Chapter 3
Roger slept soundly for the rest of the night but then woke up before his bed partner once again. She would be leaving him the following night and now he had to stop thinking about the girl, find other things to occupy his mind. Despite his success at cards, his future was still uncertain.
Roger slipped out of Nan's berth and dressed himself as quickly as he could. It was time to go for a walk along the train and think about his future. He was headed for the West Coast but beyond that did not have a plan in his head, had no idea what he wanted to do with himself.
It had always been that way, Roger mused as he strolled along the still-darkened corridors of the hurtling train. He had done well in school but it had not interested him. He was a good athlete, tired of games. He was good with women, so much so that most of them bored him.
There he was, young, good-looking, intelligent, with no discernible direction. Roger thought back to his recent youth and decided that it would not have happened any other way, considering the circumstances in which he had grown up. It had been so predictable all along.
There had never been very much money in the family and his father's morals had been such that he had earlier taught his son how to get along in the world, not caring how he earned a living, within or outside the law. That kind of training stuck with a man for the rest of his life.
The only problem was that he was getting bored with life. It was easy for the young man to survive but he wanted more than that from life. Yes, it was time for a change but he had no idea which way to turn. The possibilities were endless but nothing seemed to appeal to him these days.
Yes, Roger had succeeded at anything he had put his mind to, for as long as he could remember. People were so stupid and self-interested that it was easy to fool them. With his good looks and quick tongue he had always been able to make fools of people older and more experienced than himself.
As Roger was walking the length of the train, something was happening which would have shocked and dismayed him. He had forgotten the fat salesman altogether since fleecing the dishonest man, but the feeling had not been mutual. The fat man knew that he had been taken and was not about to let it happen without at least trying to get his revenge.
Thus, he had followed Roger and figured out what was going on between him and Nan, the young housewife. He also got a look at the adjacent passengers, figuring that the young man would provide a good cover for the sort of thievery that he had practiced for over two decades.
Sam Lacy was selling lingerie but that had never been more than a cover for his gambling and confidence games. He traveled often by train and never failed to find some way to enrich himself. Even now that he was old and unattractive things still seemed to go his way.
This particular morning he had risen early, intent on spying on Roger. Having a good deal of respect for the clever young man, he had stopped dogging his steps, realizing that he was too old and clumsy to tail a man without being detected, another talent that had faded over the years.
However, he continued to hang around Roger's car, wanting to see what was going on. He was traveling first class himself as usual, but had learned from long experience that there was no need to ignore the poorer riders. Often they were far easier marks than their more wealthy coevals.
Sam walked directly into the car and began to look -around as if he had lost something on the floor. The car was deserted, all its berths empty with a single exception. It was a shame that he was not all alone but that couldn't be helped, Sam told himself. In any case, he would hang around for a while, just to see if anything was going to develop.
"May I be of assistance, sir?" a deep, feminine voice addressed him. "You seem to have lost something. Tell me what it was and perhaps I can help you."
"It's nothing really," he answered. "Just a ring that my mother gave me, hardly worth a thing."
A head popped out from behind the curtain, followed by the substantial body of Samantha Browne, the old woman who had looked with such disfavor on Roger's amorous success. It was the first time the widow had seen Sam and he struck her immediately as a pleasant and sympathetic man.
Realizing that he had a live one on his hands, Sam began to talk about his mother's non-existent ring. It was a story that he knew by heart, one which still worked for whatever reason. The old woman looked wealthy as far as he could tell, the sort who rode second class for protection and anonymity.
They looked around the room together and Sam continued to talk, saying that he was a hard-working salesman, soft living with his family. His mother was supposedly old and sick now and would be heartbroken if she discovered that her ring was missing. It was hard to go through it with a straight face but once again the story seemed to be working.
By the time he gave up on the search, he and Samantha were fast friends. The woman talked about herself as they headed for the breakfast car and Sam began to rub his hands together. Yes, he thought, he had found a live one, an old woman who would turn out to be putty in his hands.
They ate breakfast together and Samantha insisted on paying her own check, a good sign as far as Sam was concerned. He made himself as charming as he could and then figured that he would ignore his gambling for the rest of the day and try his luck with the wealthy-looking widow.
They spent the rest of the afternoon together and Sam then invited Samantha to his private stateroom for an intimate supper. The woman had equivocated at first but soon turned out to be no match for his well-rehearsed charm. Yes, she was going to turn out to be a perfect pigeon.
Samantha hurried back to her berth, putting on her jewelry and staring hard at Nan, who was still in the company of the suspicious-looking youngster who had boarded in New Jersey. Damn the little bitch, she thought, young and pretty, having no trouble attracting men. It just wasn't fair!
However, there was no time to worry about that. She had a date for the evening and it was now possible for the woman to think of herself as young and attractive and available again. Sam had flattered her shamelessly and she had swallowed the bait whole, without a hint of suspicion.
Nan and Roger remained uninvolved with the woman, although Roger could not help noticing her jewelry. He had a well-trained eye for that sort of thing and soon concluded that she was carrying at least two grand on her neck alone, to say nothing of rings, bracelets, pendants and baubles.
It was tempting to think about conning the woman but really out of the question for the moment. He had not made a good impression and she didn't look like the type who would let herself get involved with a young man. It was a shame but there wasn't much he could do about it other than to console himself in Nan's loving arms.
Nan would be leaving him soon, getting off the train sometime early in the morning. He would probably never see her again, which seemed a hell of a pity. Still, they did have a full night to spend together and this time they would hit the sack directly, forget all about having dinner
They waited until Samantha left the car, at which point they were all alone. As they passed the woman's berth, Roger noticed that her suitcase was open. It was a terrible temptation but he couldn't do it with Nan around. The girl would be disappointed and he could not let that happen.
As long as that was the case, Roger reached over and closed the suitcase, having difficulty with the catch. Finally the thing closed and he found himself happy that he had not yielded to the temptation. Nan was having a good influence on him, no doubt about that.
The two youngsters climbed into bed together and Roger found himself forgetting the woman altogether. She was gone and so was her jewelry, even though it would have been easy for him to dip into the satchel once his mistress fell asleep. Still, the train was big and there were other fish to fry, other suckers waiting to be taken by a con man like himself.
Meanwhile, Sam Lacy was having only slightly more difficulty with his own date. He and Samantha had polished off a large dinner and now they were alone in his room. Now he was waiting for something to develop, while she wondered if she could trust the man who had appealed to her so strongly.
Sooner or later, I have to seduce this old bird, Sam told himself. She was old and past her prime but really not all that bad-looking. Besides, his own good looks had gone years earlier and it was obvious from the rocks she was wearing that the old bag had plenty to interest him.
First things first, he decided. There would be plenty of time to talk the old bird into investing in some imaginary silver mine after he had fucked her. She was going to put out for him, no doubt about that, but still, he had to take things easy, not take the risk of alienating her.
They talked on and on and he found that the woman was beginning to get drunk from the three bottles of wine they had put away. Sam could hardly take his eyes from her jewelry, especially when he remembered that he would be leaving the following morning. Yes, there would be no time for a real con, only a quick theft and a fast goodbye.
Eventually he reached over and wrapped his arm around Samantha's ample shoulders. He was just over forty and the woman had to be his senior by at least a few years, but still she was rather attractive. He was in no position to complain but it was nice that he found her less than repulsive.
Samantha allowed her lover to kiss her, completely forgetting the stern morality she had practiced since the passing of her husband. Those two youngsters had poisoned her mind, she decided, made her think so much about sex that she was as horny as a sow. Well, there was only one thing to do about it.
Samantha yielded completely to her lover, allowing him to kiss her full on the lips. Sam was not her idea of the most handsome sort of lover but he was well-spoken and sympathetic and rather healthy-looking. Yes, she might as well do it, especially since nobody else would ever know.
In the other part of the train, Nan was having no such problems with her conscience. She and Roger had fucked once already and now he was going to show her a new way of making love. It did not sound especially pleasant but the man had not let down yet. She just had to trust him.
Nan found herself on her hands and knees on the berth, her lover's tongue darting in and out of her little pink asshole. She had never been buggered before but it was what Roger wanted and she could refuse him nothing, considering that they might never see each other again.
Soon the tongue stopped entering her asshole and Nan turned her head over her shoulder, wondering what was going to happen next. Roger was sitting there, his stiff prick held in his right hand, an evil smile creasing his face. The moment of truth had finally arrived for the the young housewife.
She held her breath and felt the huge cock reaming the edge of her asshole. It felt warm and stimulating at first but then it began to enter her, stretching Nan at the seams. There was no way she could take it in without bleeding. It was going to hurt her, ruin her healthy young body. She should have refused to do it while she still had the chance.
'Take it easy, baby, just try to relax," Roger urged her. "We agreed to do everything tonight and you should try anal sex. I mean it. It's not going to hurt at all. If you love me like you say you do, it wouldn't bother you at all."
"All right, do it now," Nan answered, trying to relax. "But do it quick. It's hurting me already."
Roger smiled to himself as he worked his prick deeper into the girl's unwilling asshole. It was cruel to impose anal sex on her like that but it was also very hard to resist. He had fucked the girl and eaten her pussy and now it was time for her to taste the pleasures of buggering. Otherwise, she would go through life completely ignorant of it.
Roger worked his prick in deeper and deeper, being as gentle as he could. He was hurting the girl but Nan could take it. She was young and healthy and athletically-inclined and soon her body would stretch sufficiently to take him in.
He finally managed to work his cock all the way into the girl's wet, pink asshole. It was hurting her less now and he was able to start moving properly. Soon he would do a few things to turn her on and help Nan enjoy the experience but for the present he was concentrating on his own pleasure.
Yes, the girl would be leaving him at five in the morning and he had to fuck her up the ass first. Now his prick was rotating around inside the girl's stretching asshole and she was no longer complaining. It had been a long time since he had found a girl that pliant and willing to put out.
Roger reached around and started to play with Nan's breasts, which were pressed firmly against the pillow beneath her. She arched her back to make it easier for him and then he had his hands cupped around the soft globes, manipulating them gently as his prick continued to penetrate Nan's bunghole.
He squeezed her tits until Nan's nipples had come up again, hard and firm in his strong hands. The girl was beginning to enjoy herself and that was important. There was still one more thing he could do to make it better for her, show Nan that anal sex could be equally enjoyable for both of them.
To that effect, Roger slid his arm down the girl's body until his right hand was clutching her warm, wet pussy. It was easy to locate the girl's clitoris, force it to protrude from behind its protective hood. That would turn her on as it had so many times before during their brief relationship.
Nan stiffened with pleasure as she felt her lover's fingers teasing her clitoris into a state of full erection. The tiny organ filled up with blood and swelled to twice its normal size. His prick was still wreaking havoc deep inside Nan's asshole but the girl didn't care any more now that her passion had finally been stimulated by his fingers.
Roger had been there before. He could feel the woman relaxing and straining to let him further into her asshole. Her cunt was dripping cunt and it was just possible that she would come before he did. It would be a fitting end to what had been a most profitable and pleasant relationship.
Roger pulled back slightly, until only the head of his prick remained embedded in the girl's asshole. She was coming now, letting her passion out with loud cries of happiness. Well, it was their last night together and he didn't care if they woke every passenger in the whole fucking train.
Nan was shocked at the speed and power of her orgasm, even though she had come three times already that night. She held her breath and then felt her cunt contracting around her lover's probing fingers. Yes, she hardly felt any pain now that her passion was being released.
Her orgasm was over almost as quickly as it had begun. Roger felt his own passion riding to a head and realized that he could fuck the athletic beauty as hard as he pleased. Her asshole was taking him in with ease now and she was doing everything she could to hasten his climax.
He shoved his prick in again and again, feeling her anal sphincter closing down on his probing prick. Yes, he was almost there, especially now that the girl was swaying from side to side and grinding her ass into his midsection, wanting desperately to have her asshole filled with come, something he was more than happy to do for her.
Roger shoved his prick in one more time and then let it explode deep inside Nan's asshole. He felt a large stream of come pouring out of him and then his prick was wilting quickly, losing its thickness and rigidity. He was tired now, too bushed even to think of fucking another time.
Soon both lovers were asleep. Their heads were lying side by side, their arms and legs tangled in a pattern of love and satiation. Roger fell into a deep, dreamless sleep, happy to be with Nan. It was a shame that he would never see her again but there wasn't much to -be done about that.
At the other end of the train, Sam Lacy was enjoying almost equivalent success with the object of his lust. Samantha was naked now, lying in his bed, waiting expectantly for him to fuck her. She was far better-looking than he had expected.
Samantha lay on the bed, smiling broadly, her hair falling on the pillow beneath her. She had not been fucked in longer than she cared to remember and now it looked like things were finally coming her way. The handsome traveling salesman was just her kind of bed partner.
Sam finished removing his clothing and then joined Samantha on the bed. He saw that she had draped her jewelry carelessly on his small night table, not seeming to care about it any longer. Well, the woman would be relieved of at least part of her wealth before the night was over. Yes, by the time he left, he would be considerably richer.
Not only that, Sam thought, as he sat down on the bed with his again mistress. Even if he decided to stay on the train, it would be easy to pin the whole theft on somebody else. The prime candidate in his mind was Roger, the young man who had bilked him at the card table. Yes, it would be nice to get even with the little smart ass.
Sam got into bed with his mistress and wasted no time going to work on the old lady. She was fat and aging but still rather attractive. Between the two of them they must have weighed well over four hundred pounds but that would only add to his pleasure in the long run.
Samantha squealed with delight as the younger man touched her large, flaccid breasts. Sam was fat and out of shape but already his prick was beginning to stand at attention, a sure sign that he wanted her. Well, it was about time she had some fun on the long and boring train ride.
He began to caress the woman's tits and soon was grinding his body against her, giving Samantha no chance to relax. She kissed her lover and then drew him down on top of her, instinctively reaching out for his cock. Yes, in a few moments she would finally get her just desert.
Sam was plotting as he got on top of the woman, thinking that he might as well take the train all the way to California. That would give him a chance to set the woman up with Roger long before she noticed her missing jewelry. If it didn't work, he could always get off in time to avoid detection, before any trouble had a chance to develop.
He got on top of Samantha and worked his stiff prick against her cunt, rubbing it around the opening of the fat woman's labia. She once again wrapped her arms around Sam's back, pulling him towards her, impatient to have his prick, sinking deep inside her hungry vagina.
Sam smiled inwardly as he started to fuck the woman. His prick slid easily into her well-lubricated hole and he could see the whole thing developing. His plans were changing quickly but they were getting better and better. By the time he finished, his rival would be in jail and he would have his prick of the woman's jewelry, a perfect arrangement for all concerned.
Yes, he would not even bother to rob her this time around, would let the woman go back to her berth with all her valuables intact. Then, when she was fucking young Roger, which was sure to happen soon, he would help himself, knowing that the crime would be pinned on his rival.
Now his prick had entered the woman's pussy and Sam found that his mistress was not at all bad in the sack. She was moving with him already, grinding her fat ass into the mattress, trying to sink his cock ever deeper into her hungry hole. No doubt about it, the old bag was really hot to trot.
Samantha sighed with lust as she felt herself being penetrated. She could forget all about the young man who had turned her on so much during their first meeting. She had a lover of her own now and he was doing one hell of a good job of firing her long-dormant lust.
She wrapped her arms around her lover's back, feeling the sweat seeping into her pores. He was fucking her hard and fast now, not bothering with the subtleties. Yes, they were made for each other. He was the first man she had met in years who had been able to turn her on that well.
Samantha felt the onset of her orgasm just a few minutes later. Sam was still on top of her but now he had raised himself up onto his outstretched palms. His cock was deeper inside her cunt than ever and all his weight was bearing down on her, making it impossible for her to remain unmoved.
In that position it was difficult for Samantha to move but that did not bother her for a second. Her lover's eyes were closed and she was able to look at him at her leisure. He had a funny look on his face, a scheming sort of smile that did not accord with the way he was fucking her.
Still, the woman had little time to think about the contradictions in her lover's attitudes. No, his prick felt like a red hot bar of iron and now it was really getting to her. Her contractions were just about ready to start and then she would finally gain a measure of complete sexual satiation.
She let out a cry of passion and then allowed her cunt to close down on her lover's prodding prick. This was it, the moment she had waited for. Her body was going berserk now, flailing and flopping on the bed, speared hopelessly on the tip of her lover's thick, pulsating cock.
Sam smiled to himself as he felt the woman's orgasm starting. Yes, he had conquered yet another rich old hag, this one not so easy to please. It was something to be proud of and he had the additional reward of satisfying his own lust, something that would happen just a few minutes later.
Sam began to fuck the woman hard and fast, knowing that she was over the hill as far as her own sexual gratification was concerned. She was moving with him pretty well and it would not be long before he was ready to rear back and shove his prick in for the last time, filling her cunt with come.
His body was glistening with sweat now, more athletic than it appeared when swaddled. His hair was plastered to Sam's skull as he worked out his passion, still thinking of how to con the woman. She was no dummy but he would handle her anyway, fuck her and rob her and get even with the little snot-nose who had screwed him in the card game.
Now his prick was throbbing violently, thick veins standing out on its shiny surface. Sam continued his exertions and then he could feel his passion rising to a crescendo. A few more strokes like that and he would be over the verge, ready to do his worse to the still-lusting old woman.
Sam shoved his prick in for the last time and then gave his similarly-named mistress the works. The come went shooting out of the tip of his rod with incredible force, practically pinning her to the bed. Samantha loved every minute of it and never asked him to take it easy.
Soon Sam's prick started to go limp and he lay down beside his mistress, considering the course of his future actions. Yes, he could rob her right then and there and get off the train without being caught but it would be so much better, more artistic, to do it the other way.
Ten minutes later, Samantha was asleep, but not for very long. Her head was lolling comfortably on her lover's shoulder but for some reason Sam felt that he was not satisfied. One good fuck usually did the trick for him but this time around he felt that he needed something extra.
He woke Samantha up with a kiss and then went directly for the woman's big, soft kiss. Yes, she was all ready for him, just as he had expected. This time it would be even better. He was beginning to feel a great deal of affection for the woman he was just about to rob.