Date: Wed, 5 Feb 2020 07:16:21 -0500 From: Santa Klaus Subject: Baby Boomer's Dream part 4 If you are enjoying these stories enough to read all these parts, please make a donation using the link on the main page. It is really quick, and you can get the pleasure of seeing your name in the list of recent donors. Do it for Valentine's Day, since it is too late for Groundhog Day. And now, the conclusion: Party On!: Walking to John and Mary's house later that afternoon, we were both kind of anxious. Janice was excited about making $50, but she was still pretty uncomfortable about being naked in front of a room full of strangers. Truth be told, even though we had had that special bonding moment earlier this month, she was not even comfortable being nude with me. I had made a couple overtures since that one time, and she kept putting me off. I think the vulnerability feeling was hard to overcome, not to mention 12 years of good Catholic upbringing. "Janice, if you can't do this, we can back out. We will never get another offer like this of course, but we could bail out if you don't think you can handle it." "I know, but that $50 is a really big deal, I really want it." "When did money start meaning so much to you?" "I want to buy a car when I am 16. I want a Volkswagen Beetle. According to the ads, they cost $1594. That means I need to make about $400 a year, that's really hard, so a night like this, for $50, is a great start." "Sis, I can help you, you know. I can help you find ways to make some money, maybe not a lot, but I actually know some ways you can make that money grow, and I mean a lot faster than a savings account. We can make some sports bets, make some stock investments, we can do this. Let's consider tonight a really big first step!" "You know, you have been different lately, more sure of yourself and less worried or anxious. Like that absurd bet you made with the guys who were bullying you. They have been picking on you for a long time, but you challenged them to an absurd bet, which if you had lost would have been so humiliating, but you never seemed worried. You acted as if you had put one over on them, and then you did it. Of course, they kicked your ass afterwards, but you really did put one over on them. Thank God John and Mary saved your skinny little butt by breaking up the fight and taking care of you so Mom and Dad never knew. I felt so bad seeing it, but the only way I could have helped you was by asking one of my tough guy classmates to save your ass, but I would have had to pay a price I was not ready to pay. Sorry." "No problem. I had it under control, mostly. But I am serious, please trust me, I want to be your best and most reliable friend, and brother of course, and believe me, I have a sixth sense about certain things, like big sports events and companies whose stock is going to go up. We can grow you money over the 4 years; you'll get that car. But first, we have to suck it up and be nude wait-staff!" John and Mary were so happy to see us! They were probably afraid we would not get out for the evening, after all, we would be going home in the dark, but in the early 60's that was not really considered dangerous. They were probably also afraid Janice, or both of us, would chicken out. Good thing she wants that money so badly, and I am enjoying my sexual rebirth. They showed us what we would do, answering the door, serving drinks and hors d'oeuvres in the living room before dinner, then serving the main courses in the dining room, and taking the dirty dishes and glasses. We were not expected to clean up, we really had to go home around 8 PM. Then the big thing, time to take our clothes off before the first guest arrived. Game Time. We went into Mary's bedroom and she showed us where we could put our clothes, then asked if we needed any help undressing. I think her pleasant easy manner helped relax Janice. No, they did not offer us any alcohol. She slipped Janice's sweater off, and her t-shirt, then the moment of truth. The training bra. Not really truth, Janice wasn't training her baby boobies to do anything, but Mom had started pushing the idea of a brassiere, especially since she was going to be "babysitting" two little boys and wearing a t-shirt. Her tiny titties were really just little nipple bumps with a very gradual swelling of breast. At this point I had also removed my shirt and shoes, but was entranced by Janie's bare bosom. In my mind she was beautiful, and I was still a little frustrated from the morning activity which did nothing to relive my hormones. My hands were on my belt, but I was only paying attention to Janice. Mary undid Janice's button on her jeans and slowly slid them down her legs, and then reached up again to slip her fingers under the elastic waistband of her panties, and slide them down. "Are you all right, dear?" Janice nodded, like she couldn't actually form words just yet. Janice's snatch was proof that God is a male. It is beautiful, it is clean and neat, and the inside is pink, and it is perfect! Janice was standing there totally naked in front of Mary and me, showing a little embarrassment, but being brave. I wanted so much to touch her, to love her, to have her touch me and love me. Mary stepped back and looked at her new little helper. "Oh, Janice, you are a treasure! You are the most beautiful young girl I have ever undressed. Everyone will love you, and I mean EVERYone. But do not fear, no one will do anything to harm you or to cause you stress, we will only admire you." At this, Mary turned to me, still in my jeans. "Well, young man, what are you waiting for?" I dropped my pants and undershorts, folded them, and stood facing Janice and Mary. I was kind of half mast gazing at Janice, but knowing I could not touch. "Looks like gazing at big sister has started his engines", Mary laughed. "You two are beautiful and our guests will enjoy your company, absolutely." At that, Mary left to join John in the kitchen for final preparations. "Did you start getting turned on looking at me?", Janice wanted to know. "Well, yeah, is that such a surprise?" Janice just smiled and headed downstairs. When the first few guests rang the doorbell, we answered together. Jaws dropped, eyes bulged, smiles were generated. We were an unexpected pleasure. J & M were not sure enough that we would actually show up, so they had not told the guests. Granted, children were frequently part of the party agenda with this group, but not always, and sometimes the entertainment was in the form of videos and movies, not real life. In fact, I believe there were to be movies after we left at 8PM, after all, adult parties on Saturday night do not end at 8PM. There was going to be more partying, but at our age we had to go home at a reasonable hour. Drinks were served, appetizers were served, drinks were imbibed, inhibitions started to drop. Dinner was planned for 7PM, so there would be 2 hours of socializing, and dinner was not really formal; these were old friends getting together. The socializing was picking up. I don't really know everyone's names, so I will just make up the names, to protect the "Innocent?". Janice and I did sneak a couple drinks when no one was looking, it was too tempting not to. Before long we were quite comfortable in our skin, and since we were both getting lots of compliments and positive feedback, we were enjoying the entire event. Rosie had been patting and rubbing my bum every time I went past her, and then finally she did what she had been resisting the urge to do, she reached out for my cock and handled it gently. "Is this OK?", she asked. Well, it was pretty damn OK with me, and if her hubby didn't mind, who was I to object. So she stroked some more, and naturally, I got pretty big and hard. Oops, we needed some more wine, so I headed back to the kitchen for wine, with my hardon leading the way. This brought even more attention, both visually, and now even more comments. I was feeling pretty cool, all these adults admiring my cock, and telling me so out loud. Rosie reached out and touched me again, and held me close. "Are you old enough to come?", she wanted to know. "How badly do you want to know?", I answered. That brought an enormously good laugh from her. "Ladies and gentlemen, let's make a small wager. Who thinks our young manservant here is capable of issuing forth? And who thinks not? And what shall we wager? John looked at me with a questioning look, wanting to be sure I was OK with this. He felt responsible for looking out for me. I smiled back, I was soaking all this attention in and enjoying it. Whatever they wagered, there were opinions on both sides of the question in front of the assembly. Janice was not saying a word, but I could tell she was as curious as anyone. Since it was Rosie who had initiated the challenge, it was agreed she could be the interrogator. She kept up the chatter while stroking my little member and rubbing my bum. She made sexual jokes and comments, and continued to masturbate me. I was afraid I would come in her hand, and I really was hoping for something warmer and wetter, but I had to admit this was pretty good as it was. "Meanwhile, back at the ranch, Tonto, cleverly disguised as a doorknob, came off in Lone Rangers hand." A silly joke, but it brought the house down. "I don't think you are winning this bet Rosie, should one of us give you a hand?". "There's nothing wrong with my hand that a little spit won't fix," she retorted. Then she dropped to her knees, spit on my cock, and then sucked it in. This is what I was hoping for, her mouth was warm and wonderful, she sucked ever so gently and gave my balls the greatest gentle massage I could imagine. I was in paradise. I thought I felt my eyes roll back in my head, but since they were closed, who knows? Rosie's mouth was so wet, and so warm, and so gentle, and so able to manipulate my cock that I could not last much longer. I had gotten what I wanted, and I didn't want to wait any longer. I had wanted something like this all day, and now that my cock was getting a thorough washing and massaging in the most gorgeous woman's mouth imaginable, I let it go. I came, and after that initial shiver, I came again. Rosie took it all down like an experienced pro, and stood up to take a bow. The room erupted in applause! Janice was stunned, "What was that!", she stammered. "There seems to be more to your recent escapades than I was aware of. What went on with you and John and Mary after that fight? How is it that they even asked you to work naked at this party, and to ask ME to do so as well? We need to talk." "Yeah, I guess we do. How about tomorrow, I think we are too busy right now earning our $50." Janice just shook her head, and kissed me on the forehead. We went back to work, for a little while. "Dear sweet girl, please come sit on my lap for a spell," said Linda. Linda was a little matronly, but attractive. She had no children, but was there with a gentleman, although I have no idea of their relationship. "I have not had any children, but if I had, I would have hoped my daughter would be as sweet, and as pretty as you." With Janice on her lap, Linda affectionately caressed her, and wrapped her arms around her, while running her fingers through Janice's hair. Janice enjoyed the warm attention, and the opportunity to get off her feet and recline in the motherly arms of the woman. Linda kissed Janice on the forehead, then on the cheek, and then on the left breast. That got Janice's attention. Linda lingered a bit on the breast, then fondled the right breast as well. "Dear sweet girl, I have never had the pleasure of nursing my own children, and have always wondered about that sensation. Do you think you could suckle on my breasts while we sit here? It would mean a lot to me to understand the feeling of a child at the mother's breast." Janice was a bit taken by surprise, but not offended. She more of less is a good person, and willing to help out when a friend asks, and so this seemed like something she could do, as a special favor. Linda lowered her dress straps from her shoulders and lowered her dress so it was below her breasts. They were very nice breasts, a good size, and never having nursed any babies, they were still pretty well not sagging. Janice lowered her face to Linda's breast and suckled on the breast. She seemed to enjoy the activity, and clearly Linda was enjoying it. The more Janice sucked on the nipple, the more she got into the mood of the action, and started to fondle the other breast, while continuing to suck. Janice was getting turned on by this, although she had never had any reason to believe she was interested in females, in a sexual sense. Linda was totally into this. She was starting to breathe differently, with shorter breaths. She was already folding Janice's breast while receiving the same fouling from Janice. Then Linda became more aroused and had to handle even more, and since Janice was naked, that was no problem. Linda's hand went between Janice's legs and stroked her thighs, from the inner portion of the knees, and up toward her V-junction. She was slow and gradual, and Janice felt a tingle she was not used to. Linda finally reached Janice's cleft and fondled it with her fingers, stroking her crevice, and teasing her clitoris. Janice had no idea what these new feelings were all about, but she was enjoying the moment. Linda continued to smoothly stroke Janice's slit and her clit, while Janice continued to suck on Linda's breasts, and fondling whichever breast she was not sucking. Linda was likewise sucking on Janice's baby boobies. They were both lost in the moment and oblivious to how the other guests were fascinated by the display. John and Mary looked at each other, and gave each other a look that said essentially, "Who knew, this is working out even better than we hoped." Janice was aroused, and her pussy was getting wet, leaking onto the skirt of Linda's dress. Then she spasmed. This was a totally new experience for Janice, and it did not take very long for her to have a real orgasm right there in the party sitting on Linda's lap. Janice threw her head back and made a strange noise, and thrust her pelvis into Linda's hand, then threw her arms around Linda's head and lost her composure. She was not really crying, but not really laughing, she was short of breath. She had trouble speaking. She just hugged Linda tightly, while Linda smiled a smile of contentment. Linda looked over to her date/partner, and said, "You are going to have a great night when we get home,". Janice got up on shaky legs, and Mary put her arm around her and took her into another room. The ice had been broken, the dam had burst, the horse was out of the barn. Sex jokes were coming non-stop, blatant groping was the norm. Propositions were being made, mostly to me, since Janice had not returned. When Janice came back with Mary she was composed again, and had a look about her that she had just made a discovery, and she liked it. Mary smiled at John, and said everything was good. A gentleman hit on Janice, and flatly propositioned her. Janice thought that was a little presumptuous, and flatly told him she was a virgin, and she was going to be VERY particular who she gave her maidenhead to. He was abashed, and apologized for losing his head, and he should have realized that a young girl with practically no pubic hair and very young boobs was probably a virgin and he was sorry for being so crude. Janice smiled and forgave him. After what had happened with her little brother, and then with her, she could understand his lack of restraint, but truly, she was a real virgin, and was not prepared to go onto that big step. Except, Earl made a different proposal. "A virgin you say! Well, I have never in all my life fucked a virgin, and I have always wanted to have that honor. I tell you, if you would consider my offer, I would pay you one thousand dollars to allow me to be your first sex partner!" Janice was stunned. As a matter of fact, everyone else was stunned as well. "Earl, I don't think that is what these parties are all about. These are children, and we are not looking for complications, pregnancies, and arrests, and problems that will kill these parties from happening ever again," said John, with a look of real concern. "John, I would not force myself on anyone, but if your sweet household help is really a virgin, and is interested in building a nice nest egg for college, or whatever, she might be interested. I am sure no one will ever tell anyone outside of this group. Young lady, you look like maybe you have not reached fertility, is pregnancy a risk?" "Well no, I have not started my periods yet, so I don't think I could become pregnant. Are you really offering me $1,000?" "Janice," said I, "Is this really something you are considering, or have you had some liquor and you are not thinking this through? I don't want you to get in over your head, especially since it was me who got you here." "Bro, I know what I am doing. I told you earlier what I wanted, and this could be my big chance. Earl is a nice guy, he's good looking, and I am sure he will be careful." "Janice, I haven't seen his cock, but he is an adult, and this is probably going to hurt, at least at first. I am beginning to feel like I got you into a situation you will regret." "OK, here's the deal. I don't think I can become pregnant. Earl, I am willing to grant you your wish, under the condition that my brother is in the room with us, and that if we call it off, then we stop. If it hurts too much, we call it off." Earl responded, "Sweetie, that sounds fine, I promise to be kind and gentle." "Wait a minute," said a new voice. "if my husband is going to get his dream come true, then I am going to be in the room with you all, and I will pay the price, and, baby, this is your Halloween trick or treat gift from me. But I am going to be there!" "Hey, how about we ALL join them in the bedroom!", came a new voice. "OK," said wife, "but $1000 is a lot of money. I expect $50 from each member of the audience!. Hey kids, do you take checks?" "No," said I. There is no way Janice could deposit a check for $1000 in the bank without the bank questioning it, or asking our parents about it. She needs cash, or the deal is off." "Thank you, brother, I had not thought of that. You are taking care of me, and that's why I want you there. You got me into this, I am willing, and I want you to be there to look out for me," and with that she kissed me on the cheek. "It's a deal, said wife, but I am not carrying a grand in cash, how many of you are in for $50 cash to cheer them on?" Enough people were in, that with the cash Earl and his wife had on hand, they had their $1000. God, I love people with lots of money who have no sense of responsibility. John and Mary had no problem with this event being conducted in Mary's bedroom. This was apparently the most exciting party they had ever hosted, and it would be memorable. We convened to the bedroom, the guests who did not care to pay $50 to witness the event simply stayed behind in the living room to have drinks and appetizers. So far, everyone is happy. The key is to make sure everyone stays happy, especially Janice, and Earl also of course. Janice was already naked, so Earl officially started the event off by likewise removing his clothes. Earl was a good-looking man, with good tone and muscles, not fat, not skinny. Earl's wife had made a good catch. Mind yo, Earl's wife was likewise a real looker. They were a good-looking couple, who apparently were not bothered by such little issues as jealousy. Janice lay on the bed, and Earl joined her, naked as well. He was very respectful. He kissed her lightly on the lips, but did not push her with inappropriate passion. He kissed her all over her face, all over her shoulders and chest, pausing to pay special attention to her breasts, despite their still immature size. Janice was getting a very good vibe from his progression. She was a virgin, he was respectful of that, and was courting her with his gradual progress from one step to the next. He lowered his attentions to her tummy, where he kissed and nuzzled all around her navel, then went into the magical space between her navel and her pudenda. I have learned that this are is a real game-maker. If the seduction is going to work, then the first real sign is in that area south of the navel, north of the pudenda. Earl knew this, and Janice was experiencing it. It really helped that Earl was a nice guy, and was good-looking and well behaved. Janice was not yet 13 years of age, and almost totally inexperienced (we had had our moment, but that was in the safe zone of brother-sister). Earl was wooing her with his light kisses and gentle manner. And then it got serious. Earl moved below the DMZ and into the pudenda zone. Janice was practically hairless with an adorable slit, smooth and beautiful as God created it. She was perfect. Her exterior was clean and smooth, childlike, and beautiful. Her interior was clean and pink, and virginal, and beautiful. Am I in love with my sister, apparently so. Earl lavished kisses upon her, he held her bottom in both hands, and focused every bit of attention on her beautiful vagina, he found her baby-clit, and adored it. He found her baby vagina and loved it with is lips and his tongue. He found the most beautiful and innocent girl in creation, and worshiped her appropriately. The effect upon Janice? She was going somewhere she had never ever been. She was riding the wave like the greatest surfer to have ever visited Waimea Bay. Janice was lost in the ecstasy of the moment. What about the rest of us? At this point Earl's wife was feeling a little left out, and joined in. She reached under Earl's ass and took command of his scrotum. Earl's wife held his balls in a way Allstate could never imagine, and she gently massaged them, leaving his hardon untouched. As Earl continued to provide Janice with exquisite oral stimulation, his balls were being handled and massaged in such a way that it seemed to me there might be a question of whether he could last long enough to penetrate his virgin. Earl's wife continued to stroke Earl's balls with her right hand, but with her left hand she reached in and started stroking Janice. Earl had his tongue buried as far as he could go into Janice's vagina, while the wife massaged Janice's clitoris and started suckling on Janice's little breasts. It appeared to me that everybody involved was at a peak of performance that could not be maintained for long. "I have to have you," Earl stated, and moved up Janice's body until his rampant organ was level with her womanhood. Earl's wife had located the lubricant on the bedside table, and slicked up Janice's opening as much as she could. Earl was big, not unusually large for an adult man, but certainly large for a preteen virgin. Janice needed to be slippery. Well, I was horny as hell. And being as naked as Adam and Eve before the serpent, I assume my hornyness was obvious. In addition, the assembled guests were generally dissembled, but a few were openly really into this. A few of the men were openly massaging themselves, but a couple of them had gone to the level of pulling their cocks out of their zippers, and massaging in plain sight. Some of the women were breathing in a shallow fashion which indicated they were aroused as well. Two of the guys, let's call them Tom and Dick, were stroking their exposed penises, then, looking at each other, said `let's do this', and immediately started stroking each other. Then one of them said, "Hey, we're not school kids, let's act like adults!", and at that point they dropped their drawers and on the floor started sucking each other for real, really, really, sucking for real. Tom's wife (it could have been Dick's, who knows) was likewise frigging herself to a fare-thee-well, and decided she needed more. She dropped to the floor and went up the skirt of Earl's wife. I realized at this point that the women wore skirts/dresses not because they were old school, but because it is damn hard to get at a woman's sexy bits when she is wearing pants. These women were not prone to putting impediments in the way. Tom's wife started giving her oral best to Earl's wife, who now had a look of faraway wondering (wandering?) in her eyes. Earl's wife had done her best for Earl, she leveraged the payment, she approved of the purchase, and she gave lots of assistance in the delivery. Now she was getting something back. Tom's wife was eating her out with gusto, and Earl's wife was fucking her cunt into the mouth and tongue that was driving her over the edge. Earl, meanwhile, was at Janice's portal, and was ready to deliver the rocket. Janice was slick, and anxious. She looked over at me, and blew me a kiss. Earl eased his crown into Janice's entry point, and slid in as far as he could until meeting resistance. He paused, then pushed on further. Janice grimaced, cried out a little, then bit her lips and her onto Earl's head for dear life. Earl pushed on. I felt conflicted. I was watching my pre-teen sister having some discomfort while this adult man was taking her cherry, and she was taking it without complaint. Earl paused, understanding that this was the point of pain and if he wanted to finish the quest, he needed Janice to consent. She held his head, and gave him the go-ahead. He did. I could seen some blood on his penis as he withdrew a bit, then he eased in further. Janice was holding onto her composure throughout this, but was clearly having some difficulty. She held him firm, and he paused for a while, embedded within her, but not moving. After a minute or so, she told him it was all right, he could keep going. With an obvious sigh of relief and anticipation, Earl started fucking for real, with real rhythm, with real cadence, and with real pleasure. He was gentle, but he was in it for real. Earl was so primed it did not take too long for him to climax, and climax for real he did. He made weird grunting and snorting noises, then he went rigid, and emitted a sound of triumph. He came. He came in a 12 year old virgin, and she held him tightly through the entire quest. Earl collapsed. Earl's wife let out a shriek as she came all over the face of Tom's wife. She gushed over her face like you would not believe. tom's wife drank it all in, and fell to the floor laughing. Tom and Dick fucked each others mouths in a classic 69 form and each let loose their own torrent. There were other observers at this event, they were all uniformly horny, many if them fondling their own genitals, or the genitals of the person next to them, whether male or female, but at this point they all erupted in applause! The deed was done, the mountain had been scaled, and the virgin had been pierced on the petard of the man who wanted it the most, and whose wife had provided the support. There were hugs all around, there were congratulations, there were more drinks, then everyone convened to the kitchen for buffet style food, and more drink. Except Janice and me. I sat on the bed with her and her her hand. She smiled faintly at me, and asked if she had done well. I hugged her and praised her. She had been magnificent. I was not sure if I was a good support brother, or if I had failed some kind of existential test, but Janice was sweet. She looked down at my still neglected hardon, "Sorry, bro, I know you're horny, but I'm just too tired to do anything about it. Maybe you can visit Little Stevie after we leave here. Mary came in, with something for each of us to eat and drink, and told us that we were the best young people they had ever had for one of their parties. The party would continue of course, with movies and games, but we would be going home. We had $50 each, plus the $1000 Janice had earned. Mary thanked us. I asked if we would be invited back for another party one day, but Mary said no, they did not do that, Once was all, there was too much danger in having the same youngsters involved more than once. Still, she kissed each of us, thanked us, helped us get dressed, and offered us a ride home. We chose to walk. The bell was tolling and the party was over for us, but we had had an adventure like never before. Life did not end at this point of course. Janice started giving sex ed classes to her classmates (females), and used me as the demonstration model. She became very popular, as was I, with these Catholic school girls who were not allowed to know anything about sex, but were getting the straight scoop nonetheless. Janice got elected class president the next year, she carried the female vote so overwhelmingly, that no one else had a chance. I helped her with some sports bets, and by the time she was graduating high school she had both her Volkswagen Beetle and plenty of money in the bank. I need not go into these details of my re-invigorated life; you would only get bored with the sex and the money, but let me tell you. Life can be good, and then, life can be even better.