Date: Thu, 25 Jun 2015 18:13:29 -0700 From: M M Subject: The Alumni Association 8 The Alumni Association Disclaimer: This story involves sex between men and teens, and teens and teens. It will eventually contain some pretty sever humiliation and punishment scenes. If you don't like it, you don't have to read it. It is just a story. None of the characters are based on anyone real, and none of this ever happened. Before you get off (and I certainly hope the story helps in that area), please consider how much it takes to keep a site like Nifty going, and donate: http://donate.nifty.org/donate.html Authors note: I realize it has been almost a year since the last part, so if you haven't read the earlier chapters or don't remember what went on, I suggest you read them first. Part 8 As the helicopter lifted off, Mike showed Rory how to wear the headset where he could listen in to the pilot talking to the controllers, as well as switch to a different channel where they could talk privately. Unlike television, Rory found, you cannot just talk to each other in the back of a helicopter as it was just too loud to do easily without the interphone. Rory was fascinated and thrilled. For the moment he forgot about the chastity device and the short shorts, and everything else that was happening, and just enjoyed the thrill of riding in a helicopter, like any teenaged boy would. It was so cool to hear the pilot talking to air traffic control as they made there way over New England scenery toward Boston. The traffic became much heavier as they neared the city, and Smith was enjoying watching both boys in their excitement looking out the windows and pointing out various landmarks as they approached the executive helipad in Boston. He had of course had this planned all along, he couldn't just summon the pilot at the drop of a hat on weekend. However, he wanted to try and instill a sense of punctuality on Mike, so he had acted like it was a huge incontinences for him to be late, and punished him accordingly. That, and Marcus had been working hard lately and deserved a bit of a reward, so he figured to kill to birds with one stone so to speak. He also enjoyed the view of both boys' protruding packages in their shorts, as he sat in the forward passenger seat, that actually faced backward in the passenger compartment, facing both boys. Rory's was quite pronounced due to the tight retro 80's style that he was wearing, which made him all more confident that he had chosen this afternoon outfit wisely. He approved of all the leg Rory was showing, and the white knee high tube socks accentuated those legs very nicely. He knew that his friends that Rory was about to meet would appreciate the look as well. Mike was also not hard on the eyes, but he was dressed in the latest gear, far more contemporary, but still looking very much like the hot young soccer jock that he was. Rory's flowing red hair would have actually been more timely in the late 70's or early 80's, but it had to go. It was just another way for Smith to wield his power over the boy and take away some of his own choices. All part of being a society boy. Soon enough, they had touched down at a private heliport that was available to Smith through his connections. As the engine was shutting down, a limousine pulled onto the pad and the chauffer hopped out and held the back door open. Smith ushered his herd of Rory and Mike out of the helicopter and into the back seat of the car. He had told the pilot that they would be back in about 3 hours, and to have the bird fueled and ready to go at that time. Both boys were still talking excitedly as Dan got into the back of the car with them, after having confirmed the destination with the driver. He again sat in the seat facing the two boys. "All right you two. You're probably hungry and we are going to do lunch soon, but first we have an appointment with Francis, so Rory can get measured for new uniforms and everything else. Michael, you have probably grown some since your last measurements, so we can get a quick update on you as well. Mike looked at Rory and explained. "Francis is our tailor. He outfits some of the biggest names around." Rory was confused, "But Mr. Smith, my aunt already bought me my uniforms." "Yes she did, and we will donate those to the school shop for some of the other scholarship boys. As part of the society, you have to look your absolute best, and that means tailored clothes. Not just the uniforms, but also your suits and casual clothing. When you do fundraising events, sometimes there are certain members who prefer, a unique look, for lack of a better phrase, for the boys they choose. You will see how this works as time goes on, but for now, don't worry I will choose what I am pretty sure will be popular at first for you. We also need to come up with some performance costumes for you and Danny when you perform as a duo. His father took him to Francis this morning. If your compatriot here had been more punctual, we could have had lunch together." Smith looked at his son glaring, causing Mike to blush. "Sorry Rory," Mike said genuinely, knowing he would have loved to see his friend and roommate. "That's OK. They are going to be at this party thing we are going to right?" Mike and his dad looked at each other and smiled at the phrase "party thing", as Rory didn't quite realize yet that he and his roommate were going to be the star attraction at the "party thing". "Yes, Danny and his father will be there. As a matter of fact, most of the society will be there Rory. We have this party annually to welcome the new chosen members, which are of course, you and Danny. As a matter of fact, I hope you don't mind, but you two will be asked to perform a duet for the members, as your musical prowess has a lot of the members very interested." Now it was Rory's turn to blush, and Smith noticed. He liked the boy blushed so easily. It added to his boyishness and just went with his submissive personality. Rory worried that they weren't ready to perform as a duet just yet, "Well, we have only played together for a little while. It would be nice to practice more..." Smith cut him off, "Nonsense boy. Trust me, you will play good enough, as most of the members will be far more interested in your appearance than your ability at this point. Of course later on for the school, you will be expected to perform up to your obvious talent, but tonight is just a party Rory, and the idea is for everyone to have fun. You boys will do fine. Rory rubbed his hand over the bulge in his shorts at the mention of everyone looking at he and Danny. He remembered that everyone there tonight would be gay, and alumni of the school. That meant that there would probably be sex stuff going on! He was thrilled and terrified at the same time. Mansions, helicopters, limos...things were moving very quickly for the freshman. He felt the limo slowing to stop, and looked out the window to see they had pulled up to an unmarked door in a smallish alley. The limo driver hopped out and opened the back door, and Smith got out, followed by Mike and then lastly Rory. Smith gave told the driver to be back in one hour. He led the boys to the non-descript door, but before they reached it, the door was opened from inside by a tall thin young man who didn't look like he was old enough to drink yet, whom however, to Rory's surprise had hair as red as his own, although it was quite curly and cut very very short. He was wearing dress slacks, a shirt and tie along with a vest, but his sleeves were rolled up and he had a cloth tape measure draped over his neck. "Mr. Smith! How nice to see you again, and you too Michael!" The man-boy screeched in the most effeminate gay sounding voice Rory had ever heard outside of television or the movies. Then he looked right at Rory, "Oh my GOD! Who is this little cutie? You must be Rory Calhoun, who we have been told SOOO much about! Well lets not all stand out in the street, come in, come in!" The elder Smith laughed and followed, while Mike looked at Rory and rolled his eyes, then winked at him. "Nice to see you again Robert. Where is your father?" Dan inquired of the young man. "He had to make an emergency house call. Something about ripped trousers and an important meeting with some foreign dignitaries. He should be back any minute, but we can get started right now. I've been trained by the best!" "I didn't mean to offend Robert. I am sure you are quite capable of doing the job at hand." Smith said graciously. He looked at Rory. "Rory, this is Robert Mariotti. First and only born son of Francis Marriotti, and who is about to start his second year at Yale. He graduated the year before Michael started at Wright, but his father has been my tailor since before Michael was born. I'm guessing that Robert is going to continue the family business once college is over." "Of course I am. I couldn't think of doing anything else. If anything, I want to expand the business, but you know my dad. He's pretty stuck in his ways." "Ha, well his ways paid your tuition at Wright and now Yale, so I am guessing his ways are pretty successful. Anyway, I apologize for being late," Smith said, "but these two lost track of time. Can we get started?" "Of course we can, Rory, for starters, take off those shoes, strip down to your underwear and socks, then go stand on the little stool there in front of the mirrors," Robert was pointed at a small dais placed in front of a full length 3 way mirror. "I need to find some dress shoes for you, what size do you wear, about a six?" "Ah," Rory was flummoxed. The last thing he wanted to do was take his clothes off yet again in front of strangers, especially with his little cock accessory stuff in his tiny bikini briefs, but he was trapped, "Yeah, six usually works I guess," he answered timidly, as he sat on a bench placed in front of bolts of fine cloth stacked along a wall. Resigned to his fait, he started untying his Addidas, probably the best athletic shoes he had ever worn. Robert disappeared into the back room, while Rory, stood up, and took off his T-shirt and then, hesitating slightly, hooked his thumbs in the waistband of the tight shorts, and peeled them down over his smooth thighs until they dropped in a puddle around his socked feet. Dan Smith handed Mike's camera to him, "you forgot this. Please be more careful with your things Michael." "Oh shit, I mean, Sorry dad." Mike said, internally wincing that he swore in front of his father. Even though he heard his dad use that kind of language all the time, he knew he was forbidden to in general conversation. "Language Michael. That will cost you later," Smith noted, and then to Rory, "Go ahead and get up there Rory. We are all men here, you have nothing to hide or be ashamed of. "Yes sir," Rory answered and padded over to the little stand in front of the mirrors in socked feet and bikini briefs. He climbed up and faced outward, giving the Smiths an nice view of his body from all angles using the mirrors. His bulge was quite pronounced in the tiny bikini, and his rear end was outlined very nicely by the thin cotton underwear, that thanks to its snugness, looked almost painted on in the mirrors. His red striped tube socks remained pulled tightly to his knees and were dead even, prompting Mike's cock to swell in its own cage as he brought the viewfinder to his eye, and started to snap away. Rory instinctively brought his hands in front of his crotch. "None of that little bro. I want some nice shots here, you look awesome in my old undies. Cross your arms or something, or put your hands behind your back." Rory felt like a piece of merchandise on display when Mike started taking pictures of him. He did as he was told, and crossed his arms protectively in front of him and pouted, and then at Mike's direction put his hands behind his head, showing off his hairless pits for the camera. He could feel his dick swelling in its prison as the shutter kept clicking, again, getting turned on by his own humiliation. He was embarrassed beyond belief when Robert returned to the room and gawked at the sight before him and then broke into a huge grin. "Oh GOD where did you find him? He is going to look so good in our clothes!!!" Robert put down a pair of white leather dress shoes just gazed at Rory with unbridled lust. Rory blushed bright red and his hand flew back in front of his crotch, but then everyone was distracted when the door to the small shop opened from outside. "Sorry I am late Dan," an older man dressed almost identically to Robert walked in. But where Robert shared Rory's Irish looks, Francis was pure Italian, with a full head of graying but still mostly dark curly hair, and dark furry forearms and a frame almost but not quite as big as Smith's. "An emergence at the consulate, but I'm here and you're here, so let's get to work eh? This must be Rory! Nice to meet you son," Francis was talking non stop as he entered his shop and took control, He walked up to Rory, and still looked down on the boy, even standing on the platform as he was. Rory had put his hand out as the man approached, but Francis would have none of that, and embraced Rory in a breath sucking bear hug. "Ah what a gorgeous boy you are! We are going to make you look even better when we are done here, right Robert?" Francis didn't wait for an answer, as though everything he said was fact and instead walked right over to Mike, "Michael, good to see you again as always!" Mike got the same hug treatment as Rory just had, then he embraced his good friend and client Dan Smith. "So we need to get the boy dressed for the occasion tonight eh?" Dan replied to his friend, "Yes, something like we spoke about earlier in the week. That is the priority for today and I hope you don't mind the rush. After that, I want a complete set of school uniforms, plus we need to come up with a few performance costumes for him and Danny Yamamato to wear, They are going to be a big attraction for the school, and of course an even bigger one for the society. Has the Doctor been by?" "They were here first thing this morning. His boy looks almost like he did when he was a student. Remarkable! Remember how big a deal it was to have an Oriental student?" "He was a groundbreaker in more ways then one," winked Smith to his old friend. Francis and his father before him had been providing tailored uniforms to the elite students at Wright for many decades. "But that's great. You will have both boys measurements so we can order anything new as the year plays out. Of course they are both growing, so we will schedule a fitting every four months or so. We can put them online now, and the members can make any requests for specialty outfits through you as always." "I look forward to it Dan. They will make a very attractive couple for the ceremony. Just like Michael and his roommate did last year. What a night!" Rory looked to Mike, who now had occasion to be the one blushing at the mention of his initiation. Rory was fascinated and a bit scared at all this talk, and didn't' even realize he was clutching his imprisoned cock through his briefs as the attention in the room had shifted to the two adults. He saw Mike making a face at him though and dropped his hands just in time, as Francis had picked up a tabled computer and walked toward him. "Robert, lets get started, I will record as you measure." "Works for me dad!" Rory's fellow red head started toward him pulling the tape measure from around his neck. Was that a bulge in his slacks? Robert was just about eye level with Rory when he stood next to him on the dais. He could feel the college students breath on his as he wrapped the tape around his head to get his hat size first. " I am really going to enjoy design some custom outfits for you and your cutie pie roommate. Danny was so much fun earlier today." Robert had long slender fingers that lingered around Rory's ears and cheeks as he took his head measurement and called it out to his father. "You are going to have so much fun with the society. I actually think freshmen year is the most fun, as everyone is always hot for the new boys!" The tape was now around Rory's neck and Richards fingers grazed along his throat making the boy tingle. What Robert was saying seemed so wrong, that older men should be wanting the company of high school boys, yet what did Rory jerk off to all the time? Hell, what had he just done the night before and this morning? Robert had his raise his arms. His nipples got fully hard when the tape went around his chest. He was on full display to a room full of fully clothed men, in just his bikini and socks, and he was turned on, held in check only by his cock prison. He giggled and squirmed as Robert worked his way down with the tape. "Oooh, somebody's ticklish", Robert squealed. At first Rory had been slightly put off by the overly effeminate tailor in training, but to his surprise, he found himself warming to the 20 year old. He was so full of good cheer and humor it was hard not to like him, and made Rory question his own prejudices. "Okay, time to get a bit personal, we need to loose the banana hammock," joked Robert as he placed his fingers into Rory's striped bikini briefs. "We need some special measurements." Before Rory could protest, and before he really knew what was happening, Robert yanked Rory's underwear down, revealing to the whole room his imprisoned cock. "Oh my, SOMEONES been a bad boy!" Robert exclaimed. Rory's eyes watered. He couldn't even put his hands in front of himself as Robert's head was inches from his cock. He wanted to run away and hide, but his back was against mirrors and he had now were to go. After an uncomfortable silence that to Rory must have seemed an hour, but was only a couple of seconds, Dan Smith explained, "The bad boy is actually Michael, who is also wearing one. I needed them to hurry up and not think with their dicks. Rory here is very excitable, so we need to contain some of that for the party, but if you need it off, it won't be a problem." Rory was grateful that Mr. Smith had pointed out that Michael was also wearing one of the dreaded things, and didn't feel so bad about it after the man's explanation. "You know the drill Dan," Francis chipped in. "We need to get him hard so we can make a pocket to fit him in the tighter trousers, as well as just make room if he is a left hanger or a right hanger." Francis always custom fit his boys trousers to include making room in one leg or the other for the boy's cock to hang in, if it wasn't being held up by tight underwear. And of course, he just liked it as an excuse to see the boys in their full excited glory. "As I said, not a problem at all," Dan said," Robert, here is the key, you can do the honors." He handed Robert the small key to the miniature pad lock holding Rory in. Robert took the key excitedly. His hands actually were trembling slightly as he undid the lock and figured out how to remove the chastity device, thankful that no one had ever thought of doing that to him! He loved how it made Rory look though, but was also pleased to see Rory's cock, now free, almost instantly inflate to half hardness as the blood flowed in. Robert stood up and held up the device examining it. "Oh my GOD how devious! I will just put this over with his other clothes." He put it on top of Rory's shorts and turned back toward the boy, now naked but for his tube socks, standing on the platform and viewable from all angles thanks to the mirrors. Mike even snapped a few more pictures, capturing Rory's flushed cheeks. "Now I know you can do better than that cutie. We need to have you as hard as you can possibly be without blowing your load so to speak, can you do that for us?" Robert was twirling the cloth tape measure around with his fingers. "Uh, ummm, I guess..." Rory was unsure how to proceed. "He means jerk yourself hard buddy!" Mike piped in helpfully. "Just don't finish!" "O, Okay I guess," Rory grabbed his cock and started to stroke it. Ordinary it would be hard just at the thought of what was going on, but all of a sudden, he was having a bit of stage fright and even with his eyes closed, he couldn't get it to go much harder than half it's normal proud fullness. Rory was now blushing furiously with embarrassment and shame. He wanted this to end and end soon, but he knew they wouldn't rest until he got hard. - What the hell is wrong with me? I get hard at the drop of a hat, and now I am supposed to get hard and can't?- Dan Smith saw the boys predicament and motioned to his son. When Mike came over Dan whispered in his ear. Mike's eyes got big. "Couldn't I just, you know...? "Michael, are you going to make me repeat myself?" "No sir," Mike said, handing his camera to his dad. "Hang on little bro, just relax for a second. You're thinking too much. Turn around and close your eyes." Rory did as he was told and let go of his poor cock, and was glad to face away from everyone for a moment. Mike got right behind him with his face just at the small or Rory's back. "It's OK stud, we've had quite a workout the last couple of days. Now just spread your legs a bit and keep those eyes closed OK? Think about the rock this morning. Just you and me out there on that big old rock." Mike started running his hands over Rory's legs as the boy spread them apart as he was told too. Mike hands continued rubbing on Rory's smooth thighs as he worked his way to up his butt, which he started kneading the boy's tight little buns. "That's it buddy. Relax and enjoy." Rory was trying, and Mikes hands felt wonderful, but he also knew that the other three men were watching. He then thought of how he would look at a naked boy in knee socks standing on a platform while be ogled...and his cock felt tingly. The next thing Rory felt was this butt cheeks being spread apart, and a cool breeze on his hole. Mike was showing everyone his butt hole! Then he felt Mike blowing on it and a moan escaped his lips... Mike blew on Rory's boy-hole just before he gave it a long sensuous lick. He had to hold on to Rory tightly as the minute the boy felt the warm wet tongue on his opening, he shrieked and jolted in surprise. Mike didn't let up though and really started to rim the boy in earnest. "Oh GOD!" Rory bit his lower lip. He had seen this in porn of course, but he couldn't believe his buddy was doing this to him. He was licking his ass hole! And it felt...AWESOME! All of the humiliation, shame and fear was gone, replaced now by that familiar feeling of lush. After only a few seconds, Rory was rock hard and his cock dripping with pre-cum. "I think that did the trick Michael, thank you. Robert, proceed," Dan instructed. Mike pulled out of Rory's butt and slapped his friend playfully before he turned around, his cock now sticking up at a forty five degree angle with a shiny drop of precum on it, his face totally flushed, nipples as hard as his cock and the rest his arms covered in goose bumps. Robert walked up and measured Rory's hard cock from the base to tip, "four and three eights," he remarked to his dad before wrapping the tape around the shaft, "about seven eighths on the girth." Robert than shocked Rory by taking his finger and wiping off the drip of pre-cum and putting it in his mouth. "Mmm, you ARE a tasty little creature," then he winked at Rory and started measuring his inseam, thighs, and other things that were odd to Rory, like the distance between his inseam and knee, the diameter of his legs above and below the knee, and shoulder to elbow among others. He may not know why they were needed, but the way Robert's long fingers danced on Rory's bare flesh, kept the boy aroused as the procedure continued. Rory noticed that Mr. Smith was taking pictures of the whole process, wondering how many pictures of him the millionaire needed, but what was he going to say? He just hoped that he wasn't going to end up on the internet somehow, but figured from what he had seen so far, that this man was powerful, and nothing he did would be that reckless. "Ok, we are just about done, but I need to measure you in dress socks and shoes so we get the trouser lengths exactly perfect. Not that you will be wearing long pants very often! The alumni and especially the society men like their boys in shorts don't they Mr. Smith? Dr. Yamamoto ordered like 10 new outfits for Danny while he was here, some of them VERY interesting. Maybe you would like some matching for Rory?" "Indeed we do Robert, but he does need a couple of pairs of long pants for propriety sake at the more conventional activities, and we want the Wright boys to look better than any other kid out there. As far as the matching outfits, I would like to see what the good doctor got for his son. He is usually pretty conservative." "You can look here on the tablet while Rory gets the other shoes and socks on. Be a good boy Rory and go change over there please?" Robert pointed to where he had set the white shoes down. Glad to be off the platform, Rory had to admit he was dying to know what kind of "interesting outfits" Danny's father had ordered for him, remembering the way the man had started at him the day before. Rory sat on the bench and found a pair of thin sheer white dress socks, still in the package next to the shoes. They looked suspiciously like girls knee highs to Rory, but there was no label on the package, and they did match the white shoes. Rory couldn't imagine who wore white shoes anymore, except maybe in a marching band or something, but he was learning not to question anything involved with Mr. Smith, as he sure didn't want to be over Marcus's lap getting a taste of his belt. Or did he? Not wanting to get into an internal debate, Rory just stripped off is tubes socks and pulled on the thin white socks and tried on the dress shoes. Of course they fit perfectly when he stood and tried them out. He walked over to the platform and caught sight of himself in the mirror, still with a hard on, but now wearing white dress knee highs, with folded over cuffs at the top, and shoes. He would call himself a dork, but again, he already had gotten spanked by Mike for thinking like that. What did his acting big brother tell him? "Own your look" was it? Well he would try, but he had serious doubts seeing himself. He looked back to Mr. Smith, who was crowed around the tablet held by Robert, along with Francis. Mike was still standing off to the side, obviously not welcome at the gathering. He gave Rory a smile and a thumbs up, then quickly grabbed the camera to get a few pictures of him in his almost naked finery. "Very interesting indeed!" Smith said. "The good doctor is getting kinkier as he ages, or maybe he always has been but was waiting for his boy to mature. Yes go ahead an cue up the same outfits for Rory, they will look very alluring dressed alike. This is going to be a great year for donations." He looked over to Rory and smiled. "Hop back up there champ and lets get this finished." "Yes sir," Rory said, cheeks flushing, and secretly dying to know what kind of clothing was being made for him, but too afraid to ask. He could feel the blood rushing into his cock as he stood back up on the platform, and noticed the look of desire in everyone's faces as they stared at him standing there in his socks and shoes. Robert placed the tablet down, but not before turning it off, much to Rory's chagrin, as he was trying to see what was on the screen. Robert walked back to Rory taking the tape measure off his shoulders, and proceeded to measure him again taking careful note of the exact measurement from his crotch to the top of the dress shoes. "Last but certainly not least," Robert said and wrapped the tape around Rory's shaft, measuring the girth of his modest equipment, and then the length. "Four long hard," Robert dictated, "and three and a 3 eighths around." He then grabbed Rory's dick and held it down against his left leg and wrapped the tape around, "I think we will make room on your left leg," he winked at Rory as he took the measurement. Rory had never thought about making room for his cock in his pants. It always just fit. How tight could you make pants? A long gob of precum oozed out of his downward aimed cock just as Robert finished. The young tailor smiled and used his finger to again, catch it, and in doing so, ran his slick finger up Rory's inner thigh. "Oh fuck!" Rory screeched without thinking and his cock erupted, spurting three strong squirts of cum down his leg before Robert could even react. His previous shyness completely gone, the feather touch of the older boys long fingers on such a sensitive spot had again, sent him over the edge without any direct cock stimulation. "Oh my God, I'm so sorry!" Rory let out, horrified. Robert took it in stride, tut tutting as he pulled a handkerchief from his pocket. "Nothing to be ashamed about Rory, it happens more than you might think. Let me just get you cleaned up and we will continue," he said, wiping the cum from the boys smooth leg. Actually Robert looked quite forward to having a private moment with his handkerchief later on in private. He winked at the humiliated boy and whistled to himself softly while he finished his measuring. After what felt like an eternity to Rory, but probably less than two minutes later, Robert was finished and told Rory he could get down, and put his street clothes back on. Rory couldn't grab his clothes fast enough, and started to step into his bikini briefs, before Mr. Smith cleared his throat stopping the boy. "Not so fast Rory. I think you are forgetting something." He intoned. Rory was confused at first, until he saw the man pointing at the chastity device that Robert had removed from him earlier. "Michael, help Rory get dressed correctly, and then both of you go out and wait in the lime. I have to go over some details with these gentlemen in private." Smith watched as Robert handed the key to Michael, and then Francis said to him, "We can talk in the other room while these boys finish in here, come this way please Daniel," and the proprietor and his son led one of their best customers out of the room. "Sorry buddy, Pops ordered me too, and I don't have to tell you that that is not negotiable," Mike said picking up the device. "Just stay right there and we will get this on you." Mike fed the boys softened cock into the clear plastic tube, ensuring it was fit correctly so the boy could at least pee through it, before again, fastening the base around his dick root, and closing the tiny lock. The older boy then bent down and pulled the tiny briefs up over Rory's crotch, running his hands all around him, making sure they were on just right. "There you go, now get your other socks back on, and finish up, I don't think you need any more help getting dressed," and then to Rory's shock, he leaned over and kissed his cheek. Feeling the color come to his cheeks, Rory giggled, and shook his head no, his recent embarrassment fading from memory. Mike seemed to be able to make him feel good about himself no matter what. Rory pulled the tight Addidas shorts back on, and the matching shirt, then peeled off the thin white dress socks, exchanging them for the more familiar feeling tube socks, even with their retro look. After putting back on his sneakers, he and Mike headed out to the car to wait for big Dan. "So what kind of outfits are they making for me, do you know?" Rory inquired of Mike in the back seat. Mike had some ideas, but he didn't want to scare the poor boy, although his cock strained in his own cage thinking about what Rory would look like dressed like some of the older pervs in the society would like. He offered just a little information. "Eh, probably just some uniforms like the one you wore the other night. Some of the older guys like to paddle naughty school boys and shit like that. Or choir boy games, or one old navy guy likes his boys dressed as sailors. Mostly though, its just normal high end suits and stuff. We go to a lot of very fancy parties Rory. The more money they have though, the more the society will provide. Don't worry, you will always have the right of refusal, although I really don't recommend that. "Oh, Ok. I doubt I would refuse anything, though. Everyone seems so cool so far." And the thought of being humiliated and paddled actually caused life to fire back into the boys imprisoned genitals. He couldn't' get enough! He wondered again what the hell was wrong with him. He was about to ask Mike for more information, but the door opened and Dan got into the car. "One more quick stop before lunch boys," Smith boomed, and then slid the window open to the driver's compartment and said, "Ye Olde Tonsorial's", then shut the window again. "We are going to take care of that mop on your head next young man." Rory swallowed hard as the limo pulled away from the curb. He hadn't had a haircut in over a year. He aunt always took him to some fancy salon, and the ladies would faun over his red locks. Somehow he doubted any place with a name like "Ye Olde" anything would be a fancy salon. He was correct. When the driver opened the door, he saw they were in front of another old brick building, with an old fashioned barber pole spinning by the door. Dan opened the door and motioned the boys inside. Rory waked inside to a new world. The shop was definitely old school. There were three chairs that were covered in dark brown leather. The smells were not anything like a salon. It was all aftershave and leather, and very manly to Rory's nose. Behind one chair was an older gentleman wearing an old fashioned white barber jacket. "Good afternoon gentleman. Michael good to see you again, and Dan, how are you?" "Salvatore, great to see you as always, thanks for the last minute appointment!" Dan said to the man, who Rory gathered was named Salvatore. "Never a problem Dan, never a problem. I think I can see how needs there haircut. What is your name young man?" He was looking right at Rory. "Rory sir, Rory Calhoun" "Pleased to make your acquaintance young sir," he said taking Rory's hand and shaking it. "Dan told me time is short, so we can get to know each other some other day, lets get started." With that he turned and pulled the cape off his chair, and looked at Rory up and down. "Hmm, hold on one second" Rory watched as then man went over to the wall and returned with a small leather cushion and placed it on the barber chair. A booster seat! "There we are, hop on up Rory." Feeling like he was in grade school, Rory hopped up on the chair, and feeling his feet dangling in the air, not able to reach the foot rest. He felt like a 10 year old, and wondered what was wrong with his hair anyway? He looked at Mike who by now had sat down on a chair along the wall facing Rory, next to Mr. Smith, who had done the same. He remained silent as the cape was placed over him, and the tissue wrapped around his neck. He felt himself spun around until he was facing himself in the large mirror on the back wall. He saw himself with his long red hair flowing over the white barber cape, wondering how he should get it cut when Salvatore spoke. "So what are we doing with this young man's mop today?" Rory was about to answer when he realized that the Barber was looking at Mr. Smith, not him. "Give him a Freshman Special," Dan replied. He's a Wright boy now, and I want him to look like a proper 9th grade underclassman." "Right away Dan. One freshman coming up!" He snipped his scissors in the air next to Rory's ear a few times, then spun the boy back around to face Mike and Dan, and started to work. Rory indeed felt like a little boy when Dan spoke for him, but what was more frightening to him was the huge locks of red hair that were cascading down the barber cape with each snip of the scissors. He knew his hair was a bit long, but figured it would just need a trim. This was a full scale assault on his head! Finally the evil Salvatore put the scissors down, and Rory thought he was done. Not even close! The snap sound of the electric clippers coming to life almost caused Rory to jump off his booster seat. He felt his head being pushed forward and felt the vibrating blade pressed against the back of his neck as the cutting continued. During the whole time Salvatore spoke to Mark and Dan like Rory didn't even exists! The barber seemed to know a lot about the school though, as he talked to Mark about the current soccer season, and as well as about some of the more famous student athletes of the school, as well as to Dan about local politics and other business that Rory couldn't follow. The devil at least finally put the clippers down, but he wasn't finished yet! For the first time ever, Rory felt the sensation of hot shaving cream being applied around his ears and the back of his neck. He then watched as Salvatore ran his old fashioned straight razor up and down the strop, before feeling the man deftly shave a perfectly clean line along his scalp. He then felt the man apply some sort of goop to his hair before he felt it being combed. Finally, the man removed the tissue from around his neck and spun the chair around. If Rory's jaw wasn't physically attached, it would have dropped to the floor at that moment. He didn't recognize the boy looking back at him in the mirror who looked like a 6th grader! His hair had been cut very short on the back and sides, above his ears, and he now had a sharp part on the right, held in place by the old school tonic that Salvatore had applied. Rory was horrified, but Dan Smith was pleased. "Thanks a ton Salvatore, he doesn't look like a damn girl anymore." "My pleasure Dan! We have to maintain the Wright reputation. There you go Rory, free for another two weeks! See you next time!" Two weeks! He must be kidding thought Rory, as he stood, resisting the strong urge to feel his head. A strong look from Dan also caused him to remember his manners, despite not being pleased at all and managed to thank the butcher in the barber jacket. "Thank you for the hair cut sir." Mike could tell Rory was in shock, but thought he looked extra cute, so he grabbed his arm and led him out of the shop while Dan paid for his new look. Once outside, Rory felt the breeze on the back of his bare scalp on got goosebumps, even though it was warm outside. This short hair would take some getting used to! Mike opened the door for Rory and he slid into the back seat, and then waited for Mike to get it, but the older boy also held the door for his father, who climbed in and sat next to Rory, letting Mike take the opposite seat. Dan put his arm around Rory and squeezed him as the limo pulled away. "You look great son. Don't worry, I won't always tell you how to cut your hair, I just want to make sure you make the right impression tonight with the rest of the society. You've had a busy morning, so lets get some lunch. I think you will like this little diner. I have been taking Michael here since he was a little boy." Rory realized he was quite hungry, and also he felt very comfortable and safe in this mans embrace. He forgot about the horror of the haircut, and cumming on himself yet again, and just relaxed for the rest of the short drive to lunch. He thought about what Mike had told him about being spanked by old guys and imagined himself in a school uniform bent over a desk being caned by the headmaster, like in some of the stories he read online. He was actually thankful at that moment that his cock was being held in check. Soon enough the limo pulled up to an old fashioned diner that looked like it was an old train car or something to Rory. The driver opened the door for them, and Rory followed the other two out and into the diner. He felt self conscious about how he was dressed and looked, and for some reason that made his cock twitch a bit, but he soon realized no one was really paying attention to them. To most people it looked like a father and his two boys out to lunch, even if the little boy looked slightly out of fashion. The hostess seemed to know Mike and his Dad (is there anyone he doesn't know, wandered Rory?) and took them to a nice cozy booth in back. Rory ended up sandwiched in the middle and watched as she handed Mike and Mr. Smith two large menus. He held out his hand for his, and was dismayed when he was handed a smaller menu that said "For Our Most Important Customers!" on it, but no cute turn of phrase fooled Rory. He had been handed the kid's menu! He was about to protest when Dan thanked the hostess and turned her away. "Get anything you like boys," Smith said, leaving Rory no doubt he was expected to order from his given menu. He looked at the menu and decided on a cheeseburger and fries, figuring that it would be fine. The waitress came and Dan ordered a Martini for himself and then ordered a Shirley Temple for Rory, allowing Mike to order his own soda, making him again feel like a little kid. Just then though, he felt the man put his large hand on his knee under the table and squeeze it, sending a thrill up his spine. "Rory, just indulge me a bit. You look so cute right now and you remind a bit of Mikey here when he was smaller." All or Rory's anger disappeared. "No problem Mr. Smith, I kind of like it I guess. I've never had a man like you be so nice to me. I'm just a bit overwhelmed with all this happening so fast." "Understandable son. Can I ask you another favor though? We are going to get to know each other very well over the next four years, and I am your defacto guardian while your aunt is out of the country. How would you like to call me dad instead of Mr. Smith? I know Mike here already thinks of you as a little brother." Rory's eyes watered. "I would like that very much sir, I mean...Dad." Without even thinking Rory hugged the man tightly and started to cry, only stopping himself when he saw the waitress coming with their drinks. He grabbed the large cloth napkin and pretend he had something in his eyes while Dan ordered for both of them, guessing correctly that Rory would have the cheeseburger and fries. Mike placed his own order for a burger and the young lady left the table, allowing Rory to compose himself. Dan picked up his drink and held it up. "A toast to the newest honorary member of the Smith family" Mike smiled broadly and picked up his glass. "Here here!" Rory blushed and held up his own, clinking it with the two others, and took a sip. He was surprised to find that he actually liked the drink with such a girly name. Dan steered the conversation for the rest of lunch, not making any mention of the society or the mornings events since they were out in a public place. Rory and Mike were smart enough also to realize this, and Rory just enjoyed sitting between the two, feeling very secure. He completely forgot he was even wearing the chastity device until he followed Mike to the bathroom before they left to pee. Standing next to each other at the urinals in the men's room, making sure no one else was there, they each looked down at each other aiming their constricted organs to relive themselves, and both fell into a fit of giggles that didn't stop until they were aging back in the limo. Once the limo pulled away however, Dan, who was seated again facing the two giggling teens took charge. "All right you two, pipe down and listen up. We are going back to the tailor shop where you will both get into your party suits. We don't have much time so no horsing around. We are then going to get back to the heliport and fly up to the property. Rory, I don't want you to be nervous, but you will be making a first impression today, and that counts for everything. I know this kind of thing is new to you, but I wouldn't have put you up for membership if I didn't think you were deserving of it." Both boys were now silent. "This is your last chance right here and now, before we get on the bird. If you say no, there will be no hard feelings, but understand...What you see and experience tonight goes does not get discussed to anyone outside the society ever. I am dead serious. Over the years there has never been a leak, although there have been a few unfortunate episodes. The Society's security does not take breeches lightly, whether you are 13 or 113. I'm not saying this to scare you. Quite the opposite, I want you to know that your privacy will be protected, but that is a two way street. So I ask you one last time. Are you willing to be initiated into the Society that has no name?" He swallowed and shifted his bare legs around the soft leather seat and felt Mike's hand squeeze his bare knee before running his hand up his exposed thigh. At that moment, Rory couldn't think of anything he wanted more as his cock fought the plastic tube if was forced into. "Yes sir, I very much want to be. I mean, yes Dad!" Dan smiled. "That's my boy!" A few minutes later they arrived back at the tailor shop, where Robert was waiting holding two garment bags. He held the first out to Mike, and the second to Rory. "Here you go gentlemen, your Sunday best for the garden party. I've put your shoes and socks in the dressing room Rory. Mike you are going sockless with boat shoes, which are also in the room, off you go now, hurry, I want a picture before you leave!" Both boys took their garment bags and went into the dressing room. Mike pulled his bag down first, finding very stylish burn orange shorts, a white linen dress shirt and a blue blazer and orange and blue boat shoes. Rory was taking his own clothes off as slowly as possible while he watched Mike quickly strip down to his underwear and pull on his party clothes. Rory thought he now looked even more handsome than usual. When he slipped the boat shoes on and threw the blazer over his shoulder, he looked just like a catalog model the smaller boy thought. Now to see what he got to wear, Rory pulled his own garment bag down. He also had a blue blazer and white shirt, but cream colored shorts and a red and pink striped tie. Then he saw the white dress shoes and white knee socks form earlier. He didn't say anything, but was actually kind of pleased as he pulled up the shorts. He liked getting dressed up, and this material was obviously expensive, and fit him like a glove. As he finished, he looked in the mirror and saw Mike standing behind him. "You look like a proper east coast prep school dandy boy!" Mike smiled at him and hugged him from behind. "You look really nice Rory. You are going to be a hit, I'm sure." Rory smiled, still amazed at how young his haircut made him look. At least the shorts were not too short, ending about two inches above his knees, although they hugged his but pretty well. Speaking of his butt, "Mike, am I going to have to uh, well?" He paused for the right phrasing. "Is there going to be any butt stuff tonight?" Mike laughed softly. "Well buddy, I can't really get into what goes on yet, but if you are worried about some old guy fucking you, don't. The society has strict rules about consent. Granted, you will be embarrassed, punished, and totally used sexually, as a virgin, you get to pick who will fuck you first little bro." Rory let out a sigh of relief. He definitely wanted to try things, but he didn't know if he was quite ready for that. But then Mike continued. "That said, other than a real live cock up your ass, you better get mentally prepared to be probed and prodded and otherwise exposed very completely. When you join, you do have to agree as an acolyte of the society that you obey the elder's requests. But I know you are up for it. I knew it the minute I shoved my cock down your throat the first time you were born to serve other dudes. You are a perfect fit to be a society boy. Now lets get going before we both get punished again." Slightly relived, but with growing butterflies, Rory let himself be led out to where Mr. Smith, Francis and Robert were all waiting, Robert nervously bouncing up and down. "Ah look, you both look so HANDSOME!" Robert screeched as he held the camera up to his eye, "Smile and say Cheese!" Rory didn't have time to react before the first flash went off, but then Mike put his hand on his shoulder and guided him to pose, like he was born to it. Both Robert and Dan held up their cameras and took a few more pictures, of Mike and his new little Brother Rory, dressed in their preppy best. "All right, they both look great as I knew they would," said Dan. Francis and Robert, I will be in touch soon for the rest of the order, but for now, we need to get going." Before Rory could escape, Robert came in for a hug and big wet kiss on the cheek, causing him to blush, as he watched Mike get the same treatment. Soon enough they were all in the limo and headed to the heliport. As they pulled up, the blades were already spinning, and Dan escorted the two boys into the running helicopter, and within minutes they were airborne and on their way. Rory put on the headset again to listen to the pilot talk and sat back in the chair. Mike and his Dad were talking to each other over the din, so Rory just sat back and looked out the window trying to keep his knees from shaking. He was getting very nervous. He thought about the things Mike said about being probed and embarrassed and wondered what it meant. He should. be more scared, but he was also anxious to find out what was in store for him. He glanced at his pale knees and the thin dress socks pulled up to them. He grabbed his crotch, running his fingers up and down the hard plastic under his tiny briefs. He had an intense urge to jack off, even thought he knew he couldn't... Rory had actually dozed off, and came to with a start when the helicopter touched down. He was surprised when the door opened and it was Marcus holding it. All three got out and trotted at a crouch away form the still running machine toward the Rover. Rory also saw that another car he recognized was right behind it. It was Danny's father's car! The helicopter took off again, and then Danny and his father emerged from the Mercedes. Dr. Yamamoto was dressed in a linen suit, and Danny was dressed similarly to Rory, although he had kaki shorts and khaki knee socks along with brown and tan suede saddle shoes. He was also wearing a white shirt and tie and blue blazer. Danny smiled when he saw Rory new haircut and suit, "Well at least I'm not going to be the only dork here!" He was grinning. Both boys ran toward each other, stopping just short of hugging each other, instead fist bumping each other. Checking that they were out of earshot of the adults, Danny leaned over and spoke softly. "Are you ready for this Rory? I can't get much out of my Dad, but I think it's going to be pretty intense!" Danny was more nervous that Rory had ever seen him. "I think so. With you by my side bro, I can hack it," Rory said, and then smiled sheepishly. "I'm actually pretty fucking horny right now." Danny smiled at that, "Me too dude! I'd be so hard right if... " then he hesitated, "I mean, well," Danny grabbed at his crotch and Rory saw a familiar looking bulge through Danny tight fitting shorts. "You too?" Rory said reaching out and getting a handful of Danny encased boyhood. Danny felt Rory's crotch and both boys burst out laughing. "All right you two, we need to get ready, so Danny, your going to ride with Rory and I," Dan Smith announced, "and Mike why don't you ride with the Doctor. I'm sure he would love your company." Dr. Yamamoto ran his eyes up and down Mike and appreciated very much the chance to spend some time with this handsome young jock. He wondered privately if he could get the boy down to his special basement some weekend. This would be a nice chance to see if he was worthy. "I would love Michael's company Daniel," he turned to his son. I will see you in a while son. You are to obey without question from here on out tonight. Do I make myself clear?" Danny bowed to his father, "Hai Father" The doctor smiled at his son, and then in a rare moment of tenderness, hugged his boy and kissed his head, "You will do fine Daniel-kun. I am very proud of you." The doctor then motioned for Mike to head for his Mercedes. Marcus herded the two boys into the back of the Range Rover, and Dan got in the front seat. When Marcus started up the bumpy dirt road toward the party location, Smith explained the set up to the boys. "The airport here is private, and we are already behind the first layer of security. There will be caterers here for the afternoon portion of the party, which is actually just that, a party. For the first two hours, you two are free to, and actually expected to just mingle with the crowd, and get to know some of the other members. There will be about 100 guests here, from your age to over seventy. You are the new Acolytes of the society, so everyone here, even Michael and his fellow inductee, Tim, from last year. They will no longer by Acolytes after you two are formally initiated. After the social hour, you two will perform a couple of numbers for everyone, to show off your talent. At the same time the caterers will be packing up, and escorted off the property. At that time, Marcus here will help you two get ready while the other members also get ready for the ceremony." He both boys rapt attention at this point. "You will both then be brought out on stage where you will take the oath swearing your allegiance to the society as well as the oath of silence regarding the activities of the society to anyone not belonging. Your will will be tested and you will be required to bare yourselves body and soul. It won't be easy. It will be somewhat...uncomfortable for both of you, but I promise there will be no permanent damage to either of you, and you will not be subject to anything that every other man and boy here has already been through. Are you both ready?" Rory felt Danny take his hand and squeeze it. "Yes sir, I am," said Danny. "Yes sir, Dad, I'm ready too," said Rory. "Excellent," boomed Smith. "We have arrived, let's go mingle, but first, here, you two have to wear these so everyone can spot the new guys!" He handed over two straw boater hats for the boys to wear with their suits. The car had pulled up to a large grass field by a huge barn. There were already several dozen cars and SUV's parked in the grass, and Rory could see a large gathering of men and boys out in front of the barn. Everyone was dressed in their garden party best, some men and boys were also wearing shorts, but he noticed that he and Danny were the only two wearing hats. As they got closer to the group, he could see that there were indeed many different generations represented here. One thing he noticed right away though, is that a good portion of them seemed to be couples. He noticed two college aged looking boys holding hands and kissing, but also he recognized several boys that were still in school, including the senior captain of the lacrosse team who was currently talking to the dean and coach, who he also recognized right away. Suddenly everyone seemed to notice them approaching and all eyes turned on Danny and Rory and both boys nervously slowed down. Rory looked to Dan Smith. "Where is Mike?" "They will be along soon enough. Don't worry Rory, no one bites here," Dan assured him. "Gentlemen, may I introduce those who haven't met our newest applicants, "Rory Calhoun, and Danny Yamamoto. Danny is a legacy, as you all know is the good Doctor's boy, and apparently the apple didn't fall far from the tree!" The group laughed and applauded, making young Danny slightly uncomfortable. "Rory here on the other hand is a gift to us. His musical talent alone would have been enough for admission to Wright, but we soon found out he would also be the most welcome addition to the society!" More applause, and before they knew it both boys were surrounded by the group, shaking numerous hands and hugging men and boys they were just meeting, along with getting felt up too many times to count. Still everyone was super nice and both boys were quickly relaxing. There was a large buffet table with a huge roast pig at the center, that was being served by young men in white coats. The young men were all college aged and gay, picked out by the owner of the catering company, who was a member of the society. There was also a large bar being tended by more attractive young men, The boys saw opposite the barn was a natural depression in the ground making a perfect natural amphitheater, and sure enough a stage was at the base, with large stone columns that looked almost like something out of ancient Greece. Rory saw that somehow their instruments were already on stage on stands next to two solitary chairs. This must be where we are playing he surmised. One of the members actually owned this property, and it was many times for fundraisers and other charity events and corporate retreats. It had excellent acoustics for band concerts and such, but it had also been used for many years to bring new boys into the society. Tonight's event would continue that tradition. At this moment though, the boys didn't have time to worry about their immanent ordeal and each was given and fancy non-alcoholic mixed drink so they didn't feel out of place talking to the adults that had their cocktails. Soon they found themselves separated though, but constantly talking to new people as more cars kept arriving. Rory was relaxed, eating and drinking and generally having a good time, but he wished either Danny or Mike was next to him. He was still painfully shy around people he didn't know. At that exact moment, Mike was still a mile away from the barn, his shorts and underwear neatly folded and placed in the back seat of the Mercedes next to his blazer and dress shirt that were hanging from the hook in the ceiling of the back seat. Wearing only his boat shoes (and his cock cage), he was spread eagled over the trunk of the car as a fresh load of man cum was running down his thighs. The Doctor was running his hands over the welts on Mike's ass, still visible from the thrashing Marcus had administered him that morning. "You have been a bad boy Michael. Your father told me of your misdeeds." He fondled his caged cock, causing the boy to moan as his member fought the restraints. Mike's balls were boiling and a large string of precum was leaking from his forcedly flaccid cock. He used two fingers to scoop up his see that he had just deposited in his rectum and was down running down his legs and held them to the boys lips. Without hesitating Mike opened his mouth and started sucking on them, tasting the Doctors cum mixed with his own ass. Mike was well trained and knew what was expected of him when he was told to go with the Doctor. Still he was surprised when the man steered the Mercedes off the main dirt road and up this tiny hollow with a nice grassy meadow. The Doctor parked the car and told Mike to please get out. The Doctor also got out and came around to the passenger side of the car and calmly told mike to take off his clothes, being sure to take care of them, as not to soil them before the party. Mike stripped to his shoes, neatly piling his clothes in the back seat, acutely aware of the smirk on the Doctors face when he saw that he was locked in chastity. He actually already knew as Dan Smith had given him the key to Mike's cage, but the boy didn't need to know this. He had Mike walk back and forth for him, so he could admire the young athlete in his natural state, wishing that young men would still compete as they did in ancient times, naked. "I need to relieve some tension before my son faces his ordeal. I thought you might helped me with that young man." The doctor unzipped his fly and pulled out his cock. Mikes eyes grew wide. Everything he had heard about Asian cock apparently was not true, and the man was quite sufficiently hung. Not bigger than his dad, but certainly bigger than Marcus or the coach. He approached the man as if to kneel before him, but the doctor held up his hand. "That will not be necessary. We don't have too much time. Please lean over the trunk and prepare to take me." "Yes sir," Mike said surprised, but doing what he was told. This man knew how to take charge! His cock was straining in its confines. He felt and hand on his shoulders, and then the doctor was shoving his fingers in Mikes mouth while he rubbed his cock up and down his crack. Mike sucked on the fingers, guessing rightly that this would be the only lube he got. His guess was right as soon the doctor pulled out his fingers and roughly inserted them in Mike, causing the boy to wince and moan. Soon though the doctor had his fingers sliding easily in and out of Mike's boy pussy, and after the man guessed his prey was sufficiently stretched and ready, replaced the fingers with his cock. The fuck was rough, quick and intense, with the man slapping his tender welted cheeks while he pounded away. Luckily for Mike, it didn't take long for the Doctor to deposit a large load up the sophomore's mostly willing boy hole. And now as he found himself sucking the ass slime of the doctors fingers he wanted to get off so badly he felt like his balls were going to explode. It was not to be for poor Mike though, as once the Doctor had wiped most of the cum off of his thighs and fed it to him, the man handed him a handkerchief and told him to finish cleaning up, including the cock snot oozing out of his tortured dick. "It is best if you are aroused for the ceremony Michael. Your seed should be used on the acolytes. Now please hurry up and get dressed, we don't want to miss the food!" A very frustrated Mike reluctantly wiped himself off and put his clothes back on before getting back in the car next to the smiling Doctor. "You have done well Michael, and I will tell your father as much. Now lets join the party. Great! Thought Mike sarcastically as they headed up the bumpy road with a sore leaking ass and blue balls. Still, I got off easy compared to what Rory and Danny are about to go through. The thought of that actually made Mike's blue balls worse, but soon enough, that would be taken care of! He felt more cum leak out of his ass... End of 8 Thoughts, likes and respectful dislikes encouraged Mwriter65@live.com