A Very Friendly Neighborhood Ch 06

Dear Readers,

I'm excited to drop the next chapter for you guys! It's been a bit slow because life is life, and my editors have lives too, but I hope you find it worth the wait. Thanks again to thegoofyproofyreader and Ms_Mel for helping me edit. If you haven't checked out Ms_Mel, she's started posting her stories on Literotica, so give her works a peek and see if they are your thing too!

I won't waste any more of your time rambling. I hope you enjoy the story!

~NaughtyPaladin

P.S. Sorry, I realized I hadn't submitted the previous chapter, so I've needlessly made you wait. For that I apologize.

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Chapter 6

As I finished up work for the day, I reached out to my girlfriends to see if any of them were available for a date. Late February as it was, I found out midterms were rolling in and, between cram sessions and having to shuffle their schedules around, I was basically told that my luck was likely not going to be great this week, but give it a few weeks and Spring Break was coming.

Kennedy walked right in my door, not bothering to knock. "What's with the face? Did your parents have to put your dog down or something?"

"College is hitting my new girlfriends hard." I confessed. It was still weird, having to pluralize "girlfriend," not that I wasn't warming up to the idea nicely.

"Boo hoo for you." She laughed, plopping down beside me, wiggling her tits at me and giving me doe eyes, "You'll have to be satisfied with little old me... and I guess my mom. She wanted me to tell you she had something she wanted to discuss with you when we're done. So, I'll probably have to skip out today so Mom doesn't wonder why your balls are drained after spending a few hours with me..."

I sighed. I thought Aurora had said she'd talk to her. I didn't know for sure what Debbie was planning, but the odds of it not involving my cock and her pussy were low.

"But as it turns out... I do actually need your help. How's your calculus?" Kennedy asked, pulling a textbook and binder out of her backpack.

I was glad I'd brushed up; in about an hour and a half, we had Kennedy working out the integrations with the weird exponents pretty well. I tried to pretend it was a normal tutoring session, but Kennedy kept treating my cock like a fidget toy through my pants.

"That's quite distracting." I told her.

"Play with my tits," She countered. "It'll counter it."

"That's not how..." I tried, but she just took my hand and put it to her breast.

"If I'm not getting fucked tonight, because my mom's a bitch, at least let me enjoy your hands." Kennedy scolded.

So she sat there, one hand doing math and the other on my cock, stroking gently as she worked through the problems. I caved and started fiddling with her breasts, eventually working around to where I had both hands cupping her breasts from behind. She'd ask me questions when she had them, but was clearly enjoying the stimulation. After a while, she lifted her shirt to let her breasts out, then her bra was thrown aside. She really had nice breasts and, surprisingly, she actually got through everything with me massaging her womanly mounds.

"Alright, you can stop now." She lamented. "If we take much longer, mom will get impatient and come looking and this would not be a good thing for her to walk in and see." Kennedy sighed, redonning her bra and covering herself with her shirt again.

I helped her clean up, then walked her back to her house. Kennedy immediately pretended to be the picture of innocence the moment we walked out the door, like my fingerprints wouldn't be all over her tits.

"Have fun with mom... Make lots of noise, it'll help me rub one out in my room." She teased.

"Won't your brothers...?" I muttered.

"They're gone, at friends' houses." She informed me, fluttering her fingers and walking into the house. "MOOOOOOOMMMMMMMM!!! WE'RE HEEEEEEEEEEEREEEEEEEEEE!"

I followed her inside, and took off my shoes. I hadn't been asked to last time, but I'd noticed that the Stevens took off their shoes when they came inside, and I wanted to follow suit.

"Oh! Um... Great!" Debbie's voice called from the upper floor. "I'll be right down."

Something about her voice sounded far less confident than my past experiences with her. I wasn't sure what to make of it. When she descended the stairs, while she was dressed up and looking good, her face portrayed a hint of... uneasiness? Fear?

"Come this way, Mr. Neilson." Debbie requested, and unsurprisingly led me up to her room. When we got in her room, I actually had time to look around. Last time, I'd essentially been attacked, and hadn't particularly taken note of what her room was like. It was spacious, with a few La-Z-Boys, and the bed, pointed in the direction of an enormous TV mounted on one wall. There was an entryway to what was clearly a master bath, and another to her walk-in closet.

Debbie closed the door and locked it. She turned around wringing her hands. "So, how did everything go with Kennedy? It's been long enough since I was doing calculus that it all looks like witchcraft to me now."

"Yeah, I was able to brush up on it and work her through it. She's a smart girl." I explained, still trying to figure out why she was acting like a nervous teen hoping to get lucky for the first time.

"Good... Um..." She sat on her bed. "I understand you and Aurora have come to an agreement?"

I nodded. "Yes. We have talked things over, and came to an agreement."

Debbie's face seemed to get a touch pale, "She... reached out to me... and has told me my role in this."

"And...?" I was curious where this was going.

"Like I'm going to go against what she wants! I'm not stupid." Debbie snapped. "So I guess you got the better of me this time. She made it clear I was your cum dump now. So what will it be? My ass? My pussy? I'll suck you off, but I never got a grip on deepthroating..."

What the hell had Aurora said to her? I almost just went to see if I could just go... But I was rock hard from Kennedy riling me up, playing with my cock and getting me turned on by having me play with her tits. If I went home, I would be using my hand and... I mean, she did kinda have it coming from the way she'd been treating me.

The way she looked up at me in that silky, body-hugging dress from the bed, all vulnerable and a touch timid; it felt... strangely good. I felt... powerful in a weird way. I had tried to always be on equal footing with my partner; never being overly pushy or demanding, and generally women had appreciated being treated as an equal. Debbie had taken a royal shit on the power dynamic of our relationship the first time I came over. She'd slipped me drugs to get my sex drive up, steeped me in pheromones, jumped on me despite my objections, and then threatened to blackmail me if I didn't do exactly what she wanted.

Now, the tables seemed to be reversed, and I realized I'd probably have to report back to Aurora how well Debbie was "meeting my needs." I didn't know what all Aurora would do to her if she failed her "duty," and I wasn't sure Debbie knew either, but I don't think either of us wanted to know the answer to that question. The difference was, I would feel bad for her, but she would feel the full effect, whatever it was.

I reached out, and casually tested the feel of her breast through her dress. It didn't feel like there was a bra underneath, and Debbie couldn't seem to decide if she was excited I was doing something, after I stood there for a moment debating, or if she was terrified; knowing that this time, she was the one who would be doing exactly as I said.

"Shall I lose the dress?" Debbie asked.

"Yeah. Do that." I agreed.

Debbie stood and turned, slipping the straps from her shoulders and working the dress down her body, past her hips. There was indeed no bra, and only a thin g-string that matched the dress in color. When she bent down, I couldn't help it. I spanked her lightly, making her jump and squeak. She looked back at me, stepping out of her dress, and I slipped a finger inside the strap of her g-string.

"This next." I instructed, letting the elastic slap her lightly as well.

She slipped it down and stepped out of it, getting another light slap on the ass as she was fully bent over.

"Shall I do you next?" She asked meekly.

I could hardly believe this timid, obedient, and pliant woman was the same one that had jumped on me and blackmailed me only a few days ago. I was reminded of something my father once said.

"Sometimes, all it takes to see the true nature of a man is a sliver of power. I've had men I thought were friends turn downright nasty the moment they got a slight promotion, power going to their head like a shot of whiskey to a drunk."

I wondered if this was what happened with her husband. When he married her, she had been submissive and compliant. Once something happened and she started to feel "powerful" and "in-charge," she had changed; becoming the controlling and manipulative bitch that had basically raped me before.

"Yes, please." I replied, feeling a bit weird using please when she didn't really have a choice.

She undid my belt, lowered my pants, and slipped my boxers down to release my cock. She immediately took a hold of it and gave it a lick before sucking it. She bobbed quite feverishly; going fast and sucking quite vigorously.

Oh? You'd rather try and make me just cum in your mouth and be done with it? I thought.

I mean, it was nice how hard she was trying to make me cum. It felt pretty darn good. Whether she had meant to or not, Kennedy had inadvertently sabotaged her mom. Keeping me on the verge of climaxing for so long while we did her math homework, then letting me calm down when we walked over, made it so that I wasn't just nutting at the drop of a hat.

Debbie was making a fair amount of noise, slurping on my dick, but even if she wanted to keep it down, Kennedy had asked me to make some noise, and I liked Kennedy better.

I pulled Debbie off of my dick and tried to gently guide her to the bed. She stumbled and fell into a perfect draped position, so I said "Fuck it." One hand pressed down on her lower back and the other helped aim my cock as I drove it into the MILF from behind.

"Fuck!" She screamed as she felt me spear her. I don't know why she was complaining. She might have been wetter, having no choice but to let me fuck her, than she had been when she jumped on me.

I started driving in with gusto. My girlfriend had loved this position, so I knew I was good. Debbie definitely had more ass than my girlfriend did, so I guessed I wasn't going as deep as I had with my girlfriend. You would have thought she was a virgin getting plowed hard; the way she was yelping and whimpering. I didn't buy it. I wondered if she liked getting her hair pulled when being screwed from behind; my ex had. So, I decided to go for it.

Debbie squealed as I tugged her head back a bit with her hair. She looked back at me with wild eyes, but didn't object. I rammed in and started really going at it.

She must have done kegels, or something. There was no way a mother of three was this tight without some kind of effort. She felt so good around my length as I pounded her, her booty squishing against me each time I surged forward.

The MILF was very vocal about how the fucking was going, but somehow managed to straddle the line between "fuck me harder" and "I don't like this" with the sounds she made. She was squealing, yelping, and crying out in the non-verbal exclamations, accompanied by the loud slapping of my hips against her ass. If Kennedy was listening, which I would have been shocked if she wasn't, she had plenty to rub one out to.

Debbie screamed, jerking her hair from my grip, and grabbed handfuls of the blankets while her body jerked and trembled as she orgasmed. So, even if she'd been objecting, she'd gotten there pretty quickly.

I lightly slapped her ass again, feeling my own climax starting to build. Since I no longer had a handful of her hair, my hand was free and, after a moment of groping her curvy MILF ass, I couldn't resist slipping my thumb into her tight little butthole. Debbie moaned, clearly turned on by it, despite her minor objections last time. I only remembered after she was squirming and writhing in pleasure that she had requested I ask before helping myself to her asshole again. I guess it was too late now.

I didn't have long to worry about it as, moments later, I slammed as deep in her cunt as I could and emptied both balls into her womb. Debbie wailed in ecstasy, thrashing and driving back onto my impaling cock and thumb. She must have orgasmed again, and it must have been an intense one.

I kept in as each spurt shot into her, every shot eliciting a high pitched whimper.

Once I was done, I pulled out, watching my cum start to leak out of her folds and down her inner thighs. Debbie stayed bent over her bed for a few moments before she straightened, seeming to check the sperm leaking from her folds.

"You made a freaking mess." She complained, wiping the white liquid from her thighs with a look of disgust. It wasn't as though last time she had played with it in near bliss. "And if Kennedy caught on because you were too loud, I'm going to be quite upset with you."

I blinked. Really? She'd been the loud one, and I needed to disabuse her of a notion, real fast.

"If anything, she heard you, and if you think Kennedy hasn't known every single time we've had sex, you are delusional." I informed her.

"My daughter doesn't even know what sex is, thank-you-very-much." Debbie sniffed.

"Really? You should ask her about her friend Jessica... and all the old men she entertains on their yacht. She knows exactly what sex is, and she knows each time we've done it." I snorted, pulling on my boxers, then my pants.

Debbie stared at me and I noticed what looked like the shadows of Kennedy's feet under the door. She probably had her ear to the door listening to everything.

"You pervert! She is eighteen! She hasn't even graduated yet! What the hell are you doing talking to her about sex!?" Debbie hissed.

"I didn't talk to her about sex, she talked to me. She didn't feel like there was anyone else she could talk to except for her 'friends,' who send her pictures of themselves naked on a yacht getting gangbanged by a bunch of fat, old businessmen." I snapped.

Debbie stopped. "What?"

"Kennedy, get in here." I ordered, unlocking the door.

"My daughter-" Debbie protested, but cut off when the teenager sheepishly opened the door. She tried to cover herself, grabbing a robe, and wrapped it around herself.

"What are you doing!?" Kennedy demanded under her breath.

"Helping." I informed her. "The pictures of Jessica, please."

Kennedy took out her phone and pulled up the picture of Jessica, wearing the bikini, surrounded by the men. I took her phone and walked over to her mother.

"That's nothing. That looks like the club down on- OH MY GOD!" Debbie screeched when I flipped to the picture of the girl now cum-covered and being fucked seven ways from Sunday.

"That's..." Debbie's hands were shaking as she took the phone. "When did you get this?"

"A while ago..." Kennedy confessed.

"Why didn't you tell me?" The mother asked, heartbroken.

"Why didn't I tell you?" Kennedy snapped, "Because you'd have freaked! Hell, I know you're going to freak! There goes the rest of my school year." She glared at me. "Thanks a bunch."

"How... How often is this happening?" Debbie asked quietly.

"A couple times a week. I mean... I think there was a yacht trip today, so Jess is probably having a good ol' time right now..." Kennedy grumbled.

"I... Would you mind? I have a lot to discuss with Kennedy." Debbie requested.

"I don't want to hear her griping tomorrow about being grounded or anything." I informed Debbie.

"No... I... That wouldn't be appropriate. Kennedy isn't in trouble here." Debbie assured me.

I pulled on my shirt and left. I hoped I hadn't royally fucked up what I had with Kennedy. I hadn't seen any other options, really.

I got home and tried to relax. It was rough. Debbie's change in behavior was one thing, then there was the mess I had potentially made with my relationship with Kennedy. I tried to figure out how to go from here, but there were too many factors I just didn't know. I'd have to wait and see, then try and make the best of whatever happened. My least favorite part of being an adult. I ended up taking a shower and having a light dinner before just going straight to bed.

The next day I spent in the office, meeting with customers about a new application they wanted made. We did all the standard processes; setting up requirements, a string of deliverables, dates for reviews and, I hate to admit, I was struggling to focus. I think I managed to keep a professional demeanor, but I was worried about what was going to happen when Kennedy came over today. I had made it clear I expected it, now I was nervous if that had been a good plan.

I got home early, and saw Kennedy park her car in front of the house. We watched each other as I pulled into my garage and she walked up to my front door. I unlocked it and let her in. She pulled me straight into the living room and laid down on the couch, flipped her skirt up, and ripped her panties off.

"Kennedy, I'm-" I started.

"We can talk after you fuck me." She snapped. "Get to it."

I had to eat her out a bit to get her wet, then I put everything I had into making her squirm and scream. She was panting hard when I thrust into her and gave her the creampie she wanted.

"Fuck... I needed that... You have no idea how stressful-" Kennedy was saying when the doorbell rang.

I had to throw my clothes back on in a rush as Kennedy pulled her panties up over her cum-filled pussy. I tried to make sure I didn't look like I'd just dressed in a hurry when I answered the door.

"Hello, Mr. Neilson." Aurora greeted me. "May I come in?"

"Um, sure. I'm just tutoring Kennedy at the moment." I explained.

By the time the two of us got to the living room, Kennedy had her books out and open and a half-finished assignment in front of her.

"Kennedy, how's school going?" The Italian woman greeted her.

"Well, it was kinda crazy today." She admitted. "Someone tipped off the police that one of the more prestigious country clubs in the area was recruiting girls from the schools around here to take out on their yacht trips, and they were turning into orgies. And... It turns out they didn't always make sure the girls were over 18. I heard one of the girls was a 16 year old from my rival high school, and her parents took her to the police and her blood alcohol level was really high and the rape kit confirmed multiple incidents took place. At least a dozen of the club members have been arrested and the charges keep adding up."

Aurora raised a brow. "I hope you had nothing to do with all of it. You wouldn't be so foolish as to get mixed up in some nonsense like this, would you?"

Kennedy hung her head, "No... I mean, my friend Jessica might be getting in trouble as an accessory... because she was recruiting for them..."

"Well, that is most unfortunate." Aurora noted. "I'm glad you, however, remained free of association."

Kennedy looked fucking miserable.

"If you will forgive me, I have something I must discuss with Mr. Neilson in private." Aurora stated. "Is there somewhere private we may speak?"

"Um... there are some rooms upstairs we could use." I noted.

Kennedy seemed to stay put as we ascended the stairs, but she was smarter than to be obvious about it if she was going to follow us. At the top of the stairs, Aurora chose for me, leading me into the master bedroom.