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The Good Neighbor Part 2

"The training begins."

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What started out innocently enough quickly turned into a fantasy for both Joanne Smythe and her sixteen-year-old neighbor, James Montgomery. The recent divorcee got him to trim her lawn and handle other intimate chores. She enjoyed watching her hormonal neighbor attempt to not stare at her jutting breasts as she discussed a summer job for him. Her tight T-shirt and silky shorts on her voluptuous body resulted in a raging hard-on for the nervous teen, and she was able to relieve his discomfort the best way she knew how–with a beautiful, slow blowjob.

"Oh, Honey! Better let me check that out, Jimmy. Remember, I'm also a nurse."

Not that he needed any persuading from her professional credentials. With a wink and a silky smile, she soon had his shorts and underwear on the floor and his cock in her hand. And it was a large one. He nearly passed out from the blood rush. His nurse gasped.

"Wow, Jimmy. No wonder you were so uncomfortable. This bad boy needs some room to breathe." So, naturally, she fellated him as treatment. It was unclear who needed therapy–the patient or the professional.

And if that wasn't enough to cure nearly anything, she then took him into her bedroom and tried him on for size. Out of the blue, he had been given a blowjob followed by honest-to-goodness sex. This was the best day of his life.

The fact that both experiences lasted only minutes, if not seconds, was to be expected from a hormonal teenager on his first foray into the world of sex with a stacked middle-aged neighbor. Joanne's skills notwithstanding, she assumed that despite her neighbor sporting a sizable penis, he likely would cum quickly given his age and the novelty of the occasion. She believed that over the summer, his stamina would improve with practice. And she planned to give him lots of practice. His thick appendage was worth the price of admission.

She had guessed he might be endowed based on his huge hands, but when she actually saw the size of his pussy pleaser, she realized she had stumbled onto the mother load. For the time being, though, it would be quantity over quality. They would work on extending the finish line. She was hoping for a longer distance race and not a sprint.

The orgasm that did not happen for her on their first encounter came later when she was alone and using a large dildo she had recently purchased to replace her ex-husband. As the well-lubricated tool sluiced in and out of her underused pussy, she now envisioned her neighbor on top of her, sliding his oversized cock in and out of her instead of a plastic replica.

"Oh, Jimmy. Fuck me with your big cock, Honey." She had even moaned his name aloud when her orgasm finally came.

So when she stopped by the Montgomery house several days later, she first had to make small talk with Fran, Jimmy's mother. Joanne was dressed in old work clothes to minimize her figure in case Fran was suspicious about her intentions. Sexier garb would come later.

"James is so excited to earn some money this summer. Thanks, Joanne, for doing this. I hope he works out for you. He's like his father, very handy."

Indeed, he is, and like his father, he sports a beautiful, thick prick. You should never have told me about your husband. Like father, like son. If you only knew. I'm still a little sore from his deflowering. I get wet just thinking about that thick penis. He's not only handy; he's a handful.

"Oh, I'm sure he'll keep me happy. I'm glad to have a next-door neighbor who is handy and also handsome. And I hate doing those chores that my miserable ex used to do. I'm happy to turn them over to Jimmy. So, is he home? I wanted to get him to help me this afternoon, if he's available."

"He should be home soon. I sent him to the store, but I'll tell him you want to see him."

"No hurry, I'm running a few errands myself, but tell him anytime after lunch is fine if he's available."

"Sure. I don't think he has anything planned, and he'll be excited to help out."

Later that day

Joanne had carefully prepared for Jimmy's arrival. She was so horny, all she could think about was getting her hands...and lips around that huge fuck-stick of his. Her nylon tank top nicely showed off her large boobs, but without a bra, it was even better–almost obscene.

Perfect! she thought as she examined herself in her full-length closet mirror. Her breasts were hanging a bit lower these days due to their weight, but they still turned heads. And her nipples became rock hard at the drop of a dime.

These "boy-magnets" will have him rigid before he gets through the door. The top was just loose enough to allow her breasts to jiggle with every step. She knew his eyes would never leave her chest. Joanne, you are such a tease!

She applied a bright red lipstick to her lips, smacked approval in the mirror, and poured herself a glass of wine. It was a bit early, but what the hell!

When the doorbell rang, she almost panicked. What if it is not Jimmy? Oh shit! I hadn't thought of that. I can't answer the door looking like this!

But when she peeked out the sidelight, she was relieved to see him standing there alone, nervously looking around as if he were on a first date. And she swore his crotch already showed some swelling.

And he hasn't even seen me yet! Nothing like a horny teen hoping for another fantasy with the MILF next door.

She opened the door with a smile. "Hi, Honey. Come on in. Thanks again. I hope you didn't have big plans for this afternoon."

"No, Mrs...um, Joanne. Nothing special, I'm happy to help." Immediately, his eyes fell to those magnificent, jiggling globes of hers. Jesus, she isn't wearing a bra. I can see everything. Fuck me!

She invited him in and gave him a quick hug, making sure to press her near-naked breasts into him. She turned around once the door was closed and looked up at him with a serious expression. His eyes were glued to her breasts, as expected.

"Listen, Honey. I have a confession to make. Please don't think I'm terrible. But I just had to see you again. You made me feel so good the other day. I was wondering if we could talk about it? I don't want you to have any ill feelings toward your old-lady neighbor. What I did was more than forward. It was totally out of character for me. But you were irresistible. I don't know what came over me."

"Oh my gosh. No! It was wonderful. No, you are incredible, and you are definitely not an old lady. God, Joanne. You are all I've been thinking about. In a good way. No apologies are necessary. I consider myself the luckiest guy on earth."

"Oh, Honey. That is so nice to hear. I don't want to scare you off. But you made me feel so good, I thought maybe from time to time we could experiment a little with sex when you are not actually doing chores. I would love to show you how to please a woman. Since I'm now single, it would be nice to get attention from such a handsome, young man. You are going to make someone a wonderful lover and husband one day...I know...no hurry for that. But I was hoping you would let me teach you a few things that I know women love. Is that something you would be interested in? Hmmm?" Not to mention you have the biggest cock I've ever seen.

Jimmy couldn't believe what he was hearing. If he didn't have a giant erection before, he did now.

"Oh, my god, yes! I would love that. And I'll do your chores for free, Joanne."

"No, I'll pay you for the chores. We don't want your mother or anyone getting suspicious, do we? But the sex is free. So, I notice that you keep staring at my breasts. I dressed this way just for you. Do you like my top? Nudity is okay, but teasing clothing is even better, don't you think? I love to parade around in loose tops and sheer bras when I do chores. But it's even better if I have an appreciative audience. I bet you'd like to play with my boobies, wouldn't you? Just one thing: we are going to work on stamina. I know boys your age, that is, men your age, like to cum quickly. But if you feel you are going to cum, we'll slow it down. With practice, you'll be able to make love for longer and longer, and that's something that I'm looking forward to–a nice long fuck. No "wham, bam, thank-you, ma'am!"

She pause to let him take it all in. He looked like he had just won the lottery.

"So, that will be lesson number one: don't cum too quickly if possible. But I also understand that sometimes we just get too excited to hold back. Practice makes perfect."

She smiled a motherly smile and held out her arms.

"But for now, come here, Honey, and kiss me. I love kisses."

In seconds, Jimmy and Joanne were locked in each other's arms, standing in the middle of her living room. She had closed the drapes before his arrival to ward off nosy neighbors. As their tongues tangled with one another, Jimmy's hands groped her like he was kneading dough, and Joanne felt his cock straining in the confines of his pants. With their height difference, his cock and her fat boobs were on the same level. His shorts were tented like an anaconda was hiding in them and searching for a way to get between those tits.

"Let's go to the bedroom where it's more comfortable. I actually made the bed today. We left a pretty big stain the other day. You came like a racehorse, you little stinker. I could smell you all night long on my sheets. It was wonderful."

Soon they were sprawled on the bed, and Joanne was stripping her young lover of his clothes. When she pulled his shorts below his knees, she stopped and stared. He was not wearing any underwear, and his unencumbered cock reached for the sky. She was still dressed in her braless tank top and nylon running shorts, but not for long.

"Great minds think alike. I'm not wearing underwear either. God, look at that thick penis. Lord! Your cock is so beautiful, Jimmy, especially when it's angry like this. Remember, tell me if you feel like you are going to cum, and I'll show you how to slow it down. And if you can't stop it, no worries. I like resurrections. Young men are usually good at recharging their batteries in short order."

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She stroked him and leaned down to kiss him. Jimmy's hands fondled her hanging breasts and pinched her nipples.

"Isn't it sexy to play with my boobs in a top like this. I love the way they feel, bouncing around against the nylon. And I love it when you play with my nipples. I'm already wet, Honey. Go ahead and touch me down there also."

Jimmy's fingers obeyed, and he gently rubbed her visible camel toe and the little nub he felt through her shorts.

"Mmmm, that feels so good, Jimmy. I have a really sensitive clit. Maybe later you can use your tongue there. That is the quickest way to a woman's heart, Sweetie. Here, let me get out of these shorts. But I'm going to leave my top on for a while."

Joanne slipped off her running shorts and was now naked from the waist down. She straddled the handsome teen and rubbed his cock over her now bare clitoris and pussy lips. A thin patch of neatly trimmed auburn maidenhair allowed him a perfect view of her fleshy labia. The folds hung loosely around his thickness, like a butterfly trying in vain to wrap its wings around his girth.

"That is so beautiful watching your fat cock head rubbing against me like that. Look how swollen you're making my clit. God, you are so thick it looks like it would never fit inside my little pussy. But I know better."

She leaned forward, her breasts brushing Jimmy's chest and face, and rubbed the crown up and down her slit, teasing her labia with the fleshy helmet. Jimmy gnawed on her breasts through the thin nylon and bit her nipples, gripping them in his teeth playfully.

His brain was on fire. All the pleasure synapses were firing at once, and he feared looking down and watching this beautiful woman rubbing her moist cunt against cock. He tried to think of school or sitting in church to keep from cumming. He wondered what his mother would say if she knew what he was doing. That thought calmed him for the moment.

"I know I should wait, but I can't. I'm going to put just the head of your penis inside me. Mmmm, it's a tight fit. You are so much bigger than my ex-husband. Oh! There you are! Oh lord, that's tight. Just relax, Honey. Let me do the driving for now. I just want to feel you stretching me nice and slow. Mmmm. That feels wonderful. Do you like the way my little pussy grips you? Maybe not exactly a vise grip, but more like a silk glove. God, look at that. It is so sexy watching the tip come almost all the way out and then slip back inside. A big cock like yours needs to be at home inside a warm pussy like mine. You are so huge. I love how the helmet ridge pops inside me and disappears. And look how my lips cling to you–like I don't want you to leave my moist little cave."

Jimmy only moaned his pleasure at her descriptive play-by-play.

His hands continued to fondle Joanne's tits and then would slide down and grab her butt cheeks as he strained to keep from an orgasm. Her fleshy ass was smooth and wrinkle-free for a middle-aged woman. They both were in the throes of rapture. Joanne had a closed-mouth, Madonna smile as she worked her hips slowly up and down and in circles, gradually taking more and more of his thick appendage until finally, her ass rested on his thighs. Not one inch of his cock was visible.

"And there you are. Buried in me. I swear, you would be tickling my tonsils if I still had them."

She raised both arms over her head and shimmied, causing her breasts to jut like twin torpedoes and jiggle from side to side. The effect was not lost on Jimmy. He so wanted to shoot a big load in her. And then Joanne leaned forward and pressed her lips to his ear, as if revealing a big secret.

"Reach around me, Honey, and get your fingers nice and lubricated from our juices. Your cock has got to be creamy from my juices alone. Yes, just rub all around my pussy as your big cock slides in and out. Now, take a finger and rub those juices around my anus, that little wrinkled star. Oooh, right there. Don't worry, I cleaned myself before you came over. Jesus, that feels good. Now, one more thing–slip the tip of your finger inside my ass and feel your cock sliding in and out of my pussy. Can you feel the ridge of your fat helmet as it glides back and forth inside me?"

Joanne slowly slid up and down the length of his cock so her lover could feel his length through the thin membrane of her perineum. She was oozing creamy rivulets of pussy juice down Jimmy's thick shaft. Already, his cock was glistening with a combination of their creamy fluids.

"Can you feel your cock in my cunt? Isn't that the wildest thing? Just a little membrane separates my ass from your penis. God, you are driving me wild. I can't imagine what your cock would feel like in that other tight little hole. Maybe that's something we can try later."

Jimmy suddenly pictured his big cock sliding in and out of Joanne's ass. It was too much.

"Um...I'm not sure I can last much longer, Joanne. You feel so good. I'm trying to hold it."

She slid off of him and gripped his shaft tightly around the base.

"I'm going to squeeze you firmly until the feeling subsides. Then use your tongue on me for a while. Okay? You are doing wonderfully, Honey."

Still gripping him firmly in her hand, Joanne reached up and kissed her young neighbor. Then, after sensing the emergency was over, she released him and lay on her back. She spread her legs wide and raised her knees, exposing her beautiful pussy for easy access.

Jimmy needed no prodding. He placed his large hands on the inside of her thighs and gently pressed them apart even further as he repositioned himself and buried his face in her beckoning, fertile valley. Immediately, Joanne began moaning and writhing in ecstasy as his tongue and lips gently licked and tugged on her sensitive labia. She reached down and rubbed her clitoris in small circles. She knew the moment she was waiting for was not far away.

"Oh, fuck, Honey. Yes, Baby. Right there. I'm going to cum soon, Jimmy. Hang in there. Your tongue feels wonderful. God, I am so wet. Just a few seconds longer, Sweetie. When I tell you, I want you to stuff your cock back in me. Okay? I'm so close. Get ready."

The excitement for both of them was palpable as Jimmy worked his tongue over her clitoris and inside her moist channel. Her enthusiastic prodding encouraged him to use his tongue like a slithering eel, inside her and up and down her slit. Joanne's hips began to buck wildly in response, and unintelligible sounds came from her throat. Joanne's clitoris was now swollen and throbbing atop the loose folds of her labia.

God, it looks like a hooded cobra, Jimmy thought. What a beautiful sight!

And then, suddenly, without warning, Joanne let loose with a guttural moan, almost a growl, and she gripped her teenage neighbor in both hands and ground her cunt into his face. He felt an outpouring of sex juices flood his face as Joanne grabbed the bedspread with one hand and twisted it forcefully in her fist. Her hips jerked in quick spasms of pleasure.

"Oh my god, Jimmy. Put your cock back in me, Sweetie, and fuck me. Go ahead and cum in me if you can."

That was all the urging he needed. Jimmy gripped his still-rigid cock and shoved it forcefully into the glistening honey pot of his middle-aged neighbor. He stroked her once, twice, a third time, and then felt an eruption in his balls as a huge load of sperm shot into her waiting pussy and filled any remaining space. He buried himself and held his throbbing penis deep inside her until it finally stopped pumping. The large channel on the underside of his cock slowly stopped shooting as the last of his cum dribbled into her. His sensitive cockhead gave a couple of final jerks and then came to rest deep inside her.

When he eventually withdrew, a thick river of creamy discharge followed and pooled on the bedspread.

No one said a word for several minutes. Finally, Joanne spoke as Jimmy casually played with her flattened breasts now lying beside her chest.

"Jimmy, I can honestly say I've never been fucked like that. My god! That was incredible. You made me cum like the world was exploding. I thought my heart was going to stop for a minute there, Sweetie. You are a wonderful lover."

Jimmy's heart nearly burst with pride. He had given his lover an orgasm. He was in heaven.

They lay together for ten minutes or so, cuddling and kissing. Finally, Joanne slid off the bed and put her running shorts back on.

"Better get dressed, Jimmy. I do have a chore for you just to keep us honest."

So Jimmy reluctantly dressed and helped his boss. She had him lifting and moving furniture as part of her redecorating plan, but finally had to stop and put on a bra. Jimmy struggled to keep his hands off of her, otherwise.

When they finished for the day, Joanne walked him to the door. She kissed him on the cheek–a thank-you kiss, and playfully grabbed his crotch.

"Keep this thing in your pants, Sweetie. I'd give you a pair of my panties to remember me, but what if your mother found them? I don't want to think about that. We do have to be careful. I don't think Fran would approve of her friend and neighbor taking her handsome boy down a path of sinful sex. Our little secret."

"No one will ever know, Joanne. I promise. You are the most wonderful thing that has ever happened to me."

"Okay, Honey. But we can't do this every day so don't get too excited. Absence makes the heart grow fonder, not to mention other body parts. I wish you could spend the night with me at some point for wild sex, but that is not happening. In the meantime, it's okay to masturbate and think about us. I know that's what I'll be doing."

Jimmy whistled a happy tune the short distance to his house. When his mother asked about his afternoon, he suppressed a smile.

"It was fine. We got a lot done. I'm going to take a nap before dinner, if that's okay. I'm pooped."

But instead, once in his room, Jimmy slathered his cock in lotion and imagined he was fucking a woman who lived nearby. He couldn't get enough. God, the summer was starting great.

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Written by johndoe7
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