The Escort and the Gigolo

coincidental.

CHAPTER 1

I ’m ready for you, Mr. Steadman, said an eager middle-aged woman in a seductive tone.

Are you sure, Mrs. Smyth? You should know I didn’t earn my reputation by being gentle, said a tall, shirtless man in a husky tone.

I don’t want you to be gentle. I want you to give it to me and I want you to give it hard! said the woman intently, And please…don’t call me Mrs. Smyth. It only reminds me that my husband hasn’t given me anything like this in years.

Sandra Smyth licked her lips in anticipation as she watched an attractive young man approach her bed. He was shirtless, having just removed his shoes and shirt. He was now only in a pair of simple blue jeans. As he walked through the spacious master bedroom of the large Beverly Hill mansion, the early afternoon sun revealed his incredible masculine features.

He had the body of an Olympic athlete and the sex appeal of an underwear model. He was quite tall and wielded a slim yet muscular physique. Every muscle from the neck down was perfectly toned had no trace of fat, creating a perfectly proportional frame. In addition, his skin had a light tan and was perfectly smooth, devoid of any blemish. That flawless texture extended up to his face, which had just the right shade of facial hair to complement his short, dark hair and light blue eyes.

In his incredibly manly physique, the middle-aged woman saw her deepest lustful desires take form. It was exactly what she hoped for when she paid considerable money to have an intimate afternoon with John Steadman.

Come to me…I want to feel a man who didn’t let himself go the moment the ink on our pre-nup dried! Sandra said to him.

Here I am, Mrs. Smy-I mean, Sandra, he replied, stuttering somewhat with his words, Go ahead and feel me all you want.

Now standing at the foot of the bed, this remarkable specimen of a man was within her grasp. With a cat-like prowl, Sandra rolled onto all fours and crawled towards him. A lustful glint never left her eyes as she rose to her knees and reached for his chiseled flesh.

The moment her hands made contact with his chest, a surge of pent up desire erupted within in her. The air between them grew hotter and the area between her legs became moist. She could barely contain her excitement as she savored the warm touch of his smooth skin. Her most vivid sexual fantasies had taken form and substance and she longed to embrace it.

Such fantasies were part of the unique service that John Steadman provided. However, he rarely shared those fantasies. He could only act his part, standing in a manly poise while he let this eager woman explore his upper body. He did his best to make it seem as though he was embracing this fantasy with her. But that was easier said than done, even for a professional gigolo.

John Steadman may have been the fantasy, but Shawn Stevens was the man who had to stay anchored to the real world. Shawn had created the persona of John Steadman to be the kind of man that women would pay good money to see dance on the stage of a male strip club. And for women with deeper pockets, he was the man who utilized his physical endowments to satisfy their more intimate fantasies. It seemed like a glamorous life that most men would envy. But for Shawn, it was more business than pleasure.

Oh John…I’m getting so hot! said Sandra in a seductive tone, Mind if I slip out of these itchy clothes?

By all means, ma’am, said Shawn.

The middle-aged woman couldn’t get undressed fast enough. She was already wearing some pretty revealing attire. She had on a pair of black lace panties, a matching bra, and stockings with garters that connected to the panties. But she didn’t just remove her attire. She had to do it in an overly theatrical way.

While still on her knees, Sandra sensually swayed her body as she reached behind her back and unhooked her bra. She playfully leaned over as her breasts were freed, showing off her cleavage. After making sure that John got a good view of her upper body, she leaned back and lifted her hips so that she could remove her panties. Once they were off, she laid back and parted her legs so that he had an unobstructed view of her womanhood. She even licked her fingers and lightly teased her folds, as if to invite him in.

Do you like what you see, Mr. Steadman? she asked playfully.

Shawn only managed an approving smile, even though this woman had nothing he hadn’t seen many times before. This woman acted as though she was in her own porno, but she hardly looked the part. She was painfully average by West Coast standards. She wasn’t obese, but she had her share of flab around her core and hips. Her breasts were naturally large, but somewhat saggy. She also had some slight wrinkles and blemishes around her face, most of which were concealed by a considerable amount of makeup and shrouded by her long, curly hair. It was also apparent that she didn’t do much grooming around her pubic region. There was a lot of hair concealing her folds, but she carried herself as if she was the hottest woman in Los Angeles.

This woman was no Hollywood starlet or aspiring model. She was an average-looking woman with a family and kids. These were the kinds of women that Shawn primarily served. It was one of the unglamorous truths about being a professional gigolo. Few of the women who paid for his services were very attractive. Some were even downright ugly. Shawn had served clients that weren’t as beautiful as Sandra, but she was fairly typical in his line of work.

In Sandra Smyth’s case, she was an accomplished executive at a talent agency and her husband was a successful music producer. She enjoyed her status in the high income tax bracket, but apparently she didn’t enjoy a very satisfying sex life with her husband. So while he was away on a business trip, she called him come over to satisfy her needs.

Come on, Mr. Steadman. Have a taste! she said, parting her legs further to beckon him into her grasp.

Shawn pretended that her request was appealing. He had just met this woman and he didn’t find her very attractive. However, John Steadman had a reputation of satisfying horny housewives regardless of how they looked. For the sake of that reputation and the generous money she had paid him, he obliged her.

He crawled up onto the bed with her, grasping onto her thighs and parting them a little wider as he made his way towards her lower core. He tantalized her with the skill that was a significant part of his reputation, kissing up along her inner thighs and building the anticipation. By the time he reached her outer folds, Sandra Smyth was already breathing heavily. She was breathing so heavily that Shawn hesitated for a moment, but he attributed this to Sandra’s earlier claim that her husband had stopped gone down on her since she gave birth to their second child. With his eyes now closed and the thick scent of her arousal growing, Shawn buried his face in this woman’s inner thighs and began stimulating her womanhood.

As soon as his hands made contact with her outer folds, Sandra’s whole body shuddered with delight. This man was now touching her in a way her husband hadn’t touched her in years. John boldly trailed his tongue up the moist slit of her outer lips while carefully stimulating her swollen clitoris. Her tender flesh proved quite sensitive, yet another symptom of limited sexual stimulation.

Intensely hot sensations coursed up her body, building upon a powerful heat that had been welling up in her core. More heavy breathing followed as she began fondling her breasts. This man was triggering feelings that her body shouldn’t have been capable of at her age. It was a testament to his skill.

Ooh John! You’re…so good at this! she gasped.

Want me to make you climax? Shawn asked her as if it were the most casual thing in the world.

Yes! Please…make me cum!

She sounded so desperate. The way she was squeezing her breasts indicated that she was a woman aching to release her sexual energy. John Steadman was supposed to be a professional at unleashing this energy and he went to work proving his skill.

His task now clear, Shawn shut out any further distractions. He ignored the flab, the messy pubic hair, and the fact that this woman was married in order to focus on bringing her to orgasm. His extensive experience with female anatomy aided him as he skillfully used two fingers to probe the inner folds of her vagina while using his tongue to stimulate her clitoris. Every woman’s body was different, but the biology of a female orgasm was the same. It was just a matter of applying the right stimulation to the right areas.

He spent several minutes navigating her inner depths, seeking her most sensitive areas. All the while, he kept licking around her exposed clit. He was careful yet thorough, not seeking trigger her release too quickly. Quality over quantity mattered in the world of professional gigolos. He used Sandra’s heavy breathing as a guide to let him know how much the feeling had built up. And once he found a particularly sensitive area within the inner walls of her vagina, he made the final push.

With Shawn’s tongue and fingers working in perfect harmony, the intense sensations turned to full blown surges of bliss. Sandra Smyth’s body arched in anticipation of her overdue release and when she felt it, she threw her head back and indulged in the ecstasy.

Ooh! I’m cumming, John! I’m cumming! she cried out, Oh-oh-ohhh John!

The name she cried out when she climaxed was for a man that was neither her husband nor a real person. Shawn rarely responded to that name. He just let this woman enjoy her orgasm, keeping his fingers deep inside the folds of her vagina as she released a sizable load of feminine secretions. Regardless of his name, he had done his job once more and he watched his client enjoy herself.

It was as if every muscle in Sandra’s body tensed under the power of her sexual release. She lay frozen for a moment, her inner vaginal muscles throbbing as waves of pleasure radiated up through her body. It lasted only a few seconds, but each second might as well have been its own trip to paradise. Sandra hadn’t felt this sort of ecstasy in a while and had forgotten how great it felt.

Even after the sensations had passed, Sandra was still overwhelmed by the pleasure. She kept breathing heavily while her mind caught up with her body. Her handsome stud kept a light grip on her thighs and a hand on her outer folds. She gazed at him with a satisfied smile and he playfully smiled back. Yet in experiencing this feeling with him, she refused to wait as long to feel it again.

John…we still have half an hour left, Sandra said to him, making the intent in her tone exceedingly clear.

I noticed that too, he replied casually.

And I’ve no intention of wasting a single minute. I don’t know when my husband will go on one of these trips again or whether you’ll be in town so I want everything!

By everything, you mean… allowing his words to trail off.

You know what I mean.

Sandra Smyth made her intentions abundantly clear as she shot up from the bed, grabbed Shawn’s head, and crashed her lips against his. She was quite aggressive for a woman who just had an orgasm. She didn’t care that she hadn’t caught her breath or that her womanhood was still somewhat tender. She wanted this man and she wanted him in every decadent way she could handle.

Shawn was slightly startled by this lustful outburst, but he had come to expect it from certain women. It was part of the fantasy that he sold as John Steadman. For a brief moment in time and for a substantial fee, they could unleash their passions to their heart’s content and he would accommodate them.

The well-endowed young man went to work fulfilling this woman’s fantasies. He closed his eyes again and returned her kiss, allowing their tongues to twirl as her hands eagerly roamed his exposed upper body. As they kissed, her hands quickly found their way to his covered manhood and she gave it a rough squeeze through his jeans. Shawn let out a slight gasp, which she probably interpreted as a sign of approval. But it was just an automatic response that he had come to expect. Under her touch, Shawn became aroused to the point where a noticeable bulge formed in his pants.

At this point Shawn’s natural endowments overshadowed basic human biology. Most men didn’t understand how difficult it was get aroused in the presence of a woman they weren’t attracted to or didn’t share an emotional connection with. But thanks to his natural and learned talents, Shawn was very adept at achieving an erection with minimal stimulation. He only rarely used boner pills and for this woman, they weren’t necessary.

Ooh! Those pants look like they’re getting tight! Sandra cooed as she felt the growing bulge in her hand, Why don’t you take them off?

Well if you insist, he said in a manly tone.

I’ll do more than insist.

As Shawn undid his pants, Sandra eagerly grabbed them by the side and helped pull them off. He originally planned to do a striptease for her, which many of his clients enjoyed, but this woman was in no mood to be teased. She wanted to skip the theatrics and get right down to business.

Upon kicking of his pants and boxers, Shawn’s manhood was free to become fully erect. He proudly sat up on his knees so that Sandra could take in the sight of his manhood. He lightly stroked himself a bit to keep the blood flowing. But upon taking in the size and shape of his penis, Sandra quickly took over the stroking duties.

Oh my sweet lord! she gasped.

Is my penis pleasing to you, ma’am? asked Shawn in an overly mannerful tone.

Those pictures you sent must have been out of focus. It’s even bigger than I thought!

They by all means…touch it, he offered.

Such a gentleman!

The middle-aged woman marveled at John’s endowment. She couldn’t tell how long it was, but it was bigger than anything she remembered handling before. She had to use both hands to stroke it as she eagerly felt along the veiny contours. She gave special attention to the tip, feeling over the smooth head and watching this man’s content reactions.

Still surging with lustful energy from her sexual release, Sandra grew bolder and got on all fours so she could explore it with her mouth. She wasn’t usually inclined to give oral sex, even though her husband chided her about it all the time. But for this man, she made an exception. She attempted to engulf as much of his length as possible. She only got about halfway before she gagged, but John didn’t seem to hold it against her. He let out a content moan as her tongue slid along the underside of his cock. She then began bobbing her head back and forth, suckling along the manly flesh with an eagerness that surprised even her.

As she gave him oral sex, Sandra also reached between her thighs with one hand and fondled her still wet folds. The lingering effects of her orgasm left her womanhood engorged. However, it wasn’t long before her body ached for more stimulation. Looking up at this stunning stud of a man, she saw an opportunity for a special kind of stimulation.

John…I want you inside me! said Sandra upon giving his manhood one last lick.

I’m ready if you’re ready. You did such a good job of preparing me! he grinned, the tip of his hardened penis still rubbing around her face.

There’s a box of condoms on the dresser. You know what to do! she told him.

Shawn nodded to show that he understood the subtext. In this business, both he and his clients had to be coy about certain activities. So long as there were no specific mention of money being exchanged for sex, they didn’t have to worry about the legal ramifications. And Shawn had done this enough times to know the drill.

As he reached over towards the dresser to retrieve a condom from the drawer, Sandra turned around so that she was still on all fours while facing away from him. She waited impatiently while John opened one of the packages and slipped the thin latex sheath over his manhood. Once he was ready, he positioned himself behind her so that the tip of his penis was right up against her wet entrance.

Hurry up! Put it in! I want to feel your dick inside me! she urged, practically begging at this point.

Shawn didn’t make his client wait any longer than necessary. With both hands firmly on her hips, he thrust his pelvis forward and drove his penis into her vagina. The hard penetration into her wet flesh caused her whole body to shudder once more. His size stretched her inner muscles in a way they hadn’t been stretched before. He sensed a bit of discomfort so he fought the urge to start moving so that she had time to sufficiently adjust. After a moment or two of feeling his dick completely engulfed in her womanhood, Shawn began working his hips.

Ooh! It’s so deep, Sandra gasped.

Does it hurt? Want me to pull out? asked Shawn.

Hell no! I gave birth to two kids. I can handle this. Now start fucking me!

Shawn once again shut out the world around him and focused on doing his job. Just as before, he closed his eyes and let basic human biology take over. This woman wanted the best sex he could give her so he went to work fulfilling this part of her fantasy.

His movements were steady and thorough at first, working to establish a rhythm and build up the feeling. The experienced gigolo skillfully slid his rigid manhood within the tight folds of Sandra’s vagina, getting a feel for her depths while stimulating her deepest recesses. He felt her body shift in accord with his movements, her hips bucking slightly every time he thrust into her. She was practically seething as she clenched the sheets of her bed. Her sharp gasps let him know that he was hitting all the right areas. As her seething escalated, Shawn moved his hips with greater fervor.

Yes! Oh yes! This…this is what I want! This is what I need! Sandra cried out.

Shawn barely heard her, still shutting everything out as he followed his instincts and his natural sexual talents through this act. In doing so he could forget for a moment that he was just a gigolo serving a woman whose husband hadn’t been satisfying her lately. He could just enjoy the sex and all the pleasure that came with it.

As the movement of their naked bodies settled into a steady rhythm, Sandra slipped deeper into a world of fantasy. This man was taking her in ways that she had only experienced in her most private fantasies. His manhood filled her so completely, sending waves of hot sensations coursing through her body that were uniquely intoxicating. These weren’t feelings she could experience with her husband, nor were they feelings she could experience with any casual lover. The fantasy along with the sheer physical exertion put her in a mindset that allowed her to forget the concerns of a housewife, mother, and professional.

Now in a shared daze, Shawn and Sandra vigorously rocked the king-sized bed with their sex. Shawn kept his hands on her hips while Sandra kept writhing and shifting with each thrust. At times she lifted her right leg slightly so he could penetrate her at a certain angle. At one point she elevated her hips higher so that Shawn could stand on the balls of his feet and deliver some extra force to his thrusts. Even though she had climaxed mere minutes ago, another orgasm was fast approaching.

However, Shawn made sure to take his time, just as he had done while giving her oral sex. Having already gotten a feel for her sensitive areas earlier, he made sure to stimulate her in ways that prolonged the build-up. As she drew closer, he reached down between her legs and rubbed her still swollen clitoris to send her to the edge. Neither he nor Sandra kept track of how long it took for her to reach that special plateau. But when she neared it, she made it abundantly clear.

Oooh John! Again! I’m going to cum again! she cried out, Come on! Do it harder! Fuck me harder!

This time her words resonated with Shawn and he moved his hips faster, rapidly driving his manhood into her vagina as she prepared for another sexual release. The sound of his pelvis smacking against her butt mixed with her desperate cries. As soon as he felt that distinct throbbing sensations around his cock, he steadied his hips so Sandra could enjoy another release.

She was even more vocal about this orgasm than she was the first one, throwing her head back and arching her back in ways that would have made her old gymnastics teacher proud. As her vaginal muscles contracted, she squeezed the sheets of her bed as if they were preventing her from falling off a cliff. The blissful release of pleasure that followed wasn’t quite as intense as the first orgasm, but the weight