Date: Mon, 18 Sep 2023 20:38:12 +0000 From: Bob Park Subject: Climbing the Ladder - Part 2 Climbing the Ladder -- Part 2 This story is purely fictional, and all names are made up. It is not meant to imitate anything actual. Must be 18+ to view. The storyline contains activities that can make some feel uncomfortable, activities like incest, gay and lesbian sex, and graphic sexual activities. If this offends you, please look elsewhere. If you enjoy these stories, please donate and support Nifty, they provide such a great service which isn't free. As always, there were lengthy text messages or phone calls expressing the undying love between Roger and Margo. They were getting more exhausting by the end of summer, despite both getting more sex each day than they had time for. After getting fucked at least once a day, all summer, Roger's asshole was getting more easily accessible. He enjoyed every time he was spit roasted and gangbanged. All in all, not a bad summer, and thank goodness that his mom was rarely home, so he could enjoy his buddies that stopped by. Roger's mom was thankful that he had a girlfriend at college, and hoped that all of the gay stuff was behind him. She was getting fucked by two or three black men per day, and they started inviting friends and co-workers over to enjoy her at night too. She heard what she thought was about how much each guy had to pay, but she knew that they cared for her, and wouldn't use her like a whore. Roger's mother phased out of seeing those men, because there was always more men for her to help, even though it excited her that she had become a full-fledged whore. On those nights where she made it home, her stomach, pussy, and ass contained loads of BBC cum. She slept happily in the same house as her husband, with that knowledge. Afterall, he had his Asian girlfriend. When college started back up, Margo and Maria continued to share an apartment and their king-size bed. Of course, Roger was happy to be reunited with his lover, and he buried his face between her legs the first time that he saw her. At the frat house several guys moved out, some of the jocks turned pro and left college early, and some dropped out or graduated. This made room for last year's pledges to move in, and every frat boy living there had to mentor the newbies. Roger was assigned to supervise Jamie, or Jameison to break him in. He is on the college tennis team and came from family money. The plan was to shadow the newbies for the first month, as they were assigned several of the different chores. Jamie was assigned to prepare the playroom for Wednesday night wrestling, and Roger made sure that enough mats were removed for spectators. Margo asked Roger to take her to see the wrestling, which he was glad to do. The first match was at 8 o'clock, and it was between two guys on the wrestling team. Maria came with Margo to watch the matches. Roger's thoughts that tonight would be a date night was sidetracked, and Margo would not be staying the night. They two guys were well matched, and the first round was a draw. The second round was more entertaining with them naked, and it included groping of cock and balls, and even a finger or two up the ass. The winning move had one wrestler pinned down by the shoulders, while getting his cock and balls sucked very aggressively. For the final round the losing wrestler assumed the standard wrestling position on all fours, and he was filled with the winning cock. They changed positions 3 different times, and ended up in the missionary position, with his legs wrapped around the waist of his combatant, while they made out with the winning cock inside of him, until the bell rang. The audience cheered through the entire match, and applauded at the end. Jamie came out to towel up any sweat on the mats between matches. Roger commented to himself, that he looked cute moving around on his hands and knees. The standard fucking position for a guy to be mounted. The girls match was between one of the gals from the sorority next door, and a girl she challenged in the audience. Challenging an audience member occasionally happened, but most of time they knew in advance, and were dressed accordingly. In this case the girl wrestled in her light-yellow lacy bra and panties. As it is common, in the female matches, it is more like a cat fight, with pinching, slapping, and hair pulling. It is similar to two gals fighting over some guy in a saloon. The gal from the sorority had a height and weight advantage, and it showed. The second round was more entertaining with them naked, and the challenger seemed more desperate. Her long-manicured nails provided red marks all over the sorority gals ass, and nipples were angrily pinched. Margo and Maria was cheering the challenger on, and shouting advice. Ultimately, the sorority gal used her size to her benefit, and pinned the other girl face down, with three fingers shoved up her pussy. The final round had the winner put on her strap-on, with a sizeable black dildo. There was screaming and scratching of the mat by the loser, as the big cock was buried rapidly inside of her. The loser flailed around until the winner pinned her down, and started shoving her tongue in the other girl's ears and mouth. After a minute or two they were lovingly making out. Jamie came out one more time, to wipe up fluids. The final match was between a couple that are dating, and they were doing this for fun. He was a foot taller and outweighed her by 50 pounds, so she was easily pinned. You could tell by the naked round that they were both exhibitionists, and his hard cock was evidence. Often his girlfriend sucked on it. They didn't wait till the final round to start fucking, and the crowd started clapping. When he pinned her legs back and entered her ass full force, the audience loved watching it. When the fucking was over, they were both announced the winner, and kissed. I hugged Maria, and gave Margo a hug and a kiss, when they left. I stayed behind to make sure Jamie cleaned everything off of the mats, and put the room back to its original state. Friday night Jamie had HHR duty, and Roger didn't know how much he would enjoy it, so he offered to stay with him, in the box the first hour. Margo and Maria were going to a jazz club that night, so Roger had no reason to rush. The first cock that came through a hole was grabbed by Jamie, and you could tell right off that Jamie had experience getting a cock to cum. Roger took the second cock, and they alternated back and forth until it was a little past eleven. Jamie was introduced to Poulua's manhood through a glory hole during their shift, and Jamie commented how much he enjoys a big cock. When they left the HHR, Jamie invited Roger to his room to have some sparkling hard cider, and chat about their experience sucking dick. They both had over 6 years of experience and enjoyed every dick that came in their mouth. They got into a cock sucking 69 position to end the night. Roger knew that Jamie would become a close friend, when they kissed goodnight in his doorway. Jamie was definitely a girly boy. On Saturday evening when Roger was in the HHR, Poulua invited the swim team to visit Roger there. 9 swimmers and 2 Coaches came to show their support, and get their cocks sucked. Roger was impressed with the show of camaraderie, and the entire swim team learned where to turn, to get their rocks off in a warm mouth or ass. They learned that it extended way past the HHR, and Roger was available after swim practices too. Both coaches want to access Roger's man pussy more often. They will make sure that he is available at out-of-town competitions. Maria talked Margo to check out the jazz club again on Saturday night also. They got picked up by two entrepreneurs in town. They own an AI startup in Silicon Valley. They invited the gals to their hotel suite, for a night of side-by-side sex in the two king-size beds, and the girls did not disappoint, tag teaming the guys in the two beds. To back out of their normal Sunday brunch, Margo called Roger Sunday morning from the bathroom, and told him that she and Maria had something they needed to resolve. They rode those two guys through several orgasms before they broke for a late brunch. The two start-up executives offered them both a job in their company, but the two 21-year-old students politely declined, so they could finish college, but they left them their number in case they are in town again. Since Roger was in bed with Jamie when she called, he wasn't upset about not seeing Margo for brunch. Lying in bed, Jamie told Roger about the family business founded by his grandfather, that made custom machine parts, and they made several for the navy or marines. Jamie's dad had passed away, and Jamie was the only male to take over the business, and grandpa's health had started declining. Grandma was pressuring Jamie to drop out of college to take over the business. She told him that he can finish his degree, part-time at night. His grandparents didn't know that Jamie was a totally gay bottom boy, and he enjoyed the freedom of college, so he could get all of the cock he desired. That afternoon Roger went to the pool for practice, and Jamie came along to check out the speedo bulges. They sucked each other off afterwards, reminiscing about the bigger bulges. Roger certainly had one, from just looking at Jamie. Jamie was rubbing his erection through his shorts the whole time, and he didn't care if anyone noticed. Roger was preparing for swimming competitions and was at the pool at least 3 or 4 hours a day, and a little less on weekends. The swim team members took advantage of Roger's oral skills after practice. The handicap stall was always available, and big enough for a few swimmers. With Roger's swimming practice, and tougher business administration classes, his days were full. A few evenings, Margo would come over to cuddle with Roger while he studied. She came to his first competition to cheer him on, as a girlfriend would. The next competition was at a nearby Jesuit college, and Margo drove over with Maria. Roger's mom came, and it was her first time to meet Margo in person. They got along exceptionally well, and they cheered him on to a win. They enjoyed seeing all of the speedo clad swimmers, and commented on their attributes. Roger's mom invited Margo to come for dinner, during the Xmas break. Roger was too busy with his studies and swimming, to attend most of the frat parties, or wrestling night. Unless Roger was able to swap with someone, he still had to do the duties listed on the whiteboard. The frat officers knew who was very good at each duty and they would assign it to them. Word got around that Roger and Jamie were very proficient with the HHR gloryholes, and they were assigned to them almost exclusively on Friday and Saturday nights. There was always a new pledge to clean up the playroom, or laundry room. Poulua continued to stop by, to deposit a load in Roger's anal pussy twice a month, or when they were both away at swim meets. One night Jamie was entertaining himself sucking Roger's dick, when Poulua came by. Both Jamie and Roger were fucked that night, and Jamie loved that thick islander cock buried in him. Margo spent more time with Maria, going to parties, and wrestling night, particularly when Roger was away at swim meets. She still loved feeding her pussy juices to Roger, when he was available "for training purposes". Roger certainly knew how to rim and clean out an asshole, but Margo didn't know about Roger's several buddies that he would clean out also. He had quite the reputation on the swim team, of eating the ass of swimmers and coaches. When they stayed overnight somewhere, Roger always had a student or coach to share the room with. Roger's long and pointy tongue was almost legendary among the swim team. The first day of Christmas break, Margo came to Roger's home for dinner, and to spend the night. Roger's mom even set up the guestroom for her. I am sure that this is the first time for his parents to have dinner together, since the last time that Roger was home. Of course, Margo was the center of attention, since she is beautiful, and has a great personality (body), even his father noticed. Roger's mom loved her because of her French background, and how she was very attentive to Roger. Roger was able to sneak into her room that night, to eat out Margo's pussy, and make out before bed. Roger's parents went to their own bedrooms, and the house was completely quiet compared to the frat house. It was nice for Roger and Margo to whisper their affection, as lovers should. After breakfast with Roger and his mother, Margo left to drive home up the coast. Roger's mom told him something that he already knew that she is adorable, and she is the girl that he needs to marry. There was almost a "don't screw this up" tone to it. But his mom hasn't seen the dominant side of Margo that needs frequent sex (from others). Although Roger hasn't witnessed it, he knows that it happens because he is the one sucking the cum out of her, whenever they are together. Margo is always proud that Roger is so concerned about her orgasms and happiness. A perfect cuck in training. During the winter break Roger kept up his swimming. When school started up, Roger had to really prepare for the NCAA Championships, that happen in February and March. For the next six weeks Roger put in extra time training each day. With his schoolwork added in, there wasn't much time for Roger to squeeze in much socializing. Luckily, Jamie's room was just down the hall, for stress release. With Roger out of town for swim meets, it meant that Margo had to keep herself occupied. With Margo's reputation in the frat, she always has plenty of attention and cock. One Wednesday, she was even challenged to wrestle a next-door lesbian. She didn't win but she had a great time, and happily ate her pussy in front of the audience. Jamie heard some gossip in the frat house, about Roger dating a total slut, but he decided not to mention it the Roger. He didn't want to mess up his friendship, and possibly lose a nice cock to suck, and a dick to fuck him. One Friday night when Roger was in town, he had HHR duty. He had to service several football player cocks since their season was over. The three black guys were laying down a lot of trash talk on Roger, and calling him lots of names. A little later someone in the playroom opened up the sliding door enough, that if you were looking out the gloryhole facing that direction, you can watch everything going on. Margo hadn't told him that she was planning on coming to the frat party tonight, and he was surprised when she came downstairs with three black basketball players. Roger's eye was stuck to the gloryhole so he could see everything. His stomach was queasy, but his cock was rock hard watching Margo undress. All three guys had ridiculously long cocks hanging there for Margo to suck, and she did very well. One of the guys started fucking her while she was trying to give oral attention to the other two cocks. After ten minutes they swapped positions, and the cock that was fucking her was now in her mouth. The other two guys buried a cock in her pussy and ass, and all three fucked her in unison. It was the ultimate spit roast, and Margo was loving it and encouraging them to fuck the shit out of her. Roger was so preoccupied watching, that he turned out the light in the HHR, so everyone thought it was empty. The three black football players that Roger had just sucked off were next, and their very thick cocks filled her. Margo's eyes were glazed over, and she was in the "zone". Roger figured that they must have been the ones to open the sliding door, just enough so he could secretly watch his girlfriend being a fuck toy. The guys rotated where they entered her, going from mouth to pussy or ass, and swapped holes about every ten minutes. They fucked Margo for more than an hour with their thick black cocks. By the time they deposited their loads on or in Margo, Roger had already cum twice, once hands free, and his cock was drooling out fluids. Margo was barely staying on her hands and knees. Roger thought for sure that the show was over for tonight, but then his friend Poulua came up behind Margo and buried his cock into her ass in one stroke, at was at that time that he winked at Roger and smiled. She was so tired that he had to hold her ass up by the hips, with his hands. He really fucked her ass with his thick islander cock, until he stopped when buried completely and filled her insides with his cum. When he pulled out, Margo collapsed to the floor, almost unconscious. She was fucked out. Poulua gave her a few minutes, and helped her put on her dress, she just held her bra and panties, and shoes. When Roger saw the show end, he left the HHR box, and went to his room to jack off, or at least attempt to, if he could cum anymore. Within five minutes there was a knock on the door, and when he opened it, he saw a limp Margo held up by Poulua. He pushed by Roger and deposited her on Roger's bed. Pointing to a picture of Roger and Margo on his dresser, he said that she must belong to you, and he left. Roger fed her drinks of water because she was dehydrated, and she could barely speak words. It wasn't long before she fell asleep exhausted. When she woke up a little later, she didn't see Roger anywhere. It took her 30 seconds before she was awake enough to feel Roger down between legs, and licking her pussy. She told Roger that he needed to get some sleep and come share the pillow. Roger looked at her and said that he couldn't leave all of that cum inside of you, and I had to suck it out. Margo looked at the clock and it was after 2am. It was at that moment that she realized how much she loved Roger, and wanted to be with him the rest of her life. Up till now it was just the talk that lovers say, but now it was true. She didn't think she could love anyone as much as she loves him, even if it means she has to cut back on her extracurricular sex. After that night she never went down to the playroom again, not even for wrestling. She never gave up picking men up, for one-night stands, or enjoying sex with Maria, or the alpha lesbians from the sorority. For Easter/Spring break, Roger met her parents and had dinner with them. He got along with them very nicely, and Margo stayed by his side. Her two younger brothers were very cute, with floppy brown hair, and Roger couldn't help but think about how much he wanted to suck their cocks, and fuck them. There wasn't any nudity or family sex while he was there, and Margo said that everyone is on their best behavior. He did pretty good in the swimming finals, and showed them pictures of his 2nd and 3rd place ribbons from the championships. Margo raved about how good of a swimmer that he is. Her brothers talked to him about the championships, and being on the swim team, the oldest starts college at American University in the fall. Unfortunately, it was too cold out for the pool, and to see them in their speedos, and check out what they are packing. Roger's thoughts never wandered to far from thinking about cocks, even Margo's dad. Maybe next time that he visits, everyone will be nude. Her dad asked Roger what his plans are after graduation. He told them that he wouldn't be joining his dad's business, but probably starting something of his own. When the gals weren't around, her dad told Roger that Margo went through a wild phase, but Roger has calmed her down a lot. He can even see Margo being a wife and mother now. Roger thanked him, and joked to her dad, let us hold off her being a mother for a while. Her father said Amen. Margo's parents definitely had French accents, but they are progressive enough to let Margo and Roger sleep in the same bed. Who knows if being in her bedroom motivated her, but they made love for the first time that night. In fact, they made love twice, and Margo said that his almost 8" cock felt very good inside of her. Roger sucked the cum out of her, and they kissed and fell asleep with Roger holding her in his arms. For Roger it was a very good visit, and you could tell that her parents were fond of him, just like his parents were fond of Margo. He called his mom the next day, and told her about how nicely her parents treated him. With swimming season over Roger was able to focus on his classes. Roger decided not to be on the swim team next year and told Margo. They were making decisions jointly, or at least discussing them with each other. Margo sleeps with Roger most weekends, and they make love, with Roger giving her his special oral attention. During the week Margo gets to go out on dates, or be in bed with Maria and friends, and Roger gets to spend a few nights with Jamie, and even had visits from Poulua for a good fucking. Roger really liked being sandwiched with his cock in Jamie, and Poulua's dick in him, and them fucking in unison. Margo has been giving Roger blowjobs, and he is pleased with how good she is. One Saturday night Margo was sucking Roger's cock, and she inserted a finger in Roger's asshole. The gape was big enough that she could insert three fingers. Margo said that it seems like you had some fun this afternoon, where did you go. Roger wasn't going to lie, and he said that him and Jamie went over to Poulua's apartment, for some fucking around, and as you already know Poulua has a very thick cock. Margo said, that explains it, and am happy that you could tell me about it. We need to be more open about our playmates. From then on, Margo would tell Roger if she had a date for sex, or wanted to spend some special time with Maria, or any of the sorority lesbians. In return, Roger would admit being with Jamie, or Poulua, or any of his "mostly gay" friends. That is how he describes guys that aren't out of the closet, which also describes Jamie right now. With Junior year ending, all of the students had pick their classes for their senior year. Roger was getting his degree in Business Administration, with an emphasis in investing, and stock transactions. Margo was getting her degree in Business Administration, with an emphasis in Public Relations, and economics. With their classes for next year determined, they started talking about their summer break. Margo was going with her mom to the French Riviera, for surf and sand, and lots of nude sunbathing. Roger would be working for his dad again, and was paid generously for a menial job. Before they left there was lots of oral sex, and intercourse for Margo and Roger.... And plenty of hugs and kisses. Of course, Jamie and Poulua got some too, and Maria got her share from Margo. Margo talked about maybe seeing Maria in Italy during the summer. Roger knew the routine working for his dad. Mom and Dad wanted details about his plans after college, or will he stay for his master's degree. He told them that he and Margo were discussing different ideas, but none was about staying at college for a higher degree. Dad said that you always have a job with him. Mom was more interested about any wedding plans with Margo. To get him mom off of his back he said that he and Margo have years to decide on that. Roger found that each summer, there were fewer of his high school suck buddies around to meet up with. This summer there were just two of his "playmates" from high school still available, and hiding in the closet while living with mom and dad. They weren't available very much because of their jobs, so it became standard that Roger would visit the XXX Video arcade on Saturday nights. There was always a never-ending line of men to suck off. If he could get the end booth, and if you leave the door unlatched it meant you were free to get fucked. So, on those nights he got fucked, while sucking the cock poking thru from the next booth. Roger was always amazed, and happy about the variety of cocks to suck. Some were uncut, and some were circumcised, some were big, and some were tiny, and every color from pale white to dark purple black, and they were there just for Roger to suck until they came in his mouth or deep in his ass. After a few weeks, the crowd expected Roger to be there on each Saturday night to service them. The arcade owner would give Roger a handful of tokens to use for free, because of the customers that he brought in. At least twice a week, Roger would text or get a call from Margo. One Saturday night he was in the middle of sucking a guy off, when she called. With his mouth full of dick, he attempted to say hi, and Margo giggled and said that it sounds like you are busy, and I will call you tomorrow. Who wouldn't love a girl that understanding, and Roger sucked that dick until it came down his throat to get his reward. Margo would send him pics at the beach, of really hot couples and singles, trying to capture the swinging dicks. Roger could only send her pics of him at the gloryhole, with his mouth stretched open by a thick cock. Margo would return the favor, by sending Roger selfies of her and naked guy in bed. With her free hand, she would hold the cock head to her lips, so Roger would know that it was going in her mouth, within seconds. It never failed to get Roger hard, no matter where he was. About 4 weeks into the summer Roger got a call from Jamie. He missed all of the cock that he got at college, and being in the closet with his grandparents, didn't give him many possibilities. His grandfather was getting weaker every week from the Cancer, and he asked Roger to come visit for a few days. Roger told his dad that he had to take the rest of the week off to see a friend, but would be back next Monday. That gave him 4 or 5 days to spend with Jamie, and although it was only 30 miles away, he booked a hotel room. After he checked in on Wednesday afternoon, he got a call from Margo. He explained that he came here to visit Jamie, because he sounded exhausted. Margo said that over the weekend she would take the train to Italy, to visit Maria, and planned to stay for about 4 weeks. She said that her mom got invited to take a cruise on this gentlemen's yacht for several weeks, so Margo decided that this would be a good time for a visit. Maria is staying at her grandparents' villa, so there is plenty of room. That worked out great for both of them, because Margo would be enjoying Maria's pussy, and Roger would be sucking off Jamie, and fucking his girly ass. His grandparents didn't know that he wore lacy women's panties under his slacks. Jamie visited Roger that night in the hotel, and they enjoyed each other's bodies, and it was after midnight when Jamie left, with at least two loads of cum in his behind. After a lazy breakfast, Roger visited Aubergoen Machining, for Jamie to show him around. After WW2 his grandparents came here from Austria, and left behind the family business there. Jamie's grandfather Stephan was in a wheelchair, and was almost too weak to shake hands. The machine shop had contracts to produce custom parts for the military. They showed me a rotating base for a large gun, that they had almost completed. It was going to a navy ship that had been retired, and was now on tourist display. It seems that the original base was badly corroded from the salty sea air. It looked like the business was staffed with very good artisans, and the two managers kept thing moving. Grandfather's job for many years was bidding contracts, and handling the government paperwork. That job now fell to Jamie, to handle as the new president of the company. Roger was invited to have dinner at Jamie's grandparents. The housekeeper/cook took care of everything, because of their limited abilities. Jamie said that it was a good day, and grandmother's dementia was not that noticeable. After dinner Jamie told Roger that he had dropped out of college to take over the business, and if he continues with school, it would have to be night classes over the internet. Roger was invited to the shop tomorrow, to look over the books, and verify that it looks financially stable. While he had the time, Roger looked at "comparables" for the building value and any similar business purchases. Jamie wasn't even aware yet of the other buildings that his grandparents owned. Roger was doing this in case Jamie needed this info for inheritance purposes. It didn't appear that his grandfather had much time left, and if the dementia got any worse grandma would need to go to a care facility. Roger could tell that all of this was weighing down on Jamie, and they spent as much time over the weekend together, as they could, and mostly in Roger's hotel room. Roger felt that sucking cock and getting fucked was the best way to reduce stress, and Jamie was almost back to normal, when Roger left on Sunday afternoon. On the next phone call, Roger told Margo about his visit, and he even sent a picture of Jamie trying to swallow all of Roger's cock. Margo said that she and Maria went to a party with a pair of diplomatic chaps, and her date was very capable in bed, and gave her several orgasms. She said that she wanted to send Roger a picture of us in bed, but you how diplomatic folks are about taking pictures of them. They don't want anything that would be embarrassing if they run for any office. Margo said that her mom is having a great holiday, and the captain and crew are keeping her very satisfied. It appears that the yacht owner, likes to watch and jack off, while her mom is getting fucked. She sent Margo a pic of her and the crew naked. The sex pics and honest talk continued, while Margo was overseas. She returned to France for the last three weeks, to spend with her mom, and to enjoy whatever men they attracted. Roger was impressed about how endowed the men were. The men at the arcade were happy to see Roger return after his visit with Jamie. Roger's pussy was well used each week, by the time he left there at night. When Margo and her mom returned to California, they had a luncheon with Roger's mom at a very posh restaurant. Roger wasn't invited, it was just a girls luncheon, and he can only guess what they talked about. Margo was very mum about it, afterwards. After several months, and lots of begging, Margo said that they talked about the fact that women have needs, and if your spouse can't provide enough, you need to seek it out. Roger wasn't sure how that applied to his mother... but he hasn't seen her getting fucked by all of the studs that she takes care of on the side. Back at school, Roger missed not having Jamie around to fuck, but there were always new pledges joining every year. If they are on the swimming, tennis, golf, or wrestling teams, then odds are they cock sucking faggots. Roger is always looking for fresh pussy boys, just like Margo is looking for big dicks that know how to fuck a girl. Margo and Maria have a lot of success finding the right specimens at the nightclubs they visit. If they can't find one, there are always the dominant lesbians from next door. Margo told Roger that she tried watersports in Europe, and she can't wait to show you what she learned. Roger has realized that Margo will have nights where she wants to be a dominatrix, and control everything going on. Roger told me that I need to see the outfits Margo and Maria wear, when he comes over to "serve and obey" them. Roger said that it is just good fun, and they will even let him sleep with them, when the sex games are over. Margo directs Roger eat out Maria now, and she even dominates him too. In the morning, Roger was told to lay down in the tub, and Margo and Maria baptized him in watersports. Roger said that he was so hard, that he jerked off watching them pee into his mouth, and he came all over his face. When his mouth was full between swallowing, they liked to pee on his male parts. Of course, Roger had to lick them clean, and then they showered together. Roger found that he likes drinking pee. Can college life get any better ? Without the time spent swimming, Roger has more time to break in pledges, and supervise them in the HHR, or during wrestling night. Margo doesn't come for wrestling or the frat parties, because she is more likely on a date, or next door at the sorority house. She told Roger that they play naked twister, and nude wrestling during the evenings. Margo does love verbally teasing me, when I am in the HHR hard at work. When my shift is done, she walks with me to my room, so I can eat out her pussy and ass.... And sometimes there isn't even cum in her. At Christmas Margo's parents invited Roger and his parent to have a combined Christmas Eve dinner with them. It was the first time for both families to be together, and meet. His folks got to meet her cute brothers, and Roger asked the oldest how his first year of college was going. He said that there are so many people to meet, and he loves helping others that are homesick. Translated that means that he loves all of the cute boys, and helping them each, by sucking their cocks until they fill his mouth with cum. All in all, a great freshman year, with lots of sucking and fucking. Roger noticed that he was wearing some eye shadow, and maybe lip gloss. He was always whispering something in his brother's ear during dinner, like two secret lovers. Being Catholic, Margo's house was fully decorated, with Christmas music playing in the background. Her mom said that usually they go to Christmas Eve mass, but this was a special occasion, and they can go tomorrow. Every time that Roger saw the moms quietly talking, he could guess that they are already planning the wedding. On the ride home, Roger had to remind his mom that they aren't even engaged. It was a very pleasant and festive dinner, complete with a Buche de Noel. It was a leap to think about Margo's mom getting fucked by the boat's crew, and the studs from the beach, and then her making lovely deserts. From that moment on he always thought of Margo's mom, as the woman getting fucked by all of these men.... Just like her daughter. It is almost embarrassing to get an erection looking at his girlfriend's mother, but they are both pretty hot. Her mom is definitely a cougar. Back at school, Roger and Margo had 5 months to decide on where to live, and how to make a living, after they graduate. Their parents are very generous, and they both had money put aside in a rainy-day fund. Lots to decide in the next few months. Jamie called Roger every few weeks telling him about the business, and how his grandparents were faring. It wasn't looking good for grandpa, and it wasn't a surprise when Jamie called, and said he passed away on a February weekend. Roger and Margo drove to the funeral as a couple, as a favor to their friend. The remaining family that came were two cousins and their wives from out of state. Of course, there were employees, and friends from church that grandma knew. At the frat house there were 2 new pledges, that were very talented cock suckers, that loved being assigned to the HHR as a pair. Their fathers were fraternity members, so they were automatically accepted. They shared one of the 2 single bed bedrooms, and Roger would visit them almost weekly for a quicky fuck. Anyone watching them would know that they are lovers, and probably have been for some time. Roger learned that their fathers have been lovers since college, and now that they are divorced, they live together. You know what they say about apples not falling far from the tree, and Roger would fuck one boy, while the other boy fucked Roger, either at the same time or one after another. They were both around 5", and one was thick and the other slender. For Roger they were a nice diversion if Margo was out on a date, or entertaining a gal from the sorority with Maria. If Margo was filled with cum, she would text Roger to be ready, and that she was on her way. With 2 months till graduation, Jamie called to say that Grandma expired in her sleep. She only lasted about 6 weeks after her husband. Roger drove there for the funeral to support Jamie. Margo was on a weekend date at Lake Tahoe, with a stockbroker she met at a local bistro. During the funeral service, Margo was sending Roger pics from the hotel room, showing off the naked stud. With the grandparents gone, Jamie had the whole house to himself now, so Roger stayed there with him. Sex was very convenient now, and Jamie was free to cross-dress, and be totally out. In expensive lingerie he was a very cute pussy boy, and enjoyed the submissive role. Despite the funeral, it was a sex filled weekend. The family attorney came to the house to go over the will. His grandfather put everything into a living trust, so Jamie didn't have to pay tax on the inheritance. His grandmother left 50k each, for the housekeeper, and the maintenance/yard man. Jamie told them that he would keep them on, until he decides about the house. He was too busy with the business to make any big changes. They looked the other way if Jamie was dressed in women's attire at night, or at dinner. Meeting with the attorney was the first time that Jamie learned about their other holdings. Some were in his grandmothers name. When Margo got back from her holiday, they met with a real estate lady to find a condo to lease. Marilyn found a very nice one downtown that is available next month, so Roger gave her the money for a deposit. The realtor was a very delicate late 30's single mom, and Margo had plans to get to "know" her better. As Margo put it, she was very edible. When Margo and Roger's families came for Graduation, they planned a combined dinner at a very posh restaurant, including Margo's brothers. Since Margo and Roger were both graduating from the business school, there was only one ceremony to sit through. After dinner, Roger dropped to one knee and proposed to Margo, in front of both families. She accepted, and Roger put 2.5 carat diamond on her finger. Everyone was excited, and champagne was ordered by her dad, and there were lots of hugs. Roger's dad teasingly said that Roger must have spent most of what he made last summer to buy that ring. After the celebration, both families came over to see the condo that they just moved into. To save money, much of the furniture was rented, till they decided to buy their own. They did buy a king-size bed, and sheets. Both moms were already deciding on what they would buy for the kitchen, and bathrooms. They were talking to Margo about the bridal shower, before Roger and her even picked a date for the wedding. Roger and Margo, holding hands, they told both sets of parents that the wedding won't happen for at least a year or more, because setting up their business was more important. Both fathers were curious, and they were told vaguely what they planned to create, and they both said that they will be supportive. When everyone left, Margo and Roger kissed and admitted they were both exhausted, because families can do that to you. Roger bought the ring when Margo was at Lake Tahoe, and hid it well, so she was totally surprised. That night to celebrate, they enjoyed several hours of intimate and romantic sex, with Roger sucking out his own cum from Margo's pussy.... More than once.