4 comments/ 134299 views/ 38 favorites Alex's Humiliations By: CourtStJester This is a repost of the first chapter and the initial posting of the rest of the story. Chapter 1 Alex was bored. Bored out of his mind and idle hands are the devil's workshop. He had done the daily crossword puzzle, checked his email (personal and business) and was now browsing the Internet including a couple of soft porn sites. Not that he didn't want to work. He preferred to keep busy but there just wasn't a whole lot for him to do. The company had once been much bigger and there had been 10 people in the IT department. But budgets needed to be trimmed and now there were three and he was at the bottom of the ladder. His boss, John Webster, dealt with the non-technical issues of the IT department. Next in line was Bob Johnson. Bob took as many trouble tickets as he could get his hands on figuring the busier he was and the more exposure he got the less likely he was to be the next person laid off. So Alex was relegated to sitting in his office (there were so many empty ones that even geeks like him got an office) taking the occasional customer service call that Bob could not get to and writing scripts that no one else could be bothered with. This left him with hours of nothing better to do than surf the net. So he was grateful when the phone rang as it was doing now. "Good morning. This is Alex." He tried not to sound as bored as he was. "Alex, come into my office. I need to see you." Click. Alex knew by the gruff manner and inpatient attitude that Webster was not in a good mood. Webster was a few levels below a used car salesman. You always felt like you needed a shower after a meeting with him. There were plenty of rumors around about him. That he stole equipment left and right, padded his expense account and even that he raped Anne Johnson (or at a minimum used blackmail for sex) who was an administrative assistant in his office and a really nice girl. There was talk of criminal charges but nothing seemed to come of them. But he was the boss and when he beckoned, Alex jumped. "Shut the door behind you." Webster said without looking up from the sheets of paper in a folder on his desk. Alex did so and sat in the chair in front of Webster's desk. "As you know, Atlas Engineering has an 'Acceptable Use' policy for computer equipment used in and owned by the company. That policy was started to overcome management objections that computers would be misused. Everyone in the company signed a statement agreeing to the terms of the 'Acceptable Use' policy. Do you remember signing that form?" Alex could guess where this was headed. His visits to porn sites have left a trail of crumbs right to his PC and now Webster had a reason to cut his budget even further. Before he could speak, Webster picked up where he left off. "No matter, since your file has a copy of the form with your signature on it. Let's take a look at where you have been on the Internet. 'xrated.com', 'bigboobs.com', 'teenmodels.com', 'cocksuckers.com', 'gaypics.com'. 'gaypics.com'? I didn't know, Alex." Alex saw his life, at least his professional IT life, flashing before his eyes. Although he did not recognize those websites, he had gone to some soft-core sites and probably got redirected to those. They were not sites he had searched out intentionally. He had gone to the soft-core sites out of boredom and curiosity. Had he had a regular sex life he would probably not even had been surfing the net in the first place. But he did not have a sex life. He had a few dates over the past year, but the only action he saw was alone in the shower. He was married at 21 at the height of the Internet bubble when he was making serious six figures. He bought a house, nice car and kept his wife and daughter well taken care of. But as soon as the bubble burst, so did the marriage and now at 25 he was making house, alimony and child support payments on less than a third of what he used to make. And now he was going to loose that. "You realize these are grounds for immediate termination." Grumbled Webster from behind the desk. "Yes sir." "Do you have anything to say?" Alex didn't see too many choices in the matter. He could say, "Fuck you. You're a scumbag too." But that would just seal his fate. He could explain that he did not intentionally go to those sites, but would have to admit to going to others. He could think up of some lame excuse like checking to see how their web pages were set up, but that was so ridiculous that he almost laughed thinking about it. No, he needed to throw himself on the mercy of the court. "Mr. Webster, I really need this job and I am sorry that I broke the rules regarding the use of PC's. I would appreciate another chance." "Alex, if I give you another chance, you need to do something for me." "Here it comes." Alex thought to himself. Wash his car? Get his lunch? What ever it was, Alex knew he needed to do it since he was in no position to argue. "What ever you want." was all he could say. Webster got up from his desk and walked over to the window separating the computer room from his office. He pulled the blinds closed and walked around to where Alex was sitting, unzipped his pants, reached in and pulled out his cock. "You can start here." Alex was speechless. Knowing Webster's reputation he figured on something underhanded or slimy but it caught him blindsided. "What are you waiting for? You must have learned something from 'cocksuckers.com' or 'gaypics.com'." he said in a mocking tone to Alex. "I'm not doing that." Alex said back adamantly. He had never done anything remotely close to having sex with another man. "I'm not gay." "You are today." Webster shot back "Or you're unemployed tomorrow." Webster had him figuratively by the balls and it looked like Alex was going to literally have Webster by the balls. The door was closed and he figured Webster would not let this get out since it was clearly a case of harassment. And it was the only way to get out of the mess he put himself into. Besides, a quick blow job (and since he had never done it before it would probably end up as a hand job) and it was done. He leaned forward in the chair and started to reach for the cock hanging in front of him. "On you knees." Webster ordered with a smirk. "And don't get anything on my pants." Sliding off the chair, he knelt in front of Webster and wrapped his hand around the base of the still flaccid cock and was surprised how thick it was. Soft, the cock was about two inches think and six inches long. He didn't want to think what it would have been like to be on the receiving end of it like Anne supposedly was. He lifted it up so the head was even with his lips, closed his eyes and leaned forward taking the cockhead into his mouth. Immediately the cock started to swell. "Yeah that's it." Webster moaned as Alex let the cock slide a little further into his mouth. "Suck it good." Alex let the cock slide back almost all the way out hollowing his cheeks as it went, and then slid it back in going further than the initial foray into his mouth. Again he let it slide back. Webster put his hand on the back of Alex's head and pushed him forward sliding the cock deeper into Alex's mouth. By now, the cock was rock hard, eight inches long and two and a half inches thick and Alex could barely get his mouth around it. Webster sensed some hesitance in Alex and had started to pump his hips driving the cock deeper into Alex's mouth until it hit the back of his throat and he started to gag. This didn't bother Webster in the least and he gripped Alex's head with both hands and started face-fucking him furiously. Alex had lost all control over the situation. He was concentrating on breathing when the cock was not in his throat and making sure that his teeth did not rake across Webster's cock. He had let go of the cock and was holding on to Webster's legs so he would not fall over from the pounding he was taking. His face was getting buried in pubic hair, balls were bouncing off his chin and eight inches of hard cock were in his mouth and throat. All the while, Webster was grunting and groaning with every thrust and picking up the pace until he stiffened and moaned "Here it comes." With that, he cock started to pulse and unloaded shot after shot of hot cum into Alex's mouth. Never having done this before, Alex just took the loads into his mouth but then realized that there was more than he could handle. "Yeah, swallow it." moaned Webster. Alex gagged as the cum started to slide down his throat and, in order to clear his mouth and breathe, he swallowed the load and almost vomited it back up. "Hold still." Webster ordered, his cock still in Alex's mouth. Any movement by either of them at this point would be unpleasant for Webster while his cock was in such a sensitive state. But finally he slid it out of Alex's mouth and let it hang limp outside his pants. It was red and covered with saliva and cum. "That wasn't so bad, was it?" Webster sneered. "Clean it off." Alex looked around for something to wipe the cock with, but Webster just laughed. "With your tongue, stupid." Alex felt his face redden with this final humiliation as he started lapping at the cock licking off the streaks of cum and saliva. He slid the entire cock back into his mouth to do a good job but then realized that this may get Webster aroused again. Using his lips like a squeegee he gave it one last wipe as it dropped out of his mouth. "That's all for now." Webster said as his tucked his cock into his pants and zipped them. "You can go." Alex left, closing the office door behind him, and ran to the men's room. Locking the door of the stall behind him he leaned over the toilet and gagged. He had just sucked a guy's cock, something he had never done nor was inclined to ever do. He let Webster cum in him mouth and he swallowed it. He could taste Webster's vile cum in his mouth and on his lips and no amount of spitting into the toilet would get rid of the taste. He flushed, stepped out of the stall and over to the sink where he turned the water on and rinsed his mouth. And rinsed again. And rinsed again. And again. And again. The taste just would not go away. Pulling a few towels out of the dispenser, Alex wiped himself off and looked into the mirror. "What a fucking idiot you are" he said to himself. "You gave Webster a chance to make you a fucking cocksucker and that's exactly what he did." Alex started for the door, but stopped. It was 4:30 and really did not want to be near Webster for the rest of the day. Just thinking of the asshole made his stomach churn and looking at him would probably make him puke. He decided to blow off the rest of the day. Opening the door he peered around. No one was around so he darted to his office, shut down his computer and headed for the front door. He was glad it was behind him, or so he thought. Chapter 2 Alex couldn't sleep that night. He had sucked Webster's cock, been humiliated, swallowed his cum and now his stomach was churning. He wasn't gay, he kept telling himself, and he had saved his job by taking a guy's cock into his mouth and swallowing his load. It was repulsive to him, but frankly he had gotten himself into the mess, even though he had not visited the web sites Webster had accused him of. He had to do what he did to keep working and paying the bills. He did not, however, look forward to going to work the following day and considered calling in sick. That, he thought, would just antagonize Webster more. At a minimum he would be accused of trying to get himself a long weekend. Worse yet, Webster would rag on him for being so weak that he couldn't show up for work. No, Alex knew he had to go into work and tried to put it out of his mind. But he couldn't. When he arrived at work the next day he quickly headed for his office and shut the door behind him. Powering up his PC he open his emails and his stomach tightened when saw a meeting request from Webster. Thankfully a few other people were to attend so he would not be alone with the asshole. For the rest of the day Alex stayed off the net for reasons other than business and avoided any interaction with Webster. At the appropriate time he headed for the meeting and lingered until he saw others in the conference room before entering. "As you know, Georgia Enterprises is our biggest client" the VP of sales started the meeting with. "They are going to go live next week and I will be there along with our senior sales rep and customer service coordinator and we want the IT department represented also." "That is probably a good idea." Webster agreed. "I'll go to handle the high level technical presentation and Alex here can go as the technical geek incase something breaks." He turned to Alex and looked him straight in the eye. "You don't mind joining us in Atlanta, do you Alex?" "Not if you keep your cock out of my mouth." Alex thought to himself but replied "No problem." "Good." smiled Webster. "Let's plan on getting together Monday to go over our itinerary and what we will do down there." "I can hardly wait, asshole" Alex again thought. The rest of the day proceeded without incident. As was usual for a Friday, Webster was called out of the office for some "sudden meeting" and the place was dead. Bob had taken the day off also so it was just Alex in the department and he was bored again. He dared not get on the net again to look at porn sites but then had an idea. Webster's office was unlocked and Webster had forgotten to shut off his PC. He could kill two birds with one stone. First, he could look at all the porn he wanted to without it being traced to his PC. And because he was going to use Webster's, he could really go to town… hard-core gay, bestiality, she-males. Anything rated triple-X and all traceable to Webster's PC. This could give him some leverage in case Webster decided to fire him anyway. Alex slipped into the office without being seen and started surfing. For the next two hours he had a field day looking at as many sites as possible making sure he lingered on the most outrageous, horny, nasty, filthy ones he could find. For once, he was disappointed when 5:00 rolled around and, making sure the office looked undisturbed, he snuck out and called it a day. It was a day well spent at the office. When he got home he had a choice. He could go running, as he usually did, or hit the shower and take care of the raging hard-on that he had. He decided for the shower and stripped down and turned the water on. He soaped up his body which was a runner's body. He was lean, not muscular at all. At 5'7" he was at a disadvantage in competitive running so only ran for fun. With the water running on his back he started stroking his cock. The various pictures he had seen that day danced in his head and his hand slid up and down his cock. Although he would have liked to just lazily keep stroking, he was horny and beat his cock faster and faster until he felt his balls tighten and he unloaded his cum into the shower. He knew that would not be the last time he wanked himself that weekend. When Monday rolled along, Alex was less weary about seeing Webster. He had the goods on him and felt less afraid about losing his job. In fact, he did not see Webster all day until he saw him heading for his office around 3:00 in the afternoon. "Asshole" he muttered to himself. At 4:00, Alex's phone rang. He picked it up. "Al…" "GET THE FUCK IN HERE!" Webster screamed. Alex put the phone down and headed for Webster's office reviewing what he had done Friday. He had made sure everything was replaced just as Webster had left it and no one had seen him in the office. Maybe he is just guessing Alex had done something or maybe he was just in a bad mood. "Shut the fucking door." was the greeting he received. Webster got up and walked over to the computer room window and turned to face Alex. "What kind of idiot do you think I am?" Alex decided on the spot to play dumb. "What do you mean?" "YOU KNOW WHAT I MEAN! I catch you using your PC to surf porn sites so you hack into mine to do it?" Alex figured that Webster still had no proof so decided to try to push back a little. "Look, you had your fun with me and now you are trying to blame me for your doing the same thing?" Webster gave Alex a cold stare. "Is that the game you're going to play? You're going to get me on the same violation that I got you on, right? You're not that smart. You used my computer and that alone is another rule you broke." "You have no proof that I used your computer." Alex replied. He was feeling more confident now and felt Webster might be backed into a corner. Webster leaned against the computer room window and glared at Alex. "Look over my shoulder, asshole." Alex past Webster and into the computer room which was filled with machines, cables, monitors. "Big deal" he thought to himself. "Look up in the corner." Webster said sarcastically. Alex glanced up and his heart dropped into his stomach. There in the corner was a camera which had a full view of the window and, consequently, Webster's desk. "What do you think I saw on the tape of that camera?" continued Webster. "Who do you think I saw sitting at my desk on Friday afternoon?" Alex felt like he was getting lower and lower in the chair but in reality he wasn't moving. He had, however, started to sweat profusely, his mouth was dry and his heart was pounding in his chest. "I… I…" was all he could get out. "You… you… what?" mimicked Webster. " Do you have something to tell me? Do you have something to say? Do you want me to guess what you are going to say? I bet it was 'Gee, I liked sucking your cock so much last week that I just want to do it again.' Well guess what, cocksucker, you're going to get your wish." With that, Webster closed the blinds in the window and walked over to Alex. "It's all yours, cocksucker." Alex slid off the chair and onto his knees. He knew he did not have a choice. He undid Webster's belt, unzipped the pants and pulled them and Webster's boxers down. Webster's cock just hung there like a sausage waiting to be tasted. He picked it up and opened his mouth, but hesitated for a brief second. Webster was either in a hurry or in no mood for Alex's reluctance to do what he had to do. He grabbed the back of Alex's head, pushed it forward forcing his cock into Alex's mouth. Once in, he started to control the action as he had done before, pumping his cock further and further into Alex's mouth. Again just trying to breathe and not pass out, Alex was along for the ride. He tried to keep his mouth open wide enough to accommodate Webster's cock but when it started hitting the back of his throat his gag reflex took over and he pulled his mouth off the cock. "Boy, you are just not an accomplished cocksucker, are you?" Alex was still gagging and did not respond. Webster grabbed him by the arm and pulled him up. "Lie down with your head over the edge." Webster ordered clearing a spot on desk. Alex complied hoping to get this over with quickly. Webster walked over to Alex's head and straddled it with his balls right over Alex's mouth. "Suck them," he ordered. Alex opened his mouth and took one of Webster's balls into his mouth and rolled it around. Webster moaned as Alex's tongue moved it around. "Open up." Webster said as he reached down. Alex complied and Webster forced the second ball into his mouth. As hard as he tried, there just was not a lot of room for Alex to move the balls around. The best he could do is gently suck on them. "Very nice." Webster moaned. "Now, open wide." Webster lifted his ball sack out of Alex's mouth and slid his cock back in. With Alex's head back off the edge of the desk he had a clear shot down Alex's throat. With that he commenced to deep throat Alex. Webster's balls, still slick from the bath they received, slapped against Alex's face. Alex's Humiliations Webster picked up the pace pulling his cock almost all the way out and then long-dicking it back into Alex's throat. Alex held onto the edges of the desk and grabbed short breaths between strokes. Without warning Webster pushed his cock deep into Alex's throat and shot his load of cum. Alex swallowed and swallowed but the position that he was made it difficult for him to swallow the load. Webster stayed buried deep in Alex's mouth until his cock stopped pulsing then pulled his cock out. Strings of saliva and cum stretched between the cock and Alex's mouth and has run down the sides of his head. "Clean up time." Webster laughed. Alex lifted himself off the desk and knelt down and started licking Webster's cock. He was again humiliated and sickened and just wanted to get out of there. After about 10 minutes Webster pulled back and started to get dressed. "Get out of here." Alex got up and headed for the door. "By the way" Webster said, stopping Alex before he opened the door. "Meet me at the airport tomorrow at 2:00. And another thing, shave before you get there." "What?" Webster leered back at Alex. "I want you to shave. Shave everything below your neck. Arms, legs, balls, arm pits. Everything." "What for???" Alex did not like where this was headed and felt that he had been humiliated enough. "Haven't you had enough fun?" "Look, cocksucker, I own you now. I have enough to get you fired and your hacking stunt is probably enough to send you to jail. But maybe you'd like that, wouldn't you? You'd have a cock in your mouth all day long in there. You'd make someone a real nice bitch. Just do as I say and stop asking questions." Alex felt he was trapped. Webster was the kind of guy who would crush him if he got in his way. He needed this job and certainly did not want to go to jail. He didn't know what Webster had in mind, but it didn't matter. He turned and walked out of the office. He was Webster's bitch now. Chapter 3 Alex stood in the shower with a can of shave cream and a razor. Webster's request, no, command, was puzzling. It made no sense. It had to be one more thing that Alex had to do to humiliate himself. He figured Webster would check to see whether he had actually shaved and then mock Alex for the entire trip. Again, he did not have much choice in the matter and got down to business. Alex shaved his arms, underarms, legs and started on his balls. He was afraid that he would cut himself and they would find him in the bathtub where he bled to death. Smoothly shaved but dead nevertheless. As he shaved his balls, the touch of the razor started his cock to twitch. Soon he had a raging hardon. That was fine… all the easier to shave his cock. He ran the razor up and down his cock until his pubic hair was nothing but a memory but his cock was still standing tall. He squirted more lather on his cock and started stroking it slowly. His thoughts went back to that afternoon when Webster's cock was raping his throat and, strangely, it excited him. He was not gay he kept telling himself, but the thought of Webster's balls and cock in his mouth got him hornier. His hand moved up and down his cock faster and faster just as Webster's cock had slid in and out of his mouth. What was he thinking??? Why did it have this kind of affect on him??? In minutes Alex felt his load rise up his cock and shoot on the shower wall. His cock pulsed and pulsed as he milked every drop of cum out of it. It was an intense orgasm and puzzled him why his thought of being used by Webster triggered such a response. Maybe it was pent up frustration. Maybe it was a normal reaction to the kind of sexual acts he had performed on Webster. Whatever the reason, it did not matter. He realized that he had forgotten to shave his ass. He grabbed the shave cream and razor and proceeded to finish his humiliating chore. When he stepped out of the mirror he looked at himself in the full-length mirror on the door. As a swimmer in high school he had shaved his legs and had never had a lot of chest hair, but could not remember not having pubic hair. His balls and cock looked naked hanging just there. "Fine" he said aloud. "You got what you wanted, Webster. But this is nothing that I can't live with. You can have your laugh but it will grow back." He wrapped the towel around his waist and headed for the bedroom where he packed a small overnight bag for the trip. By the time Alex got to the got to the gate, the passengers had already started to board. With any luck, Webster would miss the flight and give Alex a few hours without him. He started into the plane and proceeded through first-class when he saw Webster sitting there. Typical of Webster, he had booked himself into first class while Alex was sitting in steerage. Webster looked up from his newspaper, saw Alex in the aisle and with a not-so-subtle voice addressed him. "Alex, nice and smooth, are you?" Webster just laughed and went back to reading his paper. Alex reddened. He knew what Webster meant. Maybe everyone who heard him knew also. More than likely they thought Webster was referring to the flight. Hopefully they thought Webster was referring to the flight. It didn't matter. Alex had sucked Webster's cock, been face-fucked and deep-throated by him and swallowed his load. How much more humiliated could he get? He sank into his seat. 41E. Webster couldn't even get him an aisle or window seat. Just add it to the scorecard. Webster 100, Alex zero. He closed his eyes and hoped he could just sleep through the flight, but his mind kept reliving events in Webster's office the day before. Again, despite Alex's revulsion at sucking another man's cock and swallowing his cum, Alex's own cock started to respond. He tried to push the thoughts out of his mind, put he couldn't. Alex could feel every thrust of Webster's cock and taste every drop of his cum. In desperation, Alex grabbed a magazine and opened it up trying to not only concentrate on something else but to hide his building erection. It didn't help and for the entire flight Alex could not get the scenes from replaying in his head. After touchdown, Alex made his way through the plane and caught up with Webster in the gate area. "We need to go down to the baggage area to pick up a bag." Webster said without looking at Alex. "Pick up a bag?" Alex thought to himself. It was a one-nighter and Webster was already carrying an overnight bag. What did he need to pack? How many changes of clothes does this guy go through in a day? It did not matter. Alex fell in line behind Webster and headed off to the baggage area. After retrieving a fairly large suitcase, they caught a taxi and headed for Georgia Enterprises. They would spend the day there taking care of business and it was a relief for Alex. He spent most of his time with other IT geeks and little with Webster. "He seems like a nice boss," they told him. "Yeah, right" Alex thought to himself. "If you only knew." At the end of their day, they headed their hotel. It was 6:00 and Alex was starved. He was hoping that Webster would have something to do that night and Alex could grab dinner and have a pleasant evening in his own room without Webster's company. The break would be nice. The cab pulled into the hotel parking lot and they climbed out and headed for the lobby. It was a decent-looking hotel, not the Ritz, but probably a good business traveler type of place. They walked up to the registration desk and Webster pulled out his wallet. "Reservation for Atlas Engineering." he said as he handed his credit card to the clerk. "Yes sir. We have a two-room suite available as you requested." the clerk replied. "Two-room suite?" Alex thought to himself. "I have to share a two-room suite with him?" This was not good. These set ups usually mean someone sleeps on the foldout couch and someone gets the bed. And he knew who was going to get the couch. Just one more point for Webster he thought. The registration process completed they headed up to the seventh floor and to their suite. Like all business type of hotels, this one had an Internet connection and the first thing Webster did was set up his laptop check his email. After a couple of minutes Webster headed for the bedroom turning back to Alex as he walked. "We're going out to eat shortly. We'll get ready in a few minutes." "I can hardly wait," mumbled Alex. He heard Webster moving around the bedroom and heard him open the clasps on the suitcases. If Webster were true to form, he would probably have too much to drink tonight, come back upstairs and fall asleep. That would afford Alex with some time to himself. Maybe Alex could shave Webster while he was drunk. Maybe… "Get in here." Alex snapped back to reality. He headed for the bedroom and found Webster with an array of clothes spread out on the bed. "This is what you are wearing tonight." he said, looking at Alex and waiting for a reaction. Alex walked over to the bed and looked at the clothes, a black waist-length leather jacket, white blouse, black leather mini-skirt, thigh-high black boots and women's underwear. "WHAT THE HELL IS THIS?" Alex shouted. "IS THIS SOME KIND OF JOKE?" Webster walked over to Alex and stood close enough that Alex could feel his body heat. "Listen, cocksucker, you are going to do what I say and you aren't going to complain and you certainly aren't going to shout at me. Understood?" "Mr.Webster, this is going too far." Alex pleaded. "I sucked your cock twice. You made me swallow your cum. I've never done that to anyone. Haven't you had enough?" "No, I'm just getting started. Now unless you want to be an unemployed convict when you get home, I suggest that you strip." Webster ordered. Alex lowered his head. He had gotten himself in deep now. In hindsight he probably should have walked out of the first meeting with Webster but he didn't. And by fooling around with Webster's PC, he just sealed his fate. No, he was in deep now and just hoped that this final humiliation would satisfy Webster. "Can I at least have some privacy?" "No, you're going to need a little help." smirked Webster. Alex unbuttoned his shirt, pulled it off and threw it on the bed. Next came his shoes, socks and eventually he slid his pants and boxers down to his ankles and kicked them off. Webster reached into the suitcase and pulled out a roll of duct tape. "This is to keep things in place." he chuckled. He pulled off three strips about 18 inches long and walked over to Alex. "Spread your legs." he ordered. Alex did as he was ordered and Webster stuck the strips of tape to him just below his navel. "Turn around and bend over." With Alex's back to him, Webster fumbled around the suitcase again. Alex heard a squirting sound and suddenly he felt something cold against his asshole. Without a word, Webster pushed a small butt plug that he had lubed into Alex's ass. "W… WHAT ARE YOU DOING?" Alex cried and tried to straighten up, but Webster just pushed his head back down. "Just making sure I have your cooperation tonight." Webster reached between Alex's legs and grabbed the ends of the tape and pulled them between the legs and back up taping Alex's cock and balls tight to his body and sealing in the butt plug. "We don't want them getting in the way, do we?" he smirked. "Get up." Alex stood up and faced Webster. His cock and balls were taped so tightly to his body that it appeared he didn't have any. And he could feel the butt plug, as small as it may have been it felt huge in his asshole. "See this?" Webster said, holding up a small device like a car door opener. "This sends a signal to that thing up your ass. When it does it will give you a shock. I can control the intensity from 'light' to 'extra crispy'. This is 'light'. With that Webster pushed a button on the control and a stinging pain shot into Alex's groin. It did not knock him over but it made him wince. "Do you want to try the next level?" Alex was convinced by the 'light' setting that he did not need another demonstration. "No." was all he could muster. "Good. As long as you don't step out of line I won't need to use this. And I won't warn you. If you give me grief or a hard time, I'm pressing the button and you can get what's coming. Just hope you don't piss me off enough to use the 'extra crispy' setting. Now get dressed." Webster turned, walked out of the room shutting the door behind him Alex looked at the clothes on the bed. He started with the underwear which included fake tits in the bra. It was his first time dealing with women's undergarments and after 15 minutes Webster was pounding on the door telling him to hurry up. A few minutes later he opened the door and walked out of the bedroom for inspection. Not bad Webster thought. Alex's short hair was covered by a wig of straight black hair. With the pseudo-spike collar around his neck, Alex looked like a cross between a punk chick and a biker girl. He stood wavering in the boots that had spike heels. "Better get used to those boots." Webster chuckled. "You're wearing them all night." Webster walked behind Alex and checked him out from the rear. His hands wandered over Alex's shoulders, down his back and over his ass. Alex just stood there. There was nothing he could do. From behind Webster put his hands on Alex's hips and pulled him close so that Alex's ass ground into his groin. He reached around, grabbed Alex by his "breasts" and fondled him. He bent down and kissed Alex on the neck and then moved up to his ear. "We're going to have some fun tonight, right?" he said as he nibbled on Alex's ear. "Let's go." They headed for the door, went down the elevator and out the front door of the hotel. At a quick glance, one would think they were hooker and her john. Maybe that's exactly what Webster wanted Alex thought. "Parade me around like a whore." They climbed into a taxi and Webster gave the driver the name and address of a restaurant. In about 20 minutes they arrived and Alex looked out the window. He could guess why Webster chose this particular restaurant. It was in an area of town that Alex guessed to be the "gay" area. He saw couples ranging from regular-looking guys holding hands to two women engaged in a lip-lock so tight one was certain to pass out. Webster open the door and got out, then turned and offered his hand to Alex to help him out of the taxi. Once out, Webster offered Alex an arm and they strolled into the restaurant arm-in-arm like a couple of newly-weds. They were seated immediately and Webster ordered a bottle of wine. "I hope you like the wine. It should help you loosen up." Alex figured there wasn't enough wine in the whole restaurant to get him loose. With a little luck he could get himself hammered and would be unable to participate in Webster's little play. The first glass went down quick and Webster refilled it just as quickly. "Don't go overboard." He cautioned Alex and lifted the remote control out of his pocket. Alex was in the process and downing the second glass and thought better of it and put the glass on the table. "That's better," he said and he put his hand on Alex's. He then took Alex's hand and placed it on his thigh where Alex felt Webster's cock in his pant leg. Webster moved Alex's hand up and down the length of his cock and then let Alex do it himself. Alex looked up and saw the waiter approaching and started to move his hand, Alex grabbed it. "Don't stop." he commanded. Alex's hand returned to stoking Webster's cock as the waiter came over to the table. Alex did not look up knowing that the waiter could see everything. While he was taking their order, he could not help but notice Alex giving a hand-job under the table. The waiter looked at Webster, gave him a knowing nod and turned and headed for the kitchen. "That's fine for now." Webster said removing Alex's hand. "We can continue that later." They sat quietly sipping their wine until the waiter returned with dinner. After serving, the waiter turned to Webster and asked, "Is there anything else sir?" "No, we're fine thanks." replied Webster. "Then sir," the waiter said looking at Alex, "you ENJOY your dinner." Alex was not in much of a mood to eat. Besides, food would just dull the effects of the wine and he wanted so badly to be oblivious. If Webster was limiting the wine, Alex could limit the food. "Not hungry?" Webster said as he stuffed more food into his mouth. "Not really" replied Alex. But he was and eventually his hunger won out. He was disappointed since he would probably be coherent for the rest of the evening. The rest of the dinner was uneventful. Webster did not get the rest of the hand-job from Alex which disappointed Alex. At a minimum he had hoped to satisfy Webster without having to suck on his cock again. Better yet, it would have been nice to see Webster cum and leave the restaurant with a big wet stain on his pants. But neither was going to happen. Webster paid the bill, left a big tip for the waiter (on Atlas Engineering, of course) and as they left the waiter nodded to Webster. "Enjoy the rest of your evening, sir." He said as he winked to Webster. "I intend to," replied Webster. "Fuck you," muttered Alex. Webster reached into his pocket and in a split second Alex stiffened and almost toppled off his spike heels. "Behave yourself" Webster said with a scowl. "Don't make me do that again. The next time will be worse." "Sorry, I won't" said Alex. He almost sounded subservient, like a trained dog or something. Was he finally beaten? Was he Webster's bitch? Maybe he should concentrate on self-preservation and not worry about that right now. They headed for the nearest taxi and climbed in. Alex was uncomfortable. As if wearing the butt plug wasn't uncomfortable enough, getting shocked left his ass burning and he almost felt that he was going to lose control over his bladder. He had that tingling sensation associated with having to take a wicked piss, but knew it was the result of the shock. Or at least he hoped it was. Webster had instructed the driver to take them to the Michael's Club, a high-class strip club (if there can be such a thing as a high-class strip club) and as they drove along Webster rested his hand on Alex's thigh and stoked it. Alex was perplexed. Webster's hand felt nice running up and down his thigh but he kept saying to himself that he wasn't gay. But his cock, straining against the tape, told him that something else was happening. He was aroused but didn't want to admit it. Had it not been for the tape, his cock would be standing at attention. He wished he could pull it out and jack off to release the pent-up feelings. But instead, he had to sit there holding it in. He was grateful when the cab pulled up to Michael's and Webster reached for his wallet. Once inside, he would try to position himself in a way that he wouldn't have to stroke Webster, and Webster would leave him alone. Once again, they strode arm-in-arm into the club and were seated in a small booth-like area. But the booth was not ideal for keeping away from Webster and they ended up almost in each other's lap. Webster ordered wine for Alex and shooters for himself. A good sign Alex thought. Webster was headed for a good night's sleep. They watched the girls on stage do their thing and Alex could tell that Webster's cock was hard. His would have been also except for the tape. He considered asking Webster to take it off, but he knew that wouldn't happen. Instead, he drank his wine hoping that the alcohol would deaden the effects that the dancing girls were having on him. After about 15 minutes, the doorman approached them and sat next to Webster. He was a big man, maybe 6'6" and 280 pounds. He looked like a football player, or a bouncer. "Sir, we don't allow that type in here," he said to Webster. Alex's Humiliations "What type is that?" Webster asked. "HIS type" replied the doorman. "Cross-dressers, she-males, trannys. Whatever they are, we don't allow them in here. This is a 'gentleman's club'." "Oh, he isn't like that" Webster replied, leaning towards the doorman. "This is sort of his punishment. Believe me, he isn't enjoying this one bit." "I understand sir. But we do have our rules." "Maybe we could work something out?" Webster suggested, nodding towards Alex who because of the loud music had no idea what was going on between the two. The doorman looked at Alex, looked back at Webster and nodded. "Follow me" he said as he got up. Webster nudged Alex and they got up and followed the doorman down a small corridor lined with doors with numbers. He stopped at number 8, knocked and listened for a response. When he didn't hear one he opened the door and peered in. The room was empty and he turned and motioned for Alex and Webster to go in. Once inside, he locked the door. "Alex, this gentleman is willing to let us stay, however he needs to be accommodated." Alex just looked at Webster. The wine had slowed his grasp of things and didn't quite get what Webster was saying. But when the doorman stepped forward and opened his pants, Alex got the message. He started to back away but was suddenly jolted by an electrical shock which buckled his knees and dropped him to the floor. "Don't make it worse," Webster said to Alex. "Just take care of him and we will be all set." Alex looked at the doorman. His cock was already standing out straight. It was a good 10 inches and thick as a wrist. It was black with big veins running up and down its length. "Open up pussy" the doorman said with a smile and he forced his cock into Alex's mouth. It barely fit and Alex had all he could do keeping his teeth away from it. The doorman started fast and furious pumping as deep as he could into Alex's mouth. Alex could feel it bottom out in his throat but there was still a couple of inches outside his mouth. The doorman kept up the assault while Webster watched from the side. Alex was again just along for the ride getting a vicious face fuck from a huge cock. The doorman's hands kept Alex's head in place as he used his mouth for his own satisfaction. Finally the doorman felt the load coming and he pulled out of Alex's mouth, grabbed his cock and pointed it straight at Alex. "Open up boy." he moaned. The first stream of cum hit Alex in the eye, the second on the cheek. But blast after blast after that went right into Alex's mouth. So much so that it started to drool out when the doorman's cock finally stopped shooting. He took his cock and wiped the cum all over Alex's face and then stuck it back into his mouth. "Clean him off good" commanded Webster. Alex sucked and licked the cock clean until there was only saliva dripping off of it. The doorman tucked it back in his pants, tossed a towel to Alex and turned to Webster. "Enjoy the rest of the evening sir." Was all he said. He turned and opened the door for Webster and Alex. "Thanks, but I think we've had enough excitement for one evening" Webster replied. "Could you call a taxi for us?" "Yes sir" replied the doorman. In a minute a taxi had arrived and the doorman escorted Alex and Webster to the cab. He handed Webster a bottle of wine, a card with his phone number on it and winked at him. "With my compliments. Call me if you ever need me." he said as he opened the door for them. They got in and Webster gave the driver the name of the hotel and they were off. The doorman had been considerate enough to open the wine and Webster handed it to Alex. "Have some. It'll wash the cum down" he said laughing. Alex took the bottle and raised it to his lips. He chugged at it until Webster pulled it away. "Whoa boy." He said. "The night is still young." Alex was on the verge of tears. If he were on a bridge he would probably throw himself off. Just when he thought Webster couldn't humiliate him further, he did. And he knew that before the night was over he would have Webster's cock in his mouth again. Chapter Four Alex tried to drink as much as he could on the cab ride back to the hotel, but Webster made sure he did not drink so much that he would get sick or pass out. And by the time they got to the hotel he had a good buzz going. Webster helped him out of the car and into the lobby of the hotel. Alex could feel the staff staring at him. A guest and his whore coming in for a little fun. But at this point what could he do? He could play the part. He probably looked like a damn good whore. High-heel thigh boots, tight leather skirt and a mouth that was great to fuck. They were probably envious of Webster but if they only knew. He was hoping that when they got upstairs Webster would say "I hope you learned your lesson" and leave him alone but figured that would not be the case. They rode up the elevator in silence and made their way to the room. Webster unlocked the door and they walked in. Alex stood there pouring a glass of wine, waiting and wondering what Webster would do next. He didn't have to wait long. Webster walked over to Alex, turned him around pinning him against the wall and pressed his lips into Alex's. He pushed his body against Alex's and his hands wandered and caressed Alex's thighs, crotch and ass. Webster's tongue darted in and out of Alex's mouth twisting and lapping his lips and tongue. Alex did not respond. He was revolted at Webster's advances and just wanted to get this over with but Webster was in the throes of foreplay. When Alex continued to be unresponsive, Webster grabbed him, tossed him to the floor and jumped on top if him resuming his oral attack. Alex was now more than massive. He had started to resist the advances which enraged Webster. Webster reached into his pocket and pressed a button. Alex's body shuddered. He pressed again and Alex shuddered again. Webster put his mouth over Alex's and pressed the button a third time. Alex groaned. "No more, please" he begged and willingly complied with the advances by slipping his tongue into Webster's mouth. Webster continued to kiss Alex on the mouth, neck and ears with more and more passion. While doing so he had pushed Alex's legs apart and was now humping his groin into Alex. Somewhere through this Alex's passion had also increased and has started to become aroused. "Take the tape off, please" Alex said. Webster thought for a minute. Without his little shock toy embedded in Alex's ass, Alex may not be as compliant as he was now. But he wasn't going anywhere either so Webster agreed. "Get up on the bed" he told Alex. Alex got up and lay on the bed. Webster lifted the miniskirt, pulled down Alex's panties and started to peel the tape off. Webster had done Alex a favor telling him to shave. The tape came off with little difficulty and Alex's cock and balls reappeared. "Roll over on your stomach and I'll get the back," Webster told Alex who quickly complied. "Get up on your knees so I can grab the tape." Alex got up on his elbows and knees and Webster grabbed the loose ends of the tape and slowly pulled them up over Alex's ass to reveal the butt plug. He pulled the tape all the way off leaving the plug in place. He looked at it for a minute and looked at Alex. He was still on his elbows and knees with his head on the bed and his ass in the air. Webster though to himself "You don't get many chances like this." "Wait there so I can get a towel to wipe you off when I pull the plug out" Webster told Alex. He got off the bed and went into the bathroom and came out a few second later. Alex hadn't noticed that Webster was now naked. He climbed back on the bed and positioned himself behind Alex. Slowly he started to remove the butt plug until it popped out leaving Alex's asshole smeared with lube. "Don't move until I can wipe you off," he said to Alex who just grunted as the plug popped out of his ass. But almost immediately he felt something pushing against his asshole to take its place. He lifted his head to protest but it was too late. Webster pushed and his cockhead disappeared into Alex's asshole. His weight flattened Alex on the bed and Webster fell on him spearing him deeply with his cock. The pain was intense, worse than the shocks, and Alex started to scream as Webster's cock stretched his asshole wide open but Webster grabbed the towel he had brought from the bathroom and stuffed one end into Alex's mouth. He grabbed both of Alex's hands and held them up above his head and pried Alex's legs open with his own. In that position, Alex was defenseless and Webster was balls-deep in Alex's ass. "Shhh…. Shhhh… Don't fight it" Webster whispered into Alex's ear. "The more you struggle the worse it will get. Try to push back and it'll open you up and feel better." Alex had lost the will to fight, or at least the ability. He was drunk and outmatched by a bigger man. He never dreamed this nightmare would end up with his being sexually used but that appeared to be the case. He pushed back against Webster hoping to eliminate some of the physical pain. "That's right. Go with it" Webster whispered in Alex's ear as he started sliding his cock back and forth. Alex's asshole was tighter than any pussy he had fucked before and it was hot. "You're enjoying this, right slut?" he asked as he picked up his rhythm. "You have a nice boy pussy. This is your first time, isn't it? Well, I'm going to bust your cherry." Alex was grunting underneath Webster. He felt every thrust and felt Webster's balls bouncing off his own. He thought this was what a woman felt when she was fucked. In fact, he was still wearing everything but the panties he originally had on. The leather skirt was up around his waist and the thigh-high boots were still on. His fake tits were being pushed into the mattress with each of Webster's down strokes. "Take it bitch," Webster taunted. "Take it like a girl does up her ass." Alex just moaned in response as the assault continued. Webster was slamming into his ass as if he was trying to push him into the mattress. He would pull back until his cock was almost out, then slam all eight inches back into Alex. Finally Webster felt his explosion start and he gave one final lunge into Alex, pushing his cock as far up Alex's ass as it could go and unleashed his load deep into him. Alex could feel Webster's cock twitching inside him and the burning sensation of a load of cum seeping into him. It was something he had never experienced before and was disturbed that for that brief moment he enjoyed the feeling. Webster lay on top of him sweating and breathing heavily. "You like it up the ass?" he whispered in Alex's ear. Alex did not answer. But he knew he did. Chapter 5 "Roll on your side" Webster said and they both turned with Webster's still hard cock deep inside Alex. He looked down and saw that Alex's cock was hard and leaking pre-cum. "Well, it looks like you did enjoy it" Webster said reaching down and stroking Alex's cock which jumped at his touch. "Jack yourself off," he told Alex. Alex slid his hand down to his cock and started stroking it. It was hard and wet and felt good in his hand. And the better it felt the less discomfort he felt having Webster's cock still hard in his abused ass. He started stroking faster knowing that it would not take long and Webster sensed that. "Tell me before you cum" he said to Alex, who just continued stoking his cock. Within minutes Webster could feel Alex's asshole tighten around his cock signaling that he was close. "I'm gonna cum" Alex moaned. Webster reached around and put his hand over the top of Alex's cock just in time to catch the first shot of Alex's hot cum. Rope after rope of the hot fluid shot out of his cock and landed in Webster's hand, so much so that if dripped off and onto the bed. Finally Alex stopped shooting and he lay there still clutching his cock. "You made quite a mess," Webster said to Alex. "You need to clean up. Open your mouth." Alex just lay there. He was abused, spent, sore and humiliated and just wanted to be left alone. But that is easier said than done considering you are lying in bed dressed as a woman with a guy's cock up your ass. "OPEN IT" Webster ordered. Alex opened his mouth and tilted his head back and Webster poured a handful of cum into his mouth. Alex knew he was going to have to swallow and he did. "Lick it up" Alex took Webster's hand in his, brought it up to his mouth and started licking the hand, He opened his mouth and slid one finger at a time into it and sucked them clean. Webster loved it. Although his cock had started to soften, it never fell out of Alex's ass. Now it was rock hard again as Alex sucked the cum off his fingers. He was ready to go again. He slid his cock out of Alex's ass, rolled off him and lay on his back. "Get on top of me" he said to Alex. Alex picked himself up and knelt over Webster straddling his hips. "Sit on it" he ordered Alex. Alex reached behind himself, took Webster's cock in his hand and stood it upright. Then, lifting himself up and positioning himself over it, he dropped down and the cock again lodged itself into his ass. Alex winced as the head popped through his asshole and gasped as the rest of the cock slid into him. "Ride it" Webster ordered. Alex started a slow rhythmic motion lifting up so the cockhead was the only thing inside him then lowering himself until all eight inches of Webster's cock disappeared into him. As he did he glanced to the side and caught his reflection in the closet mirror. What he saw was a woman with long black hair, boots and a miniskirt hiked up to her hips humping a guys cock into her ass. The only problem was that the woman had a cock of her own which was flopping limply under the skirt as she bounced up and down. The sight, and the sensation of Webster's cock reaming his ass aroused him and his own cock started to respond. "Looks like your enjoying this too" Webster laughed. Alex couldn't deny it. Last week he would have sworn that this is something he would never do. Never mind that he had been forced to suck Webster's cock and the doorman too, but now he was getting fucked up the ass and getting off on it. He picked up the pace enjoying the sensation of Webster's veined cock sliding in and out of him. Webster was reciprocating by pushing up on Alex's down stroke making sure that his entire cock got buried deep into Alex. It was too much for Alex. He felt his balls tighten and his cum start to boil up inside him. Knowing his cock was pointed right at Webster and not wanting to antagonize him by cumming into his face, he grabbed the top of his cock and shot his load into his hand. Webster, seeing this, lost it and blew his own load into Alex's ass. Alex just sat there holding his cock and cum running out of his fingers. He was ashamed that he had enjoyed being fucked up the ass so much that he had cum again. He was ashamed that Webster had gained so much control over him that he would fuck himself in the ass with another man's cock and like it. The look on Webster's face told him that he had indeed lost all control and respect for himself. "Get off" Webster said pushing Alex to the side. Alex rolled off and lay on his side facing away from Webster. "What's the matter? No after sex glow?" Webster said in a mocking tone. He reached over and lifted Alex's skirt spread his ass cheeks. He could see him cum leaking out of Alex's asshole which was red and raw. He put his finger on the asshole and spread the cum around, slipping his finger in and out of the now loose hole. He slipped a second finger in and slid them both in and out. Alex's asshole tightened around the fingers. Webster wasn't sure whether the reaction was from pain or pleasure, and really didn't care one way or the other. He finger fucked Alex a little more and then pulled his fingers out and lifted them to Alex's mouth. Alex open his mouth almost by reflex, slid both fingers and sucked on them bathing them with his tongue tasting his own juices mixed with Webster's cum. He probably could have laid there all night sucking like a baby except Webster had other plans. "Get up" Alex slid off the bed and stood up. Webster got up and stood in front of him and started to unbutton the blouse Alex was wearing. He slid it off Alex's shoulders and then unzipped the skirt which dropped to the floor. Webster turned Alex around and unclasped the bra he was wearing and that too dropped to the floor. He then stepped closer to Alex, pressed against his back. Breaking off, he whispered into Alex's ear "We'll continue this later. Take off your boots." Alex unzipped the boots and kicked them off. He then stood up and faced Webster and realized that this was the first time they were both naked together. He looked at the bigger man knew that Webster was in control. Webster knew it also, grabbing Alex's arm and leading him towards the bathroom. "Let's get cleaned up," he said, pointing to the bathtub. "Get in and kneel down." Alex got into the tub and dropped to his knees. Webster followed him and faced him, his cock hanging limply in front of him. "You know what to do," he said to Alex. Alex did, and opening his mouth, slid the limp cock into his mouth and started licking it clean. He licked the entire length of the cock, sucked the cum out of Webster's pubic hair and licked his balls. By the time he was done, Webster wouldn't need a shower. Webster still wanted to take a shower, but had a different kind of shower in mind. He stepped back, aimed his cock at Alex and without a word let loose with a stream of piss hitting Alex in the chest. Then, aiming higher started spraying piss into Alex's face and hair. "Open up cocksucker" he told Alex. Alex opened his mouth and immediately took a mouthful of piss. "Yeah, that's right. You're such a slut," he said as he alternately sprayed Alex's face and body. Alex just knelt there with piss dribbling out of his mouth and off his body. It was one more humiliation that he would have to endure quietly. Finally the piss slowed to a few drops and Webster stepped closer to Alex and held the tip of his cock to Alex's lips, which opened almost automatically and took Webster's cockhead in. But Webster wasn't ready yet. He stepped out of the shower and headed for the bedroom. "Take a shower and hurry up" he ordered Alex. Alex stood and started to wash, but there was no amount of soap that would get him clean. Chapter 6 Alex stepped from the shower and wrapped a towel around himself. He enjoyed the few minutes he had to himself, the first away from Webster in the past six hours. He stepped into the bedroom and Webster was sitting on the bed with the TV remote in his hand. "You should watch this. You may learn something," he laughed. Alex looked at the TV and saw a woman with huge tits sucking on a guy's cock. Webster laughed as he got up off the bed. "I'll be out in a minute. Watch it closely 'cause there will be a test on it" he said as he walked into the bathroom and shut the door. "Great" Alex thought to himself. He didn't want to watch. He knew that if he did he would just get horny and become more inclined to endure, if not enjoy, Webster's perversions. No, he would not watch. He got up off the bed and opened the door to the outer room of the suite. He looked at the front door and mentally calculated how fast he could get dressed, grab his things and run. But then what and where? It was after midnight and he knew no one in Atlanta. He knew he was trapped until they left the next day. As he turned, he noticed Webster's laptop still plugged in. "Great" he said to himself. "The start of my problems." We walked over to it and wanted to trash it but why bother? It would not help his situation in the least and would probably make things worse (if things could get worse.) He looked at the laptop and Webster's email list was on the screen. He saw one that caught his eye. It was titled "Cameras".