JefferyB and I have really enjoyed sharing this story. He’s been an amazing writing partner. As sad as we are to see this end, Maddi’s sexual education seems to be pretty well-rounded. We hope you enjoy!
Madison Parker woke up absolutely giddy on the first day of Christmas break. Not only was her older sister Abigail home from college for the holidays, but so was their sexy neighbor Robert. Maddi still felt a little guilty that she hadn’t told her boyfriend, Dennis, about all of her sexual escapades with Robert. But then again, she was pretty sure that he had learned a few things about sex too while he had been at baseball camp the previous summer.
Maddi wandered into the kitchen and found her sister and her mother, Betty, having tea and some pastries for breakfast, giggling about something.
“Good morning, sweetie,” Betty greeted her youngest daughter. “Did you sleep well?”
“Good morning, mom. Hey, sis! Yes, I slept very well!” Maddi chirped as she went to the fridge and poured herself a glass of orange juice.
“Of course, you did,” Abbi said, grinning. “You were out fooling around with Dennis last night.”
“You’re just jealous because you don’t have a boyfriend right now,” Maddi said somewhat defensively.
“I’m actually sort of seeing someone right now. But it is in the early stages yet.”
“Oh, is it that nice young man you told me about during Thanksgiving break?” Betty asked.
“No, unfortunately, he discovered religion over the holiday and came back unwilling to break his new vow of chastity. I decided he was worth waiting for, only to discover he secretly was getting it on with one of his fraternity brothers on the side. How come all the really great guys end up being gay?” Abbi whined.
“Your father isn’t gay,” Betty quipped.
“Neither is Dennis,” Maddi said, sipping her O.J.
Abbi sighed, “Well, maybe I can see if Robert wants to go out while we are both home on break.”
Maddi made a pouty face at Abbi.
“Oh, no, my greedy little sister. You have a guy, remember? You don’t get to have your cake and eat it too.”
“You mean to have her Dennis and eat Robert too?” Betty teased.
“Mom!” Maddi shouted. “Whose side are you on, anyway?”
“I’m on Robert’s side. I wonder what he’d think if he knew you girls were discussing him like a piece of meat over breakfast?”
“Fine. But I was looking forward to learning more about sex from Robert.”
“I see no reason why that can’t still happen, Maddi,” Abbi said. “As long as I get time with Robert too.”
“Madison, just what is it that you hope to learn from Robert this time around?” Betty asked.
“Oh, well, um…”
Abbi interrupted, “He promised to teach her how to deep-throat without gagging.”
Maddi shot an irritated look at her sister but decided not to comment. Abbi wasn’t wrong, after all. Instead, she decided to change the subject.
“What were you two giggling about when I came into the kitchen?” she asked innocently.
“We discovered that we both had sex with our college roommates,” Abbi laughed.
Maddi’s eyes grew as big as saucers. “Like, lesbian sex?”
“Well, since we both like guys, I’d say it was more like bisexual sex. But yes, we both enjoyed a little girl-on-girl fun in college,” Abbi explained.
“Oh,” Maddi said quietly. “Did you like it?”
Betty and Abbi looked at each other and nodded knowingly.
“Don’t get me wrong, Mads, I love a good hard cock inside me. But there is something very sensual about sex with a woman. You should give it a try,” Abbi suggested.
Maddi looked at her mother, who shrugged and said, “She’s not wrong. I mean, it’s been ages, but I remember those times with my roommate fondly.”
Madison felt like her head was spinning. But for the rest of the morning, she couldn’t stop thinking about what it would feel like to touch another woman.
The sisters enjoyed time in the pool that afternoon, thanks to the warmer than usual December they were having in southern Florida. Maddi decided to ask Abbi more questions about having fun with her roommate.
“So, did you and Bonnie strap on fake dicks when you had sex?” she asked.
Abbi laughed, “No, silly. Sex isn’t always about fucking. Mostly we went down on each other and sometimes used our fingers to get each other off.”
Maddi blushed. “Did you ever kiss?”
“Yes, of course. Kissing a woman is amazing. There’s no razor stubble, just soft, delicious, kissable lips.”
“I wish I knew someone I could try it with. None of my friends would ever be willing to do sex stuff with another girl,” Maddi sighed.
“Well, I think I could help you out there,” Abbi said slyly.
“I’m not having sex with my sister!” Maddi shouted, appalled.
“God, no!” Abbi laughed. “I meant with my roommate, Bonnie. She has seen pictures of you and thinks you’re sexy. She only lives about an hour from here. I could call her and invite her over tonight. Unless you have plans with Mr. Baseball.”
“No, he’s got a thing to go to at his uncle’s, and I told him I didn’t want to go because Dennis would end up playing video games with his cousins, and I’d end up bored out of my mind. But I don’t know if I am really ready to touch another girl.”
“Well then, how about I invite her over to play with me while you watch? Then, if you’re feeling brave, you can let Bonnie touch you and see where it goes,” Abbi offered.
“What about Mom and Dad?” Maddi asked.
“Dad has his weekly poker thing with his buddies, remember? And Mom is going to be busy finishing up wrapping gifts and baking pies for the neighbors. Come on, Mads, live a little!”
“Okay, I will watch. But I don’t know if I can do anything.”
“No pressure, sis. Just consider this part of your ongoing sexual education.”
Abbi invited Bonnie to come over for dinner first so that it would be less awkward for Madison. Betty made spaghetti with meat sauce, green beans, and crescent rolls. It was a pretty delicious meal.
Maddi was about to get up to clear the dishes when her father asked, “So, what trouble are you girls planning tonight? Is Bonnie spending the night?”
“No, she has to go home later, Dad,” Abbi explained. “So, we are going to sit around and talk about boys and stuff.”
He laughed, “Well, enjoy your girl time and stay out of your mother’s hair.” Then he kissed his wife on the cheek and headed out to his poker game.
Maddi had butterflies in her stomach as she followed Bonnie into Abbi’s bedroom. She felt like she was in way over her head. But she was way too curious to see how this would all play out to back out now.
“Thanks for inviting me over tonight, Abbi,” Bonnie said seductively. “I went home a couple of days early since my last final was a project, and I’ve been bored out of my mind. I hooked up with a guy I went to high school with who fucked me nice and hard, but he was terrible at oral. I missed your sweet tongue.”
“Well, then you should take off your shorts and panties and open those legs for me,” Abbi cooed.
Maddi sat in a chair and watched the action unfold. Abbi and Bonnie sat on the bed, half-naked, and kissed while Abbi’s fingers teased Bonnie’s bare mound.
Bonnie stripped off her top, and Abbi took that as a cue to give some attention to the perky breasts, now exposed. Maddi felt herself grow damp as she watched her sister suck and nibble on Bonnie’s nipples.
“Oh, fuck!” Bonnie moaned. “I love the way you enjoy my tits, Abbi. But I really need to cum, so get your tongue working on my slutty little love box.”
Abbi laughed and slid down between Bonnie’s legs and licked a slow trail up the swollen, wet slit of her roommate. Maddi felt like an awkward voyeur and found her own pussy equally wet. It was titillating to see Bonnie’s hips move while Abbi’s tongue worked overtime to help her friend climax. When Bonnie’s back arched, and she cried out, “Oh! Fuck! Yes!” Maddi felt a little pop as she fingered herself.
Bonnie wasted no time returning the favor, burying her face in Abbi’s sweet honey. Maddi wished she’d brought the Rabbit in with her because she needed more than her fingers could provide. The look on her sister’s face while Bonnie licked and sucked on Abbi’s clit was so erotic! Who knew girls could give each other so much pleasure!
Bonnie slid two fingers into Abbi’s wetness while she nibbled on her clit, sending her over the edge within seconds as she screamed while she came, “Oh, God!”
Maddi stood up and tilted her head to see better and was amazed at the liquid that sprayed out of her sister’s pussy. So, that was squirting! She wished she was brave enough to ask Bonnie to touch her; God, she needed release!
Bonnie turned to look at Maddi. “Hey, do you want to taste your sister’s juices?”
“What?” Maddi asked, mortified at the suggestion.
Bonnie laughed, “I meant that you should kiss me and see if you like the taste of pussy.”
“Ohhh,” Maddi said, blushing. “Um, yeah, sure.”
Bonnie stood up and walked over to Maddi, kissing her deeply. Maddi was mesmerized by the intoxicating flavor of Abbi’s cum on Bonnie’s lips. Sensing Maddi was ready for more, Bonnie cupped one of her breasts through her shirt and said, “You’ve got nice firm breasts, Madison. I bet they wouldn’t mind some attention.”
Maddi’s breath hitched. “Oh, God, yes, that would, um, wow, I’m just…”
“Just a needy little slut that wants her tits sucked?” Bonnie asked seductively.
“Yes! Oh, yes! Please! Squeeze them, kiss them, suck them!” Maddi begged.
“Get on the bed, Madison. I’m going to show you what it feels like to have another woman touch you and give you pleasure.”
Maddi was too far gone to argue. She stripped off her top and her bra and rested her head on Abbi’s lap while Bonnie took one of Maddi’s breasts in her hand and brought the other to her lips. She kissed the nipple gently and then began sucking on it, making Maddi squirm and moan.
As the teen’s hips rocked, Bonnie took things up a notch and started nibbling on those erect nipples. Maddi was rendered incapable of speech when Bonnie inserted three fingers into her dripping hole while tormenting her nipples, biting down more firmly now.
Maddi’s body started bucking and writhing while Bonnie used her thumb to stimulate her clit. “That’s right, Maddi,” Bonnie purred. “Give in; cum for me.”
Maddi’s back arched, and she screamed, “Oh, fuckkkkk!” Then she experienced her first squirting orgasm and was left breathless while her entire body shuddered in pleasure.
Bonnie grinned. Then she brought her cum covered fingers to Abbi’s lips and said, “Now, it’s your turn to taste Maddi’s nectar.”
“Mmm,” Abbi moaned. “Delish!”
Abbi turned to Maddi and said, “Okay, little sister. One more lesson for the night. You need to try out your oral skills on Bonnie.”
Maddi’s eyes grew wide. “I don’t know how to do that!”
Bonnie smiled. “I can talk you through it, sweetie. You want to make me cum, don’t you?”
“Good, then kneel on the floor in front of this chair. I’m going to sit here and feed my pussy to you, sweet little Madison Parker, and you’re going to learn how to make me cum with your tongue.”
Maddi hesitated for a moment before running her tongue along Bonnie’s juicy slit.
“Off to a good start, Maddi. Now, move that tongue in circles. Yes, just like that and, oh fuck, yes! Mmm, damn, girl! You’re a natural!”
Abbi sat back and watched with pride while her little sister learned to eat pussy. The way Bonnie was moaning made it quite clear that Maddi was doing a damn good job.
“Oh, God, yes! Now, slide a finger in me and wiggle it a little. Yes! Oh, God. Now, alternate sucking and nibbling my clit. Mmm, yes, just like that and, Oh, fuck…”
Maddi added a second finger, sliding them in and out rapidly while her tongue and teeth continued their erotic assault on Bonnie’s clit. Within seconds, Bonnie was squirting like a fountain, drenching Maddi’s face.
“Holy fuck! Madison Parker, you are a champion pussy licker!” Bonnie praised her as she panted hard.
Maddi grinned, her face covered in Bonnie’s juices, feeling pretty fucking proud of herself.
Two days later, on the day before Christmas Eve, Robert dropped by while Mr. and Mrs. Parker were at a company holiday party.
“Hey Abs, hey Parker,” Robert said in his staggeringly sexy voice. “Are you ladies up for some fun?”
“I’m sorry, Robert, I have plans with some of my friends from high school. But I’m sure my slutty little sister will spread her legs for you,” Abbi said, winking at Maddi.
“Dennis is supposed to come over tonight,” Maddi said. She felt torn. Madison had the house all to herself to fool around with her boyfriend. But she didn’t want to pass up the chance to learn more from Robert.
“So, we can both bang you, Parker!” Robert said, grinning.
“I hardly think he would go for that. I’ve never told him about you and me,” Maddi admitted.
“As much as I would love to stay and see how this all goes down, I’m late. So, have fun! See you later, Mads. Don’t do anything I wouldn’t do.”
Abbi laughed and headed out the door. As soon as she was gone, Robert pulled Maddi into a full-on erotic kiss, leaving her feeling a little light-headed.
“What time is Boy Wonder supposed to come over. Maybe we can have a little fun before he arrives,” Robert teased as he kissed Maddi’s neck sensually. “After all, I promised we could work on your deep-throat technique.”
“Oh, God! I want to, I really do. But I can’t. Dennis would be so pissed!”
“I could stick around until he gets here. Maybe I can talk him into a threesome.”
“Are you crazy?”
“Come on, Parker! I thought you wanted to learn more outside the box kind of stuff,” Robert said. “Look, we can pretend I’m just a horny neighbor who came calling for Abigail and never mention the stuff you and I have done. Then I ask him if, based purely on my overactive sex drive, he has ever thought about sharing his girl with another guy. What have you got to lose? If he says yes, we have an amazing time together. If he says no, I leave, but he doesn’t think any less of you. He just thinks I’m a lusty college guy.”
Maddi inhaled sharply and let her breath out slowly. “I don’t know…”
“Don’t tell me you haven’t imagined what it would be like to have a cock in your mouth and your pussy at the same time. Come on, Madison, please!”
Maddi sighed. He wasn’t wrong. It made her wet to think about sucking one dick while another one pumped into her.
“Okay, you can stick around and ask. But you need to suggest being the one who uses my mouth. I can’t see Dennis being okay with anyone else using my pussy.”
When Dennis arrived, Robert introduced himself and said, “Hey, I’m Robert King. I stopped by to see Abbi, but apparently, I just missed her.”
Maddi got three cans of Coke from the fridge and sat down at the table with Dennis and Robert, trying to act like she was just a friendly neighbor. Robert asked Dennis about baseball and his plans for college while they all sipped their soft drinks. Then Robert looked at Maddi and asked, “Any idea what time Abbi will be home? I was kinda hoping she and I could, um, hook up.”
Turning to Dennis, Robert said, “Unless you two are looking for an experienced college man to have some adult fun with.”
Maddi tried not to look eager and fully expected Dennis to be appalled. She was shocked when he asked, “What kind of adult fun?”
Robert grinned. “Nothing too freaky. I just wondered if Parker here could suck my cock while you fuck her.”
Maddi choked on her sip of cola. She couldn’t believe that Robert was so direct! She was even more surprised when he didn’t wait for Dennis to reply.
“I mean, all the college kids are doing it,” Robert said convincingly. “I know it’s super-hot for me when I’m pumping into a girl as she is giving head to another guy. It makes me hard as a fuckin’ rock, and my orgasm is always more intense.”
Maddi rolled her eyes. Robert was speaking horny guy language, and it was right up her boyfriend’s alley. Dennis grinned sheepishly and said, “That does sound really fucking hot. But I can’t ask Maddi to do that for me.”
Robert shot Madison a seductive look. “Oh, but I’ll bet Madison would do anything to please her man.”
Dennis squirmed in his chair as his jeans were getting tight in the crotch. He looked at his girlfriend and asked, “Is that something you’d do? I mean, you don’t have to, but it does sound kind of fun. In less than a year, we will be in college, and we don’t want to be the only couple on campus that doesn’t know how this whole threesome thing works.”
If Maddi were a sweet, innocent girl, she’d be livid at his suggestion. But after all that she had learned in the past six months, she hardly qualified as innocent anymore. Besides, her panties were wet just thinking about having both Dennis and Robert.
“If you really want me to, I’d do this for you,” Maddi said, acting nonchalant. It was better if Dennis thought she was doing this for him. “I told you this summer that my body was yours to use. If you want to share me, I’ll do it for you.”
Robert grinned. “Excellent! I’m happy to talk you through it.”
Dennis nodded. “Okay, sure, why not? We’re not an uptight goody-two-shoes couple. We are adventurous. Maddi even has a vibrating dildo toy.”
It took every ounce of energy for Robert not to laugh. If only Dennis knew that he’d purchased that Rabbit for Maddi. He felt pretty proud of himself for convincing Dennis that this was a mature thing to do. Just the thought of sliding into Parker’s talented mouth was causing a bulge.
Madison stood, doing her best to look bashful. “Mom doesn’t allow me to have boys in my bedroom, but with three of us, I think my bed is the best place to be.”
“Lead on,” Robert said, trying to make it look like he’d never been to Madison’s bedroom.
Robert and Dennis followed Maddi to her room. Robert elbowed Dennis and pointed at the sway in Madison’s hips. Leaning over to Dennis, he whispered, “You are one lucky fucker.”
Once inside, Madison locked the door and began undressing her boyfriend. He stood still as she stripped him. Looking at his stiff rod, she smiled before leaning over and kissing the tip. Turning to Robert, she followed the same routine. When he was naked, she kissed his cock, saying, “You are a big boy.”
“Stand on the bed and strip for us,” Dennis suggested.
Following orders like an obedient slut, Maddi stood on her bed, slowly peeling off her clothes. When she was naked, Maddi turned slowly to give them a complete view.
“God damn, Dennis,” Robert said. “Your girlfriend is fuckin’ fantastic. It’s too bad I didn’t find her first.”
“I thought I could get on my back and have Maddi ride my cock. Then you could get in front of her and fuck her mouth,” Dennis offered. “You’re gonna love her oral skills,” he told Robert. “My girl is so talented, and she loves to swallow cum.”
“That sounds fuckin’ hot!” Robert roared, acting as if he had no idea.
Dennis could see that Madison’s juices were running down the inside of her thigh. “You see that,” Dennis said, pointing at the clear stream. “Maddi is so horny; she can hardly stand it. Come on, baby. I want you to show Robert how you love to ride my dick.”
Dennis dropped down on the bed, his stiff cock pointing at the ceiling. Maddi turned and straddled him, with her ass to his face. Looking at Robert, she grinned, “He likes to see my butt while we have sex.”
Reaching between her legs, she held her boyfriend’s cock, moving it around her entrance and coating it with her fluids. She slowly sat back and guided him in until she had taken all of his thick manhood inside her. With her eyes closed, she said, “Fuck. That is so good.”
Once she started to move up and down on Dennis, Robert kneeled on the bed. He pressed his member against her lips. She looked up at her next-door neighbor and smiled. Dennis was already moaning as she parted her lips and let Robert push his cock in.
It was Madison’s turn to moan. Having a cock in her pussy and another one in her mouth was even better than she imagined. She put one hand on Robert’s hip, and the other held his balls. Robert moaned as he put his hand on her head while pushing into her throat just a little deeper than she was used to. But she took him without too much trouble, and he looked down into her eyes and smiled at her.
As she rocked back and forth on her boyfriend’s rigid shaft, he began to play with her puckered opening. Maddi pulled Robert’s engorged prick from her mouth and demanded, “Dennis, put your finger in my ass!”
Dennis was more than happy to oblige her, inserting his middle digit into her tight back door. Maddi continued to suck Robert, and she was pretty proud of herself when she felt her nose touch his tummy.
Dennis was getting ready to climax and request and began fucking her as hard and fast as he could go. Then, while Dennis painted the walls of her pussy with his cum, Robert exploded in her mouth.
Madison smiled at Robert, making certain he saw her swallow. Lifting off of Dennis, she turned to take his softening rod into her mouth to suck him clean. Then, while licking their collective cum from her lips, she slid down beside Dennis. “What else do you want, my love? I’m yours to use.”
Dennis grabbed one of her breasts, twisting the nipple. “I think we should let you ride Robert’s cock,” he said with a grin. “And while you’re fucking him, I’ll take your sexy ass.”
Madison wanted to shout with glee but restrained herself. “If that’s what you want, baby. That’s what we’ll
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