Spring comes early in Florida, and with it, new growth and blossoms that impact two essential aspects of Bobby’s life. First, and most obvious, was his work, which tailed off during the winter with grass not needing to be mowed every week and other plants and shrubs not requiring much care either. With spring, however, that all changed fast, returning him to his regular busy schedule.

Along with the botanical world’s reawakening, his business grew as well, with new customers. Both Linda and Julie, and, surprisingly, Lucia, had solicited new business for him, and his schedule was nearly full. He’d have to start working on his only day off, Sunday, if he landed even more clients. He figured if he could hang on till summer, he’d be done with school, affording more time for work and pleasure.

With all the new clients and some generous Christmas gifts from his favorite and special customers, he’d saved enough to cover tuition for a few semesters at the local state university. He also applied for some scholarships and landed enough additional money to cover fees and books, so he was all set to start in the fall with a major in Business Administration. His first couple of semesters would be mostly general education credits he’d need before moving into degree-specific training. Even so, he decided to carry a less-than-full credit load, allowing more time to maintain his business and hopefully attract even more clients.

As before, he was always a little apprehensive when meeting new clients, especially when their demeanor suggested they might also expect his ‘special services’. Though he’d become a rather accomplished lover, he never knew what was coming next since each had brought their favorite flavors for him to try.

Anna was about the same age as Julie, who referred her, and was also in a sex-starved marriage. Bobby couldn’t know that her high energy, like Julie's, was the reason her husband had lost some interest. Feeling like he couldn’t keep up as she flitted from one exhausting act to the next, even before he could breathe again, it was self-preservation, especially on work nights, that had her husband limiting them to once a week, and sometimes not even then.

Julie had met Anna at a school function and immediately bonded with the petite redhead. They’d gone out for coffee after the event and were quickly comparing notes. Having revived her bisexuality with Linda, Julie found the short ginger extremely appealing, but since she wasn’t getting that vibe from Anna, she told her about Bobby with a long-range plan of another threesome that she’d initiate.

When Bobby first met Anna, he found her happy, upbeat persona pleasant. Still, he’d seen enough now that when she touched his arm repeatedly and held his hand a bit longer during a handshake, he wondered if she was the next ‘special’ customer. He found her pretty, with her wavy red hair and small, curvy body, and had already decided that he’d be happy to play with her as well, should she offer it. She fit into his Friday late-afternoon schedule, after Linda, the first mowing just two days away.

Friday found him running behind, and he arrived at Linda’s later than usual, so their fun was limited to some quick oral, though, as usual, Linda came more than once with Bobby’s increasingly talented tongue between her legs, before she had to return to work.

He left Linda thinking about Mia and what she might think of his growing harem. While Mia obviously knew about his antics with her mother, she had no idea about the others, apart from her mother’s suspicions. Mia had made it a point to say they wouldn’t be exclusive to each other, but he still felt a bit guilty about it. He assuaged his guilt with the belief that a pretty girl like her, in a college atmosphere, would not want for attention that she’d likely succumb to.

These thoughts were still on his mind when he was on his way to his last stop, Anna’s. He wasn’t exactly expecting a come-on from her, but it wouldn’t surprise him in the least; or so he thought.

Having finished the front mowing, he entered the backyard with his antenna raised, as they always waited for the privacy of a fenced-in yard to approach him. He worked one side of the yard, looking out for her, and would admit to a bit of disappointment when he didn’t see her. He’d gotten to the back fence without any sign and finished that strip before moving to the grass on the back side of a small patio with some furniture and an above-ground, self-contained, hot tub/spa. He noticed a small alcove behind the spa with a lounger, but it was unoccupied.

He mowed the final strip on the far side of the patio with his head down, accepting that his premonition hadn’t panned out. The last run toward the house brought that alcove into full view, and he stopped abruptly when he saw her suddenly on the lounger. He let go of the safety bar, and the mower stopped. He’d had the beginnings of an erection when he entered the backyard, and though it had shrunk, it jumped to full size at the sight of her totally nude body, with her legs spread and a hand furiously pumping her pussy with a vibrator.

“Oh, Bobby! I’d much rather have you in my pussy than this tiny, hard plastic toy!”

With a ‘Now I’ve seen everything!’ look on his face, he stood like a statue as he absorbed the erotic scene. So many luscious, round curves on such a small body, from her firm, grapefruit-sized tits to her plump hips and ass. Though Mia was bigger, she’d look skinny beside Anna’s small, but voluptuous body.

“Come on, Bobby! Don’t you want to fuck me?” she asked in a cute voice that didn’t fit the overt request. She finally tossed the vibe aside and rose to sit upright, her short legs over the side of the chair. “Please?” she pleaded with a bitten lip.

Finally stirred to action, he walked up to her expecting her to stand for a hug or a kiss to get the ball rolling, but she remained seated, putting both hands on the bulge in his shorts for a moment before reaching for the zipper.

“Mmm, Julie said you were a bit bigger than most boys,” she said as his zipper came down. “But I see she was underselling you! Maybe she … Ooo, yeah!” she enthused when she lowered his briefs enough for it to pop out into her face. “Oh God! Maybe she didn’t really want to share you with me?” she questioned jokingly, and leaving his shorts and briefs only partially down, she took him in her mouth with instant effect.

In mere minutes, he was coming, and when asked how she should get him hard again, he put his best foot forward by practically begging to eat her pussy. He offered to have her sit on his face, but she said she’d rather ‘save that for when we have the comfort of a bed,’ and lay back with her legs spread wide.

Bobby accepted the invitation and enjoyed running fingers through an unruly tuft of red hair on her mound just before his tongue proved its worth in her slit. He took his time building up to the first climax with Anna pushing her pussy into his face, but the second came more quickly. While others often had enough after two, Anna seemed to be testing him as she held his face to her fire, cumming several times in one continuous climax that had her squirting.

The last stream had barely left her pussy before she flipped over and demanded his cock in her dripping wet pussy. Their height difference required that he stand on the patio, while she was elevated to alignment by the lounger. She gasped with each inch of one of the longest cocks she’d ever had, marveling at how it never seemed to end with Bobby’s practiced slow penetration. She cried aloud with the fantastic fucking, apparently unconcerned about neighbors, and came twice at a frantically fast pace, after which she collapsed on the lounger, seemingly exhausted.

Far from it, as Bobby would find on subsequent visits, she had just decided to break in her new youthful flame slowly so as not to scare him off.

“Would you like to do this again, Bobby?”

“Yes, I would, Anna,” he replied quietly, but sincerely.

“Oh, good! I could have some other odd jobs for you if you’d like to … cum … more than once a week?” she added as she wrapped her arms around his waist and tilted her head up for a goodbye kiss.

Bobby responded that his business kept him quite busy with little free time, but that if she had something specific she needed doing, he would see if he could ‘squeeze her in!’ He laughed as he walked away at her ignorance of just how much more than just once he was already cumming each week.

Mia managed a weekend home every two or three weeks, and while she was getting some sexual gratification from the many more-than-willing guys, and even some girls, at school, she could only go so long before she needed to have her bottom smacked.

She practically demanded that need be taken care of within hours of her arrival, and whether that was in her bedroom, a car, or on a deserted park bench, she threw herself over Bobby’s knee as soon as she could. That first spanking was usually of the fun and sexy variety, leaving her with a rosy red bottom and a succulent wet pussy craving his eager tongue and always pleasing cock.

She’d managed to goad him into ever harder and more painful spankings until it left her crying, something that took quite a bit of convincing to get Bobby to do. She had to explain to him that she didn’t feel like she’d had the whole experience until it was like the punishment spanking her young lover, Doreen, had received, inspiring her interest in the practice.

It quickly became a regular routine to get two spankings during each weekend home, the first, over his knee, satisfying the pent-up desire for a sore bottom. If time permitted, she’d reserve the second time for just before she had to drive back to school. Employing new, less intimate positions and implements like a hairbrush or her mother’s leather paddle, she wanted to be sure that she’d be feeling it for days, and especially during the three-hour drive back to school. She’d giggle when a bump in the road created a painful twinge.  

They did go out for other fun activities, but they were mostly disappointing. Clubbing was frustrating for Mia, since he wasn’t of legal age and didn’t have a fake ID like hers, and dancing was a washout, as he was useless on the dance floor. The only benefit was that she had a designated driver, but for Bobby, the whole night, including sex, was mediocre at best. They enjoyed eating out, but as Mia preferred more expensive fare, she was usually paying, and although she didn’t mind it at all, he felt like he was taking advantage. They had a nice walk on a trail in a county park, and kayaking in a tandem kayak was fun, but it wasn’t long before their weekends together were almost exclusively dedicated to the still-sensational sex.

When it was time for Spring Break, each had a different week off, and Bobby was a bit disappointed that Mia elected to go to Mexico with a bunch of college friends instead of coming home. They’d realized that with him still in school and mowing lawns that week, she wouldn’t see him till the evening, so he understood her decision, but he felt left out nonetheless.

He didn’t see Lucia much on his visits to Mia’s bedroom, not knowing whether that was by design or coincidence, so he was surprised when she called to him in the street on a Sunday afternoon. Mia had just left to return to school, saying that with end-of-term activities and tests, she may not get home again before the end of the semester.

“Bobby! Can I see you for a moment?” Lucia said, noting a moment of hesitation when he heard her voice.

“Oh. Uh, sure,’ he said, walking back up the driveway to the front porch. He worried that, as things seemed to be cooling down with Mia, Lucia might be looking to start up with him again. “Hello, Lucia.”

“I just wanted to tell you,” she started without returning his lukewarm reception, “that I have a friend, Riley Hunter, who was looking for a lawn service, and I gave her your phone number and suggested she call you.”

“Thank you, Lucia,” he replied, pleasantly surprised at her consideration.

“Here’s her address and phone number. I’m pretty sure she’ll call, but you may want to call her if you don’t hear from her within the week.”

“I’m pretty busy these days, but with school done soon, I’ll have a lot of extra time. Thank you again!” he said, offering his hand for a shake, but she pulled him in for a hug instead. She smiled warmly as he turned to leave, still missing her clever lawn boy.

He felt his phone vibrate in his pocket during English class on Monday morning, which was unusual because he never got calls while at school. After class, he noticed he had a voicemail but left it till after school to listen to it.

“Hello, Bobby!” a cute, high-pitched voice started. “My name is Riley, and a friend of mine, Lucia, gave me your phone number when I told her I was looking for someone to take care of, um, of my lawn. Would you give me a call to see when you can come and check it out?” she finished, leaving her number.

Bobby called and arranged to meet her that evening after his last job.

He wasn’t familiar with the address and needed his GPS to guide him there. When he turned onto the main street, he noted the smaller, modest homes like his own, but on larger lots. Riley’s house was a little larger and well-maintained, but the large lawn showed signs of neglect. There wasn’t much in the way of landscaping, but what there was seemed healthy.

“You must be Bobby!” a cute blonde said enthusiastically when she answered the door.

“Yes, ma’am,” he replied respectfully as she came outside and offered her hand.

“Call me Riley! Shall we take a walk around?” she asked, leading the way.

While it was a large lawn, it didn’t take long to assess what was needed. The backyard was similarly devoid of fancy landscaping, so it was a pretty simple job. The mowing would take longer, but trimming and blowing would be easier.

He followed her around, staring at her bubble butt, barely contained within her ultra-tight shorts. Flowing tightly into the contours of her butt, and an inch or two of her jiggling cheeks peeking below the cutoff fringe, they presented her bottom to its best advantage.

“So? Whattya think?” she asked, turning to face him and smiling at a face she’d seen often when guys noticed her ass.

“Oh! Um, very nice!” he replied absentmindedly as he took in the front view, her crop top displaying small, firm tits with protruding nipples. Her faded denim shorts, cut off even with her crotch, created a luscious cameltoe that had him unconsciously licking his lips. “The lawn, I mean!” he added to her cute, smiling face framed by her curly blonde hair.

She gestured to suggest they head back, her following him this time, taking in his youthful yet muscular frame. She wished he’d come bare-chested the way Lucia told him he was when working, but she’d noticed the growing lump in his pants when she’d turned to face him, knowing he’d been watching her bottom. ‘He’ll be perfect!’ she thought.

“So, when can you start?” she asked when they were on the sidewalk beside his truck.

“Don’t you want to know how much?”

“I’m sure it will be fine,” she replied, noting that if it worked out the way she hoped, she’d be saving money and getting her lawn mowed in the process.

“Based on your location, you’d fit best into my Tuesday schedule. I could actually come tomorrow, if that works for you?” he offered, hoping she wasn’t looking for later in the week so her lawn looked nice for the weekend.

“That’d be great!” she said excitedly, having prepared herself to wait at least several days if not a whole week to get on his calendar.

“You’ll be my last stop of the day, so my arrival time may fluctuate depending on prior jobs,” he warned.

“That’s fine!” she said, thinking ‘Even better! He won’t be rushing off to another job after!’

“Great! So, I’ll see you tomorrow around five!”

“See you then!” she replied, and, turning to walk back inside, made sure he noticed her butt again, giving her cheeks a provocative rub.

Bobby sat in his truck, surprised at his reaction to Riley. This was the first time he was both hoping and expecting that she’d want something ‘extra’ from him, and he was pretty sure she would. On top of her cute and sexy appearance, she seemed awfully eager, and the fact that Lucia had referred her made her that much more promising.

Riley had met Lucia when they’d both arrived early for their appointments with a professional disciplinarian. They’d come across several of his old videos on Spanking Tube and became even more excited when the closing frame mentioned he’d be moving from Connecticut to Florida, hoping to solicit new clients before he even arrived.

“It’s kinda funny sitting here next to someone, knowing you’re about to go in to get your bottom smacked just like me!” Riley said, never having any compunction about openly discussing spanking. “I’m really early this week,” she added, explaining her presence.

“Oh? You come weekly? This is my first time with him,” Lucia replied.

“He’s very thorough, if you know what I mean?” she giggled. “I wish I could come even more, but he’s so expensive! You’ll definitely get ‘a good spankin’ from him, but don’t you just need it at least once a week?”

“Yeah, well, my lawn boy used to scratch that itch for me, but he’s taken up with my daughter, so …”

“You have a lawn boy who’ll give you spankings?” she said excitedly, her interest piqued.

Riley introduced herself and went on to explain that her sexy-as-fuck husband didn’t spank her anymore, and didn’t always do such a good job of it even when he was. Even worse for her needy bottom, he’d gotten a promotion that included a significant salary increase, but often kept him away from home, either traveling frequently or working late into the evening.

“At least here at Agoodspankin I get my bottom spanked, but I leave here so fuckin’ horny! I can’t even wait till I get home, so I come prepared to get off in the car!”

“You’d love Bobby, then! He’d make you cum while he’s spanking you!” Lucia bragged. “You want his phone number?”

“Definitely! Anything else I should know?” Riley asked as she typed the number into her phone. 

“He’s only eighteen!”

“Are you shittin’ me!?”

“Nope! He can be a little naïve, so you might have to be a bit blatant about what you want at first, but just wait till he’s got his tongue between your legs!”

Lucia was called in, but since they left by a different door, she never saw Riley again.

On his way to Riley’s, Bobby’s expectations were high. This was the first time he was going to a new client, almost certain there would be some sexy fun afterward, and, remembering her in those outrageous shorts, he couldn’t wait to get his hands on her ass.

He had to constantly remind himself not to rush; such was his anticipation. There were no apparent signs when he mowed and trimmed, but the back door was open when he returned to the backyard to use the blower on the small patio. He would have walked in unsolicited, but she called to him when the blower shut down.

“Bobby! Could you come inside, please?” he heard her call in that cute, little voice.

The expectant smile he walked in with widened when he saw her. Her face was lightly, but beautifully made-up and framed by her shiny, curly blonde locks, but it wasn’t her face that had him smiling. She was kneeling on a dining room chair, her arms resting on the seatback, and her bottom stuck out provocatively, wearing silky red pajamas. Set at an angle to him, he couldn’t see the front, but he imagined it was as loose-fitting as the shorts that draped over her delicious bottom. He thought he could see between her legs through the large leg openings.

“How can I help?” he asked as he stared at her ass, teasingly swaying side to side.

“I think you know, don’t you, Bobby?” she said with her head down and looking up at him from pleading blue eyes. “I’ve been a very bad girl!” she said, pausing for effect, then adding, “Daddy!”

“What happened the last time you were a bad girl, Riley?” he said, assuming his role as he walked up to her and put his left hand on her back, just above her butt.

“I got spanked!” she pouted. “Are you gonna spank me a … Ow! Please don’t spank me too hard, Daddy!” she said with a tone making it clear that was exactly what she did want.

She left no doubt that she loved every bit of it, and he hadn’t even taken her pants down yet to find her without panties. She’d been wet already when she posed for her come-on, but now she could feel the squishy wetness as she squirmed under his capable hand.

Her bottom reacted exactly the way he expected, jiggling like mad, and as her body’s motions expanded, so too did her cheeks. She gasped when he reached underneath to grab one of her tits, the first real indication this was not her professional disciplinarian, with whom it was policy that nothing sexual was offered. Whimpering, she opened the only two buttons keeping her top closed, grabbed his hand, and replaced it onto her now-naked breast.

“Mmm, very nice!” he responded with the handful of soft, pliant flesh. “But I don’t think it’s your tits that need to be bare right now, do they, Riley?” he added as his hand slipped into the wide opening of her pajama pants to touch her weeping pussy.

“Ohmigod! No, Bobby! Pull my pants down and spank my bare bottom!” she cried, dispensing with the ‘daddy’ role.

While spanking, it had been evident that she wore nothing under the baggy shorts, so he drew them down slowly, unveiling her sumptuous bottom, with only a light pink blush on it so far. Audibly moaning at the sight of the one feature that had first grabbed his attention, he let the pants fall to her knees and couldn’t get his hands back on her ass quickly enough.

Kneading the soft flesh in his fingers had her moaning as well, and she spread her legs as wide as the waistband of her shorts would permit, the tight slit of her pussy coming into view, with just a hint of her inner folds peeking out.

“Oh God, Bobby! Take them off and spank me!” she begged, lifting her knees off the chair to permit their removal.

She cried out again as the spanking resumed, feeling his strong calloused hands smacking her naked cheeks. With his free hand returning to play with each tit in turn, she was anything but silent in her appreciation, though there was only the occasional understandable word to prove she could still speak.

There was something different about Riley, but he wouldn’t realize what it was until much later, when she told him her husband used to spank her. Her over-the-top reaction showed she wasn’t new to it, leaving no doubt that she wanted to be spanked, long and hard, but when he slipped his free hand into her crotch, fingers plying the soft, slippery flesh of her pussy, she was experiencing a new element to her spanking fantasies.

“Oh fuck, Bobby! That’s it! Finger me! Spank me!” she chanted. While the sex after a spanking with her husband was always fantastic, he’d always kept the two things separate. The spanking was a mock punishment, and the sex his reward for dealing with her. “Oh God! Don’t stop!” she screamed when his thumb found her clit. “Yes! Yes! Yes!” she cried as the intensity of both hands ramped up, and before long, her whole body shook from the first of many incredible orgasms she’d have that evening.

Her body had quieted, but her breathing still ragged, when she jumped off the chair, threw off her top, and pounced on him, eating his face more than kissing him and begging for more. Seconds later, he was seated in the chair, with her body draped over his knees while he spanked her again, with another rough fingering driving her to several incredible climaxes.

She directed him to the sofa to make him comfortable, where she stripped him naked, and when his cock came into view, she stood stock still with her mouth open. Bobby laughed. Apparently, Lucia hadn’t told her about that. “Oh my God, Bobby!” she cried before taking it in her mouth and down her throat, giving him a new experience, too, as she took most of his length in.

In what remained of their time, she came a couple of times with his tongue between her legs, and finally twice more when he fucked her from behind, demanding to be spanked as hard as he could. She wished they could go on, but her husband could return at almost any time, and she certainly didn’t want to risk that, having just found her amazing new lawn boy.

“You know, Bobby,” she started with her arms around his waist and head on his shoulder, “I’m such a bad girl all the time! Am I gonna get spanked again next week? Ooo!” She squeaked when he smacked her cherry red ass once more.

“Yes, but if you’ve been really bad, I might have to use a hairbrush or a wooden spoon next time!” he said to her smiling face, suggesting implements she’d likely have already.

“Mmm! I have a paddle … and a strap … for when I just can’t behave myself!” she said with a bitten lip.

They kissed passionately before and after Bobby got dressed to leave, and she watched him disappear through the gate as she rubbed her cheeks, reveling in the extraordinary stinging sensations and soreness of both her ass and her pussy. She’d never been so thoroughly spanked and never wanted it more.

Bobby, too, was enthralled with Riley. So cute and such a tantalizing bottom that seemed made to be spanked, and she couldn’t get enough of it. He promised himself to show her everything he’d learned and more. Suddenly, Mia’s response to spanking seemed to pale in comparison.

Riley replaced Linda as his favorite customer. It wasn’t that he didn’t still enjoy his time with Linda, but she’d become as much his friend as a lover, while Riley’s insatiable desire for a red, stinging bottom in all the new and inventive ways had captured his carnal lust. Perhaps it was that she always liked and wanted it, with the pretense of punishment only a reason to begin. Or her amazing bottom created by God for the sole purpose of being spanked. Or that she always found just the right way to show her gratitude.

All that and more had Bobby thinking frequently about spanking Riley, the woman, as well as the act becoming something he needed as well, even to the point of wondering whether Mandy would have liked it had he not blown his chances with her.

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Bobby's beginning to be spread pretty thin. Do you think he can keep it up? I hope you enjoy where the story is heading and will offer your 'Likes,' 'Favorites,' and comments if you do and ... THANKS FOR READING!!