It had been almost a year since the divorce. John had been heartbroken when he discovered that Allison was cheating on him. When found out, she had simply stated that she didn't love him anymore and she had found another relationship. Without kids to complicate things the divorce had been neat and swift. Allison had her own career and had not asked for any financial support. Shortly after the divorce, she got a job transfer to the city where her new lover resided and began a new life without John.

Bitter and cynical, John threw himself into his architectural practice and eschewed dating. 33 years old, handsome and financially successful, John was considered a real catch by the women who knew him. Friends were constantly trying to set him up on dates but he rebuffed their efforts, usually with a mumbled "not ready yet" or "I have too much work to do" response.

His daily routine consisted of a long day at work followed by a long night in his empty condo. His sex life was reduced to occasional porn surfing and masturbation. It was during one of these sessions that he happened on a video that piqued his interest. It was a massage video but instead of a man and a woman the video was of two men participating in an erotic massage. As he watched the two men on his screen John realized that he had become fully erect at the sight of the video's masseur slowly stroking the cock of the man on the massage table. John stared intently as he watched the masseur bring his client to an intense orgasm with his hand. When the video ended he flicked off the computer and headed to his bedroom.

Laying down on his bed John slid off the gym shorts he was wearing and reached into the night stand for the bottle of lube. Pouring some lube into his hand, he coated his erect cock and began to slowly stroke himself. The scene in the video replayed itself in his mind. He imagined it was himself on the table and the handsome masseuse was stroking him. He had never had overtly gay fantasies but there was something about the scene that immensely excited him. The idea of laying back and letting another man take over his pleasure was extremely erotic. He imagined the hand stroking his penis was not his but that of another man.

Soon he felt the contractions begin deep within him as the orgasm overtook his body. His cock strained at the pleasure and the eruption followed quickly. As his cock pulsed within his hand, rope after rope of warm cum shot onto his chest. As the last contraction faded he looked down to see that his entire stomach and chest was coated with semen. Never had he come this much from masturbation. In fact, he doubted that he had ever come this much with a woman. Wiping himself off with a towel, John turned off the table light and fell asleep almost immediately. 

The next day at work John found his thoughts returning to the video from the night before. While he knew it had turned him on and prompted him to an intense orgasm, it also confused and somewhat frightened him. He had never really thought about being with another man. But the last year of isolation had had an effect on him. Looking back on all his relationships with women he found something lacking in all of them. Sex had been pleasurable in most cases, but it lacked the intensity of what he felt last night. He made the decision to further explore when he got home that evening.

After a quick dinner at home, John changed into loose fitting gym shorts. But before sitting down at his computer he also grabbed the bottle of lube from the bedroom. Seated at the computer, he returned to the website he had found last night and returned to the male massage section. Soon he found another video that brought out his curiosity. In this scene the man on the table was laying on his stomach while the masseur rubbed oil over his naked back and buttocks. Slowly the masseur worked his way down from the man's shoulders to his well rounded muscular ass. Parting the buttocks, the masseur gently stroked the man's anus, his fingers circling the tight ring to relax the pink orifice. Gradually the masseuse slowly pressed a finger into his client's body as the man on the table thrust his hips up to meet the intruding digit. Soon the masseur began a rhythmic in and out stroking while reaching under to massage the man's balls and cock.

Within minutes of the start of the video John had reached under his shorts and began to touch his rock hard cock. Pulling the shorts off, he leaned back in his chair and slicked up his hand with lube. When the masseur on the screen began the anal massage John's breathing quickened as he began sliding his hand over his cock.. He had been touched back there with a finger on a few occasions by women and had always found it very erotic, but he had been too afraid to ask for actual insertion. Seeing the client in the video thrust his hips back and accept penetration from the masseur's finger sent John over the edge.

Imagining that it was himself on the table with a finger being slid in and out of his anus, John's rigid cock suddenly erupted with a fountain of semen even greater than the night before. His orgasm had an intensity that completely took his breath away.

Leaving his home office and padding off to the bathroom, he took a long hot shower and thought about what had just occurred for the second night in a row. The feelings he was experiencing were powerful and raw. It was then that he decided he had to explore in real life what he had masturbated to in the videos the previous two evenings. The only question was how to go about finding what he was looking for. It was a quest he looked forward to with a sense of anticipation and nervousness. 

Eric Matthews sat in the office in front of his computer reading the latest applications for his bodywork services. His booming practice required him to sift through the applications since he no longer had the time to accept everyone. What he looked for in an applicant was very specific. After graduating with a degree in psychology followed by several years of bodywork training by top male teachers, Eric had quickly found his niche in the world of male massage. He had discovered that there was a substantial number of men, generally thirty or older, who, after the end of a long-term heterosexual relationship or marriage, began to have fantasies about being with another man. Many of the men had long-repressed gay or bi feelings that had been submerged and hidden with their female partners. Some were simply beginning to explore their sexual horizons now that they were free. With his background in psychology, Eric was able to help guide these men in their exploration, while assuaging their fears and guilt over male sexual attraction. His expertise in relaxing and opening a formerly straight man up to this facet of physical pleasure had brought Eric a surplus of potential clients. 

One of the reasons Eric screened his clients so thoroughly was that the process of discovery was slow and painstaking. If a formerly straight client decided to go down this path, Eric was determined to make the journey as erotically intense as possible with a minimum of self-doubt and guilt on the client's part. For a man to allow himself to open up, Eric had to conquer various psychological and physical barriers.

On the psychological level it could easily be traumatizing to a client if he felt pressured or rushed into abandoning his former sexual psyche.

On a physical level many straight men had phobias about anything to do with their backsides or touching another man's penis. It was through a combination of applied psychology and expert sexual techniques that Eric almost always got his clients to a place where they were totally comfortable with their sexuality. He took great pride in the fact that the men who came to him virtually always ended up happier and more sexually fulfilled after their treatment was completed.

Eric scanned through the applications quickly before one grabbed his attention: John Jennings, age 33, sexual orientation "straight". Each applicant was required to submit a picture and sexual profile. The face Eric saw was striking. Dark haired with distinctively masculine features, John Jennings looked like everyone woman's dream hetero male. Eric chuckled at his sexual identification as "straight" on the application. Anyone applying on Eric's website clearly knew that he provided gay services. The fact that John identified as "straight" told Eric volumes. John was obviously in the early stages of thought about his sexual interaction with another man and still perceived himself as almost completely straight. Eric knew it would take all his skills to bring John down the path to discovering his true sexuality. Clicking on the accept button, Eric sent an email back to John setting a time for the appointment at his studio.

John was at home when the email came through. He had found Eric through an internet search of male bodywork practitioners in the local area. Eric's website listed male bodywork and erotic massage as some of the services provided. The picture of Eric on the website was not what he expected for a male masseuse. Obviously good looking, Eric had the face of a masculine California surfer guy with a lean muscular body and blond hair. John found it a bit odd that Eric had a real application process. He shrugged it off thinking that the guy was just being a bit picky about his clients.

The email gave John an address and time for the appointment. It also advised that he was to come freshly showered and devoid of any strong smelling cologne. But there was one requirement in the email that took John aback. Eric required that a new client shave their genital and anal area. They could keep an area of well trimmed pubic hair above the penis but that was all that was permitted. The scrotum and anal areas were to be hair free. John imagined his balls and anal area smooth and hair free and was immediately aroused by the thought. Obviously Eric knew exactly what he was doing, thought John. The appointment was in two days in the early evening and John quivered in anticipation for the meeting. 

John arrived at the studio at the appointed time. He had freshly showered and shaved according to Eric's instructions and was in a state of both high nervousness and anticipation when he went through the studio's door. A cute young receptionist ushered him in and took him back to one of the massage rooms. Without fanfare she instructed him to remove all his clothing and lay down on his stomach on the massage table. He was given a small towel to cover himself and the receptionist turned out the lights and lit a small candle. Soothing ambient sounds of the ocean played in the background over speakers in the room. Gradually some of the tension in his body faded and he entered an almost tranquil state.

Eric staged a first encounter with great thought. The client was generally in a high state of fear and tension on their first appointment. His goal was to take the apprehension down to a manageable level. John was a classic case. While John was seeking out an exploration of his sexuality, he was still very tied to his old self. Eric had to gradually relax John to the point where he could begin to accept pleasure from another man. The wait in the treatment room with soft lighting and soothing sounds while lying almost naked was the first step.

John heard the door open quietly. "Hello John" the voice said seductively. Eric looked at the gorgeous man lying on his table and walked over to the near-naked figure. John, who had been in a state of almost complete relaxation, tensed at the sound of Eric's voice. Eric gazed at the man's body with admiration. Slim but muscular, John had a beautiful back that tapered down to a firm rounded backside. Put simply, this was the most attractive client Eric had yet encountered.

John lay on the table apprehensively. His mind was conflicted between the erotic potential of being sexual pleasured by another man and the fear that in the process he would be changed forever. He knew that he could just get up off the table and leave now. Nothing had happened yet and he could just go on with his life as it was. But a stronger voice in his head told him that if he stayed, a different and better future was in store for him. Now with Eric in the room a decision had to be made.

He would stay.

John turned partially on his side when Eric introduced himself. When he looked up at Eric he realized that the picture on Eric's website didn't really do the man complete justice. Eric was dressed in a form fitting t-shirt and a pair of silk Japanese pants similar in style to those worn by martial artists. Outlined in the thin material of Eric's pants John could just discern the outline of the man's penis. But what really struck John was not just Eric's obvious good looks but the warmth of the masseur's blue eyes. They spoke of softness and compassion. John immediately felt more comfortable. Between the gaze of Eric's eyes and the soft tone of his voice, John felt the apprehension draining from his mind.

"Go ahead and lay back down and place your head on the pillow," instructed Eric. The massage table that they were using had been especially built according to Eric's specifications. It had several warming drawers built into it. One drawer contained various oils and lubricants. Another drawer housed an array of toys almost all of which were devoted to anal stimulation and penetration. The toys graduated in size from very small all the way up that of a large penis. Most of Eric's clients harbored a secret desire for anal penetration. Because they were coming from heterosexual relationships where they were the dominant participant in sex, the clients seemed to seek out the role of receiver when having sex with another man. Eric's special expertise was in slowly opening a man up so that anal play and penetration was both painless and highly pleasurable. The first encounter with the erotic intensity of anal and prostate stimulation was something that Eric's clients never forgot. 

Eric had re-read John's application shortly before the appointment. Under "Past Sexual History" there was nothing that overtly suggested a hidden attraction to men. But from prior experience and his training in sexual psychology Eric knew that there was more to the story. Something had brought John to him and it was his job to peel back the layers and find the underlying desire. He would have to be careful not to scare John in the process. The realization of their hidden attraction to men could be quite traumatic for a client who had always thought of himself as completely straight in his sexual orientation.

Eric removed a container of oil from the warming drawer in the side of the massage table. Uncapping it, he poured a rivulet down John's spine from the base of his neck to the small of his back. He also poured a generous amount in to the palm of his free hand. Setting the oil aside, Eric began to spread the oil over John's back. His touch was not that of a typical therapeutic masseur using significant pressure to the muscles, but rather that of a sensuous lover. The strokes of his hands on John's back were soothing and erotic as he alternated between using the flat of his palms and soft caresses with his fingertips.

As his hands reached the small of John's back he went a few inches lower, pushing back the towel covering John's buttocks a bit in order to reach that sensitive area. Eric felt John tense a bit at the partial uncovering and then relax as his fingers kneaded the soft flesh there. Spreading his hands out, Eric ran his fingers slowly up John's flanks and back down to his hip bones. He could hear John's breathing increase as the pleasure of another man's touch took over.

Softly Eric spoke: "John, something brought you here today, and before we go any further, I would like you to tell me what it was, if you can. It will help me to understand you better if we can share that."

The question woke John from the state of bliss he was feeling at the moment. Within minutes of the first touch, Eric's hands had sent him into a deep state of erotic relaxation. The wonderful hands had now stopped while Eric's question hung in the air awaiting an answer. The urge to repress telling Eric about the videos and his subsequent masturbation was overwhelmed by the desire to have Eric's hands continue their ministrations. Haltingly, John told Eric about finding the videos and his physical response to watching them.

Eric listened as John spoke. He knew there was more behind John seeking him out than just the recent video incidents. But Eric also knew that just getting John to open up and tell him about that was enough for now. The sharing of that story alone began the trust building process between them. Between them alone.

Opening the bottle of oil again, Eric coated he back of John's legs, working his way up from his calves to the bottom of hips. Arriving at the crease where the thighs met the cheeks, Eric ran his thumbs from the inside to the outside in a spreading motion. As he did so, Eric felt John's thighs relax and spread slightly. Taking the cue, Eric placed both hands on John's nearest thigh midpoint between knee and hip. Ever so gradually he ran hands gently upward, applying more pressure with the hand on the inside of John's thigh. This time the reaction was more obvious, as John parted his legs more. Eric repeated the process on the other leg. Now John's legs were apart enough that Eric could clearly see the underside of the man's smoothly shaven testicles. 

Eric moved his fingers in small circles on the inside of John's thigh, his knuckles a fraction of an inch from grazing the tight sac encasing John's balls. Sliding his hands upward under the towel, he raked his fingers over the tight globes of John's ass. Flicking the towel aside, Eric took in the sight of the beautiful exposed bottom in front of him. Reaching again for the oil, Eric drizzled it over John's backside. He watched as the liquid ran down into the crack and slowly worked its way over the perineum and onto the twin orbs between the prone man's legs.

John lay quietly on the table, his body drinking in the sensations he was feeling. His cock was now fully erect as he felt Eric spread the oil over his backside. His butt cheeks were being gently stroked and occasionally pulled apart, exposing his anus to Eric's view. A thumb ran slowly down his crack and lightly slid across down his tight star, sending a shiver through his body. Again and again he felt the finger slide down, each stroke slightly more insistent as the thumb passed over his back entrance. His mind was rapidly shutting down to all conscious thought in order to focus solely on the erotic signals his body fired to his brain . The scene from second massage video played in a deep recess of his mind; however, now he was a part of it. 

Eric knew that John was completely giving himself over to the experience. The man's hips were gently lifting up as Eric's thumb grazed over his anus. Eric took his free hand and spread open the cheeks thus full exposing John's pink opening. Eric began a slow circling massage of the tight outer ring. He knew from experience that a virginal hole needed gradual teasing before any penetrative action could take place. A man's first experience with receptive anal sex of any form had to be built up in slow stages. This was especially so with Eric's clients who usually had no prior experience in this realm before coming to him.

As his thumb circled John's anal ring Eric began to alternate that motion with a stronger inward pressure directly on the opening. As his thumb increased the pressure on the anal opening, Eric could feel the tip of his digit begin to slip past the outer ring it began to open up. In addition, John's hips began thrust upward slightly to meet the intruding finger. Noting the reaction, Eric pressed a bit deeper and began to lightly tease John's balls with the tips of his other fingers. A soft moan escaped from John as his pleasure continued to build. Eric slowed his movements and then halted so he could use his hands to retrieve the items he would need for the next phase. John slumped a little as the stimulation to his body was temporarily removed.

Eric slid open another of the warming drawers and picked out three items. The first was a small blue silicon anal plug. This plug was about four inches long and gradually tapered up to the size of a finger before narrowing a bit to the round base. With its small tip and girth, Eric had found it to be the perfect fit for a client's initial insertion.. The other two items were a thin surgical glove and a bottle of thick gel lube. While the massage oil had been fine up to this point, further penetration would require a more substantial and longer-lasting lubricant. The glove would provide a smooth covering for his finger and ease digital penetration. Picking up the plug, Eric pumped a sizable dollop onto his fingertips and coated the small probe with a thick layer of lube.

John was slightly startled when Eric stopped his massage. He heard Eric's movements but could not see what he was doing. The he felt Eric place his hand firmly on the small of his back as if to settle him for what was to come next. Eric leaned over so he was close to John's ear and whispered "You are ready for the next part. I will go very slowly so you only experience pleasure. Just relax and accept what you are receiving."

The hand on John's lower back released its pressure and slid down his backside. When the hand reached the area of his opening, John felt Eric's fingers part his buttocks and expose his anus. He felt a warm slickness back there as a finger coated his opening with the warm lubricant, slipping in slightly to also coat the inside of his outer ring. 

Removing his finger, Eric picked up the plug and rested the tip against John's opening. With agonizing slowness he began to gently push inward. Eric instructed John to push out a bit in order to relax his anus. Complying with the request, John felt himself opening as the probe entered him. Now that he was experiencing his first penetration, John knew why he had sought Eric out. This was a feeling that his body had unknowingly craved and was missing from his prior sex life. He was always the one who was dominant and in control in past sexual encounters with women. But now as the plug slid into him, his role as a passive recipient changed the sexual dynamic. Now he was the receiver of pleasure. As the plug went deeper he felt his inner and outer rings close slightly as the narrower base of the plug slipped inside and seated.

Eric released the plug once it was firmly in place and picked up the bottle of oil. Cupping his hand to hold the oil, Eric poured a small puddle into his palm.. Reaching between John's spread legs Eric cupped the man's balls and spread the oil over them while alternately stroking and gently squeezing the smooth twin glands. Eric extended two oily fingers of his massaging hand, reaching further under John to run them along the bottom of his hard shaft. John sucked in his breath as he felt Eric tease his insanely hard cock. Eric glided his fingers along the shaft of John's organ, feeling it pulse against his fingertips. Eric was arousing the man to the point that sex blocked out all other rational thought. Any aversion John might have had to feeling a man's touch was gone. The only thing he wanted at this point was more of what Eric was giving to him.

Eric leaned down to John's ear and quietly said "Turn over and scoot down the table." As John rolled over he could see Eric near his feet, making adjustments to the table. The table had been custom-built with foot extensions so a client could rest themselves in a position where both the anal and genital areas were totally exposed. John turned over and slid down the table. Eric adjusted the footrests and placed John's heels into the soft padding. John was now totally exposed with the plug still in his ass and his erect penis jutting upward, awaiting Eric's touch. 

Standing between John's outstretched legs, Eric anointed his client's cock and balls with more oil. His fingertips slid up and down John's hard dick. Eric was a master at edging a cock. He knew exactly how to extract maximum pleasure while holding off ejaculation. Gazing down. Eric admired the beauty of John's hard member. The circumcised head glistened with the sheen of the oil Eric had applied. Eric picked up the surgical glove and slid it over his left hand. John heard the snap as the elastic glove was pulled over Eric's wrist. It was a sound he recognized from when he had his last physical when the doctor had performed a prostate examination. John shivered in anticipation of what would come next.

Eric lubed up his gloved middle finger with the gel and then reached down to remove the plug from John's rectum. As the plug was withdrawn Eric saw the small gape in John's anus and sensing that his client was fully ready he slid his lubricated finger deep into the opening. Eric felt no resistance to the digital entry. Curling his finger upward, Eric felt the smooth lump of John's prostate. Withdrawing his finger several inches, Eric gently grazed the length of the swollen gland eliciting a low moan from John. Eric then slid his finger back in and began to slowly fuck John's ass and massage his prostate. With his free hand Eric gripped John's erection and stroked it in rhythm with the finger pumping into John's rear passage.

John was awash with pleasure. His pelvis began to involuntary thrust against Eric's stroking hand and probing finger. He was now living the scene from the video he had watched days earlier. As he thrust his hips upward to slide his cock through Eric's hand he felt the finger inside him increase its pressure on his internal gland. His whole body was now on fire as it built to orgasm.

Sensing John's impending orgasm, Eric made a decision. Usually numerous sessions with a client preceded what Eric was going to do next. As John's hips thrust upward Eric lowered his head and allowed the glans of John's cock to slide past his lips and enter his mouth. As his hand continued to pump the hard penis, Eric's mouth circled and massaged the smooth velvety head. John's hips stopped thrusting momentarily as he felt the new sensation of the mouth that encased his rigid organ. Slowly his hips began to move again as Eric's mouth laved the head of his cock.

The addition of Eric's oral stimulation rapidly sent John over the edge. His back arched and he let out a loud gasp. The orgasm started deep within his body. His anus contracted rhythmically around Eric's finger as the jets of hot semen shot into the masseur's sucking mouth. The expert prostate massage had caused the gland to produce an extraordinary amount of male liquid. Eric was both surprised and pleased by the volume as he swallowed shot after shot of John's sperm. He knew instinctively that his client had never had an orgasm of this length and intensity.

As the orgasm subsided Eric let John's softening cock slip from his mouth and withdrew his finger from its internal lodging. He moved up toward the head of the table while running a hand over John's flat abs and smooth chest. John opened his eyes to see Eric standing over him and looking down with a small satisfied smile. Glancing lower John could see the outline of a large firm erection under the thin cloth of Eric's pants. Without think he reached out and ran his hand over the covered organ and felt it twitch in response.

Eric moved back a step, just out of reach from John's wandering hand. Looking into John's eyes Eric spoke to his spent client: "I think today was enough for a first session. You should have something to look forward to at out next appointment. I will book you for two hours next Thursday at 3:00." Eric then gave John's shoulder a friendly squeeze before he turned and left the room.

John gradually worked his way off the table and back into his clothes. One thing was for certain. It would be a long wait until the appointment next Thursday.