Miss Lawson Ch. 03

Riley wasn’t the luckiest guy in the world. He didn’t have good genetics like Gary or Daniel, being the definition of a late bloomer. His parents weren’t rich like Sean’s. Hell, he couldn’t even luck out and have an interesting hobby. Well, a hobby that was interesting to anyone other than a/v nerds and middle-aged guys who did nothing but rant about how things were better ‘back in the day’.

As Valerie took him by the hand and led him up the stairs, however, he felt like the luckiest guy in the world.

Valerie, for her part in escalating things, was unphased by the situation. For the most part. She drew Riley up the stairs and he followed wordlessly, eyes still wide in disbelief over how his gamble had played out.

Daniel, Gary, and Sean followed with the former two scrambling up the stairs, and Sean, himself, only following out of a sense of curiosity.

No one had asked Sean how he felt about things. Whether he had an opinion on it at all was something he decided was best to keep to himself. His friends had fantasized about this for years. While Riley had always been the least vocal about his attraction to Valerie – often admonishing Gary and Daniel for their lewd comments – he was just as attracted to her. In fact, he would take advantage of his short stature to have his face pressed into her bosom when ‘hugs’ went out.

That being said, he was as clueless as they came when it came to sexual matters. He didn’t have the benefit of Daniel’s experience with the girls he hooked up with at house parties; Gary might have been a virgin, but he had at least gotten a little bit of attention from girls who considered him the sensitive type; even Sean had engaged in a Summer fling two years prior and had a story to tell.

Riley, by comparison, only had jerking off to vintage porn flicks. Under normal circumstances, that would be nothing. But when one of the hottest porn stars of the previous era was about to suck him off, it seemed like he had been training for this moment for years.

He allowed Valerie to pull him into her bedroom. There wasn’t much else Riley could do. Should he take the lead? Should he even make a suggestion? His heart was racing and he couldn’t decide whether he should do so much as speak. He felt as though opening his mouth would make this golden opportunity disappear. The situation played out like a dream and he had too much experience with getting overly invested in wet dreams, only to wake up right before the good part started.

Well, Riley’s wet dreams didn’t involve his friends gawking as he got his first blowjob.

It couldn’t be helped, though. Valerie didn’t lock the bedroom door or anything. Perhaps she should have. In fact, the thought hadn’t so much as crossed her mind. This fierce attitude of hers was something she had long buried and dug up now to put these obstinate boys in their place. Veronica Vixen was more than a stage name; Veronica was a persona, and she wasn’t shy to perform in front of an audience, no matter who happened to be watching.

When Riley stumbled into the Lawsons’ bedroom, it was like stepping over a threshold. He had been in there as a younger boy but, somehow, as he got older, it seemed almost taboo. Now he stood only a few feet from Mama Val’s bed, the woman herself having promised to fulfill what would have been Riley’s wildest dream.

“Well,” she said with an eyebrow raised, “what are you waiting for? Whip it out Mr. Windham!”

Riley hesitated. “R-right away?” he stuttered. “Right now?”

“What?” Valerie laughed. “Were you hoping for foreplay? Where’s that rude attitude you put on earlier?”

Riley blushed. The redhead’s unfortunately pale complexion made it practically impossible to hide how flustered Valerie’s words had made him. Valerie, on the other hand, pounced on his hesitation. She could push him but knew this was Riley’s breaking point. Would he man up or buckle under the pressure? If she were to hedge her bets, Riley was a few seconds away from bolting right out of the bedroom door. It’s why she hadn’t locked it, after all, and the little audience consisting of his best friends provided an additional bit of pressure that didn’t hurt her position, either.

“But,” Riley muttered, “everyone’s watching.”

“So?” Valerie said in a low, seductive tone. She stepped towards Riley, speaking to him not only as the motherly figure he had known all these years, but as a woman. “Afraid you can’t perform, little man?”

Riley gaped, not saying anything at all. He couldn’t, not with how Valerie suddenly tugged on the front of his jeans. He usually wore them with no belt, giving his waistband quite a lot of give.

“Come on, Riley!” Daniel hissed. “Stop being such a little pussy!”

“Shut up, Dan!” Riley groaned.

Gary said nothing, and neither did Sean. In fact, Sean seemed less phased by the situation as a whole than either of his two friends.

Valerie hooked three fingers behind the button of Riley’s jeans and tugged. antalya travesti She tugged hard. Riley’s slight build could hardly resist, especially since he was in no way prepared for the aggressive maneuver.

“Whip it out, Riley! This was your idea!” Valerie teased. “Unless Daniel is right,” her voice dropped low, “and you are a little fucking pussy after all.”

Gary’s eyes went wide, as did Daniel’s. Unlike Sean, the other two had never heard Valerie swear before. Especially not in such an aggressive tone of voice. Aggressive, commanding, and equally seductive.

Riley’s brow furrowed. Something about the way Valerie had spoken didn’t sit right with him. It wasn’t the Mama Val he knew – and loved. Her words stung, even though he knew that, on some level, Valerie did not mean what she said. Nonetheless, her taunting resonated with Riley. Really, it reminded him of all the teasing he had endured throughout his childhood – both from within his group of close friends, and without.

Valerie saw Riley’s resolve waver. Of course, he would falter, even after she had dragged him into her bedroom and did all but plant his feet where he needed to stand. She smirked, satisfied that he had learned his lesson. “If you’re not going to perform,” she started but found her words caught in her throat and Riley’s hands moved to the button of his jeans.

Her eyes opened wide as Riley’s slender fingers fumbled at the front of his waistband. He didn’t wear a belt. It was a habit; a bad one that had gotten him pantsed in the school hallway on more than one occasion. Beneath his jeans, Riley wore a set of checkered boxers – blue squares with black stripes – the kind of underwear that made it obvious his mother still bought all his clothes.

Valerie glanced down, almost taken aback at Riley’s – could she describe this as audacity? His jeans slipped down around his slender hips, finding absolutely no purchase on his boyish figure, and fell past his knees before bunching around his calves.

Riley didn’t know what to do with his top. Somehow, he felt insecure in taking off his t-shirt in front of his friends, but the hem of it managed to frustrate him so much as he attempted to slip his thumbs into the waistband of his shorts that he finally gave in and lifted it.

He expected Daniel, at least, to make a comment. But no one said anything. Even Valerie waited wordlessly as she looked on and, finally, Riley dropped his boxers around his hips.

Valerie, to her credit, had seen many men’s penises in her life. It was natural, given her history; she had seen uncut cocks and cut ones; colors ranging from pale, to olive-toned and dark ebony; perfectly straight cocks as well as those with the most wicked curves that dug into her flesh. And, yes, she had seen some short ones and monster dongs that made her wonder how they’d fit inside anyone, much less herself.

Still, for all her experience, she had never seen a man drop his drawers as Riley did while the extent of his shaft still remained nestled behind his boxers. A feat made all the more impressive by the fact that Riley was still soft.

“Well,” Valerie stammered as Riley reached between his legs and pulled his tool free. His short stature was responsible for most of the illusion. If she were to guess, Valerie would imagine that his semi-erect member was just past six inches long. “Well aren’t you packing…a surprise.”

Around the base of Riley’s shaft was a halo of fiery red pubic hair that grew over his pubic region. His organ was impressively thick, and even more so as it was still barely halfway to being considered firm in any capacity. His face was flushed scarlet as the real cause of his hesitation was revealed: Riley found it incredibly difficult to achieve an erection, given the circumstance.

Valerie was not phased, however. Or, rather, she understood perfectly well. A virgin, and with his first time consisting of such an intimate audience. It was no wonder that Riley struggled to get it up. Still, seeing that tool stirred something within her; a feeling that was once familiar, now long forgotten, grew again within her. A tightness that nestled just below her midriff, deep within her most feminine parts. A wicked curiosity, if she were to describe it.

Riley bit his lower lip nervously. His fingertips bounced the throbbing meat, almost as if he were begging his piece to wake up and stop embarrassing him. The mounting pressure he placed on himself did not help.

“Huh,” Valerie said, wondering out loud. She tilted her head to the side and only then realized that she had been staring. “Can I,” she started, “can I touch it?”

“Yeah.” Riley answered almost instantly, his voice cracking as he did. “Y-yeah,” he coughed. “Please…do…”

Valerie reached a fingertip towards Riley’s wrist. One of her legs bent at the knee as she shifted her weight. She felt silly. She was a middle-aged woman but the situation felt mischievous. izmir travesti It made her feel as though she were young again. She glanced to the door as she touched the inside of Riley’s palm, over the pad at the base of his thumb, and her finger lingered dangerously close to that organ.

Yes, she definitely felt young again.

She grabbed it. Not firmly, but gently cradling the sensitive bit of meat in her hand and marveling at how it filled the space between her fingers. And the weight of it. The warmth. And the manner in which Riley’s racing heartbeat made his cock throb in her grasp.

Valerie moved her hand downwards along the length of his shaft. Now it was her turn to bite her lip as she imagined how brutish it would be once Riley found his confidence and the entire thing was swollen to bursting. Her fingers slid along the underside of it until they touched his cockhead, causing Riley to wince in discomfort as his circumcised tip was manipulated by her touch.

“Sorry,” she whispered, sucking in air between her teeth as she gently caressed the crown of his cock.

Riley gave Valerie a look as if to say things were okay. He wasn’t stupid; he knew he had an impressive size but somehow the look on Valerie’s face – her approval – meant the world to him. If he would drop dead now, it’d be worth it. And the way his heart pounded in his chest, filling his ears with the sound of his own heartbeast, he thought he would keel over at any moment.

“You said,” he muttered, hesitating as Valerie’s gaze flickered upwards to match his own, “you said you’d suck it?”

“I did,” she replied, “didn’t I?”

It was as though it was just the two of them there. Valerie continued to stroke Riley’s length, moving her fingers from base to tip as they held their gaze. Her touch was initially light, but it was more than a simple curious movement. Each stroke coaxed a bit more confidence out of Riley, and a bit more hardness into his cock. As the tool grew more firm, so did Valerie’s touch.

Riley felt himself grow lightheaded as Valerie stepped closer. “You want me to suck on this?” she asked.

“Y-you promised.”

Valerie laughed from within her throat. “I did,” she glanced downward, seeing the true length of his prick. The shaft had been wrapped in thick, bulging veins. The length was such that cradling the base of Riley’s rod caused his angry cockhead – engorged to the point of turning an angry shade of pink – to touch almost the middle of her forearm.

To Riley, it might as well have been only himself and Valerie in the room. As her head sank lower, he glanced towards the ceiling to try and compose himself. He was already leaking precum. His cock throbbed in a manner he had never felt before. Every agonizing second caused the muscles in his loins to contract, and he couldn’t stop his prick from jerking in Valerie’s touch. He knew that if he looked down now, he would burst at any second. His fingernails dug into his palms as both fists clenched until his knuckles turned an even paler white than usual. He had to hold on, or he would never live down wasting such a golden opportunity.

****

Valerie’s gym attire, thankfully, made movement easy. The shorts dug into her crotch as she sank to her knees but she almost enjoyed the extra stimulation. Once she was level with Riley’s crotch, she could get a good gander at the tree branch that sprang from between his legs.

It really was impressive. Not the biggest she had ever seen – the boys would probably know that if they dug into those tapes enough – but definitely something that would require more than a little prep. She was secretly grateful she had only put her mouth on the line, though she knew having a sore jaw was on the table.

Then again, Riley was a virgin. A virgin whose cock already dripped with clear, runny precum and who was about to not only get his cock sucked by the woman of his dreams, but a woman who had won an award for her cock-sucking skills.

Three years in a row.

Her lips parted. The sound of her tongue peeling from the roof of her mouth filled the room with a moist smack, betraying how mouth-watering she found the juicy piece of meat.

Daniel, Gary, and Sean said nothing. It was as though they had come across some sort of rare and exotic animal, and the slightest movement or sound would scare it away. The former two, however, did crane their necks to the point of almost falling over themselves for want of a better view.

Valerie had no desire to take things easy on Riley. Had this been an encounter with a lover, she would have been slow. He would have felt her kisses, the side of her face, and even light pressure from her teeth as she prepared him for her blowjob. Riley didn’t deserve that. He would get what he wanted: the intense soul-sucking blowjob her alter-ego was known for.

Her lips smothered Riley’s cockhead. The crown was the size of a small apple, but she knew how to safely slip it past the tips of her teeth and wedge it within her maw. She moaned, mouth stuffed full of salty man-flesh, and closed her eyes.

The taste was definitely that of a young man. The smell flooded her nostrils as the taste of his precum dripped down the back of her throat. A less-experienced woman would have heaved, overwhelmed by the size and taste, but she had sucked too many pricks to be bothered by such things.

She moved her head slowly from side-to-side. Almost like a python devouring its prey, Valerie proceeded to slide Riley’s meat further into her mouth.

“Oh my Goddddd,” he moaned. Riley breathed heavily. At first he was confused; he felt nothing. He could feel Valerie’s lips as they worked their way down his shaft, but it didn’t seem like what he imagined a blowjob to feel like.

Then it hit him all at once. It wasn’t that it was underwhelming, but the inside of Valerie’s mouth felt so good that Riley had not been able to truly grasp what he was feeling. When his cockhead probed the tightness at the back of her throat, it was as though his knees went weak. “Holy…holy shit!”

He almost fell over, but Valerie held on with one hand still snug around the base of his prick. This allowed Riley to reach behind himself and slowly sit himself on the edge of Valerie’s bed.

“Wow,” he said as she followed seamlessly, keeping his tool half-buried in her face.

He giggled. It was all he could do after that: giggle like a giddy idiot and stare at the ceiling so the moment didn’t last a second less than it needed to. He needed to savor this. Hold on to every last lingering, blissful grain of sand so that he could remember this for the rest of his life.

For Valerie, this was just business as usual. She could already feel Riley throbbing in her mouth and knew he wouldn’t last much longer. She tightened her lips around his shaft, covering the edges of her teeth as she pulled the few inches she had swallowed free from her mouth. Wetting the shaft certainly made things easier and she was able to stroke him without much friction on the skin at all.

It had been a long time since Valerie had sucked cock like this. It was different than blowing her husband. That was loving. It was intimate. This was a challenge: a test of her skill. And she intended to ruin head for Riley so that no woman he ended up with could ever compete.

She drew his prick from her mouth until only the cockhead remained behind her teeth. She didn’t let it slip free. She instead used her tongue to press against the frenulum, licking as she pushed the crown of Riley’s cock against the roof of her mouth.

Spit oozed from the corners of Valerie’s lips and she slurped loudly, even as she let most of it drip to her fingers to help the squeezing of his shaft. Her focus was on making him cum, and on blowing his mind as much as she did his cock.

That required Valerie to square herself against the inside of Riley’s thighs. She got between his knees and positioned herself so that his cock was fed directly into her mouth. She used her free hand to fix an errant strand of her by brushing it out of her face, and slowly began to rock her head back and forth, picking up speed with each movement.

Riley moaned, gasping as his eyes somehow managed to roll backwards independently of each other. His cockhead was still sandwiched between Valerie’s tongue and the roof of her mouth. Every time she shifted her head, the bulb of Riley’s cockhead was massaged from above while the sensitive strip of flesh along the underside was subjected to an intense tonguing. That, along with the intense sucking; the expert hand movements; and the fact that of all the billions of women in the world, Mama Val, herself, was the one giving Riley his first experience with this type of sexual pleasure.

Toe-curling could not begin to describe his orgasm. Riley shuddered. He moaned. He said things out loud that Riley Windham would never say when he was of proper mind. He came, over seven spurts of thick, salty sperm that splashed against the inside of Valerie’s mouth and was sucked down her hungry gullet just as quickly. He lost himself, grabbing her head and forcing it into his crotch as his hips bucked and his body convulsed. His movements were awkward, not made easier by the boxers and jeans around his legs, but his every instinct drove him to thrust deep. Deep inside whatever it was brought him to climax.

“Oooh fuck,” he finally shuddered, it being a few blissful moments before he realized the warm, soft sensation between his fingers was, in fact, Valerie’s thick locks.

At that moment, memories of the past few minutes all flooded into Riley’s consciousness like the breaking of a dike. He was overwhelmed, feeling a bit sick as his beating heart and increased blood pressure refused to calm down.

“Holy,” he muttered.

Valerie, on the other hand, had not, in far too many years, felt so invigorated. As a happily married, middle-aged woman, she would hardly ever have expected to have sucked off anyone but her husband ever again. She had certainly come across many opportunities before this moment, but she prided herself on being the perfect housewife. Part of that was being loyal.

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