Dear Reader, this begins a story that’s really a continuation of my ‘Lawn Boy’ series, but as the direction and tone of this story will be very different, I thought it warranted its own series. If you haven’t read ‘Lawn Boy,’ I’d love for you to do so to fully appreciate these new developments, but I’ll try to briefly recap what brought my central characters to this point.

Eighteen-year-old Bobby was incredibly naïve in the ways of love, primarily because of his bitter, divorced mother, who never dated, let alone remarried. The one girlfriend he cared about, Mandy, broke up with him, frustrated by his lack of interest in sex, which she saw as a lack of interest in her.

Bobby had a small business that started with mowing lawns for his neighbors, but was growing by word of mouth. One newer customer, also a divorced woman, was taken by his youthful, muscular body as he worked in her yard and seduced him into weekly sexual trysts that they both enjoyed. He learned how to please a woman sexually, and she was the recipient of his enthusiasm as well as the huge cock he’d been gifted with.

Sworn to secrecy, he told no one of his relationship with Linda, but ‘word of mouth’ took on a new meaning when she and others shared their experiences about their lawn boy. Over time, they became almost weekly rendezvous with as many as four different women. Some divorced, some with sex-starved marriages, but all with an insatiable desire for their young lover, whose naïve innocence appealed to them. They delighted in teaching him and molding him into what they considered a perfect lover, and in a single year, his experiences exceeded anything he could have ever imagined.

Despite having created the equivalent of a sheik’s harem, he never forgot his fun and pretty Mandy, though she seemed to have forgotten him. She always looked so sad and avoided him when she saw him at school. One of his younger special customers, for whom he felt something more, left him thinking of Mandy again, and his best friend’s mom, with whom he was very close, offered advice on renewing his interest in her.

After graduation, he believed she’d gone away to college and assumed he’d missed his chance with her until he ran into her unexpectedly at the local state college he was attending. The self-confidence he’d gained with his customers had an immediate effect on Mandy, and they revived their relationship with renewed hope.

We join Mandy and Bobby during their first evening together, and after sharing themselves orally, Bobby finds out that Mandy is still a virgin …

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“It should be something special, something memorable between us! I can’t do that for you, for us, and then send you home alone!”

“I understand,” she said with a small smile and a single tear. “Oh, Bobby!” she cried when he pulled her into another hug that was both tender and passionate.

With his arms wrapped tightly around her, he was torn. He hated to disappoint her as he had a year ago, but he knew with certainty that their first time making love should be something given with kindness and love, not just a check on life’s bucket list. He wished she were his first, too, but …

“Do you, Mandy? Understand?” he asked as their eyes darted back and forth.

“I do. It means so much to me that you’d feel that way, that you’d be so considerate. I’m sure it’s one of the reasons I feel the way I do about you!” she said, having found a way to hint at what she felt without saying it. This contrast to other guys was even more stark, knowing that any of the guys she’d dated would have fucked her in a heartbeat whenever and wherever she made the same offer.  

“It doesn’t mean we can’t do more of this, does it?” she asked as her hand reached down to stroke the ever-present lump in his pants.

“No, it doesn’t!” he smiled.

“You’re overdressed!” she said with a bitten lip and her fingers holding his zipper.

Bobby’s khaki slacks came down easily, and Mandy helped him step out of them before returning for his underwear. The bulge was even larger than she figured when she’d touched it briefly in the car a couple of nights ago. One hand stroked it, while the other cradled his sac. She looked up at his appreciative face for a moment before hooking her fingers in the elastic of his briefs and pulling them down slowly.

“Bobby!” she cried when it popped out and struck her cheek.

“What? What’s wrong?” he said, playing along as he’d been through this surprising reveal of his manhood with each of his special customers. He had no idea how many cocks Mandy had seen, but that didn’t seem to matter to those before her who’d see quite a few. They’d all remarked on his size.

“It’s so long!” she cried with a startled smile. “Oh my God! I can’t wait to …” she started, but stopped, not wanting to seem like she was pressuring him to take her virginity tonight after he’d been so thoughtful and romantic in suggesting that it should happen in a special time and place. Instead, she wrapped both hands around it, smiling at him again with the realization that both hands fit, and then some.

She’d been told she was pretty good with her hands, so while the lower hand began stroking him slowly, the other played with the tip. She smiled when she heard a deep sigh as a finger teased that sensitive spot below the glans. She wanted to put it in her mouth, seeing as how he’d given her the best orgasm ever with his, but this, too, was new territory for her.

She had no idea what to do, but suggested he sit, opened her mouth, and slipped in as much as would fit while looking up at him with questioning eyes. She knew the tip was more sensitive to her fingers, and figured it would be more so to her tongue, so she pulled her head back with her tongue on the underside, and he moaned when her tongue touched that exact spot.

“Mmm, that feels really good, Mandy!” he said genuinely, though there was evidence that she was new to this.

Still, she gave it her best effort, enjoying the feeling of him sliding in and out of her mouth, her tongue lapping at whatever it could reach, and after a while, she had him on the edge. His hips rocked in sync with her mouth, while one hand stroked the lower half and the other fondled his balls as she had with hand jobs.

“I’m gonna cum! Do you want it in your …?” he asked, wondering if this was another first for her, and with smiling eyes and a nod, she continued sucking and licking the tip with enthusiasm. “Oh! Hoh! Hoh! Here it comes!” he gasped and watched her face as he filled her mouth. Her eyes opened wide, clearly surprised by the sensation, but she smiled with pride at having done it and made a show of swallowing it.

She had an uncertain look on her face when she tasted it. Not that it tasted bad, just not what she was expecting.

“Mmm, that was fantastic, Mandy!” he said, exaggerating a little, but just the fact that it was her added dramatically to the effect.

He couldn’t be happier and wished he could do even more for her. He would love to have her sit on his face, his favorite way of providing oral pleasure, but he was afraid she might question where he’d learned to do these things, and he wasn’t ready to explain that yet. As his breathing normalized, he sat up and took her in his arms for a long, tender kiss.

“Oh, Bobby! I can’t believe this is finally happening! I’m so happy!” she said with tears of joy streaking down each cheek.

“Me too! I’m so glad I found you at my school!” he said, wiping the tears with his thumbs as he held her face in his hands, kissing her face repeatedly.

His hand moved down to her chest, and she sighed as she sat in his lap with her legs apart, hoping he’d finger and lick her again. “Oh, that feels so good!” she whispered when she felt his finger in her slit.

“I’d really like to lick your pussy again?” he phrased as a question.

“Yes! Oh God, yes please!” she said as she slid off his lap and onto her back with her hands behind her knees, pulling her legs up and apart. “Eat me, Bobby! Eat my … my … pussy!” she pleaded, uncomfortable with the word until he was licking it voraciously. “Yes! Lick my pussy!”

Taking it just a little further, he used a couple more of the techniques he learned to bring her to a quick climax. She shook as it seemingly took over every muscle in her body, but had her whimpering with ever higher-pitched squeaks and squeals when he didn’t stop there, pushing for number two.

“Bobby!” she yelled when the second hit after a longer, but still rapid, climb.

He briefly considered going one more time, but thought better of it as he watched her quivering body gradually calm itself, her breathing taking much longer. He sat up with her legs across his lap, watching the spasms, like electric jolts, pass through them. Gently caressing her body, careful not to reignite anything, he soothed with gentle hands until her eyes opened and an exhausted smile came to her face.

“Hold me?” she said, offering her arms, and sighed contentedly when he pulled her up to sit in his lap. With her head resting on his shoulder, her arms wrapped possessively around his neck and chest, she asked, “Jesus, Bobby! Where did you …” she started but stopped, afraid of the answer.

‘Please don’t ask that question!? Not yet!’ he thought. He knew he’d have to tell her at some point, but not so soon, not after he’d just found her again.

“How do you DO that?” she rephrased, still breathing unevenly.

“I loved doing that for you, Mandy!” he said, ducking both questions, but speaking sincerely.

She lifted her head off his shoulder to look into his gentle eyes and, grazing his cheek with one hand, tried to put all she was feeling into a kiss that drew them together, with arms wrapped tightly around each other. As her body shifted in his lap, she felt something else … beneath her.

“Bobby, you’re still …” she said with a bitten lip.

“It’s okay,” he interrupted, “My mom will be home soon. We should probably get dressed.”

Leaving his clothes still on the floor, Bobby took each article of Mandy’s clothing and helped her put them on, with a lingering kiss on her pussy after pulling her panties up tight. Mandy smiled through it all, amazed at this loving, passionate, and new side of him. She picked up the ribbon from her ponytail and started to tie it when he stopped her. Retrieving a hairbrush from his bathroom, he sat her down between his legs to brush her hair.

He loved her long, silky hair with its blonde streaks from the sun, but she tended to leave it a bit messy, and he knew his mom would be instantly suspicious if she saw it. Still, he enjoyed giving her something else, which had her sighing softly as she felt his fingers and the brush running through her hair.

“Here. You can put this on now,” he said, handing her the ribbon. She tied the bow and moved to sit beside him, resting her head on his chest. “I want you to know, you’ve …” he said, pausing to be sure he got it right. “You’ve always been very special to me, Mandy. I can’t tell you how happy I am that we’ve found each other again.”

Rendered speechless, a tear rolled down one cheek when she turned to kiss him softly, gently, lovingly.

“Bobby, I’m home!” his mother called out about fifteen minutes later. She heard the TV and found them sitting together on the sofa, his arm around her shoulder and her head on his. “Hello, you two!” she said, loving the sight of two kids who apparently knew how to have fun with their clothes on.

“Hi, Mom!”

“Hello, ma’am! How did your game go?” Mandy asked with polite interest.

“I ‘shot the moon,’” she said proudly, referring to taking every trick in a bridge hand without realizing neither of them had any idea what she was talking about.

“That’s great, Mom!”

“Thank you, Bobby! Well, I’ll leave you two lovebirds alone. I’ll say goodnight now, Mandy,” she said before walking away.

“Goodnight, ma’am!” Mandy offered, but as soon as she was out of sight, she was giggling with her hand over her mouth, so his mom didn’t hear. “Mmm!” she hummed when Bobby quieted her with his mouth on hers.

Mandy left soon after with a long, passionate kiss in the driveway. They couldn’t enjoy themselves in quite the same way with his mother home, and having decided to go kayaking early the following day, knew they wouldn’t be apart for long.

She noticed that he watched her drive away, not turning to go inside until she was out of sight. Another example of him being different than most guys. She so appreciated his thoughtfulness in delaying their ultimate joining for a time when it could be special. Driving herself home reminded her of his comment about not sending her home alone afterward. She sincerely hoped it meant they’d spend the whole night together, although she had no idea how they’d arrange it with both living at home with their parents.

Shifting in her seat at a traffic light, she was reminded of her wet panties. Her hand went involuntarily between her legs as she remembered how his fingers and tongue had made her cum so powerfully. ‘I think I can wait for the other as long as he keeps doing this for me,’ she thought as she drove away from the light.

The wonder at his change in attitude and ability returned. He’d gone from asking her why her panties were wet before to such a commanding performance as he gave her something she’d never imagined. It had been a whole year in between, so he certainly had the time to learn much, but he didn’t have a girlfriend during that time, as far as she knew. She was able to dismiss the concern, realizing they’d been apart the whole time, and what he did with whom was really none of her business, but it wouldn’t be the last time she thought about it.

Bobby lay awake in bed trying to figure out how and when to tell Mandy about his special customers. She’d almost asked him tonight where he’d learned to do what he did to her, but that was only a tiny sample of what he’d experienced with Linda, Julie, Lucia, Mia, and others. What would she think if she knew about the facesitting, threesomes, anal sex, and spanking he’d experienced with them? The one decision he was able to make was that he didn’t need to tell her the specifics since the only thing he imagined doing with her was facesitting, and that would probably happen soon. As to when he should tell her, it seemed like she should know before they spent a night together making love.

He picked her up early the next morning in his truck with his kayak sticking out the back, and his cock sticking out the front, when he saw her in a short cover-up and realized he’d be looking at her in a swimsuit all day. She ran to his arms for a hug and a kiss.

“Good morning, my sweet Bobby!” she said before the kiss.

“Good morning, my beautiful Mandy!” he replied in kind just before her lips met his.

“I love the way you hold me!” she said, hugging him tighter and wishing they were naked like last night.

He put her cooler with lunch in the back with his kayak and held the door open for her. Her mother stood on the porch waving goodbye as they drove off.

“So, tell me about this place we’re going. It’s called Weed Island?”

“Weedon Island Preserve,” he corrected. “It started as some sort of experiment to control mosquitoes back in the 50’s. They cut this grid of ditches through the mangroves. I don’t know how it was supposed to work, but it didn’t, so they turned the whole area into a preserve, and some of the ditches are now a kayak trail through the overgrown mangroves like long tunnels. There are numbered signs to keep you on the right track, because the tunnels empty into somewhat open water with mangrove islands scattered throughout. It’s really cool! It’s shady in the tunnels and sunny in the open water. But the tunnels are really narrow, sometimes just wide enough for the kayak to get through!”

She smiled again at the dramatic change in his demeanor. He used to be so shy and unsure of himself, even when he spoke on subjects he was familiar with. It was hard to believe he’d changed so much in one year, yet retained the respectful, modest qualities she’d always liked in him.

After picking up a rental kayak for Mandy, they made their way to the launch ramp, happy to see it wasn’t too busy today. They offloaded their boats and gear, and Bobby left to park the truck. He returned to see her bending over to set up her kayak, her cute little bottom in a bright orange swimsuit peeking beneath her cover-up. She smiled when she caught him staring.

Both kayaks ready, they moved them to the ramp. He put the nose of his in the water and was about to sit and show her how to launch, when she reached for the hem of her wrap, and in one smooth motion pulled it up and off, revealing a bright yellow top that allowed the swell of her breasts to show.

“Come here, you!” he said when she’d stuffed the wrap in her bag. She looked up, a little startled when he was suddenly pulling her in for a sexy hug with his hands on her ass.

“Ooo!” she squealed happily, “I hope there’s someplace we can do more of that later?” she asked seductively, loving his unexpected attack.

They set off, and after a long beginning stretch, they reached the first tunnel. Bobby went first so Mandy could see how he handled the confined space, just wide enough for the boat and maybe the paddle. They found themselves pushing off the exposed mangrove roots in really tight spaces.

“Bobby! Look at all the crabs! They’re so cute!” she cried when she noticed the small, almost black creatures all over the mangroves and their roots. About the size of a quarter, they barely moved, so you might not notice them until you saw one scurrying along a branch.

“They’re called mangrove tree crabs. They feed on the leaves as an essential part of the ecosystem here,” he explained.

The tunnels were shady and cool, but it felt good when they punched out into bright sunlight and a patch of open water. He let her catch up to him and complimented her on how well she was doing. He couldn’t help glancing over at her repeatedly, feeling so happy and grateful to be with her again.

“Oh my God! What was that?” she cried when a fish jumped a couple of feet out of the water and splashed as it landed.

“They’re called mullet. They do that all the time! I had one jump right over my kayak once,” he said, and as if on cue, another jumped just ahead of them with Mandy giggling in delight.

She looked over at him, and aside from a twinge between her legs at the sight of his bare, muscular chest, she, too, counted her blessings at this remarkable turn of events. Their eyes connected, they smiled, and she said, “I’m so happy you found me!”

“I wish you wouldn’t say things like that when I can’t hug you to pieces!” he joked, and she giggled again. “Ready for another tunnel?” he asked as trail marker number six came into view at the entrance.

“Let me go first, okay?”

“Okay with me! I get to look at your ass the whole way!” he quipped.

“Bobby!” she protested with a giggle at his crude but salacious remark.

She entered the tunnel thinking about him looking at her bottom, but was soon challenged by the tight space she had to navigate. There was a turn to the right about halfway through, which was a little more difficult, but she came through it fine, swearing once or twice when her paddle got caught on a root or branch.

They could see the next marker a short distance away when they exited the tunnel, but Bobby directed them off to the side, hopefully out of sight of others who may be behind them. Suggesting they take a rest, he surprised her when he jumped in the water, which was just above his knees, so he was able to walk over to her. He tied his boat to hers so it didn’t drift away, then leaned in to kiss her with one hand behind her neck and the other on her bare thigh.

“Oh yeah!” she sighed when his hand slid up to rub the warm spot between her legs. “Oh!” she yelped when she tried to turn toward him, and the boat tipped to the side.

“Just lie back,” he said, having steadied the boat.

Following his instruction, she lay down with her legs apart and feet dangling in the water. She sighed loudly, feeling the warmth of the sun on her body and a different kind of warmth in her crotch. Bobby stood beside her with one hand behind her neck, pulling her in for a kiss, while the other played with her beautiful tits. After ensuring neither felt neglected, his hand slid slowly down over her flat tummy and between her legs, a finger pressing the fabric of her suit between her lips and rubbing in a circular motion.

“Oh God, Bobby! Touch me!” she pleaded, and, “Oh yeah! Oh yeah!” when his hand slipped inside her suit bottom and into her slick, wet slit.

Fingering her pussy within her suit, she squirmed atop the rocking boat. Her chest rose and fell as she breathed deeply, accepting an occasional kiss on her lips while the others covered her face. His fingers pumped into her pussy at an ever faster rate, while his thumb found her clit and rubbed it continuously.

“I’m gonna cum, Bobby! I’m gonna … I’m gonna … Oh God! Ahhhmmm!” she cried as her body shook atop the rocking boat. She slid into the water as soon as she could and hugged him tightly.

“That’s where we left off last year,” he said as she looked up at him, soliciting a tender kiss.

They set off again, Mandy dizzy with joy at what her now-very-capable Bobby could do for her, to her, but also how he seemed to consider her pleasure more important than his own. She wouldn’t want their combined pleasure to be so unevenly attained, but this generosity was another attribute of his personality that set him apart from others, demonstrated in a new and stimulating way. She also realized she had some catching up to do.

Another few tunnels were navigated before Mandy asked if they could take a rest, with a raised eyebrow suggesting it might not be quite so restful. Again, they moved out of sight of the exit of the last tunnel, and before Bobby had a chance, she was in the water at the side of his boat, her hand snaking up inside the leg of his loose swim trunks.

“Your turn!” she said simply as she felt him grow within her grasp. “I think these need to come down,” she said after pulling her hand out and pulling the drawstring open.

Putting his hands on either side of the kayak, he lifted his hips, allowing her to pull the wet trunks down. Leaving them below his knees, she picked up where she’d left off last time, with a hand on his sac, another stroking the lower shaft, and the tip in her mouth.

The salt water had added another taste to the mix, not entirely unpleasant, and doing this from the side was a bit different as well. After sucking on the bulbous end, she’d take it out, and holding the end in her hand, run her lips down its entire length with her tongue licking along the bottom.

“Ooo, I like that!” he complimented her sincerely as he enjoyed this new technique, not realizing she’d hit on it by happy accident. He let her repeat it several times as he gradually worked his trunks off, but they slipped into the water. “Don’t let them get away,” he said, but she was already reaching for them.

“I don’t know. I’d kinda like to see you kayaking naked,” she said with a sexy grin.

“Only if you join me!” he replied, as he turned sideways on the boat, letting his legs dangle in the water.

Mandy moved between his legs and, sucking his cock back into her mouth, she double-timed her efforts, sucking, licking, and stroking at a rapid pace that elicited a few ‘Oh yeahs’ and moans from Bobby. The boat rocked from side to side as her head bobbed on his cock, and soon he was warning her of his impending climax. The kayak stopped rocking when his body stiffened, and his cock let loose its load into her mouth.

Gasping for breath, he loved how she lay her head on his bare thigh and ran her hand loosely up and down his slowly shrinking shaft. His body had stopped trembling, but his breathing was still uneven when he slid into the water to take her in his arms for a loving hug and rapturous kiss.

“Is the water this shallow everywhere?” she asked as he helped her back onto her kayak.

“It gets a little deeper in spots, but only waist deep at high tide, and deeper still when we reach the open water of the bay,” he explained.

He put his trunks back on while still in the water and then heaved himself back onto his kayak. They were about to start again when a large mullet shot out of the water just a few feet away. She giggled at the surprise while Bobby looked at her, realizing how much he enjoyed her laugh, another endearing quality of hers.

Done with the tunnels but still quite a distance to go to get back, they found an out-of-the-way spot to have their lunch, which they ate standing in the water with a picnic blanket spread across the backs of both kayaks. Finished with their sandwiches, Bobby threw a small piece of bread crust into the water, which was quickly snapped up by some unseen creature from below, eliciting Mandy’s cute giggle once again.

“Now for dessert!” he said as he held her in his arms, offering short kisses.

“Oh, but I didn’t bring any dessert!” she replied with disappointment.

“Sure you did!” he replied, and when she looked at him with a puzzled expression, he grabbed her waist and hoisted her onto the blanket atop the kayaks. “You’re my dessert!” he cried to her renewed giggling.

Lying back across both boats, she was unceremoniously stripped of her swimsuit bottom with one quick yank. With his hand on her knees, he pushed them up and over his shoulders as his mouth attacked her pussy like it was his last meal.

“Oh yeah! Eat me, Bobby!” she gasped.

Fingers and tongue worked their magic as Bobby kept to the script he’d used before, and she came twice before he let her up. She jumped into the water as soon as she could and demanded a long, passionate kiss.

“I still can’t believe this his happening, Bobby,” she said as she held him tightly around his waist, and he stroked her hair.

“Believe it, my precious Mandy,” he whispered, “I do!”

They finished their outing, declaring it a huge success, and in the weeks that followed, they took every opportunity they could get to pleasure each other orally. It took another half dozen dates before they spent an evening together without sucking and licking each other, their thoughts consumed with trying to figure out how they would finally be able to spend a night together. Mandy tried half-heartedly to convince him not to wait for that opportunity, but his gentle sincerity convinced her that holding back would be worth it.

A few days later, Bobby was sitting in the café at school, waiting for Mandy to join him for lunch. He rose to give her a loving hug and kiss when she arrived, and he could tell she was really excited about something. She seemed about to burst as she sat down.

“Bobby! My parents are going away for a weekend!” she said, holding his hands across the table. She continued when she saw that clueless look from a year ago. “I’ll be home alone for two nights! We can finally spend a night together!”

“Oh my God, Mandy! That’s great! Where are they going?” he said, getting as excited as she.

“My grandma is having a medical procedure that Friday, so they’re going Friday morning to be with her and help through the weekend. Mom said they might even be gone for three nights!”

“I hope it’s not serious? When?”

“Mom didn’t say, but she didn’t seem too worried about it. It’s the weekend after next! Now you just have to figure out how to tell your mom you’re gonna be out all night!”

“Oh. Yeah. That is a problem!”

“I had one idea. We’re getting close to finals. Could you say you have a study group that’s gonna work through the night?”

“That might work,” he replied, but suddenly that wasn’t worrying him as much as something else. He’d decided long ago that he would have to tell Mandy about his special customers before they took this very meaningful step in their relationship.

He had little doubt that she would be upset about it. On the one hand, it wasn’t like he was cheating on her, but he’d been with six different women, four during a single time period. And then there were all the various things they’d taught him. Would she consider some of them disgusting or perverted?

He loved how she reacted to him when they had their limited form of sex. She was always so excited, so happy, and each time her pleasure seemed to eclipse the prior time. She’d even confessed to watching some porn so she could do a better job pleasing him. He hated to see that enthusiasm tarnished in any way, but he couldn’t bear taking something so important as her virginity without his complete honesty.

“Bobby?!” she cried, leaning across the table, “Are you still in there?”

“Huh?” he said, looking up, unaware he’d been lost in his thoughts for quite a while. “I’m sorry, I was just thinking about something else.

She looked back at him somewhat suspiciously as she had just told him they could finally have real sex together, but after being initially excited, he was now rather sullen.

“What is it?” she asked.

“How about we get a pizza and eat on the beach tonight? I’ll tell you about it then,” he offered.

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Will Bobby find a way to tell Mandy about all he'd learned from his customers and how will she react? I hope you've enjoyed the beginning of this new chapter in the lawn boy's life and will 'Like,' 'Favorite,' and comment on it if you did and ... THANKS FOR READING!!