I be wrong in thinking that you are dressing as a young woman most of the time now?”
Jamie blushed at this query from her mother and nodded.
“I thought so,” said her Mum. “So next time you visit, why don't you dress the way you want to? I promise I won't be shocked and I'd rather like to see how you usually look now.”
Jamie spent a lot of time during the next week trying to decide what she should wear. It depended on the notoriously fickle English weather of course, but she was pleased when the forecast for the following Sunday was fine and warm. Jamie had a really pretty summer dress in her wardrobe, which, thanks to the aforesaid weather, she'd had very little chance to wear. Now would be the perfect time to give it an outing. She decided on bare legs and strappy sandals with a low heel, since it was going to be warm. Under the dress, in addition to a white bra and panties, she would wear a white full slip with extravagant French lace on the hem and bust, and also a bouffant half petticoat which would give body to the skirt. The lacy hems of the slip and petticoat would probably peep out from under the skirt, looking deliciously feminine.
On Sunday morning she styled her real hair, applied minimal makeup and lipstick and after getting dressed, set off for the tube station. This time there were no curious stares although there were a few admiring ones from young and older men in the carriage. Jamie now blended in as a young woman, albeit a very pretty one. As usual, the other passengers were mainly concentrating on their newspapers or books; however she did catch a rather handsome but studious-looking young man looking at her, but when she caught his eye, he hurriedly looked down at the book on his lap. By looking out of the corner of her eye, she caught him looking at her several times more, but pretended to ignore him; she did, however, cross her legs, giving him a generous view of her stocking-clad legs and lingerie. Secretly Jamie was very pleased that she had attracted his attention and was slightly disappointed when she stood up to leave the train and he remained seated. She could feel his eyes on her back as she alighted from the train, and she deliberately swung her hips as she walked down the platform to the exit.
Arriving at her Mum's house she knocked on the door and found that her heart was beating faster than usual as she wondered what Mum would think of the 'new' Jamie. Her Mum opened the door and for a second stared at her blankly, as though she didn't recognise who it was. Then the penny dropped: “Jamie darling! You look amazing. Come on in.”
Jamie entered the house and followed her mother down the hall to the sitting room, her heels tapping on the wooden floor. Her mum turned and said: “Let me look at you! Goodness me Jamie, you are such a pretty girl that for a second I didn't recognise you!”
Jamie blushed: “Well you asked me to come dressed in what was most comfortable for me. I'm glad you're not disappointed.”
“Disappointed? I'm flabbergasted. I bet you caused a stir on the train. I've noticed a lot of youngsters are starting to wear stirrup pants and jeans, but in my mind, nothing beats a pretty dress and heels.”
“Well no-one took much notice of me because I blended in more than when I was wearing men's clothes,” said Jamie.
“I can understand that my dear. Before, you didn't really look like a young man or a girl, but something in-between. Now you look 'all-girl', and you even sound like one.”
Jamie laughed. “Well, there was one young man on the train who seemed to take notice of me.”
“I hope you batted your eyelashes at him!”
“Hardly, Mum. Anyway, it's no good me looking for a boyfriend. They'd run a mile when they found out what I really am.”
From then on, Jamie dressed as a girl when she visited her mother, and she never failed to compliment her on how nice she looked. By now she was experienced in acting like a girl and was quite confident that no-one would 'clock' her. One day, her sister Edna, who had now moved out of home and was living with her boyfriend, called in to see her mum when Jamie happened to be there. She did a double-take.
“Jamie! It really is you!””
Jamie blushed, something she rarely did anymore.
“Yes, it's me, sis. How do I look?”
“You look amazing!” gasped Edna. “Mum said you looked good, but I never thought you would look this good!”
Now that Jamie was able to visit her mum dressed as a young woman, that left only one other place where she had felt obliged to dress as a young man, the estate agent's office when she went to pay the rent. This was very inconvenient, since it involved removing her breast forms which she was so used to wearing that when she took them off she felt unbalanced. Combining this with wearing men's shoes with a one-inch heel when she was used to routinely wearing three to six-inch heels and she felt like she was falling over backwards.
'Bugger it,' she thought. 'Why am I worried about what they think? Our money is as good as anyone's.'
The next time the rent was due, Jamie decided that she would go to the office dressed as a young woman and she wouldn't hold back on expressing her femininity. Before having a shower, she laid out on the bed the clothes she would wear; white satin panties and matching suspender belt, sheer taupe stockings, and a knee-length green jersey crepe skirt to be worn over a white half slip with French lace trim. She chose a white silk top to wear over a white lacy bra. It was just thin enough so that the lace of her bra could be seen, but not too obviously. There is a fine line between 'sexy' and 'slutty', and Jamie was determined not to cross it. The shoes she chose were black pumps with a four-inch stiletto heel. After her shower and getting dressed, she took particular care with her hair and makeup; after all, all the staff she had seen at the agent's were older men.
When she walked into the estate agent's office, her heels clicking on the hard floor, she knew at once that her luck was in. The young man standing behind the counter was new, at least, she had never seen him before. As she crossed to the counter, his reaction was most gratifying. If this had been a cartoon, his eyes would have been out on stalks.
With some effort, he managed to raise them from her chest to her face and stammered: “C-Can I help you miss?” as his cheeks began to burn.
Jamie flashed him a million-watt smile. “Good morning. My name is Jamie Brown and I've come to pay the rent.” She gave him the address.
“Err, yes Miss Brown. Would you like to take a seat while I get out the paperwork?” he said.
Jamie sat on the chair he indicated and crossed her legs, well aware that she was displaying a lot of stocking-clad leg, and probably a glimpse of her slip as her skirt rode up. There was a delay of a few moments before she pulled it down, plenty of time for Jeremy to see almost to her stocking-tops. While this was going on, one of the senior staff walked into the room.
“Everything alright, Jeremy?” he enquired of the young man who was looking so flustered.
“Oh yes, Mr Fothergill. I'm just attending to Miss Brown's rental payment.
Jamie flashed Mr Fothergill a smile but turned down the wattage somewhat. He smiled in return and disappeared back into his cubicle.
As Jeremy sorted out the paperwork, not easy as his hands were shaking, Jamie observed him and wondered what it would be like to be lying on a bed, him naked and her in her black satin lingerie as she licked and sucked his erection. Jeremy was probably imagining the same thing because his cheeks were still flushed, whereas Jamie's were not.
Finally, the paperwork was sorted out and the payment made. Picking up the receipt and thanking Jeremy, Jamie turned and walked out of the door, deliberately swinging her hips and well aware that Jeremy's eyes were glued to them. After she left, Mr Fothergill left his cubicle and came out into the office.
“Who did you say that was, Jeremy?” he enquired.
“Miss Jamie Brown, come to pay her rent,” was the reply.
“Oh yes. Funny, I thought...” started Mr Fothergill, and then stopped as the penny dropped.
“What was that, Mr Fothergill?” asked Jeremy.
“Oh nothing,” replied his boss, as he walked back to his cubicle, thinking to himself 'This is Soho after all. I've been here long enough, I shouldn't be surprised at anything.' Something was nagging at his brain though, he couldn't help feeling he had seen Miss Brown somewhere before.
To be continued
Next time: An offer too good to refuse.
Comments
he couldn't help feeling he had seen Miss Brown somewhere
uh oh!