Exploration - Childhood Reunion

Story Info
A couple help a childhood friend learn how to milk a man.
4.5k words
4.42
21k
28
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
SmutBot
SmutBot
40 Followers

Ryan and Sarah were in their bedroom, and Ryan was already bound doggy-style and completely exposed. Sarah was standing by the bed, admiring her handiwork as she ran her finger over the welts on Ryan's back.

"God, you're so hot like this," she purred, leaning in to kiss Ryan's ear.

He moaned, and seductively wiggled his butt which was met with a firm and playful spank.

Ryan and Sarah were both 23 years old. They were childhood friends who starting dating when they were 16 years old in high-school. They left their hometown after high school and went to the same college. Sarah was 5'6" with long brown hair and a curvy, fit figure from her regular exercise routine. Ryan was 6'1" with short, dark hair and a lean, muscular build from his regular gym routine.

Sarah ran her fingers over his skin, tracing the lines of his muscles.

Sarah's eyes lit up. "Do you remember Tara?" she asked, looking at Ryan.

Ryan raised an eyebrow. "Tara? As in little Tara? The one who used to follow us around like a duckling?"

Sarah grinned. "Yep, that's the one. She's 18 now."

"Time really does fly. What about Tara?" Ryan responded as he enjoyed Sarah's caress.

"Ah, I forgot to tell you. You know we kept in touch since we left town, right?. She is going to college soon and wanted some advice and guidance."

"What type of guidance?" Ryan, increasingly suspicious asked.

"She's interested in learning more about the male body. She's always been curious about what we do, and I thought it would be fun to teach her."

Ryan looked skeptical. "Are you sure this is a good idea? She's always been so innocent and naive. I don't want to traumatize her." He felt a mix of embarrassment at the thought of that young innocent Tara seeing him dominated by Sarah.

"Don't worry," Sarah said, walking around the bed to give him a kiss on the forehead. "I've got everything under control. Besides, I know you love being the center of attention."

"Well, as long as we're helping Tara I don't mind. It would be good to see her again sometime too." Ryan responded as Sarah continued to stroke him.

"Great! I knew you'd be up for it!" Sarah gleefully said before loudly exclaiming, "Alright Tara, you can come in now!"

Ryan's stomach fell through the floor. He thought there was no way Tara was about to walk in right now. This was a joke right? Sarah was just teasing him. He was panicked at the thought of Tara seeing him in such a vulnerable state. Ryan strained his head back and was barely able to glance at the door.

Just then, the door opened and Tara walked in. Tara has long, wavy blonde hair that was tied into a pony tail. Her bright blue eyes sparkle with curiosity and wonder as she took in the scene before her. She was wearing a cute, pink tank top that shows off her toned arms and emphasizes her round chest. She had denim shorts that accentuated her long, slender legs and plump bottom. Her white sneakers look brand new, as if she's eager to jump into any activity.

Tara has always been a shy kid growing up. She met Sarah and Ryan when she was 6. Despite the age gap they included her on their adventures. She owed them a lot for breaking her out of her shell and helping her be more outgoing. She was sad when Ryan and Sarah left town to go to college, but she kept in touch with Sarah and called her for advice whenever she needed.

"Hey, Tara," Sarah said, giving her a hug. "Welcome to our little playroom."

Tara's eyes widened as she took in the scene before her. Sarah was wearing a stunning set of lacy lingerie, complete with a matching garter belt and lacy leggings. Her lingerie is black with delicate white lace details, highlighting her curves in all the right places. The leggings are sheer and clingy, accentuating her long legs and the gentle curve of her hips. Tara is in awe of her friend's beauty and poise.

She saw Ryan, the strong and confident man she had known for years, tied up and at the mercy of Sarah. She had seen him shirtless before, of course, but this was different. His ass was on full display, and his balls and cock were hanging down between his spread legs.

She couldn't help but feel a sense of admiration for Sara, who seemed to be completely in control of the situation.

"Hi, Sarah. Hi, Ryan," Tara said, her voice barely above a whisper.

"Come on over and say hello," Sarah said, beckoning her closer. "Don't be shy. You're here to learn, right?"

Tara nodded and took a tentative step forward. As she got closer to the bed, she couldn't help but stare at Ryan's ass. It was reddened and welted from Sarah's earlier attentions, and it looked both painful and erotic.

"You can touch him if you want," Sarah said, watching Tara's reaction closely. "Feel free to explore his body. That's what we're here for, after all."

Tara was now standing behind Ryan, her eyes scanning every inch of his exposed back. She could see the muscles rippling underneath his skin, and she was amazed at how toned he was. She tentatively reached out and touched his shoulder, feeling the firmness of his muscle under her fingers.

"Wow, Sarah, he's so strong," she said, her voice full of wonder.

Sarah smiled at Tara's reaction. "Yes, he's quite fit," she said.

Tara nodded, her fingers trailing down Ryan's spine. She could feel the heat of his body against her fingertips, the way his skin quivered under her touch. As Tara continued to explore, she grew more confident, her touches becoming firmer and more purposeful. She traced the contours of Ryan's back, feeling the way his muscles bunched and relaxed under her fingers.

"Why don't you explore some more?" Sarah prodded.

"Is it okay if I touch his butt?" Tara asked Sarah, not wanting to overstep any boundaries.

"Of course," Sarah replied. "Ryan is completely at our mercy, so you can do whatever you like."

Tara hesitated for a moment before reaching out a hand to touch Ryan's ass. She was surprised at how warm and smooth it felt under her fingers. She trailed her fingertips over the welts, and Ryan let out a soft groan.

"How does that feel, Tara?" Sarah asked, watching her with interest.

"It's...it's interesting," Tara said, still a little unsure. "I've never touched a guy like this before."

"Well, there's a first time for everything," Sarah said, walking over to stand beside her.

Tara couldn't help admiring his firm ass cheeks. They were perfectly shaped and she couldn't resist running her hands over them. Ryan's moan told her that he was enjoying the attention.

Tara grinned and gave Ryan's ass a playful squeeze. He groaned in response, and Tara felt a surge of excitement run through her. She was really enjoying this new experience, and she couldn't wait to see what else she could do.

She continued to knead his flesh, her fingers digging into him as she marveled at the way his skin felt beneath her touch.

"Wow, he really has a nice ass," Tara said to Sarah with a chuckle.

Sarah grinned, nodding in agreement. "Yes, he does. And you're doing a great job exploring it," she said, her eyes locked on Tara's hands.

Tara felt herself growing bolder as she continued to explore Ryan's body. Her fingers trailed down his legs, feeling the way his muscles tensed and released under her touch. She couldn't help but be fascinated by the way his body responded to her every move, and she felt herself growing more and more confident with each passing moment.

As Tara hands trailer further down she stared at Ryan's testicles and penis. She had never examined male genitalia up close before, and every inch of Ryan's body seemed fascinating to her.

"Sarah, what exactly am I supposed to do with these?" Tara asked, eyeing Ryan's testicles with amusement.

Sarah chuckled. "Well, you can start by gently stretching them. It'll help increase blood flow and sensitivity."

Tara reached down and cupped Ryan's testicles, marveling at their size and weight in her hand. She gave them a slight tug, watching as they stretched and bounced back.

"Wow, they're so stretchy," Tara said, giggling. "It's like they have a life of their own!"

Sarah smiled at Tara's reaction, enjoying seeing her exploration and curiosity. "Yes, they are quite stretchy. And sensitive too, so be gentle."

Tara nodded, taking Sarah's advice to heart. She began to gently massage and stretch Ryan's testicles, fascinated by the feel of them in her hand. She asked Sarah a variety of questions about male anatomy, eager to learn more about Ryan's body.

"What exactly is the purpose of the testicles?" Tara asked, marveling at the intricacy of male anatomy.

"Well, they produce sperm and testosterone," Sarah explained. "The sperm is necessary for reproduction and the testosterone helps with sex drive, muscle mass, and bone density."

Tara listened intently, her curiosity growing with each new bit of information. As Tara rolled Ryan's testicles between her fingers, she couldn't help but marvel at the sensation. They felt heavy and full, and she could sense them responding to her touch. She could feel Ryan's balls retracting and then relaxing under her touch. It was a unique sensation that Tara had never experienced before, and it was oddly satisfying.

Tara continued to roll Ryan's testicles around in her hand, gently squeezing and massaging them. She noticed that they were getting firmer as she continued to play with them. She turned to Sarah, who was watching her with a grin on her face.

"How does it feel?" Sarah asked.

"It's weird, but kind of cool," Tara replied, continuing to roll the testicles between her fingers. "They're so sensitive. I feel like I could make him come just by playing with them."

Sarah chuckled. "Well, that's not the goal right now, but good to know you've got skills," she said, giving Tara a playful nudge.

Tara couldn't help but laugh. She never thought she would be comfortable talking about this kind of thing, let alone touching a man's testicles like this. But with Sarah there to guide her, it was like she was discovering a whole new side of herself.

Tara's gaze drifted down to Ryan's erection, which was dangling below, tall and proud, almost begging for attention. She couldn't help but feel a little intimidated by the sheer size of it, but also fascinated by the various parts of his anatomy. Tara's eyes widened as she explored Ryan's manhood. She began at the base, tracing the veins with her fingers as she moved down towards the tip. She marveled at the thickness and girth of it, the veins pulsing under her fingertips.

As she worked her way back up, she took her time to explore every inch of Ryan's penis. She used her hands to lightly squeeze and massage it, marveling at the way it hardened and softened in response. Tara couldn't help but feel a sense of wonder at the power of this organ.

"Wow," Tara whispered, "this is amazing."

Ryan let out a low moan, his body trembling slightly under Tara's touch. Sarah watched with a satisfied smile on her face, knowing that Tara was really getting into this.

"It's so...soft and hard at the same time," Tara said, marveling at the sensation.

Sarah chuckled. "Yes, it is. And it can feel even better if you know what you're doing." Tara looked up at her, a little puzzled.

"What do you mean?"

Sarah smiled knowingly. "I mean there are certain things you can do to make it feel even better for Ryan. Would you like me to show you?"

Tara nodded eagerly, her heart racing with excitement. She couldn't believe she was about to learn how to pleasure a man's penis.

"Okay, so first of all, you want to start by exploring the different parts of his penis," Sarah said, taking Tara's hand and guiding her fingers along the shaft.

"See how it's thicker at the base and thinner at the tip? And how there's a little ridge around the head? Those are all sensitive areas that you can play with to give him pleasure." Tara nodded, taking in all of Sarah's instructions.

As she worked her way down Ryan's penis, she asked Sarah, "What does it feel like to have a penis?"

Sarah chuckled. "It's hard to describe, but it feels really good when it's stimulated."

"You're doing great, Tara," Sarah encouraged her. "Just keep exploring and see what feels good for him."

Tara continued to explore, feeling the weight of Ryan's manhood in her hand as she stroked it. She could feel the precum beginning to seep out of the tip, and she used her thumb to smear it around, enjoying the slippery texture.

"Is it normal for it to leak like this?" Tara asked, fascinated by the sight.

"Absolutely," Sarah replied. "It's a sign that he's really turned on and enjoying what you're doing. Don't worry, it's perfectly normal."

Tara leaned in and licked the clear liquid, tasting the salty flavor on her tongue.

As Tara continued to explore Ryan's penis, Sarah watched with a mixture of amusement and arousal.

Sarah, what's this part called?" Tara asked, pointing to the base of Ryan's penis.

"That's the perineum," Sarah replied. "It's a very sensitive area for men. Try stroking it lightly, and you'll see how Ryan reacts."

Tara tentatively reached out and touched Ryan's perineum, eliciting a gasp from him. She was amazed at how responsive he was to her touch.

"And what about this?" Tara asked, pulling Ryan's foreskin.

"That's the foreskin," Sarah replied. "It's a layer of skin that covers the head of the penis. Some men are circumcised, which means they don't have foreskin."

Tara looked closely at Ryan's foreskin and gently pulled it back to expose the head of his penis. She marveled at the texture and shape of it.

"It's so soft," Tara said, running her fingers over the head of Ryan's penis. "I feel bad that so many men are circumcised and don't get to experience this."

Ryan let out a soft moan, his hips jerking slightly. "Fuck," he breathed.

"Feels good, doesn't it?" Sarah said, grinning at Tara's curious expression. "Okay, now let's check out the meatus."

"The what?" Tara asked, looking up at Sarah.

"The meatus," Sarah repeated. "It's the opening at the tip of the penis where pee and semen come out. See?"

She used her finger to gently pull back Ryan's foreskin, revealing the small hole at the end of his penis. Tara leaned in to get a closer look, her eyes widening in fascination.

"It's so small," she said, reaching out to trace the edge of the opening. "And it's kind of...slit-like?"

Sarah nodded. "Yep, that's the urethral opening. And if you touch it just right..."

She trailed off, reaching down to run her fingers over the sensitive spot just beneath the meatus. Ryan groaned, his hips bucking as Tara watched with rapt attention.

"What about this part?" Tara asked, running her finger up the underside of Ryan's penis.

"That's the frenulum," Sarah explained. "It's a highly erogenous zone for men. Try flicking it with your finger, and you'll see how it drives Ryan wild."

Tara nodded, her eyes darting back and forth between the frenulum and Sarah's face. "It looks like a little seam," she said, tentatively brushing her fingertip over it.

Tara followed Sarah's instructions and sharply flicked it, Ryan's body twitched in response. She was surprised at how sensitive and responsive his penis was to her touch.

"It's so fascinating," Tara murmured, leaning in for a closer look. "I never knew there were so many different parts to a penis."

Sarah chuckled. "There's always something new to discover, Tara. Always."

As she worked, she noticed that Ryan's breathing had become ragged and his hips were starting to buck. She looked up at Sarah, a little unsure of what to do next.

"Looks like he's getting close," Sarah said, grinning. "Pay attention to what I'm about to do"

Tara nodded eagerly, feeling a sense of and excitement building inside her.

Ryan was barreling towards an orgasm, the thought of cumming all over his innocent childhood friend sending his mind into a frenzy and causing him to buck his hips more.

As Ryan rode closer to orgasm, Sarah reached down with both hands. One lightly grasping his shaft and the other around the top of his balls. The hand on his cock stopped at the base, went vise-tight. So did the one on his balls.

"This is how you control a man's orgasm" Sarah assertively said.

Tara gasped as Ryan's cock twitched in her hands. Ryan groaned and Sarah instructed Tara to take over and copy her grip.

"Don't be afraid, you can never use too much force down there." Sarah said as she helped position Tara's hands.

Ryan writhed in frustration as Tara squeezed the base of his shaft and balls, preventing him from reaching climax. Sarah stood by, guiding Tara's hands with expert precision.

"Okay, Tara, you can let go now," Sarah said, stepping forward to give Ryan a quick kiss on the back of his neck. Tara looked at Sarah with wide eyes, still feeling the power she held over Ryan's pleasure.

"Wow," she breathed. "That was intense."

Sarah grinned at her. "You're a natural, Tara. Now, let's take a little break and let Ryan cool down. Next I'll show you how to find Ryan's prostate."

Tara looked at Sarah quizzically. "His what?"

Sarah chuckled. "His prostate. It's a gland that can give men incredible pleasure when stimulated. It's located a few inches inside his anus."

Tara's eyes widened even more. "Really?"

Sarah nodded. "But first, we need to make sure Ryan is properly prepared. Here, take this lube and apply it to your fingers."

Tara hesitated for a moment, looking at Ryan's exposed backside. But with a deep breath, she reached forward and applied the lube as Sarah instructed.

Sarah guides Tara on how to apply lube to Ryan's anus, giving her tips on how to make him feel more comfortable.

Sarah applied some additional lube to Ryan's anus and then inserted a finger to demonstrate how to find the prostate. Tara watched in fascination as Sarah's finger disappeared inside Ryan's body. She couldn't help but feel a little intimidated by the idea of doing it herself, but at the same time, she was curious to try.

As Sarah withdrew her finger, she looked at Tara and said, "Now it's your turn."

Tara hesitantly makes circles around the tight ring of muscle before slowly pushing her finger inside. Ryan grunts in response, his body tense with anticipation. Tara is surprised at how soft and warm the inside of Ryan's ass feels. She gently moves her finger in and out, feeling the muscles relax and contract with each movement. Ryan moans and thrusts his hips back, urging her to go deeper.

"Good job, Tara," Sarah encourages her. "Now, try adding another finger."

Tara nods and slowly adds another finger. She can feel Ryan's body tensing and relaxing as she continues to explore his innermost depths. Ryan's breathing is labored, and she can feel his body shaking with pleasure.

"Now, try to find his prostate," Sarah instructs her. "It's a small, round gland located about two inches inside the rectum, towards the belly button."

Tara nods and starts to explore deeper, her fingers searching for the small gland. Ryan is moaning and humping the air, his body begging for release.

Ryan is incredulous at this situation. Tara was his crybaby childhood friend. She used to follow them around while they caught frogs by the creek and played cops and robbers. But Tara wasn't a child anymore. She had thoroughly explored his most intimate areas was now 2 fingers deep in his ass.

"Right there," Tara exclaims. "I found it!" Tara finally feels a small bump.

"Perfect," Sarah replies. "Now, massage it gently and watch what happens."

Tara carefully massages the small gland, and Ryan's body starts to quiver with pleasure. Precum drips from the tip of his penis, and Tara can feel the muscles in his ass start to contract around her fingers.

"Keep going," Sarah urges her. "You're doing great!" Tara continues to massage Ryan's prostate, feeling his body getting closer and closer to the edge.

SmutBot
SmutBot
40 Followers
12