My flight from Dallas touched down at New Orleans International Airport shortly after 1:00 p.m. on a cool, humid Wednesday in late March. As the plane taxied to the gate, I checked my phone to confirm my meeting with my financial advisor for the following morning. I’m a lawyer in Dallas and Tyler has been handling my investments and finances for close to twenty years, practically from the time I graduated from SMU Law School and found my first job. He moved to New Orleans ten years ago, but I still kept him as my advisor. Most business is done over the phone or via email, but I still like to visit him in person once every three months. The fact that he has managed, through careful and shrewd investments, to increase my personal wealth to over twenty million dollars makes the cost of a first class plane ticket and hotel suite irrelevant.
I only had my laptop bag and a carry-on duffel, so I was able to skip the baggage claim and within twenty minutes of leaving the airplane, I was in an Uber heading for the Sheraton on Canal Street, my usual hotel whenever I’m in the city. During the ride, I called my wife to tell her that I had arrived safely and spoke briefly to my two young sons, promising them a fun weekend at our lake house when I got back. As we headed down the stretch of Canal that forms the southwestern edge of the French Quarter, I noticed more than a few college aged kids roaming around and remembered that it was spring break. Even though New Orleans isn’t a big spring break destination, they still get a few crowds of drunken revelers around this time. I usually scheduled my trip earlier in the month in order to avoid them, but a case I had been working on dragged on longer than I expected, so I would be stuck dealing with them for the duration of my short stay. Still, college men and women can be sexy as hell and despite being married, I wasn’t above scoring a quick piece of ass, male or female, when I was away from home.
I tipped my driver generously when he dropped me off and went into the hotel lobby, heading straight for the elite check in desk, hoping my favorite clerk would be there. Sure enough, there he was. Leon was in his mid-twenties, black, around 5’10” tall, with a lean and very handsome face. His hair was cut very short, his face was clean shaven with flawless white teeth that showed in a sexy and seductive smile. I could tell that beneath his uniform he had a tight, well-muscled body. He saw me, smiled and waved me forward. “Welcome back Mr. Rhodes,” he said with his usual charm. “Hello Leon, you sexy devil,” I said, flirting with him immediately like I always did, “how are you man?” He gave me a bashful grin, shook his head in amusement and said, “Man, you never give up do you?” “Only when the goal is worth pursuing,” I said, causing him to laugh. I knew he was gay of course; the tiny rainbow flag he wore on his lapel was a dead giveaway. I had made it clear many times that I wanted to fuck him and he had made it equally clear that, intrigued though he was, he was devoted to his boyfriend. That wasn’t enough to stop me trying though. He didn’t seem to mind though, especially since I had told the front desk manager several times that Leon was a first rate employee and a shining example of good customer service.
I took out my wallet, handed over my credit card and he began to check me in. “How was your flight?” he asked, making small talk while he tapped away on his computer. “Dull, boring and drama-free,” I said, “just the way I like it.” He chuckled politely as he got my key card ready. “How’s your boyfriend,” I asked. “Oh we broke up a few weeks ago,” he said in a casual tone. “Really?” I asked. “Yeah, really,” he said, nodding his head. “That’s a shame,” I said, trying for a serious, sympathetic tone while secretly delighted at Leon’s new freedom and hoping to take advantage of it. “Wasn’t meant to be, I guess,” he said, then continued, “I’m actually kind of enjoying being single again.” I raised my eyebrows at him and he gave me a wise grin and said, “Don’t be getting no ideas now.” “Just letting you know the offer’s still on the table,” I said. “Duly noted,” he said as he handed me my room key. “Eighteenth floor, king suite as usual,” he said. “Thanks Leon,” I said. “You’re welcome Mr. Rhodes,” he said, flashing that beguiling smile that had attracted me to him from the beginning. “Enough with the mister,” I said, “you can call me Jason, okay?” “Okay Jason,” he said, still smiling. God he was so fucking sexy. I felt bold all of a sudden. “And if you ever change your mind about hooking up,” I said, pointedly tapping my wallet, “I’ll definitely make it worth your while.” His smile dropped and he looked confused as hell, like he didn’t know whether to be offended or delighted. I winked at him, then gathered my stuff and headed for the elevators.
I lucked out and found an empty elevator open and waiting. I got in and pressed the button for eighteen, but before the doors shut, I heard someone yelling, “Hey man, hold that elevator,” so I held the doors open. I soon realized my mistake. Five spring breakers, three men and two women, loud, drunk and each with a big plastic cup filled with beer, lurched their way into the car with me. The women were obviously girlfriends of the two larger guys, which meant that the third guy, who was shorter than the other two, was riding solo. They were all typical fraternity/sorority types; around twenty years old, white, athletic, privileged assholes, wearing Abercrombie and Fitch, and all with stylishly cut blonde hair and fake IDs no doubt. Solo boy checked the floor buttons, but didn’t press any, which meant they were going to my floor. I cursed silently to myself. They had all been singing some obnoxious hip-hop tune before getting in with me and now solo boy started again as the elevator rose. He was dancing and waving his arms around, bumping into me and spilling his beer on my Armani shirt. Irritated, I shoved him away saying, “Watch it dumbass.” He stumbled and spilled more than half his beer on the elevator floor, then turned back to me and said, “Hey fuck you asshole,” and threw the rest of his beer all over me.
Enraged, I drew my fist back to punch him in the face, but the other two guys lunged forward immediately and one of them said, “Don’t even think about it old man.” They were very drunk, very big and very belligerent. Solo boy stood safely between them with a smug look on his face. I was seething, but I knew if I tried anything, they would beat the shit out of me and that was trouble I didn’t need. Right at that moment, the elevator stopped at the eighteenth floor and the doors opened. The two women got out first, one of them saying, “Come on guys, he isn’t worth it. We got partying to do,” and they both giggled. I dropped my fist to my side as the two big guys left next and solo boy, still grinning smugly, stepped up to me, clapped me on the cheek and said, “Sorry chump. Better luck next time,” then backed away, turned around and left the elevator as well. I got a good look at his ass as he did so; it was sexy as hell, but that observation came and went in a millisecond. They headed left, down the hallway, talking and laughing loudly and I stood in the doorway of the elevator, waiting for them to disappear. I didn’t want them to see what room I was in. I saw them enter the corner suite; the same type I was staying in, but on the other end of the hallway from mine. I heard their voices diminish as the door closed behind them. I picked up my laptop bag and duffel and headed in the opposite direction to my own corner suite.
I put my laptop bag on the desk, my duffel on the bed, then stripped off my beer soaked clothes and got in the shower, making the water as hot as I could stand it while I scrubbed myself clean. Fucking assholes, I thought. Yeah, y’all might think I’m old at forty-five, but I’m wealthy and successful, whereas all of you will be working entry level jobs for five years while struggling to pay off your student loans. Fuck you. I sighed and breathed deeply, trying to let the anger go. I turned on the shower massage function and soon I was relaxed and calm. I got out of the shower and toweled off while looking at myself in the mirror. Even though I was a forty-five year old white guy, I still looked good. I worked out six times a week and I occasionally got admiring glances from both sexes. I never had any facial hair to speak of, so my face was always clean, handsome and so far wrinkle free. I cut my hair military style to lessen the impact of it going gray. I didn’t mind being regarded as a sexy daddy though. Especially when that gorgeous redheaded woman picked me up in the lobby bar of my hotel in Austin last year, saying I reminded her of her father. I happily indulged her incestuous fantasies when I fucked her in her room later that night.
I got dressed again in a fresh set of clothes, put my previous outfit in the bag for the laundry service and called the front desk to have it picked up while I was out. I gathered my wallet, phone and my pocket sized bottle of lube (just in case) and was about to head out when I heard a familiar loud and obnoxious ruckus coming from the direction of the elevator bank. I couldn’t make out words, but I could tell it was the same group of douchebags from earlier, obviously going out for another round of hitting the bars on Bourbon Street. Drunk as they were, they had probably forgotten about me, but I really didn’t want to deal with them again, so I waited until they got on the elevator and were headed down before I left. I saw them again as I crossed the lobby and yep, they turned left after leaving the hotel, which means they were headed for Bourbon. I was headed in the opposite direction, so my afternoon promised to be relatively peaceful after a rotten beginning.
My meeting with Tyler wasn’t until tomorrow morning, so I had the rest of the day to enjoy roaming the French Quarter. I turned right after exiting the hotel, then a quick left on Decatur Street and headed for Jackson Square. Two blocks away from the Square, I stopped in my favorite restaurant in the Quarter, Café Maspero for a late lunch; food that was good and cheap and an open air location that was great for people watching. I asked for a table near the back so I could see everyone who came and went. I ordered my usual Cajun grilled chicken with turtle soup and a hurricane cocktail. Sipping my drink while waiting for my food, I took an appraising survey of the other diners. There was the usual assortment of sloppily dressed tourists and a few locals as well. Two tables over from where I was sitting however, I saw a beautiful young couple, a man and a woman, eating, laughing and seemingly having a nice, quiet time. They were young, though too old to be college students, so they weren’t here for spring break. They were Hispanic also, something you rarely see in New Orleans. I was intrigued and watched them as discreetly as I could. The woman had long black shoulder length hair with a lustrous shine, dark eyes, an adorably cute face and a smile that could bring a man to his knees. From what I could see, she also had a gorgeous set of breasts, the perfect size and shape for her slim, petite body. The man was muscular and handsome, black hair cut in a flat top, definitely current or ex-military, a few tattoos on his bulging biceps. He wore a tight fitting t-shirt that showed off his physique and was stretched tight across his chest so that even from where I was sitting, I could see his sexy nipples poking through. I started to imagine a threesome; me fucking her tight pussy, listening to her scream ay, sí papi, sí while I sucked his cock at the same time before letting him fuck me as well. I was still staring at them as a lecherous smile appeared on my face. She happened to glance in my direction and caught me staring, responding with a coy, shy smile. He, on the other hand was not amused and shot me a murderous look; Jesus Christ, I thought, am I a trouble magnet today? Fortunately my food arrived, so I was able to feign embarrassment, stop staring and focus on my meal. They left before I finished and I never saw them again.
I left the restaurant and walked the remaining two blocks to Jackson Square. It was my favorite part of the Quarter; a perfect square park, lushly manicured, an oasis of green in the heart of the city, surrounded by an elegant wrought iron fence. It was bounded on one side by the Mississippi River levee, the Saint Louis Cathedral on the opposite side and on the remaining two sides by the beautiful old buildings that New Orleans is known for. Today, like any other day, it was thriving with buskers, musicians and merchants selling their locally made arts and crafts. I walked a complete loop around the Square, not looking to buy anything, but just enjoying the sights, sounds and smells of this city that I loved. Jugglers, painters, tarot readers, sculptors, singers and musicians with their instrument cases open for tips; it was a vibrancy that I’d seen nowhere else. I passed a guitarist who was doing a pretty good rendition of Hotel California; I smiled and tipped him ten bucks which he acknowledged with a slight bow and a happy grin.
I found myself at the north corner of the Square, at Chartres and Saint Ann, when I realized I was horny, which was not surprising since the last time I had fucked anyone was my wife, this morning around 8:00 a.m. before I left for the airport. It was now 4:00 p.m., which meant it had been eight hours since I had last shot a load. Unacceptable. I needed to fuck a pussy, ass or mouth and soon. Suddenly I remembered a bar I had visited a few years ago that was just four blocks up Saint Ann called Rawhide; one of the filthiest, sleaziest bars in all of New Orleans. It was primarily a leather bar and it had a back room where guys could engage in anonymous sex without being disturbed. It also had a constant supply of hustlers and rent boys hanging around. I enjoyed paying for sex with men, even though I didn’t always have to, because it meant I was in charge and could make them do whatever I wanted. Put enough C-Notes down and they’d let you torture them. Time to go hunting, I said to myself.
It took me less than ten minutes to reach the bar, which is located in part of the French Quarter that’s mostly residential. It was obviously happy hour because there was a respectable flow of patrons going in and out even at this early hour on a weekday. I saw a couple of young guys hanging around outside. They were clearly hustlers, probably not old enough to get in the place, but hoping to use their charms to pick up a paying trick. Business appeared to be slack though. They all pretty much looked the same; seductive, teasing expressions slightly tinged with desperation, wearing jeans and either a t-shirt or tank top to show off their young, tight bodies. One of them in particular caught my eye; he was sexy as fuck. White guy, kind of short at around 5’ 9” tall, with a healthy tan and a confident, cocky look on his face, quite unlike the rest of them. He had auburn hair in a buzz cut, very pale hazel eyes, slim muscular build, clean shaven, smooth skin and no tattoos. He saw me staring at him, smiled and walked over with an obvious swagger.
“You looking for something man?” he asked me. Having no patience with banter, I responded immediately. “What’s your name kid?” I asked. “Call me Marco,” he said. “Okay Marco,” I said, “how much for a blow job?” “Whoa,” he said, “direct aren’t you?” “I’m horny and I don’t have time for bullshit,” I said, “now how much?” He gave me an amused glance and said, “Fifty bucks man. And you buy me a drink.” I laughed at his brazen attitude and said, “If I have to buy you a drink, then it’s forty.” I pulled out my wallet and handed him a twenty dollar bill. “You can call that a down payment,” I said, “You get the rest when my cum goes down your throat.” I gave him a hard stare, then asked, “You good enough to swallow?” He flashed a wise grin and said, “Fuck yeah man, I’m the best cocksucker money can buy.” I heard a derisive snort from one of the other hustlers, but paid it no mind. “We have a deal then?” I asked. He looked at me with narrowed eyes and then said, “Okay, deal.” “Come on then,” I said, heading for the bar entrance.
The doorman said, “Five dollar cover man.” I handed over a ten and said, “That’s for me and my friend here,” gesturing to Marco who was right behind me. The doorman looked at the kid and said, “No man, he’s not allowed in here.” “Why not?” I asked, “He’s old enough isn’t he?” I said to Marco, “Show him your I.D.” “His age isn’t the problem,” the doorman said, “he’s a thief and a troublemaker and I don’t want him in here.” I heard Marco mutter under his breath, “Man, this is bullshit.” I gave the doorman my most charming smile and said, “Don’t worry man. I’ll keep a close eye on him and keep him out of trouble,” then handed the guy a twenty dollar bill and said, “What do you say buddy?” The doorman looked at the twenty, then at me and said, “If he starts any shit with anyone, I’m throwing both your asses out on the street. Understand?” “Completely,” I said. He stood aside and we went in.
As soon as we entered the bar, I noticed hostile stares from several of the patrons, especially from two very muscular leather men standing at one end of the bar. It had been years since I had been here, so I figured the hostility had to be directed at Marco. We went to the other end of the bar opposite from the two leather studs. Marco got a dirty look from the bartender as well. “How the fuck did you get in here?” he asked Marco. “He’s with me,” said. I pushed a ten across the bar and said, “That’s for you,” then slid a twenty across as well and said, “Club soda for me and whatever the kid wants.” The bartender’s attitude improved a little and he asked Marco what he wanted. “Double shot of Jack Daniels,” Marco replied. As soon as the drink was set before him, Marco drank the entire thing down in one gulp, then turned to me with a transparently fake smile and asked, “How about getting me another man?” He reached over, massaged my groin and said, “I’m worth it, I promise.” It took all my self-control not to laugh in this kid’s face. Did he really think he was the first young punk that had tried to hustle me? These young ones always thought they were so clever. I made up my mind right there and then that somehow I was going to get more out of him than just a blow job. Whether he was willing or not.
I signaled to the bartender to refill his glass, then looked over at the other end of the bar, where the two leather dudes were still standing, drinking beer and openly glaring at him now. “I gotta take a piss,” Marco said all of a sudden, “Be right back,” and he headed off to the bathroom. I looked back towards the two guys, but they were already heading my way. They stopped in front of me and the older one who was wearing leather pants and vest, said to me, “A friendly word of advice pal. Keep a close eye on that one.” His younger companion who was wearing jeans and a leather harness, said, “Yeah man, we paid him for sex months ago and that fucking punk disappeared with our money at the first opportunity and we didn’t get shit in return.” I saw a golden opportunity here. “That explains the hostile stares we’ve been getting,” I said. “You think he remembers you?” I asked. “Probably not. I haven’t seen him hanging around here in a while,” the older one said, “I hear he’s done the same to other guys here and at other bars. And I guarantee he’s already looking to escape from you with whatever money you’ve already given him.” I smiled at both of them and asked, “You guys want to make some money and get some payback at the same time?” They both looked skeptical. “I’m serious,” I said. I handed them each a twenty dollar bill and explained what I wanted from them. They looked at each other, smiled, then looked back at me. “Sounds fun,” the older one said, “We’re in.”
He looked over my shoulder and said, “He’s coming back.” “Good,” I said, “You guys know what to do.” They nodded and stepped back a little as Marco approached. He clapped me on the shoulder and asked, “So man, you ready to do this?” I nodded with a slight smile. “Cool,” he said, “so we can go to my place. It’s real close, but I gotta go first to make sure my roommate ain’t there and then I’ll come back and let you know that it’s all clear, okay?” I laughed in his face and said, “How fucking stupid do you think I am boy?” He looked uncertain, but kept trying. “No man, for real, just give me five minutes, I’ll be back, I promise,” he said and turned to leave, but my new friends blocked his way. “What the fuck guys?” he said, “get out of my way.” He tried to go around them, but they blocked his way again. “Our friend wants what he paid for,” the younger guy said, gesturing in my direction. Marco looked back at me and asked, “You know these guys?” “New friends of mine,” I said, “now you can come with me on your own, the easy way,” and I pointed to the back room, “or they can drag your ass back there.” He looked back at them; they were both just over six feet tall, with the musculature to crush a punk like him. “Fine,” he said, realizing he had no choice. I made him go ahead of me and my new pals followed close behind me.
We went to the farthest recesses of the back area, where some men were already getting down and dirty. I saw one guy sucking another off while two others watched and jacked off. Another guy seemed content with the hand job he was receiving from his partner. I found some space between the back wall and the last pool table. I backed Marco up against the table, slapped a twenty down and said, “Paid in full, now get down on your knees and suck my fucking cock.” The two leather guys stood on either side to make sure he couldn’t get away. I was aroused as hell by now; this was going to be a new and exciting sexual experience for me and I’d had many. My cock was starting to get hard already. Marco shoved the twenty in his pocket, got on his knees with a defiant look, then unbuttoned and unzipped my jeans, exposing my semi-hard, eight-inch cock. I wasn’t wearing underwear; I like as much freedom as possible when I’m on the hunt. He gasped when he saw it and the younger leather guy let out a low whistle of appreciation and said, “Damn man, nice cock,” causing me to smile with pride. “Let’s see if your boy can take it,” said the older one. “Yeah pretty boy,” I said, “let’s see if you really are the best cocksucker money can buy.” His defiant expression gave way to one of surrender. He opened his mouth and swallowed my cock.
He tried his best. I had to give him that. He was only able to take about half into his mouth, but he worked his tongue over it like crazy. It felt great; his mouth was so hot and wet that I was fully hard in a matter of seconds. He pulled off it to catch his breath, then spit on my shaft a few times, getting it slick so he could suck and stroke it at the same time. My cock was throbbing like crazy as I looked down at this sexy young stud taking me in his mouth. I felt power in addition to sexual pleasure and it was intoxicating. He sucked it with a steady rhythm, but not really trying to deep throat it. As good as it felt, I wanted more so I started to skull fuck him, driving my cock forcefully down his throat, bringing tears to his eyes. I fucked his mouth hard for several minutes and he took it as best he could until he started to gag and cough. I decided enough was enough; I wanted his ass. I withdrew my cock and pulled him to his feet.
“Hey what the hell man?” he said, confused. I turned him around so he faced the pool table. “Bend over,” I said. He started to turn back around and said, “Oh no man, no fucking way, this wasn’t part of our deal, I’m outta here man, I’m not gonna let you….” I nodded to the two leather muscle studs and they grabbed him from both sides, forcefully bending him over the table, holding his body down so that he absolutely could not get away. “Let me go!” he yelled as I started squeezing his ass through his jeans. “Feels nice and firm,” I said, “let’s see what it looks like,” and I reached around his waist, unbuttoned and unzipped his jeans, then pulled them down to his ankles, along with his cheap bikini underwear that he probably bought from Wal-Mart. “Holy shit man,” I exclaimed, “that is one sexy butt you’ve got.” It was perfectly round and firm, hairless and smooth; a typically gorgeous young white boy ass, athletically shaped and ripe for destruction. I shoved my hand between his cheeks to feel his hole and it felt tight as hell. “Leave my ass alone you son of a bitch!” he yelled. I pushed my jeans down to my knees and took the bottle of lube from my pocket. “Don’t worry Marco,” I said, “I’ll pay you well for this,” and squirted lube on his hole and my fingers.
I kicked his legs apart so they were spread wide, then violently shoved my fingers up his hole and he screamed, “No man, stop please! It hurts man! I don’t get fucked in the ass! Not ever!” “First time for everything,” I said as I slathered lube on my rock hard cock. In desperation, he looked at the two men holding him down. “Please let me go guys,” he begged, “don’t let him do this to me. I’ll suck both your dicks for free, I swear!” The younger guy laughed, then got in his face and said, “We already paid you for that six months ago. Remember?” I couldn’t see Marco’s face since he was facing away from me, but I heard a sharp intake of breath as he suddenly recognized who had him pinned to the pool table. The older guy grinned and said, “Yeah, he remembers.” I heard Marco saying, “Oh fuck guys, I’m sorry, that was a mistake, a misunderstanding is all.” I pressed the head of my cock against his hole; he was tight, but no match for my manhood. I felt the head of my dick penetrate him, then without warning, I drove the rest of my eight inches into him all at once.
“Noooo!” he hollered, “stop, please stop man. Oh god I can’t fucking take it!” I loved hearing him plead, loved his pain, and loved the exquisite feel of his fuck hole around my cock. Definitely a virgin, I thought as I started fucking him slowly at first to get him a little loosened up; his hole was so incredibly tight and my physical pleasure was as intense as the psychotic pleasure I took from invading his body. “Please man, I’ll do anything you want,” he begged, “just stop hurting me, oh fuck man please,” and I bent forward to whisper in his ear, saying, “What you can do is take this dick like a man,” as I started to fuck him even harder. The firm flesh of his ass caressed my cock with a smooth intensity as I continued to thrust in and out of his gorgeous young hole. I heard his pathetic pleading, “Oh fuck it hurts, please don’t man, no more, no more please, my ass hurts so fucking bad, oh god please help me.” Not so clever now are you, I thought to myself.
Other guys in the bar started to gather around, having heard his earlier cries for mercy. Several of them were clearly aroused as they started to grope themselves while watching me fuck him. One of them looked closely at Marco’s face and said to his friend, “Hey, that’s the bastard that pickpocketed my wallet at Oz a few months back,” and his friend replied with, “Yeah, and after we bought him drinks too.” I heard someone else say, “That fucker ripped off a friend of mine just last week at Good Friends.” The older leather daddy gave Marco a sadistic grin and said, “Looks like you walked into the lion’s den boy.” The kid looked around at all the hostile faces surrounding him and surrendered, his body went limp and he stopped trying to break free. He no longer was begging and pleading, his defeat now total as he was reduced to whimpering and sobbing like a punk.
Some of the other guys now had their cocks out and were jacking off watching. By now I was out of my mind with lust. Having a group of men watching me fuck this young man was so incredibly arousing. I had one on either side of me, staring down at my cock pounding Marco’s sweet ass. “Yeah,” the one on my left said, “tear his hole up man,” as he slowly stroked his hard cock. The one on my right was also jerking his tool and said, “Man, I love seeing your big dick pound his ass.” I smiled with pride and kept savagely fucking, pulling out until just the head was in, then slamming my cock back in all at once. I could hear Marco grunt with every thrust. He was still tight as hell despite how long I’d been fucking him. I looked down and could see his butthole form a perfect ring around my cock as I drove it deep inside him. I was in ecstasy; no ass or pussy had ever felt this good or this tight.
I don’t know how long I had been fucking him when the guy on my right said, “God damn this is so fucking hot. Can I cum on his ass man?” I grinned, nodded and pulled the guy closer to me so he could better hit his target. The guy moaned and said, “Oh shit man I’m cumming!” and blew his load all over Marco’s right ass cheek, splattering five or six shots of cum, some of which hit me as well. “Nice load,” I said as he caught his breath and indeed the sight of his thick, white cum all over Marco’s tanned ass was amazingly hot. I was on the edge of breeding his hole, but before I could, the man on my left said, “Oh fuck man, I can’t hold it, I’m gonna cum also, oh shit man!” and he blasted Marco’s left ass cheek with an even thicker, bigger load and the sight of that beautiful young ass covered in semen drove me over the edge and I growled out loud, “Oh yeah, fuck yeah boy, I’m gonna cum in your ass you little punk. Yeah, fucking take my load boy!!!” and I felt my body tense up from the intensity as my rock hard throbbing cock exploded in Marco’s asshole, pumping load after load into his guts as I kept fucking him as hard as I could, filling him with my cum. I felt my orgasm ripple through my cock, my balls, and the pleasure was so intense, I thought I would lose my mind. I gave a few final stabs in his hole to get every bit of my seed out. Finally I shot the last of my cum in him and my cock gradually went limp and slipped from his hole.
I nodded at the older leather guy as I pulled up my jeans and asked the group of guys, “Someone want to take his place so he can have his turn?” and the guy who had been pickpocketed said, “My pleasure dude” and immediately took over holding Marco down on the pool table. The older guy pulled out his cock which was already hard and got into position behind Marco’s ass. I picked up the bottle of lube from the floor where I’d dropped it and handed it to him. He lubed up his cock, handed it back to me, then shoved his thick tool into Marco’s hole and started fucking him like an animal. I held up the bottle to the light; there was still plenty left for each of the guys (there were around seven or eight) to have their turn as well. I placed the lube on the pool table, then took out my wallet, looked around at the group and asked, “So how much should I pay him for entertaining the rest of you fine gentlemen? Three hundred sound okay?” “Make it four if you can,” I heard someone say. “Yeah, four hundred sounds fair,” said another. I nodded, pulled out four hundred dollar bills and tucked them carefully in the pocket of Marco’s jeans, which were still bunched around his ankles. I looked around at the group and said, “Bought and paid for. He’s all yours guys.” I walked to the other side of the pool table so I could see Marco’s face. His face wore a dulled expression and was wet with tears. I gently lifted him by the chin and as his eyes met mine, I said, “Four hundred forty dollars, plus two double shots of Jack Daniels for one evening’s work. Not bad kid.” I let his head slump back on the table, then looked at the younger leather guy, who was still holding Marco down on the table. “Make sure you get your turn,” I said. “Oh I will,” he said, “I want to be the last to fuck him.” “Cool,” I said, “enjoy.” I turned and walked out of the bar into the fading light of evening.
I headed back down Saint Ann to Jackson Square, then turned right on Chartres and headed for my hotel. It was close to 6:00 p.m. now and the nightlife of the French Quarter was slowly gearing up for the usual revelry. Exhilarated, but drained from what just happened, I ignored the signs advertising drink specials and exotic dancers, wanting nothing more than to be in my suite resting up and preparing for my meeting the next day. I stopped at a liquor store and bought a flask of Bacardi rum. Just before I reached Canal Street, I went into an adult novelty store and replaced the bottle of lube that I had left at Rawhide. I didn’t see Leon as I walked past the hotel front desk, so he was probably gone for the day. I went up to my suite and saw that my laundry had been delivered. I stripped naked, set my alarm to wake me up at 8:00 p.m., then flopped into bed and took a nap. I was hungry when I woke up, but I didn’t feel like going out, so I ordered room service, making sure to put some clothes on before they got to my suite. I fired up my laptop so I could review everything for my meeting tomorrow while I ate. I grabbed a Coke from the minibar and made myself a Cuba Libre, but the cocktail combined with a heavy meal of steak and fries made me sleepy again. I got back into bed around 10:30 p.m., set the alarm for 8:00 a.m. and was asleep within minutes.
One of the many advantages to having elite status with a hotel chain is getting free breakfast in the Executive Lounge. After a freshly made omelet and two cups of mochaccino, I left the hotel and walked the two blocks to Tyler’s office located in a skyscraper in downtown. I arrived right on time for our 10:00 a.m. meeting. He greeted me warmly like he always did, then we sat down at his desk and reviewed the current state of my investments. We hadn’t made any real changes since the last visit and after a careful assessment, he proclaimed my portfolio to be stable and diversified enough to thrive during the rest of the year, regardless of who won the presidential election in November. Now it was time to get to the real reason why I made these trips in person. Now in his early seventies and showing no interest in retiring, Tyler had, in his nearly fifty years as a financial advisor, both here and in Dallas, built up a network of contacts all over the place, in every imaginable industry, so he always knew in advance if a particular stock was about to soar. Getting and using inside information for investment purposes was of course, illegal, so we always met in person to discuss such matters. No way in hell were we going to leave an electronic trail by mentioning any of this in an email.
I leaned back in my chair and asked, “So what have you got for me this time?” By way of response, he wrote a name on a sheet of paper and slid it across the desk. I looked at the name, then back at him. “That’s a pharmaceutical company right?” I asked. He nodded and said, “They’re small, but cutting edge. They’ve developed a drug that restores cognitive function in Alzheimer’s patients. Far more effective than any previous treatment.” He paused and I could tell by his expression that the crucial information was about to follow. “And I know for a fact that approval by the FDA is guaranteed,” he said with a grin. “How exactly do you know this?” I asked. He leaned back in his chair, still grinning and said nothing. “Right,” I said, “I keep forgetting.” Tyler never told me about his sources. “What kind of gains are we looking at here?” I asked. “At least a five-fold increase in your initial investment within less than six months,” he said. I thought for a minute then asked, “You’re certain about this?” “Have I ever let you down in the twenty years we’ve known each other?” he asked. I smiled and said, “Not so far, you haven’t.” I thought some more, then said, “Okay. I’ll wire one hundred thousand into the funding account tomorrow. You’ll time the buy so they don’t suspect insider trading?” “Of course,” he said, “so we still on for lunch later?” “Palace Café, 1:00 p.m.,” I said, “see you there.”
I arrived at the restaurant first and secured a table overlooking Canal Street so we could watch the strange parade of people that is unique to New Orleans. During lunch Tyler asked me if I’d found any action since arriving. I told him about my encounter with Marco the day before. “Damn,” he said, somewhat shocked, “you threw that boy to the wolves after you were done with him? That’s cold man.” I shrugged my shoulders and said, “Punk tried to rip me off when I was horny. He deserved all he got.” He chuckled slightly and said, “Yeah, I guess so. How’s your wife?” “Jenna is good,” I said, “You know her. As long as my money keeps her dressed in the latest fashions and takes her to Europe and the Caribbean on a regular basis, she’s happy. And as long as she takes care of our house and the boys and spreads her legs when I want, I’m happy.” He laughed and said, “Keeping it simple usually works best.” I laughed also and said, “Damn right. So what about you? Where are you getting your action from these days?” In response, he pulled up a picture on his phone and held it out so I could see. “Holy shit man, is she even legal?” I asked. He smiled proudly and said, “She’s nineteen. Nice tits huh?” “Yeah man,” I said, “she’s hot as fuck. So how does an old man like you get such young pussy?” He laughed; I was always teasing him about his age. “Money and Viagra my friend,” he said, “I have her stashed in a luxury apartment in the Garden District. I buy her nice things so long as she keeps my dick happy.” I gave a slight grin and asked, “What happens when she stops making your dick happy?” He grinned evilly and said, “Then I toss her ass out and send her back to the strip club where I found her.” I shook my head and laughed ruefully, “Damn man, and you call me cold.” “Hard facts of life my friend,” he said and raised his wine glass, “Cheers.” We clinked glasses and finished our meal.
After lunch, Tyler went back to his office and I headed back to my hotel. It was now almost 3:00 p.m. My flight back to Dallas wasn’t until tomorrow around noon, so I had the rest of the afternoon and evening free to do whatever I wanted. I just didn’t know what I wanted to do. I decided to head back to the suite and let my food settle, then maybe head out to Bourbon Street later. Iconic though that street was, it was actually my least favorite part of the city and I rarely went there. But the college kids would be hanging out there and I might be able to find a sexy sorority girl who was slutty, looking to get drunk and needed someone to pay for her drinks. And maybe in exchange for some cash, her boyfriend might be willing to join in the fun in my suite later.
I noticed that the hotel seemed quiet as I crossed the lobby. Hardly anyone milling about and no one waiting for the elevators. I headed up to my floor and when the elevator doors opened, I couldn’t believe what I saw. Solo boy, the asshole college kid who had thrown his beer on me in the elevator yesterday, was slumped in a sitting position against the wall opposite, obviously drunk and passed out cold. Christ, I thought, do these kids ever stop sucking down the booze? He was no longer drinking beer apparently because he had a liter bottle of cheap vodka still gripped in his hand. He must have bought the bottle after he had already gotten shit faced because it was still three quarters of the way full. I wondered how long he had been there and where the rest of his gang was. I was surprised that nobody had yet discovered him, but then I realized that I hadn’t seen any other guests on this floor other than myself and his group. My only guess as to why he was there was that he must have tried to come back to their room for some reason and was so drunk that he couldn’t quite make it. I stood there looking at him for a minute or two, pondering what I should do with him. Asshole or not, he was sexy as fuck. Short blonde hair, stylishly tousled, boyishly handsome face, no facial hair, pale skin, luscious pink lips and what looked like a tight, athletic body under his loose fitting t-shirt and baggy jeans.
I remembered what he told me yesterday when his two henchmen kept me from punching his lights out. “Better luck next time,” is what he had said. Well, young man, I said to myself, luck is on my side today and I’m not letting this opportunity go to waste. I took the bottle of vodka from his hand and set it aside. I wrapped my arms around him and pulled him to his feet, but he didn’t even react. He reeked of liquor so he was definitely out cold. His body was limp like a rag doll, so I was able to easily get a comfortable hold on him and dragged him to my suite. I wasn’t worried about the hallway security cameras; they would only review the footage if there was reason to suspect wrongdoing and I was going to make certain that he was never going to report what I was about to do to him. I had to let him go so I could open the door, then dragged him all the way inside, sat him up on the floor next to the left side of the bed, then went back for his bottle of vodka. I was going to need it later and I didn’t want to leave any evidence in the hallway.
I got back to the suite and saw that he had slumped over so that he was now lying on his side on the floor. I set the liquor bottle on the nightstand then looked back at him. He wasn’t very big, so I took his shoes off, then just picked him up and laid him out flat on the bed so that he was lying on his stomach. My cock was already stirring. I had never had someone this drunk at my mercy before. First things first though. I wanted to know who he was so I took his wallet from his pants and went through the contents. Brett Jameson was the name on his Virginia driver’s license, both the real one and the fake one behind it. His real age was twenty. Student at University of Virginia. A condom tucked inside that looked old as hell. Kid probably can’t get laid because he’s drunk all the time, I thought to myself. He had a couple hundred dollars in various denominations, a few bank cards, his room card and not much else. I put his wallet back in his pocket then carefully pulled his jeans off and tossed them on the floor.
He was wearing white Calvin Klein briefs that clung tightly to and accentuated an absolutely gorgeous bubble butt. His legs were as pale as the rest of him, but lean muscled and sexy, with a light coating of peach fuzz hair. My cock was rapidly hardening, so I stripped naked and just stared at what I had in my bed. I took his underwear off as well and started rubbing my cock up and down the crack of his smooth, luscious, hairless ass. Still no reaction from him; the only thing I could hear was his steady breathing. I spread his ass cheeks so I could see his hole. It was beautiful; tight, clean and a lovely shade of pink. I spit on it and started to work his hole with my finger, just the outside at first. I spit on his hole some more and slowly worked one finger inside him. I looked up at where his head was lying on the pillow at the top of the bed and he was still quiet and motionless. I worked another finger in him, then three. I heard him grunt slightly, but he didn’t wake up. My cock was a raging boner now; I was so horny that I couldn’t think straight. My entire focus was on my cock and that hot young ass I had in front of me. I wanted to fuck him now. I wanted to fuck him hard.
I didn’t even bother to take off his t-shirt or prop his ass up with pillows. I just left him lying on his stomach as I went and got the lube. I spread his legs as wide apart as I could so I could fuck him easier. I put a lot of lube on my fingers and gently shoved them up his hole, though by this point I didn’t really care if he woke up or not; he was getting fucked no matter what. I made sure he was dripping wet with lube, then I slicked up my cock and positioned myself so that my cock was pressing against his fuck hole; god he was so fucking tight. I applied steady pressure until I felt my cockhead pop inside him; he grunted again, a little louder this time and his body moved slightly, but then he was still again. I wanted to make this last, so I worked my cock in slowly, inch by inch, his hole gripping me like a velvet glove; it was ecstasy like I’d never felt before and soon I was all the way inside him, ready to tear him up.
I let my body rest against his, my stomach against his back. I wrapped my arms around his torso to hold him in place, then I began fucking him with slow, steady thrusts. I couldn’t believe my luck; I was fucking another young virgin, loving the resistance I felt as my rock hard tool penetrated even deeper inside him. His firm, warm flesh clung to my cock, caressing it, embracing it. My entire body was tingling with erotic pleasure; I had never done anything like this before. I kept fucking him, sliding my dick in and out of that incredible hole. Even Marco hadn’t been this tight and smooth. He was still totally out of it, so I picked up the pace of my fucking, driving my cock in harder and faster, loving how good it felt, loving that I was taking his virginity by force.
He was starting to make noise now; low moans muffled because his face was buried in the pillow. His ass was moving slightly, as if he was slowly becoming dimly aware that he was being fucked. I wanted to keep fucking him as long as I could because it felt so damned good, but he was starting to slowly come out of his drunken stupor. I heard him mutter something like, “Mmmmf, wha’s goin’ on,” in a low voice. He was definitely regaining consciousness, so I decided I needed to fuck him for all he was worth. I started pounding his ass something fierce, shoving my cock in and out of him, making every inch count. I was like a savage animal, not even thinking about whether this was wrong or not, just tearing his hole up for my pleasure. His head was moving around, like he was trying to figure out what was happening. “The fuck’s happnin’,” I heard his slurred voice mutter, “my ass, what the fuck?” but he was still only dimly aware of what I was doing to him, so I went full bore and fucked him as hard and rough as I could, fucking him like he was my prison bitch. “Where the fuck am I?” he asked, then said, “Ow damn, what the hell, you’re fucking me, you’re fucking me, get off me man, let me go!” and I clamped one hand over his mouth to shut him up while keeping a firm grip on his torso and using my weight to hold him down while I continued to ravage his hole without mercy. He struggled feebly, but he was too impaired by liquor to fight me, his protests muffled. I was so fucking turned on by him trying to break fee that I felt my orgasm building rapidly. I was going to cum, I couldn’t hold it any longer. I gripped him even tighter as a huge load of cum shot from my cock and coated the inside of his ass. I was moaning with pleasure as I shot load after load of hot, creamy man spunk deep into his torn up hole. The head of my dick was throbbing and tingling with such intensity that my head swam. I kept fucking him hard as my cum kept pumping into him until I was totally and utterly spent. I lay there on top of him, holding him in place while I caught my breath and my pulse rate gradually slowed.
I pulled my cock out of him and got off the bed, watching him carefully the entire time. He raised himself up on his forearms, turned, looked at me and said, “The fuck did you do to me man?” He slid off the bed and fell on the floor. Rolling over on his back he looked at me again, pointed and asked, “Who the fuck are you?” as he struggled to stand up. He doesn’t recognize me, I realized, so that’s good. He finally got to his feet, still naked except for his t-shirt, though he was unsteady and swaying badly. He was angry, confused and still too drunk to function. This was going to be easy, I said to myself. “I’m gonna fuck you up asshole,” he growled and swung a punch at me which I dodged easily, but the momentum carried him forward and he stumbled and fell down again, slamming his right knee hard against the floor. “Awww fuck, that hurts!” he said, clutching his knee and rolling around on the floor. He was so inebriated that I was surprised he felt anything at all. He looked at me and said in a slurred voice, “You’re dead motherfucker,” as he amazingly got to his feet again. I said nothing, smiled, got his bottle of vodka from the nightstand and handed it to him. “Oh shit man, is that mine?” he asked. I just nodded and watched him struggle to get the cap off. He dropped it, but luckily it was made of plastic. He picked it up, got the cap off and started drinking straight from the bottle. He pointed at me while taking a long swig, then stopped and said in a now barely intelligible voice, “You are in so much fucking trouble.” He was so drunk he could barely get the words out, spraying spittle as he struggled to speak. He took another long drink from the bottle, which was now almost half empty; damn the kid could drink, I thought to myself. He was leaning back while drinking, lost his balance again and fell on his ass, miraculously managing to not only hold on to the bottle, but also not to spill any on the floor. He appeared to decide that remaining sitting was the best option as he continued to gulp down the vodka. He was becoming more and more unsteady and incoherent; the last thing he said to me was, “Gonna kill you, fucking pervert,” before his entire body slumped to the floor and he passed out again.
He lay there on the floor, unconscious and drooling on the carpet now. I looked down at him and realized that there was no way he was going to remember any of this. Now that I was done with him though, I had to get rid of him. I decided to take the chance that his friends were still out partying. Getting him dressed again was a challenge, but I managed. I got myself dressed also, then got his room card from his wallet and made sure I had my own as well. I didn’t need to get locked out of my suite. I dragged him out into the hallway, letting the door shut behind me, then got him to his feet, wrapping his arm around my shoulder and mine around his. Confident that I had a firm grip on him, I walked/dragged him down the hallway to his room. Halfway down the hallway, I suddenly smelled the strong scent of urine. I looked down and saw that he was pissing himself. What a fucking loser, I thought. We got to the door of his room and I let him fall in a heap on the hallway floor. I left him there briefly and returned to my suite for the bottle of vodka, then went back to his room. He hadn’t moved at all. I listened carefully to make sure there was nobody in the room, then opened the door and dragged him inside. Their suite layout was a mirror image of mine except it was a disgusting mess; dirty clothes strewn everywhere, empty liquor bottles all over the place. I thought about putting him in one of the beds, but I said fuck it and left him on the floor, the bottle of vodka next to him, his room card on the desk and went back to my suite. Aside from a brief dinner in the hotel restaurant, I spent the remainder of the evening in my suite reading, drinking rum and catching up on the day’s news on CNN before heading to bed around midnight.
I woke up at 8:00 a.m. Friday morning feeling physically refreshed and satisfied. I logged into my bank account and transferred the one hundred thousand to my investment funding account so that Tyler could make the trade as soon as he deemed it safe to do so, then emailed him to let him know it was done. I showered, shaved and got dressed, then headed to the Executive Lounge for breakfast. Two cups of coffee and I was ready for the day ahead and the short flight home. Back in my suite, I took less than ten minutes to pack up my stuff. I called my wife and told her what time my flight was scheduled to land at DFW. I also told her to make sure the boys and her had everything packed for the weekend so we could head out to the lake house as soon as I got back. I asked her to pack a bag for me as well. She told me the boys missed me and were super excited to be spending a weekend in the country with their dad. I smiled to myself; after all, I really did love my family. I told her to pack something sexy for her to wear at night after the boys were asleep and she giggled at the thought and said she had just the outfit. I was sure I would see a new charge on my credit card from Victoria’s Secret.
I did one last check of the room to make sure I had all my belongings, ordered an Uber to take me to the airport, then picked up my laptop bag and duffel and headed out. When I reached ground level, I saw Brett and his gang waiting for the same elevator that I had just come down in. They must have gone out for an early breakfast. Neither he nor the rest of them paid me any mind, if in fact they recognized me at all. Brett did not look well, no doubt due to a hangover combined with the after effects of me fucking and abusing him last night. I was confident he didn’t remember a thing and soon my confidence was confirmed. “What the hell is wrong with you Brett?” I heard one of the big guys say to him as they walked past me and got in the elevator, “I thought you were sober. You’ve been walking funny all morning. You’re not gonna piss yourself again like you did yesterday, are you?” “Fuck you man,” he said “I’m walking funny because my ass hurts like hell for some weird reason. Don’t know what the fuck I did….,” his voice fading as the elevator doors closed.
I smiled to myself and went to the front desk area to check out. Leon was there and greeted me with his usual sexy smile. “Heading home Mr. Rhodes?” he asked, then quickly corrected himself, “Jason, I mean.” I smiled back and said, “Yeah heading to the airport and back to Dallas.” “Cool,” he said, “I hope your visit was fun and productive.” I thought of my two young conquests and said, “It was definitely plenty of both.” “Good, good, glad to hear it,” he said. He printed out my final bill and handed it to me. “Looks like your only incidental charges were for the laundry and room service,” he said, “but I comped you for both. We’ve already charged your card for the room, so you’re good to go.” “Thanks Leon,” I said, “you’re the best.” “At so many things,” he replied with a roguish grin. I laughed and said, “Maybe one day, I’ll find out.” Still wearing that grin, he said, “Maybe. Speaking of which, I got that information you were asking for. You know, for your next visit.” I didn’t know what the hell he was talking about, but before I could ask, he handed me a folded sheet of hotel stationery and said, “See you in three months Jason,” then beckoned to the next guest. As I walked towards the front entrance, I unfolded the sheet of paper. A brief handwritten note read:
Five hundred dollars will make it worth my while. See you on your next visit.
His email and phone number were listed below. I turned around to look at him and he briefly glanced up from the guest he was serving and gave me a quick grin and a wink. Hot damn, I thought to myself. Persistence does pay off. I winked back at him, then walked out of the hotel, where my Uber to the airport was already waiting.
To Be Continued