Jess And Aaron's New Neighbor (OWWH 4)Chapter 47 free porn video

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Emma shrugged. “Sure, what did you have in mind?”

Jess didn’t answer, but left the room, heading towards our bedroom. She returned a minute later holding a strap-on which dangled from her hand by the harness.

“My husband isn’t going to fuck you tonight, but how would you like to fuck him?” Jess asked. Emma’s eyes went wide.

“I, uh, don’t...” she said. Jess clapped Emma on the shoulder and waved the dildo in my face.

“Come on, live a little. He loves it. I’m sure he’ll get a kick out of you doing it, too,” Jess said. Emma just stared without answering.

“Aaron, strip!” Jess barked. She pointed the dildo at me threateningly. I immediately began to undress even though Emma hadn’t actually agreed yet. I was sure that thing would wind up in me regardless of her decision.

Jess turned back to Emma. “Have you ever pegged a guy? What am I saying, of course you haven’t. But you’ve played with my husband’s ass enough to get the general idea, I’m sure. Let’s get you stripped too, missy. Aaron, hold this,” she said, handing me the dildo.

Jess began pulling Emma’s t-shirt up above her stomach while I stood there, dumbly holding the toy that would soon be rammed into me.

Emma made no effort to stop Jess as Jess undressed her. Tossing Emma’s t-shirt to the side, Jess quickly moved to strip off Emma’s bra.

“Why do I have to be naked to, uh, peg him?” Emma inquired. She didn’t seem to mind being undressed, she merely sounded curious.

“You don’t. It’ll just be more fun this way,” Jess said as she unbuttoned Emma’s pants.

A minute later and Emma was as naked as I was. Jess put her hands on her hips and nodded approvingly at the two of us. She then retreated back to the bedroom.

“Can I see that?” Emma asked, gesturing to the strap-on. I shrugged and handed it to her.

She turned it around in her hand and squeezed it, seeing how firm it was.

“Huh. Surprisingly life-like, ‘cept for the temperature,” she remarked.

“Uh, sometimes Jess will heat them up in warm water for more authenticity,” I responded. Jess ended the discussion when she returned with the bottle of lube.

Flipping the cap open, she handed the bottle to Emma.

“Lube it good,” she instructed. Emma squirted a stream of clear liquid onto the rubber phallus and I watched it trickle down one side before she wrapped her hand around it. She stroked up and down, like she had when she masturbated me, and I saw the toy gleam in the light as she coated it thoroughly.

“Do we lock him or up something?” Emma asked Jess, pointing at me with the dildo.

Jess put a finger to her chin while she eyed me and considered.

“No, I don’t think so,” Jess said after reflection. “He is just going to get down on all fours and keep himself there. Ironically, it is more humiliating for him to willingly submit to being pegged. If he’s restrained, he can pretend that he doesn’t really like it and is being forced against his will. When you make him present himself to be fucked in the ass, he has to acknowledge that he enjoys it,” Jess explained.

“Isn’t that right, Aaron?” Jess asked me.

“Yes, Ma’am,” I said quietly.

“Go get the ottoman to bend over and present yourself to Emma while I prep her,” she instructed.

I went and retrieved the soft, plush ottoman from in front of the couch while Jess secured the strap-on harness around Emma’s back. As I positioned the ottoman, I glanced at Emma and saw the dildo sticking obscenely from her waistline, her bald pussy completely exposed below it.

I got down on my knees and faced the ottoman. I leaned over it, my stomach pressing against the top and my ass pointing backward.

“K, Emma, kneel behind Aaron,” Jess instructed. I heard rustling behind me and felt the dildo bounce against an ass cheek as she did so.

“Aaron, please spread your cheeks for Emma.”

I sighed as I reached behind me and pulled my cheeks apart.

“I heard that sigh, Aaron.” - Oh boy - “Please ask Emma to fuck your ass.”

I almost sighed again, but caught myself in time. “Miss Emma, would you fuck my ass?”

Emma started to answer but Jess cut her off. I felt a sharp sting as a hand struck my left ass cheek.

“Really, Aaron? We don’t even say ‘Please’ anymore? Hmmm?” Jess said accusingly.

There was a pause while I built up my courage.

“Miss Emma, please fuck my ass,” I said. There was no response from behind me.

“Emma, I don’t think he really wants you to. Tease his asshole with the dildo to get him going,” Jess instructed.

“How do I do that?” Emma asked.

“Brush the head against his rosebud. Press lightly against it. Push just enough for him to feel it. And want it.”

A moment later, Emma did exactly as she was told. I felt the firm rubber press against my sphincter, bounce against it a few times, then stop by penetrating me ever so slightly.

“Now, Aaron, ask AGAIN,” Jess said, her tone firm.

“Please, Miss Emma, please fuck my ass. Fuck it hard. Fuck it hard with your dildo,” I said. I probably went a bit overboard, but didn’t want to have to ask again. I glanced over my shoulder to see if it was acceptable and was relieved to see Jess smiling at me, her arms crossed over her chest.

“Very good! K, Em, back away for a moment so I can get Aaron’s hole lubed up.”

The tip of the dildo left my butt and I heard the click of the cap to the lube from behind me. A second after that, the familiar cold stream of liquid hit my ass and trickled down to my ball-sack.

I felt Jess’ finger press against my rosebud and push some of the cool liquid into me. More pressure and her finger pushed all the way in until her knuckles bottomed out on my ass cheeks.

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Chapter 47 Videos

Jess and Aarons New Neighbor OWWH 4Chapter 11

Jess took me by the hand and turned to Emma. She crooked her finger at her in a “Come here” gesture and led us both back to the living room. Without saying anything, Jess began unbuttoning my pants. Emma’s eyes went wide. “I, I ... don’t think I am ready for-” Jess interrupted her. “Calm down. You’re not doing anything. You are just going to watch. Have a seat,” she said, pointing to the floor. My pants were down on the floor and my underwear stuck out in front of me. Emma had already...

Jess and Aarons New Neighbor OWWH 4Chapter 76

“Whatever you like, Mistress,” Jess said obediently. Emma pushed herself up to a sitting position; she then twisted her body to dig back in the pile of toys. Retrieving one, she turned back to Jess. “I want to fuck you,” Emma said simply, holding up a strap-on dildo which dangled in front of Jess’ face. “As you wish, Mistress. I’ll need a bit of help getting back up, though,” she said. She floundered a bit on the floor to show her lack of mobility. Emma leaned over and helped pull Jess back...

Jess and Aarons New Neighbor OWWH 4Chapter 52

A few minutes later, Jess returned to her own apartment. Emma was still seated on the couch, but she was clearly much calmer. “How you doing in here, kiddo?” Jess asked. Emma sniffled and nodded. “Better, I think, thank you. Was he...” “He’s still there,” Jess reassured her. “And I explained a little of what happened; I didn’t give him specifics. You can do that later if you choose. But he is very understanding. And very HOT by the way, good job!” Emma forced a giggle. “Thanks.” “Anyway,...

Jess and Aarons New Neighbor OWWH 4Chapter 73

Jess shrieked at the suddenness. It wasn’t all that tight but she was startled since she couldn’t see Emma to prepare herself. “Ooohhh, mistress...” Jess cooed, playing things up. Emma watched the clamp swing and dangle from Jess’ flattened nipple. She put out one finger and gave it a little push to keep it going. Emma stood up and walked around to Jess’ other side where she repeated the process. She hadn’t checked that clamp first and it was, unknown to her, set much tighter than the...

Jess and Aarons New Neighbor OWWH 4Chapter 68

Emma made no effort to hide her nudity as she opened the door for Brent. She even stopped him as he was walking through the door to turn him around and give him a final, long kiss before departing. No one was in the hallway to see her, but she wouldn’t have cared if they were. Once she was alone, she ran across the living room and threw herself on the couch, kicking her feet in the air in ecstatic glee as she giggled. Bruiser, his breakfast finished, sauntered over to see if anything worthy...

Jess and Aarons New Neighbor OWWH 4Chapter 61

Jess sat herself down on Brent’s lap and put an arm around his neck. She played idly with his hair while he recovered from his orgasm. “So, Sir Brent,” Jess began, “how do you feel now about things?” Before he could answer, Jess reached down with her other hand and used a finger to scoop up some residual cum leaking from his shrinking member. The finger went into her mouth and she sucked on it while waiting for his response. “Um, I, um, I don’t know...” he said uncertainly. Jess made a...

Jess and Aarons New Neighbor OWWH 4Chapter 35

Finally, Emma pushed herself up to a sitting position. “Ok, guys, you know I have to go.” She started to look around for her dress. “Don’t bother putting the dress back on. It’ll take you forever and you can’t wear it to go baby-sit anyway. Just run to your apartment as is,” Jess said. Emma appeared to consider it. “Alright, I guess,” she said after a long pause. I was surprised at how readily she agreed, but really it was only ten feet to her apartment. What could happen? She stood up and...

Jess and Aarons New Neighbor OWWH 4Chapter 59

The next night, Emma and Brent knocked on our door at 6 pm. Bruiser stayed next door at Emma’s, sleeping on her couch. Jess had decided that we pull no punches. We were both completely naked as we answered the door. Jess was wearing the nipples clamps (that she had originally bought for me.) They dangled from the erect nubs sticking out from her chest; I had played with her tits for several minutes before installing the clamps to ensure that they were rock hard. I, myself, wore nothing...

Jess and Aarons New Neighbor OWWH 4Chapter 6

Jess made a comically loud “Hurmph!” followed by “What a fucking jerk!” “I know, right? That was the last time we went out. Actually, that was the last time we even talked. He didn’t call me after that and I made no effort to talk to him at school,” she said sadly. “That’s a pretty depressing sexual history,” I said. In my defense, I did regret saying it immediately, pretty much at the exact moment that Jess shot me her look of death. I’m pretty sure the words she mouthed were “Fucking...

Jess and Aarons New Neighbor OWWH 4Chapter 33

Once outside, she realized that he had driven and she had no way home. She took her phone back out of the clutch purse she had brought and discovered that her hands were still shaking in anger. Emma closed her eyes and counted backward from ten to calm herself. Reaching zero, she reopened her eyes and dialed Jess on her phone. “Hello?” Jess said on the other end of the receiver. “H-Hi, Jess. It’s Emma.” Emma’s voice was quivering while she hovered on the line in between ‘blind fury’ and...

Jess and Aarons New Neighbor OWWH 4Chapter 60

“Mistress Emma, Brent Sir,” Jess said, ignoring my frustrated groans, “May I suggest you have a seat at the table before the food grows cold?” Up to that point, neither Emma nor Brent had noticed the card table we had set up in the second half of the living room. Other, more interesting, sights had occupied their attention. Jess and I both pulled out chairs for our guests; I for Emma, Jess for Brent. On the table, we had set up a steak dinner with salad and baked potato. Jess opened a...

Jess and Aarons New Neighbor OWWH 4Chapter 95

Two weeks later, Emma was standing in the center of her empty apartment. Thanks to her short time living there, it looked identical to when she’d moved in, walls still clean and white, carpets (cheap, but new) unstained and unfaded. She’d opted to leave behind most of her furniture. That included her living room sofa, the kitchen table set, and pretty much everything in the bedroom save for the mattress. Brent’s house was fully furnished so she had neither the need nor the space for any of...

Jess and Aarons New Neighbor OWWH 4Chapter 72

Jess stood up and Emma instinctively did the same, but Jess directed her to sit back down. “Hold on,” Jess said. “Let me just get some stuff first.” Emma heard a lot of rummaging around going on in our bedroom. Jess eventually returned with an arm full of stuff, only some of which Emma could identify. She dropped the pile on the floor (carefully enough so as not to ruin anything.) “K,” she said, straightening back up and putting her hands on her hips. “Tell me to strip.” Emma blinked,...

Jess and Aarons New Neighbor OWWH 4Chapter 25

We pulled into the mall parking lot a minute later. I tensed as we drove through the packed lot. Anyone would easily be able to see me, but Jess was still driving and no one did. As she pulled into a spot, she looked over her shoulder. “Ok, you can put them back on. For now. Don’t think we’re done yet though.” My erection was painfully hard as I stuck it back in my shorts. The rough fabric scraped uncomfortably against my sensitive skin down there, but I wasn’t going to show weakness. I...

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Emma pushed herself off my shoulder and wiped her eyes. “Oh, God, I’m so sorry for acting this way,” she said to both of us. “Hey, hey, you have nothing to apologize for,” Jess said, patting her hand. “We are your friends and this is what friends do for each other.” “I was so foolish for thinking he would want me...” “Hey!” Jess said sharply, “Stop that line of thought right now. You are a nice and trusting person; unfortunately, there are people out there who will violate that trust, but...

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The guys all got in line at the buffet and filled plates with the variety of party foods. “Eat up boys, it’s going to be a busy night!” Amelia said cheerily. “You, too, Phil,” Jess said to the driver. He nodded and got in line after the men. “You can all take a seat with your plates while Jess and I provide dinner entertainment,” Amelia said. That comment got the line moving right along as the guys hurried back to their seats and dug into their plates. I stood off to the side trying to...

Jess and Aarons New Neighbor OWWH 4Chapter 74

The chrome plated phallus buzzed violently. As she placed it against Jess’ pussy, Emma could see her lips flapping in front of her like the tines of a tuning fork. “Mmm, oooohhh...” Jess moaned. With only a light push, the vibrator slid into Jess’ waiting pussy. Her dripping tunnel swallowed it eagerly. Jess’ toes curled up as the vibrator tickled her walls. Emma’s knuckles connected with Jess’ labia once it was fully inserted and Emma released her grip on it. For several minutes, Emma...

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Jess was still in a haze from the orgasm so Emma’s “No” didn’t really register for a moment or two. But then, her eyes widened in horror as Emma pushed the bullet harder against her clit rather than removing it. “Em, you, you have to, take it off,” Jess stammered. “If you want me to take it off, just use your safeword, princess,” Emma said cheerily. ‘Shit no’ automatically ran through Jess’ mind, but she said nothing. She just took a deep breath to prepare herself for what was to...

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Emma got up and brought her dishes to the kitchen sink. She turned on the water to wash them but Jess stopped her. “You’re a guest here. You aren’t going to do your own dishes. Go hop in the shower so we can get you ready for work.” Jess gave her a playful slap on her exposed butt cheek. “Ok, if you insist,” she answered. I watched her bum wiggle as she headed for the bathroom. Once Jess heard the water turn on, she went and found Emma’s apartment keys. “Be right back,” she told me....

Jess and Aarons New Neighbor OWWH 4Chapter 57

Once she was alone, Emma headed over to our apartment. Jess opened the door and before Emma could greet her, Jess grabbed Emma’s arm and pulled her into the apartment. “Tell me EVERYTHING!” Jess said excitedly. She led Emma over to the couch where they both sat down. Emma was about to speak when she caught the sight of me on the floor. She blinked and was silent for a moment as she took in the scene. I was on the floor on the other side of the room. I was nude. That wasn’t the surprising...

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Emma sat on the floor, recovering from her ass fucking. Mike was lying on the floor next to her on his back. “You know,” Mike said from the floor, “I have a small confession to make.” “What’s that?” Emma asked lightly. “As humiliating as it was today in the break-room ... it was actually kind of exciting, too...” He was quiet when he said it, embarrassed to admit it. Emma laughed. “So, are you saying you’re into bondage now, Mike?” “Wellll ... I wouldn’t say ‘into it’ exactly ... but I...

Jess and Aarons New Neighbor OWWH 4Chapter 41

After dinner, Jess suggested we watch a movie. I don’t know what it was. The Notebook maybe, or some other chick flick. I didn’t really care; chick flicks are much better for getting the girls’ juices flowing than, say, Die Hard 2. Young guys, who may be reading this, take note. ‘Priorities’ and ‘Pussy’ both start with a ‘P’. Coincidence? I think not. We were all sitting on the couch with me in the middle. Both girls had hands on my thighs as they watched the movie, engrossed by whatever was...

Jess and Aarons New Neighbor OWWH 4Chapter 16

The rest of the shift seemed to drag by. She was both elated that she had gotten Mike to ask her out and simultaneously pissed that he only wanted to fuck her. She told herself that he was a guy and she shouldn’t have expected any different. Jess clearly hadn’t. And she didn’t WANT to be mad at him. He really was a decent person; well, at least before today she had thought so. So, she made a tremendous effort to be civil and friendly the rest of the shift. She would get over it, she...

Jess and Aarons New Neighbor OWWH 4Chapter 8

Emma knocked on our door that night at around 9 pm. She had just gotten out of work. She was smiling, but Jess could tell something was off as soon as she opened the door. “Hi, what’s up, Em?” she asked. I was sitting on the couch reading a magazine. Fully clothed for a change. I know that doesn’t happen much in these stories, but I actually do wear clothes every once in a while in real life. “Hey guys, it’s not too late to stop by, is it?” she asked. I could see her eyes looked a bit...

Jess and Aarons New Neighbor OWWH 4Chapter 114

Back on dry land, the group found that I had laid out four towels on the sand over near the fire pit. I was aware of the schedule of events and was doing my assigned tasks. Jess and Amelia both dropped down onto towels. Andre and Paul sat down on either side of Amelia; Jess had to pull the other two boys down next to her by their hands. All of the guys had shrunken as a result of the cold water (no sympathy here), so Amelia wrapped her hands around the guys’ cocks and started pumping. Andre...

Jess and Aarons New Neighbor OWWH 4Chapter 9

I am not used to getting tears, either sad or happy, after pleasing women and I was a bit flummoxed as for what to do; I decided to sit there on my heels looking stupidly at her nude body. Jess handled it much better by pulling Emma tightly against her chest. Jess coddled her head and shushed her softly as Emma cried hard against her. The tears made huge dark spots on Jess’ red blouse. “It’s ok, it’s ok...” Jess repeated in whispers. I gave Jess a questioning look and she waved at me to be...

Jess and Aarons New Neighbor OWWH 4Chapter 48

Emma saw my erection hanging below me and noticed it was leaking pre-cum. “Jess, he hasn’t orgasmed yet...” It sounded more like a question than a statement. “No, he usually won’t from just anal. Even though he enjoys it, he still needs stimulation down there to push him over the edge,” Jess commented. “Should I stroke him or something?” Emma asked. “Yes, please!” I said eagerly before realizing my mistake. “No.” Jess said it very firmly. “For speaking without permission, he can stay...

Jess and Aarons New Neighbor OWWH 4Chapter 29

I had to waddle my way back to the car through the mall thanks to the toy wedged in my bottom. As is typical for mall shoppers though, no one even gave me a second glance. I’m not sure they would have had I been naked from the waist down with the toy sticking out from me. “How much do I owe you for everything, Jess?” Emma asked. “Nothing, it’s our treat,” Jess said. “Really, I want to pa-” Emma started to say but Jess cut her off. “It’s not up for discussion. They are all gifts. I know...

Jess and Aarons New Neighbor OWWH 4Chapter 69

Before Emma could ask what she meant, Jess’ hands moved down to Emma’s crotch. Emma shivered at Jess’ touch as her fingertips tickled her sides on the way. Jess’ experienced digits had no trouble finding Emma’s clit, swollen from the excitement of screwing me. Emma settled back down onto me as Jess worked her magic. Emma’s eyes closed and she rested her head against the crook of my neck. I could feel her breath there as she sighed heavily. Emma rocked her hips back and forth against my lap...

Jess and Aarons New Neighbor OWWH 4Chapter 116

The girls returned and stood above me as I moaned, eyes closed, lying on the ground beneath them... “Guess he liked it,” Jess commented, looking down on me with her hands on her hips. “Seems so,” Amelia agreed. She bent over and helped me up off the sand. She brushed off my back and I returned the favor for her. “K, children,” Jess said. “I think it’s time to call it a night.” The guys all helped carry the cooler and other gear back to the limo. Phil saw the mostly naked and covered in...

Jess and Aarons New Neighbor OWWH 4Chapter 26

Back out on the floor of the store, Jess headed over to the ‘intimate apparel’ section. ‘Intimate’ in this case basically just meant bras and panties. I felt uncomfortable hanging around the area, like people would think that I was some sort of pervert (which I was. Am. Nevermind.) Jess picked up a few pairs of panties. The first was pure white and very lacy, completely unlike the boy-shorts that Emma was currently wearing. The second pair was a thong. “Jess!” Emma hissed. “I can’t wear...

Jess and Aarons New Neighbor OWWH 4Chapter 65

“Ok, Slave Jess, Slave Aaron,” Emma said, saving Brent from having to respond, “I think this has been enough fun for one night. Brent and I should probably leave you two alone.” “As you wish, Mistress,” Jess said. I repeated the phrase a beat later. Jess knelt down in front of Brent. “Thank you, Master Brent, for playing with this slave’s ass, mouth, and pussy tonight. I hope you will do so again in the future,” she said to him. She wasn’t going to let him off the hook and she got Brent to...

Jess and Aarons New Neighbor OWWH 4Chapter 117

Emma’s bachelorette party followed a few weeks later. Jess and Emma had planned it together the day after the bachelor party. Jess had hoped to arrange it sooner but she wanted it to be after Emma’s twenty-first birthday. “K, so we need to put together a guest list,” Jess said, notepad and pen resting on her leg. Emma shrugged. “Um, you? And I guess Liz?” It was more of a question than a statement. Jess scribbled on the pad. “Sure. Anyone else?” Jess asked. Emma was quiet for a moment...

Jess and Aarons New Neighbor OWWH 4Chapter 64

I breathed a massive sigh of relief that I wasn’t to be the center of attention. “Yes, Mistress! Right away!” I said, running straight to the bathroom to get our gear. It took me a few minutes to fill the enema bag with the necessary warm water and gather up everything that would be needed. When I returned, I saw that Jess was kneeling on the towel, her face to the floor. I pulled a rubber glove onto my hand. I squirted some lube onto the enema nozzle and worked my gloved hand over...

Jess and Aarons New Neighbor OWWH 4Chapter 22

I returned with several thick towels, a bowl of water, small scissors, and a new disposable razor. Emma stood in the center of the living room nude from the waist down. Back in her class, she had been wearing a plain, conservative blouse and navy blue pants. The pants, and panties that had been beneath them, were now in a pile on the floor. “Ok,” I said as I laid a towel out on the floor, “what kind of look do we want? Full Brazilian? Minor trim of the hedges? Landing strip?” Jess put her...

Jess and Aarons New Neighbor OWWH 4Chapter 109

Kenny grabbed his crotch to shift the uncomfortable bulge that had formed there. All of the guys were in a similar predicament and it did not escape Amelia’s notice. “Don’t worry, boys, we will address your situation in a moment,” she said. Then she turned to me. “Aaron, go clean yourself up, then get your cleaning supplies ready.” I departed to wash the hand that had been in my wife’s ass a few minutes before. Amelia walked over to Andre and Jess over to Paul. Both girls knelt down on the...

Jess and Aarons New Neighbor OWWH 4Chapter 77

The two of them lay there naked for quite a while longer, enjoying the feeling of each other’s bodies. Jess broke the moment by speaking first. “Ok, you WILL have to get home eventually, so you should probably unbind me.” Emma rolled Jess back up on all fours once more. She bent over to unbuckle the first strap on the spreader bar between Jess’ wrists, then stopped. “Hey,” Emma asked. “What time is Aaron getting home?” “He had to work late, but when he last texted he said he’d be home-”...

Jess and Aarons New Neighbor OWWH 4Chapter 110

Clean again (relatively speaking), Jess turned toward Phil. Phil looked panic stricken as Jess gazed down at him; “Deer in the headlights” was the phrase that ran through my mind. Jess sat down, cross legged, on the side of him, her back to the wall just as he was. Gently took his plate from his lap, she set it off to the side. She went to unbutton his pants but he put his hands on hers to stop her. “Jess-Ma’am, I don’t think it would be right,” he said. His tone was not upset, but...

Jess and Aarons New Neighbor OWWH 4Chapter 103

We took Emma back to her house and dropped her off. Before she opened the back door, she leaned forward to talk to us through the gap in the seats. “Guys, I’d like you to come in for a bit, if you don’t mind. I have some stuff that’d I’d like to discuss with you both,” Emma said. We followed her in and she asked us to make ourselves comfortable on the couch. “So, “ she began. “You are both aware that I am now an engaged woman,” she said, holding up her engagement ring clad hand. “I don’t...

Jess and Aarons New Neighbor OWWH 4Chapter 88

Emma knocked on our door immediately after getting home from work. She was bouncing up and down and giggling like a school girl as Jess answered the door. Jess was puzzled but smiling as she let Emma in since Emma’s enthusiasm was contagious. They sat down on the couch so Emma could tell her story. “So,” she began, “I was inspired by our play the other day, so I took things further at work...” She proceeded to tell Jess about her exploits with Mike. Jess’ smile first wavered, then her...

Jess and Aarons New Neighbor OWWH 4Chapter 71

As it happens, none did notice. That was probably only because she didn’t encounter any humans. All the rest of the dogs she walked were home alone. She had keys to everyone’s houses and let herself in as needed. Once she finally made it home, she jumped straight into the shower. She really didn’t care if Brent smelled her arousal, but she didn’t really want to smell like six random dogs. Some of her customers had no problems paying for a walker but were a bit lax in having their dogs washed...

Jess and Aarons New Neighbor OWWH 4Chapter 23

Emma dried herself off with the towel before getting dressed. “Alright, let’s go check out your closet. Come on, Aaron, I want a guy’s input, too,” Jess said. I went to put my pants on but was chastised with an “Uh, uh. That little guy will be my gauge for how sexy the choices are,” she said. That meant going out bottomless, but it was only a few feet to Emma’s so I chose not to complain. You have to pick your battles sometimes. I did make sure to peek out into the hallway before ducking...

Jess and Aarons New Neighbor OWWH 4Chapter 58

Later that day, Emma’s phone dinged indicating a new email. “From: Jess” “Here is the official Jess-approved Emma/Brent Fuck Plan: 1) Doggy style 2) Reverse cow girl (feel free to Google any of these if need be.) 3) Standing, reverse entry 4) Laying down, side-by-side, reverse entry 5) Laying down, side-by-side, face to face 6) Missionary This list is a bit backward from what couples would normally do. Missionary is, without doubt, the most plain-vanilla and boring, but in this situation,...

Jess and Aarons New Neighbor OWWH 4Chapter 63

I took a deep breath before beginning, but didn’t push my luck in delaying the inevitable. I reached down and touched my cock. It was the red/purple color of a bruise from being restrained for so long and was sore to the touch. I touched just the rim of my cock, wrapping two fingers into a circle and avoiding touching my aching shaft. I hoped that neither Emma nor Jess would complain about my technique. Brent still had his legs crossed and stared at me, entranced. The two girls standing in...

Jess and Aarons New Neighbor OWWH 4Chapter 24

Five minutes later, we were all in Jess’ car. She was driving but had told both of us to sit in the backseat together. “Ok, let’s make the most of our time,” Jess said as she pulled out onto the street. “Emma, please help Aaron remove his shorts.” Emma looked down at my crotch, then back up to me. I knew better than to try and remove them myself, so I just raised my hands up and turned my crotch towards Emma. (Author’s note: Please, always wear your seatbelt. Unless, that is, you are...

Jess and Aarons New Neighbor OWWH 4Chapter 12

I slept quite soundly that night. Turns out that the Emma snores, but not too badly. At one point, I woke and found that I had gotten hard and my erection was rammed hard into her butt crack and I was cupping her left boob; a bead of pre-cum was on the end of my penis and, I assume, smeared against her ass as well. I rolled over onto my back. I didn’t know if she had felt it. I recall dreaming at one point of taking her from behind (obviously, Jess had planted that image in my head) while...

Jess and Aarons New Neighbor OWWH 4Chapter 46

Emma got back to her apartment and saw that it was almost midnight. She knew it was too late to call, but she figured she could get away with sending Jess a text message. ‘Date was incredible!! Call you tomorrow!’ She turned the screen off and tossed it on the seat next to her. It started ringing almost instantly. She saw that it was Jess. “Hi, Jess,” she said. She heard a long yawn from the other end. “Tell me everything!” she said, tired but excited. So Emma did, up to and including...

Jess and Aarons New Neighbor OWWH 4Chapter 62

“Of course, Mistress,” Jess replied. “What home is complete without one?” Her smile was ear to ear as she scurried off to our bedroom. She returned moments later with our paddle. It was about a foot and a half long and wrapped in leather. Emma took it from Jess and ran her fingers over it. As with most of our toys, it was handsomely made. Turning it over, Emma laughed out loud as she saw the opposite side. Imprinted in the leather was the word “SLUT”, mirror imaged. When it struck the skin,...

Jess and Aarons New Neighbor OWWH 4Chapter 121

I walked out from behind the curtain, Britney right behind me. She took a couple of quick steps forward to get ahead of me and took my hand, leading me back to the table. She stopped on the side of Jess who looked up. “Ma’am, I’m bringing your husband back,” Britney said politely. Jess glanced at her, then to me, then to my shirt before her eyes widened in surprise. “Wow! Guess you two were very busy in there!” she said, laughing hard. She tugged at my shirt, examining it and the tell-tale...

Jess and Aarons New Neighbor OWWH 4Chapter 19

After class, in her car, Emma messaged Todd back. “Hi, Todd. I’d love to go out sometime. Just let me know the time and place.” She stopped by the apartment building and changed into her “dog walking” clothes. There was nothing special about them except that they were more “muddy dog paw” friendly than the rest of her wardrobe with dark and busy stain-hiding patterns. She didn’t think that would be important today for the meet-and-greet, but it never hurt to be prepared. While she was...

Jess and Aarons New Neighbor OWWH 4Chapter 128

“Fuck, watching this is making me hot,” Sherri said as we returned to the living room. Amelia took my towel away once I’d finished drying off. I’d tried to tie it around my waist but she’d have none of that. “I know, right?” Emma said. “How come Aaron is the only one that has gotten to have fun tonight?” Liz said in a pouty tone. I didn’t comment on the fact that I’d just gotten my dick nearly frozen off. Alright, that’s an exaggeration, but still. “Oh, the fun is just getting started,...

Jess and Aarons New Neighbor OWWH 4Chapter 27

The next stop on our mall visit was a place called “Spooner’s Gifts.” It was a place I was acquainted with, but the dull expression on Emma’s face told me that she wasn’t. It was a very misleadingly presented store with graphic t-shirts on display on the front window along with various Man-Cave/College-dorm type decorations and crap. Next to a “Metallica” t-shirt was a glowing Plasma ball and on the other side was a 3’ tall beer glass. A beer pong set was also on display. I already knew that...

Jess and Aarons New Neighbor OWWH 4Chapter 122

“What the fuck?!” That exclamation came from Sherri. It got Emma and Amelia’s attention. Liz was busy sliding a another dollar bill into a speedo and didn’t bother to look. Sherri had turned to see what was going on with the waitress and noticed my cum splattered shirt. “What happened to you?” she asked. Jess answered for me. “Nice waitress, Britney, happened to him. And she got him way ahead of the rest of us on the contest.” “So I see...” Sherri said. “And that is what I think it is?”...

Jess and Aarons New Neighbor OWWH 4Chapter 51

Emma panicked, unable to think, and she suddenly started beating Brent on the chest. Startled, Brent jumped backward and fell off the bed onto the floor, landing hard on his naked ass. “What-” he started to ask before Emma burst into tears. “Oh God, I’m so sorry, God, I, I,” she was saying as she jumped up from the bed herself. She had her face covered and tears were streaking down her cheeks. “I have to ... I’m sorry,” she said as she ran towards the bedroom door. Brent watched in...

Jess and Aarons New Neighbor OWWH 4Chapter 118

Jess took my hand and slid off my wedding ring. “No rings tonight.” Even though we were very open sexually, we normally only removed our rings in a case where we were worried of them being damaged or lost (either outside somewhere or INSIDE someONE), and my surprise must have been evident. “Two married people in a strip club are never going to get their lists completed,” she explained. Hard to argue with that. A knock came at the door. “I’ll get it!” Jess announced. Opening the front door...

Jess and Aarons New Neighbor OWWH 4Chapter 100

Those of us who were naked got dressed and we all parted ways. Back at home, I got to fuck Jess from behind over the edge of our sofa as payment for throwing the contest. I didn’t get anal (perhaps that was the ‘consequence’?) but it still felt like a pretty fair deal. After cleaning ourselves up, I started Googling for ideas on the graduation ceremony. “Hey, Jess, come here,” I called out from the desk where I was seated in front of our computer. “What’s up?” she said coming up behind...

Jess and Aarons New Neighbor OWWH 4Chapter 104

We didn’t actually start the planning that day. Brent and Emma had decided on a summer wedding and that gave Jess plenty of time to arrange things. As it happens, Jess and I planned both the bachelorette party and the bachelor party. Both of those were slated for July, ahead of their August wedding day. Jess, Emma, and I sat down with Brent in early spring to discuss his wedding needs (i.e. the bachelor party. Guys don’t really have ‘wedding needs.’) Brent had chosen his best man, a friend...

Jess and Aarons New Neighbor OWWH 4Chapter 94

After leaving Mike’s house, Emma returned to our apartment. Jess opened the door without a word and let Emma close it behind herself. Jess sat down on the couch. “So?” Jess said. “He took my call, I went to see him, and I made it right,” Emma said, all in one breath. “How?” Jess asked, eyes narrowed. “Uh, he, uh, screwed me in the butt,” Emma said. That admission made her blush. Jess’ eyebrows raised in surprise. “Did he now? And you were ok with that?” “Yes,” Emma said. “Actually, he...

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