Date: Mon, 1 Mar 2021 18:03:55 -0700 From: Jordan Bradders Subject: My Favorite Babysitter - Part 6 - Brian and Barb This is a work of fiction, meaning it is not a true story. NO REAL PEOPLE, WITH THE EXCEPTION OF THE AUTHOR, WERE INVOLVED IN THE MAKING OF THIS STORY. These stories are meant for adults; if you are under 18, or the age of consent where you live, stop reading now. Do not read or download this story. Go out and play. Get away from the computer. Enjoy the sunshine! If you have difficulty distinguishing fantasy from reality, please stop reading now, do not download this story, and consider getting psychiatric help. If you have already consulted a psychiatrist, please take your medications. If such stories offend you, remember that nobody is making you read this story. Come to think of it, what are you doing on this website? Stop reading now and go to church. If such stories are illegal where you live, stop reading now, do not download this story, and consider moving to a less repressive country. If you enjoy reading stories like this one, please consider donating so that we can continue to enjoy sharing and reading these stories. Operating sites like this one is not free; nor is web hosting. To donate to Nifty, go to http://donate.nifty.org/donate.html All my stories, including some that do not fit Nifty's mission, are archived on my personal website at http://jordanbradders.com/ I really like SPECIFIC feedback on my writing. What did you like, what did you not like?. Good or bad, it helps me improve. I also appreciate story and character ideas, though I cannot guarantee that I will use every suggestion. After all, once created my characters take on minds of their own. Even I do not always know what they will do. For example, it never occurred to me that Tim would break up with Bobby! Email me at jordan.bradders@writeme.com =================================================== My Favorite Babysitter - Part Six – Brian and Barb By Jordan Bradders (c)Copyright 2021 Jordan Bradders. The author reserves all rights. Permission is granted to download this story for personal use only. It may not be published in any other forum, web site, blog, magazine, newspaper, granite block, parchment scroll, golden tablet, book or other medium without the author's prior permission. Summary: 16-year-old Brian was hired to babysit Casey over the weekend of his 12th birthday. Brian and Casey start a sexual relationship, which is well established after only about 24 hours. They go skinny dipping in the woods and are caught by Bobby, 14 and Tim, 12, who steal their clothes, forcing them to walk through the woods naked. The other boys discover the nature of their relationship and apologize and return their clothes. Casey's mother, Barbara, hires Brian as Casey's "mentor" and regular babysitter. Bobby and Tim start to have relationship issues, and Part Five ends with Tim breaking up with Bobby. This, the sixth installment, is a bit of a departure from the rest of the series. It involves only minor sexual contact between the boys; but instead describes a sexual encounter between 16-year-old Brian and Casey's 32-year-old single mother. If descriptions of hetero sex bother you, you might want to skip this one and wait for the seventh installment. In any case, the summary above does not do the story justice. It will make more sense if you read the first five segments, which are available on Nifty under Gay Male Stories in the Young Friends category: Part One: http://www.nifty.org/nifty/gay/young-friends/my-favorite-babysitter/my-favorite-babysitter-1 Part Two: http://www.nifty.org/nifty/gay/young-friends/my-favorite-babysitter/my-favorite-babysitter-2 Part Three: https://www.nifty.org/nifty/gay/young-friends/my-favorite-babysitter/my-favorite-babysitter-3 Part Four: https://www.nifty.org/nifty/gay/young-friends/my-favorite-babysitter/my-favorite-babysitter-4 Part Five: https://www.nifty.org/nifty/gay/young-friends/my-favorite-babysitter/my-favorite-babysitter-5 All my stories are archived on my personal website at http://jordanbradders.com/ If all you want is to tell me I am a sick son of a bitch for imagining such a story, do not bother. I already know that! Message me here or email me at jordan.bradders@writeme.com Chapter Thirty Casey's mother, Barbara, called Brian Friday evening. "I hate to ask with such short notice, but can you spend the weekend with Casey? I have to go out of town again." Brian's mother watched as he paused as if to think, then asked, "When do you need me, Barb." "I need to leave for the airport at 5:30 tomorrow morning. You can come over tonight if you don't want to get up that early tomorrow morning." Brian smiled. "That'll be fine, Barb." Brian loved to use the woman's first name, knowing how it irked his mother. "I'll come over right after dinner." Brian's mother, Yvonne, looked on in amazement as her 16-year-old son ended the call. "I'm really proud of you, Brian. You really seem to be turning your life around." Brian flushed with pride, then smirked. "Yeah. I guess." He took the stairs two at a time, automatically skipping the squeaky fifth step. He needed to pack a bag and take a shower. He wanted to look and smell his best for Barb. He did not really think he had a shot with her, but a boy can dream! Chapter Thirty-One When Brian knocked at 7PM, Barb opened the door with a big smile. "You don't have to knock. Brian. I told you I want you to think of this as your second home." The teen smiled back and said, "I wouldn't want to walk in on you without warning." Putting just enough of a leer into his expression to let her know he was flirting, he added "You might not be decent." Then he jogged upstairs to put his bag in the guest room. Barb was momentarily taken aback, but then thought she was probably mistaken. After all, `a sixteen-year-old boy would never be interested in a woman twice his age.' But her eyes followed him up the stairs. `He does have a fine ass,' she smiled as she turned to return to her home office to prepare for her trip. Casey greeted Brian in the upstairs hall. "Hey, Brian!" Looking around to ensure that his mother had not followed him up the stairs, he kissed his boyfriend on the lips and groped his crotch playfully. Leaning back, he grinned and said "You smell good. You hoping to get lucky tonight?" Brian laughed. "I think we'd better wait till your mom leaves in the morning. Don't you think?" The precocious 12-year-old grinned. "I didn't mean with me, dumbass." Startled, he asked "You mean with your mom?" The younger boy nodded. "I heard you flirting with her just now." He considered denying it, but he had already concluded the kid was much smarter than him. "You're right! She really is a mother-I'd-like-to-fuck, but I'm sure she sees me as a kid." Grinning, Casey reached out and stroked the older boy's crotch through his jeans. "You mean like you see me as a kid?" Brian took his bag into the guest room, then returned with Casey to his bedroom. Casey stared up at his friend. "It'd be OK with me. My mom's pretty lonely. I'd be OK with sharing you." Grinning, he added "Just not at the same time. That'd be sick!" Brian looked at his young friend. A sarcastic tone to his voice, he said "I'm glad you're willing to share me." His mind was whirling. Yeah, he had felt an attraction to Barb since he had first laid eyes on her, and he had dreamed about having sex with her, but `Where'd Casey get this idea?' His gaze even, Casey looked back and said "I'm serious, Brian. I'd be OK if you fucked my mom. I know you're bi, and my mom's lonely. She hasn't gotten laid since before she divorced my dad." Brian had learned to take his young friend seriously. He knew he was much more mature than his twelve years. He also knew the boy hated to be treated like a child. "It sounds like you've given this some thought, man. Are you serious about this?" Casey grinned. "I've seen how you look at her, and how she looks at you. I might be gay, but I know my mom's hot. I see how men look at her, and I bet that's part of why she got this promotion." His voice a bit smaller, he added, "and I know you would never hurt her." The younger boy paused to think, but Brian knew better than to interrupt. "As long as it doesn't get weird for us. Ya know?" Chapter Thirty-Two Casey and Brian watched TV together in the living room, Casey sprawled out on the floor and Brian slouched on the couch. The picture of normalcy. Barb came in and out but spent much of the evening packing for her trip. Barb finally dropped onto the couch next to Casey's weekend bedtime was 10PM, and Brian made a show of enforcing it. He was pleased when Casey griped just the right amount to sell it, then went up to bed. Barb waited a few minutes for him to finish his bedtime routine, then went upstairs to tuck him in. She kissed him on the forehead and said, "Good night, sweety. I love you. I'll be leaving early tomorrow. You don't have to get up to see me off." Casey grinned at her. "Love you too, mom, but 5:30's way too early for me. Have a good trip." He added "And don't worry. I'll be good for Brian." Even though he typically slept with his door open, Barb closed Casey's bedroom door. Later, she would tell herself she had done that automatically; but that was almost certainly not the case. She went to her room and changed into a night gown. Then, hearing the TV in the living room, she put on her robe and went back downstairs to say goodnight to Brian. The teen was sprawled out on the couch. He jumped up, embarrassed. He hoped she had not noticed that his hand was stroking his crotch. "Sorry, ma'am... I mean Barb. I thought you'd gone to bed, since your flight's so early." Barb sat down and patted the space next to her. Once he was seated, she turned and said "You really have been good for Casey, Brian. Thank you." Then, looking him straight in the eyes, she added, "and thank you for being such a good friend to me." She leaned forward and kissed him. On the lips. Her hands stroked his back in anything but a motherly way. Brian gasped in surprise, but he did not pull back. He stared into the woman's eyes, wondering what to do next. Seeing his hesitation, Barb said "It's OK, Brian." Then she leaned forward and kissed him again, this time putting her arms around him and parting her lips. Brian's head was spinning. He had fantasized about this, but had never thought it would, or could, happen, at least with Casey's mom. He kissed her back, tentatively moving his tongue over her lips. He held his breath when she moved one of her hands into his lap and stroked his throbbing erection. She broke the kiss, smiling, and said "Ready to go, I see." She continued to stroke his erection through his jeans. "Those seem tight, Brian. That hard must be uncomfortable." She stood, walked to the hallway, and turned to face him, allowing her robe to fall open and expose her very skimpy night gown. The teens erection throbbed almost painfully. Barb listened momentarily, then gestured for Brian to follow her up the stairs. She whispered, "I'm pretty sure Casey's asleep, but let's be careful not to disturb him." She waited for the teen to precede him into her bedroom, then closed and locked the door. Brian stared as the grown woman carelessly tossed her robe onto a chair. Next came the night gown, which slid down her body with a shrug of her shoulders. Naked, she lay on the bed and asked, "Are you going to stand there and gawk or are you going to get out of those tight jeans." Brian pulled his shirt over his head and tossed it on the chair with her robe. This was the first time Barb had seen his torso. She licked her lips in anticipation and gestured for him to continue. The woman watched avidly as the teen toed off his sneakers and socks, then shucked his jeans and boxer shorts in a single motion. Barb smiled and licked her lips as Brian's very stiff penis slapped against his pubis, then bobbed up and down. Brian stood naked in front of her, a bit uncomfortable as she took him in hungrily. But he did not move, afraid he was somehow misinterpreting the situation. `Maybe,' he thought, `she just wants to see me naked." In truth, Brian's experiences with his own mother had left him with a deep distrust of women. `Maybe she's just messing with me.' Instead, she licked her lips sensuously. "Very nice. You have a very nice body, Brian." Her eyes stopped on his six-inch penis. "Very nice indeed!" Still unsure, Brian stood there, unmoving, his penis visibly throbbing. Barb giggled and started to rub her nipples and crotch. "Are you really going to make me do this myself, Brian? Are you one of those men who just likes to watch?" She stretched out her arms, inviting him into her bed. Brian stepped forward, kissed her on the lips, and climbed into her bed. He had no experience with kissing, other than with her son, so was surprised when she pushed her tongue into his mouth. When they came up for air, she said "Suck my nipples, stud." He was happy to oblige. Not only were these the biggest, prettiest breasts he'd ever seen in person, let alone touched; they were the only ones! This was more than Brian could imagine. Prior to Casey, he had been a virgin; and he still was with women. He had learned almost everything he knew, or thought he knew, about sex from watching porn. He kissed, licked, and sucked her nipples, praying that he could control himself. He felt like his swollen cock might explode at any moment. But Barb was ready, willing, and eager, to be his guide. Once he had brought her nipples to full erection with his mouth, she put her hands on his shoulders and gently pushed him down along her body until his nose was buried in her pubic hair. "Be gentle, Brian. You are looking at the most sensitive part of a woman's anatomy." Brian took a deep breath, for the first time filling his lungs with the scent of a woman. He started to move his hands down her body, but she whispered "No, use your hands to massage my breasts. Find my clit with your tongue. It's just like a tiny penis." When he pushed his tongue between her labia, she whispered "Yes. That's it. Right there. Up near the top." She sighed. "Yes, that's it. Right there. Be gentle." Soon Barb was moaning softly, and Brian was getting his first practical lesson in female anatomy. After her third orgasm, Barb pulled Brian up and kissed him on the lips. Breathlessly, she whispered, "in the bedside table. Get a condom. I want to feel that big, hard cock inside me." Brian fumbled with the package, but Barb took it from him, ripped it with her teeth and deftly applied it to his throbbing organ. Then she spread some K-Y lotion along his length, avoiding its head. "We don't want this thing to go off too soon. Do we?' Brian moaned as the woman skillfully moved her fingers over his penis. He could not believe he had lasted this long but was afraid he wouldn't be able to hold out much longer. "My pussy's plenty wet. You did a good job with your hands and your tongue. Now fuck me, Brian. Fuck me just as hard as you can. Push that cock deep inside me." She reached down and guided his cock into her, then grabbed his ass with both hands and drove him into her. "That's it, Brian. Fuck me. Pound my pussy! Fill me up with your spunk." Brian thrust into her just as he had seen in countless porn videos. He quickly found a rhythm, burying himself in her and grinding his pubis into hers over and over. She whispered "Faster, Brian. Harder. Pound my pussy. Come on, stud. Make me cum. Fill me with your love juice." She started slapping his ass with each thrust. Then she leaned forward, took his lower lip between her teeth, bit down and held on. Brian stared into her eyes and was amazed by the animal intensity he found there. `She really wants this,' he realized. And so did he. It seemed like he had boundless energy. He felt a flash of pain, then anger when she bit his lip, which he took out on her pussy, pounding harder and harder, slamming the headboard into the wall over and over. Gasping for breath, he whispered, "Oh god, Barb. I'm gonna cum. I'm gonna..." Then he exploded, filling the condom with his cum as he thrust three, four, five, six more times. Then he collapsed, his sweaty body covering hers. They lay there like that for several minutes, each languidly licking and kissing the other. When he had regained the ability to speak, Brian whispered, "That was fucking amazing, Barb." His voice husky, he added, "You're fucking amazing." Chapter Thirty-Three Barb smiled up at Brian, then rolled him over onto his back. She kissed her way down his body, stopping to lick and suck his nipples until they were hard. Then she moved down to his now flaccid penis. Careful to keep it pointed down between his thighs, she gripped the rim of the condom and pulled it off by the tip. After inspecting it for tears or holes, she tied it in a knot and tossed it in the trashcan. Then she took his penis in her mouth and thoroughly cleaned it, before moving on to his scrotum and to his perineum. She decided to leave exploration of his anus for another time. Brian lay there, moaning softly as she cleaned him up. He found that his penis was so sensitive he could hardly bear it when she took it into her mouth. Wordlessly, she kissed her way back up his lean, teen body and kissed him, fully exploring his mouth with her tongue. When she broke the kiss, Brian gasped "I'm glad you were my first, Barb. This was amazing!" Barb grinned. `I thought I heard him say he was a virgin.' Turning his head, she took his ear into her mouth, using her tongue to lave the very sensitive area. She knew she was giving the boy a sensory experience he would likely never forget. Then it was over. Barb rolled off him and lay by his side. "That was great, Brian, and I definitely want to do it again; but we can't do this every time you come over. I don't want Casey to be in therapy for the rest of his life!" Brian kissed her nipple, then took it in his mouth and started to suck. Unknowingly echoing what her son had said just a few hours before, she added "I hope this won't mess things up for you and Casey. But I've wanted you since that first weekend, when I saw how amazing you were with Casey. I don't want him to lose you, but I just had to have you and your hot body." She reached down and took his still flaccid penis in her hand, rubbing her thumb over the head. Brian's head was spinning. `It's almost like she's apologizing to me for fucking me! Women are so confusing.' He turned her head towards him and tenderly kissed her on the lips. "That's not gonna happen. I really like Casey, and I'm not gonna leave him." Grinning, he added "I don't have much experience... any really... but you're amazing!" Chapter Thirty-Four Brian put his hand over Casey's mouth and shook him awake. "Get up, little dude. Your mom's getting ready to leave." Casey's eyes opened wide, clearly alarmed. When the bigger boy uncovered his mouth, he snarled "What the fuck, Brian. What time is it?" "It doesn't matter. Get up and put some clothes on. Your mom's leaving." He took a step back but did not leave. "Hurry up, Casey. Go down and tell her you love her, then we can go back to bed. Together. OK?" The 12-year-old reluctantly slipped out of bed. "She said I didn't have to get up." He pulled a pair of gym shorts over his briefs and walked out of the room, glaring. Similarly dressed, Brian followed. Barb looked up, surprised and pleased, when she saw her son's hairless legs coming down the stairs, his sexy babysitter right behind him. "Oh my god, boys." Grinning, Brian grabbed his crotch. "I'm no boy!" Barb went on smoothly, as if she had seen nothing. "I was planning to slip out without bothering you. You didn't have to get up. But thanks." Brian gestured towards the smallest of the bags and picked up the other two. On the way to the car, he laughed, "You ever hear of travelling light, Barb?" Her eyes on Brian, she kissed her son on the cheek. "I left money on the kitchen table. You have my cell number. Call if you need anything. I should be back Sunday night" "We'll be fine, Barb. Don't worry about a thing." The two boys watched as the woman drove off. Then Casey started back into the house. "C'mon, Brian. Let's get back to bed." Did you like this story? Want to hear what happens next? What do you think SHOULD happen next? Want to hear more about Casey and Brian? Jake? Tim? Bobby? Barb? Email me at jordan.bradders@writeme.com Please consider donating to support this forum. Websites like this do not run themselves and are not free. To donate to Nifty go to http://donate.nifty.org/donate.html