For Love or Money
2nd Jul 2009
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Jo had loved Debbie’s hen party. All the girls had had to get dressed up as tarts and Jo loved to wear her stockings and suspenders. But playing the tart meant she could also wear her black, above the knee boots and her black leather mini skirt. Up top she had chosen to wear her black lace bra with the low cut cups that almost let her nipples show over the top edge and a white blouse from Marks & Spencer’s that had been washed so often that everyone could see what was underneath if they looked hard enough.
Being the oldest of Debbie’s mates was no hardship for Jo. She was 35 and all the others were in their mid 20’s. This made Jo feel younger and allowed her to mix with younger men. It also meant she could use her experience in seducing unlikely lads that were too cocky for the girls. She had done this on many occasions and enjoyed sex when she was in control. She liked to know what was coming and when.
The hen party had broken up at midnight when the chief bridesmaid had taken the bride home still in her virginal state, just like she had promised her mother. The other girls had all got so pissed that they were incapable of clubbing and had got taxis home. Jo was the most sober and because she lived in her flat in town had decided to stagger the half mile home via the chip shop rather than suffer the indignity of been shoved out of a minicab first and feeling obliged to throw in £10 for a 60 second journey.
Before she reached the chip shop Jo felt the need to take a leak. She looked around and so a lane leading to the gardens at the back of the terraced houses. The drink and the desperate need to pee made Jo cross the road and walk up the covered path to where the residents wheeled their bins and got access to the backyards. As Jo turned the corner at the end she looked to her right and so plenty places where she could squat down and take a leak. Bins, bin bags and an old Austin Princess, the wedge shaped car from the early ‘80’s were all there to hide behind.
The beauty of mini skirts and suspenders are that if you do need a piss you can whip your knickers down in a flash. With that thought Jo chose to go between the bin bags and the car. She pulled her pants down. They were lacy and matched her bra but when they got to her knees Jo noticed that the cotton gusset was wet and slimy. Jo remembered getting wet down below, earlier in the evening, when she had felt up a young lad but had let him go when she realised he was virgin and she didn’t want to be giving lessons tonight.
The golden fluid splashed on the tarmac when she let go and the droplets flashed in the glow from the orange street lamp overhead. It was then she noticed the shoes of a man watching her as he also took a leak against the wall opposite. Busy night?, he asked in her direction. I’ve been at a party and I was bursting was Jo’s reply.
The man looked her up and down as he straightened his trousers after pulling up his fly. Jo was still in full flow, unable to stop as she drained her bladder. The urine trailed away and met his before disappearing down the stinking drain. I’m looking for business he said to Jo. How much for quickie? He had correctly assessed that Jo was wearing what any respectable hooker would be wearing just after midnight on Friday night. Come on I my dying for a shag, I’m pissed and I’ve got £30 to burn.
Jo looked at him and all around. He was stocky with dark hair and wearing jeans and a polo shirt. His arms were firm and muscle bound; he either worked out or was a manual worker. His accent had suggested the latter. Her flow had almost stopped as she quickly pulled her knickers up, wet the gusset even more. She drew herself up to her full height and found herself slightly taller than him. Show me the money she said, not knowing why she said it but tingling between her thighs was a big clue. He brought out his wallet and gave her 3 notes that she calmly put in her purse.
All right then, said Jo, lets do it here, and she lay herself back over the rear portion of the Austin Princess. This did mean that she was neither standing nor lying down but she did have her feet on the ground. She hitched up her mini to reveal his target area. She pulled her pants to the side and her pussy was wide open to the world. She was pissed and she was ready for him.
He looked at her resting against the car with her bare fanny covered in dark hair. Unusual for a hooker not to be shaved down there these days he thought. Never mind, one tart is as good as another and he told her he liked what he saw. He dropped his trouser and his boxer and his cock was nearly hard. Jo took him in hand and pulled him towards her, wanting to be in control. He let her have her way, for now.
She wanked him expertly like she had done with many others before but never for money. He was soon hard and she pulled him towards her, now very wet, cunt. He took his cock and pushed it up her crack with some force. She took a deep breath when he penetrated her, stretching her lips wider than she had expected. She put her hand on his buttocks to try to control his thrust but he was very strong. He took both her hands and he held them in one his above her head. Her tits heaved up and her lifted her blouse to get access. The action of holding her arms up let her nipples stand out over the top of the bra. His arms went round her arched back as he continued to thrust deep into her. The bra was undone in an instant and her tits were free.
She could feel herself being engulfed by this stranger. He had her at his mercy. He was so strong. The feeling was strange to Jo and she was starting to panic. His thrusting and pawing was not what she was used to. She didn’t know what would happen next. Then it happened. Almost from nowhere, she had an orgasm. Her breasts tingled at the roughness of his hands. Her vagina clamped hard round his cock and she knew she was filled to capacity. She was panicking and climaxing at the same time.
He felt her orgasm and knew that he was doing the business. Soon she would really give him what he wanted. If she didn’t, he knew that he could take it. Did you like that, Tart, he asked. She replied with an Oh yes, but she didn’t know where it had come from. She wasn’t in control and didn’t know whether she wanted to stop or not. He looked her in the eye and said I hope you’re ready for seconds.
The stranger pulled his cock from her stretched pussy. It was still hard and she felt brush past her thigh, leaving a trail of her own juices. Still with her hands above her head he turned her over. She could see her own face reflected in the rear window of the car. Her legs were not wide enough for his liking and he pushed the apart. The pants round her knees dug into her flesh before one side gave way under the pressure. She was now spread-eagled across the back of the car.
She could feel his knob searching for her rear end. Oh no she thought, he’s going to do me up the back passage. She was an anal virgin through choice. The thought of any one probing there was too hard to even think about but she was stuck. He had control of her. Her nerves were telling her what was about to happen. You dirty fucking whore, he said. You’re going to like this, he said and he pushed his cock to the tightening ring of her anus.
Jo didn’t know what to do. Panic more and try to get away or give in and be defiled. She could feel him pressing against her and the smell from her own bodily functions and she realised she now wanted to go through with it. She knew it would her but the she needed to be forced into this action or she may never do it. She bit her lip and pushed back.
He felt the backpressure from her and the sense of success overwhelmed him. He loved that moment when the girl succumbed. They always did. Hi cock swelled and he pushed in hard. The recent movement had lubricated the dark tunnel but she was very tight. He thought she couldn’t be an anal virgin. She was a street hooker. He pushed himself all the way in and could feel her anal sphincter grip tightly round his shaft. She was hot and smooth. He thrust in and out, hard, as she squealed beneath him. He was in his element. His own orgasm was approaching.
She felt that first thrust like a red-hot poker. Her ring was being stretched and the pain was sharp. But then he was in and the sensation changed. The pain was still smarting but parts of her internal anatomy were reacting very strangely. He was thrusting up her bum but her pussy was on fire. She felt his free hand reach down to her pussy. It was electric. At least three fingers were thrust in and the heel of his hand ground against her clitoris. She was beginning to understand the deeper satisfaction and pleasure that come from anal sex.
His thrust began to slow but seemed to increase her pleasure. The contrast with the pain of her stretched hole was so sweet. The movement against the outside of her vagina meant she was approaching her second climax when he spurted his spunk up her arse. Two more strokes and it was over for him but she came again on his fingers and her bottom oozed with his cum.
As he pulled out he could see her hole slowly return to a near normal size. The cum ran out her hole and made a mess on her legs. He let her go and whispered in her ear. You are too good for this game, love. You made me feel like it was your first time up the rear.
I know I’m good and don’t you forget, said Jo wrestling back some sort of control of the situation. That’s another £20 for the anal. He was stunned but paid up. He didn’t know why, he could, after all, just have walked away. She was good, he thought and worth every penny. A bit messy though. He set off down the alley the opposite way.
Jo was left standing there. £20 in hand, £30 in bag, ripped knickers and 2 minutes from the chip shop. She looked at her watch. The chip shop was closed. She tidied herself up, left her dirty torn knickers in the gutter and walked home. Her bum was sore.
Being the oldest of Debbie’s mates was no hardship for Jo. She was 35 and all the others were in their mid 20’s. This made Jo feel younger and allowed her to mix with younger men. It also meant she could use her experience in seducing unlikely lads that were too cocky for the girls. She had done this on many occasions and enjoyed sex when she was in control. She liked to know what was coming and when.
The hen party had broken up at midnight when the chief bridesmaid had taken the bride home still in her virginal state, just like she had promised her mother. The other girls had all got so pissed that they were incapable of clubbing and had got taxis home. Jo was the most sober and because she lived in her flat in town had decided to stagger the half mile home via the chip shop rather than suffer the indignity of been shoved out of a minicab first and feeling obliged to throw in £10 for a 60 second journey.
Before she reached the chip shop Jo felt the need to take a leak. She looked around and so a lane leading to the gardens at the back of the terraced houses. The drink and the desperate need to pee made Jo cross the road and walk up the covered path to where the residents wheeled their bins and got access to the backyards. As Jo turned the corner at the end she looked to her right and so plenty places where she could squat down and take a leak. Bins, bin bags and an old Austin Princess, the wedge shaped car from the early ‘80’s were all there to hide behind.
The beauty of mini skirts and suspenders are that if you do need a piss you can whip your knickers down in a flash. With that thought Jo chose to go between the bin bags and the car. She pulled her pants down. They were lacy and matched her bra but when they got to her knees Jo noticed that the cotton gusset was wet and slimy. Jo remembered getting wet down below, earlier in the evening, when she had felt up a young lad but had let him go when she realised he was virgin and she didn’t want to be giving lessons tonight.
The golden fluid splashed on the tarmac when she let go and the droplets flashed in the glow from the orange street lamp overhead. It was then she noticed the shoes of a man watching her as he also took a leak against the wall opposite. Busy night?, he asked in her direction. I’ve been at a party and I was bursting was Jo’s reply.
The man looked her up and down as he straightened his trousers after pulling up his fly. Jo was still in full flow, unable to stop as she drained her bladder. The urine trailed away and met his before disappearing down the stinking drain. I’m looking for business he said to Jo. How much for quickie? He had correctly assessed that Jo was wearing what any respectable hooker would be wearing just after midnight on Friday night. Come on I my dying for a shag, I’m pissed and I’ve got £30 to burn.
Jo looked at him and all around. He was stocky with dark hair and wearing jeans and a polo shirt. His arms were firm and muscle bound; he either worked out or was a manual worker. His accent had suggested the latter. Her flow had almost stopped as she quickly pulled her knickers up, wet the gusset even more. She drew herself up to her full height and found herself slightly taller than him. Show me the money she said, not knowing why she said it but tingling between her thighs was a big clue. He brought out his wallet and gave her 3 notes that she calmly put in her purse.
All right then, said Jo, lets do it here, and she lay herself back over the rear portion of the Austin Princess. This did mean that she was neither standing nor lying down but she did have her feet on the ground. She hitched up her mini to reveal his target area. She pulled her pants to the side and her pussy was wide open to the world. She was pissed and she was ready for him.
He looked at her resting against the car with her bare fanny covered in dark hair. Unusual for a hooker not to be shaved down there these days he thought. Never mind, one tart is as good as another and he told her he liked what he saw. He dropped his trouser and his boxer and his cock was nearly hard. Jo took him in hand and pulled him towards her, wanting to be in control. He let her have her way, for now.
She wanked him expertly like she had done with many others before but never for money. He was soon hard and she pulled him towards her, now very wet, cunt. He took his cock and pushed it up her crack with some force. She took a deep breath when he penetrated her, stretching her lips wider than she had expected. She put her hand on his buttocks to try to control his thrust but he was very strong. He took both her hands and he held them in one his above her head. Her tits heaved up and her lifted her blouse to get access. The action of holding her arms up let her nipples stand out over the top of the bra. His arms went round her arched back as he continued to thrust deep into her. The bra was undone in an instant and her tits were free.
She could feel herself being engulfed by this stranger. He had her at his mercy. He was so strong. The feeling was strange to Jo and she was starting to panic. His thrusting and pawing was not what she was used to. She didn’t know what would happen next. Then it happened. Almost from nowhere, she had an orgasm. Her breasts tingled at the roughness of his hands. Her vagina clamped hard round his cock and she knew she was filled to capacity. She was panicking and climaxing at the same time.
He felt her orgasm and knew that he was doing the business. Soon she would really give him what he wanted. If she didn’t, he knew that he could take it. Did you like that, Tart, he asked. She replied with an Oh yes, but she didn’t know where it had come from. She wasn’t in control and didn’t know whether she wanted to stop or not. He looked her in the eye and said I hope you’re ready for seconds.
The stranger pulled his cock from her stretched pussy. It was still hard and she felt brush past her thigh, leaving a trail of her own juices. Still with her hands above her head he turned her over. She could see her own face reflected in the rear window of the car. Her legs were not wide enough for his liking and he pushed the apart. The pants round her knees dug into her flesh before one side gave way under the pressure. She was now spread-eagled across the back of the car.
She could feel his knob searching for her rear end. Oh no she thought, he’s going to do me up the back passage. She was an anal virgin through choice. The thought of any one probing there was too hard to even think about but she was stuck. He had control of her. Her nerves were telling her what was about to happen. You dirty fucking whore, he said. You’re going to like this, he said and he pushed his cock to the tightening ring of her anus.
Jo didn’t know what to do. Panic more and try to get away or give in and be defiled. She could feel him pressing against her and the smell from her own bodily functions and she realised she now wanted to go through with it. She knew it would her but the she needed to be forced into this action or she may never do it. She bit her lip and pushed back.
He felt the backpressure from her and the sense of success overwhelmed him. He loved that moment when the girl succumbed. They always did. Hi cock swelled and he pushed in hard. The recent movement had lubricated the dark tunnel but she was very tight. He thought she couldn’t be an anal virgin. She was a street hooker. He pushed himself all the way in and could feel her anal sphincter grip tightly round his shaft. She was hot and smooth. He thrust in and out, hard, as she squealed beneath him. He was in his element. His own orgasm was approaching.
She felt that first thrust like a red-hot poker. Her ring was being stretched and the pain was sharp. But then he was in and the sensation changed. The pain was still smarting but parts of her internal anatomy were reacting very strangely. He was thrusting up her bum but her pussy was on fire. She felt his free hand reach down to her pussy. It was electric. At least three fingers were thrust in and the heel of his hand ground against her clitoris. She was beginning to understand the deeper satisfaction and pleasure that come from anal sex.
His thrust began to slow but seemed to increase her pleasure. The contrast with the pain of her stretched hole was so sweet. The movement against the outside of her vagina meant she was approaching her second climax when he spurted his spunk up her arse. Two more strokes and it was over for him but she came again on his fingers and her bottom oozed with his cum.
As he pulled out he could see her hole slowly return to a near normal size. The cum ran out her hole and made a mess on her legs. He let her go and whispered in her ear. You are too good for this game, love. You made me feel like it was your first time up the rear.
I know I’m good and don’t you forget, said Jo wrestling back some sort of control of the situation. That’s another £20 for the anal. He was stunned but paid up. He didn’t know why, he could, after all, just have walked away. She was good, he thought and worth every penny. A bit messy though. He set off down the alley the opposite way.
Jo was left standing there. £20 in hand, £30 in bag, ripped knickers and 2 minutes from the chip shop. She looked at her watch. The chip shop was closed. She tidied herself up, left her dirty torn knickers in the gutter and walked home. Her bum was sore.
