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Author's Notes

"Chicago series... Part 10 of many :)"

(Sam)

It was a Saturday afternoon, and I had nothing to do. Molly was working, and the few other friends I checked in with already had plans, too. It was a rare, beautiful day in Chicago, so I went out to wander around. Heading north on Clark Street, I was just sort of walking aimlessly, stopping in some shops here and there. Of course, I couldn’t resist texting Mark to see what he was up to. 

Sam: Having fun family time? :) 

I figured he wouldn’t be able to get back to me right away, so I clicked my phone back off and continued shopping. When I checked back about fifteen minutes later, Mark had responded.

Mark: Yep

Mark: Out for dinner, then a movie

Mark: What are you up to?

Sam: Just wandering around and shopping a little on Clark

Sam: I was bored lol

Mark: Where on Clark? 

Sam: Near Diversey now

Mark: We’re at a restaurant just a few blocks East of there

Sam: Small world :P 

Mark: You should walk by

Sam: Yeah? :) 

Mark: Yes

Mark: We’re sitting outside

Sam: What if your wife sees me?

Mark: She’s facing the other way down the street

Mark: I’ll see you first

I needed no more convincing.

Sam: Okay :) 

Sam: Walking that way now

I’d already adjusted my route to head towards the restaurant before Mark had even told me to. Of course, I hadn’t thought through what I’d do when I got there. But it was too tempting not to at least walk by and see him. 

I smiled as I approached the restaurant and spotted Mark and his family seated on the outdoor patio. I slowed my stride and took out my phone again to send another text. 

Sam: I see you :) 

I watched as Mark checked his phone for my text, then smiled and looked up, scanning the area until he spotted me, too. For a few moments, we just looked at each other, smiling. Then he looked back down at his phone to type out another text.

Mark: Cute shorts

Sam: Haha, thanks :) 

Mark: And your boobs look great in that shirt

I smiled to myself, getting turned on by how daring he was being, with his wife sitting right across the table. I sent him something naughty too, wanting to make him squirm a little. 

Sam: I bet your cock would look great tenting those shorts ;) 

Sure enough, I saw Mark shift in his seat as he read my message, tilting his phone back, further out of his wife’s view. Then he put it down completely to help his kid open his straw wrapper. I kept going, seeing how far he’d allow me to push things. 

Sam: It’s hard to be this close without feeling you… makes me want to try tempting you away for a minute ;) 

I waited and watched until Mark picked his phone back up to check my latest message, figuring his wife had to be getting a little suspicious by that point. It didn’t stop him from responding again.

Mark: Go to the alley next to the restaurant

Fuck. 

I looked up, grinning as I watched him get up from his seat. He appeared to be giving his wife an excuse, probably saying the messages were work-related, and that he needed to make a call. He met my eyes again briefly, and I felt like there was a message in his gaze. I needed to hurry and do as he said. 

Not wasting any more time, I hurried down the block and around the side of the building, looking for a spot to wait for him, away from the street a bit. There was a somewhat secluded area by a fence separating the alley from a yard connected to a house on the next street. I looked around, making sure the coast was clear, breathing hard as I waited for Mark to come find me. 

A minute later, he was coming down the alley the same way I had. I smiled when I saw him, waiting and watching him hurry over to me, checking over his shoulder cautiously. 

As soon as he was close enough, Mark grabbed me around the waist and behind my head, kissing me quickly and reaching down and inside my shorts, straight into my underwear. 

I moaned into the kiss, pressing my hands against his chest as I felt his fingers slipping between my lips. 

“God, you’re so wet already,” he breathed, pushing one, then two fingers inside.

 “Oh god…” I moaned. “It’s so hot that you snuck away from your family like that. I want you so much.” 

Mark groaned, kissing me again and reaching under one thigh to pull my leg up and hook it around his waist as I leaned back against the fence. His hand slid right back into my shorts and he began fingering me furiously, his other hand squeezing the back of my neck, then gripping a handful of my hair.

“Fuck…” I muttered into him, moaning and squeezing around his hand. 

Mark’s lips slid along my jawline, up to my ear. He sucked and nibbled on my earlobe, then moved down to kiss, lick, and suck on my neck, behind my ear and then further down. “I want to make you cum fast,” he whispered as his fingers curled inside me, stroking my g spot, his palm rubbing against my clit.

I clenched around his fingers when he said that, as if on cue. “Oh god, I’m going to… so close already…”

“I want to feel you cum. Now! Be my slut and cum for me right now, Sam. Cum all over my fingers right here.” 

And then I was. Before I could even tell him, I felt myself writhing and grinding on his fingers, my pussy gripping them tightly. “Fuck, I’m cumming!” I moaned as I held onto his shoulders and rode out the intense orgasm. 

“Fuck! So hot,” Mark muttered, leaning in to kiss me deeply once again as I came down, gradually releasing the clamp of my walls around his fingers, my thighs around his hand. 

I moaned and sighed into the kiss as Mark pulled his fingers out, grabbing my ass and squeezing with both hands, pulling me against him and grinding his hard cock against me through our clothes. I wanted to feel more of him. 

He pulled back again to whisper in my ear, “Quick, suck my cock. Make me cum.” 

Fuck. I felt my pussy clench again at his request. I responded immediately, smiling and turning us so that Mark’s back was against the fence, allowing him to keep a lookout for anyone who might come back and catch us in the alley. Then I crouched down in front of him, unhooking his shorts and pulling him out, stroking as I brought his cock straight to my mouth. 

“That’s it, Sam. Good girl. I want to cum in your mouth as fast as possible.” 

I moaned on his cock, wrapping my lips around him and sliding them along his shaft, pressing deeper right away, getting his cock wet with my saliva. I sucked and stroked him hard, building up to a fast but steady pace. 

Mark’s hands found the back of my head. He gripped two handfuls of my hair and held tightly, dragging my mouth further onto his cock and thrusting deeper at the same time. I tried holding his hips still as I gagged, coughing on his cock and moaning, taking more, tugging him closer and encouraging him to keep thrusting, to use my mouth to make himself cum. He groaned and complied, suddenly turning us again and taking another step closer until he was pressing my head back against the fence. He held me there and kept fucking my mouth, ignoring any further gagging sounds I made. I focused on breathing through my nose, my lips wrapped around him tightly, fingers digging into him and pressing back instinctively as he kept thrusting harder, forcing his cock down my throat.  

“That’s it. Take my whole fucking cock, Sam. You’re such a good slut for me, letting me use your hot, slutty mouth in the alley like this, while my family is just around the corner. I got hard as soon as you said you were nearby. I knew I was going to have to feel you. Your mouth feels so fucking good. I love feeling your throat clench as you gag on my cock. You’re going to make me cum so hard.”

I felt wetness seeping into my panties from Mark’s words, and the thought of feeling his cum shooting down my throat while his wife and kids were so close by. 

“Look up at me,” Mark commanded.

I did as I was told right away, slipping a little as I crouched on the gravel. Mark responded by stepping even closer, pressing my head against the fence and sliding himself down my throat until my lips were around the base of his cock. With another groan, he pulled back, his hands holding the sides of my head as he looked down at me and continued thrusting. He slid nearly all the way out until my lips were wrapped around the ridge of his head. Then he pressed all the way back in, hard, fast, and deep. 

“Fuck, that’s it… I’m gonna cum.” 

I coughed and moaned, still looking up at him. Tears streamed down my cheeks and saliva dripped from my chin as Mark took a few more hard, deep thrusts before pulling back to his head again. Then I felt his cock pulsing between my lips as he grunted and groaned, shooting hot spurts of cum into my mouth in quick succession. I moaned and swallowed right away, so turned on to feel him pulsing and cumming for me like that. 

“Fuck…” Mark muttered as he finally finished and pulled out of my mouth.

“Mmm,” I moaned, smiling up at him and licking my lips, wiping away the spit and tears. 

Mark smiled down at me, then held out a hand to help me up. 

I took it and thanked him, laughing a little as I cleaned myself up. 

“That was so good,” he said again, hooking and zipping his shorts. 

“Yeah, it was,” I agreed, smiling back. 

He pulled me in for another quick kiss. “I have to get back. I’ll text you later, okay?” 

I nodded, forcing myself to keep smiling. I knew that was coming, but couldn’t help wanting more. I still felt so turned on from that blowjob and needed to feel his cock inside me. “Sure. Enjoy the movie.” 

With a wink, Mark took my hand and led me back out from the alley, dropping it again as soon as we rounded the corner, back onto the street. I let him go ahead, waiting on the side of the building for a few minutes as he made his way back to his table. 

(Mark)

I felt a little like my brain had just been scrambled after cumming so hard in Sam’s mouth in the alley, then rushing back to the dinner table to act like nothing had happened in front of my family. I knew it was a stupidly risky move, but as soon as Sam said she was close by, it didn’t feel like an option not to have her. 

Back at the table, I caught another glimpse of those hot pink shorts in the corner of my eye and couldn’t help watching as Sam crossed the street in front of the restaurant to the bus stop right there. She turned and met my eyes right away, catching me staring and smiling at me. I allowed a small smile back before forcing myself to look away. 

Temptation continued to get the best of me, though. I looked up again a few moments later to see Sam typing into her phone. Figuring that she might send me a message, I reached for my phone, too, expecting to see the three dots moving on the text screen. But nothing. 

Then the bus pulled up. I kept glancing over as Sam got on and found a seat next to the window. We met eyes once again, and she smiled and waved at me before turning back to her phone and typing again as the bus pulled away. 

I checked my phone again, thinking maybe the text was delayed. But still nothing. The curiosity nagged at me throughout the rest of the meal. I knew I was acting too obviously distracted, and hoped my wife Heather was still buying my excuses as I blamed it on work. 

About ten minutes later, as we walked back to the car and got the kids settled in their car seats, I couldn’t help it any longer and sent Sam a text. 

Mark: Who were you texting as you got on the bus? 

I kept looking at my phone for a reply. Sam started typing almost right away, the three dots bouncing. Then they stopped. Then bouncing again. Then nothing. I had a feeling I already knew what was causing her to overthink her response like that. 

“Hey, can you drive?” I asked Heather, knowing I wouldn’t be able to concentrate on anything else until I heard from Sam. “Looks like I’m still dealing with this work issue. I want to get it figured out before the movie.”

“Yeah, that’s fine,” she agreed, easily. 

We traded sides, and I handed off the keys. Once in the car, I watched Heather in my peripheral vision as she busied herself with adjusting the seat and mirrors, and clicked my phone on again, tilting the screen away just in case. 

Still no reply from Sam, so I messaged again. 

Mark: Chris? 

Sam’s response came more quickly with prompting, confirming my suspicion.

Sam: Yes

Mark: What did he say? 

Sam: He just asked what I was doing… I told him I ran into you

Mark: What did you say?

Sam: I told him what happened

Mark: What did he say after that?

Sam: He said it sounded hot, and hearing about it made him really hard, and he wants to fuck me as soon as I get home

Well, fuck. I felt my cock stirring in my shorts again, despite how thoroughly Sam had just drained me in the alley. 

Mark: Is that what made you smile?

Sam: I guess so

Mark: Are you headed home now?

Sam: Yeah, I was going to…

Mark: Well, you know I am going to be busy for a few hours

Sam: Yeah…

Mark: And the thought of him meeting you at your door went through your mind, didn’t it?

Sam: I thought about it

My cock twitched again when I saw her response, so freely admitting that she was thinking about getting fucked by her neighbor again.

Sam: I’m still feeling turned on after you came in my mouth like that

Mark: And knowing how hard he is for you

Sam: Yes

Mark: Turned you on even more when he told you that, didn’t it? 

Sam: Yes

Mark: Do you want permission to have his cock?

There was a longer pause before Sam’s next response. Heather parked the car in the theater garage and we got out, got the kids out, and headed in. I knew I was almost out of time, and it was getting harder to multitask as I walked, holding a toddler who kept squirming away and trying to run ahead on his own. 

Finally, I prompted Sam again. 

Mark: Tell me

Sam: Maybe

Mark: Tell me

Another briefer pause. Then…

Sam: I want his cock

Mark: What do you want him to do with his cock?

Sam: I want him to fuck me

Sam: Hard

Fuck. I was fully hard again, thankful that I’d worn boxer briefs and loose shorts for the outing, hoping my bulge wasn’t too obvious. I adjusted myself a bit to ensure nothing was showing. 

Mark: How wet did it make you, telling me that?

Sam: So wet

Sam: I’m clenching and squeezing my thighs together on the bus right now

Mark: He’s going to be waiting at your door, isn’t he?

Sam: He might be

Sam: Or watching from his apartment

Mark: You won’t be able to resist him, will you?

Sam: I will if you tell me to

Mark: How badly do you want his big cock?

Sam: I feel like I need to be fucked

Sam: But I could just play with my dildo if you don’t want me to invite him over

Mark: He did fuck you nice and hard

Sam: Yeah

Mark: I know it’s been almost a week since I’ve been able to fuck you

Sam: It’s ok

Mark: And you were a very good girl today in the alley

Sam: Mmm

Mark: Do you think you deserve his cock from that?

Sam: Maybe

Sam: But I don’t want to, if you don’t want me to do it

We got to the ticket counter. I had been the one to purchase the tickets online, so I had to scroll through my email to find the barcode and scan us all in. And then we were headed into the theater.

“Everything settled with work yet?” Heather asked, looking back over her shoulder as I continued to juggle a kid and my phone. 

“Almost,” I stalled. 

“Why don’t I take them inside? You finish up and come in when you’re done.” 

“Yeah, okay. Thanks,” I said, handing off the other kid and letting them go on ahead. Our daughter started crying when she saw I wasn’t following and I felt bad, knowing I had to wrap things up with Sam and get back to them. I had to decide what I wanted to tell her to do. 

I knew it wasn’t really fair for me to deny Sam from fucking her neighbor, especially since I wasn’t available to see her that much. Still, my gut feeling was that I didn’t want him to have her again so soon. I didn’t want him to get the idea that he could just text her whenever he was horny and she’d be available for him. Even if she was feeling tempted to be with him again, he didn’t need to know about it.

Still, I knew. Between that, and remembering the stunt he’d pulled with that photo, sending it to himself and getting her number, I felt like I had to re-stake my claim over Sam, or something. He needed to know this slut was already taken. The thought of having her tell him so caused my dick to twitch yet again. 

Mark: Tell him he can just keep jacking off to your pic

Sam: :P

Mark: He knows you’re MY slut, right? 

Sam: Yes

Mark: Tell him he doesn’t have permission to have you again 

Sam: You want me to say that? 

Mark: Yes

Mark: I want to see the messages

Mark: Go home and wait for me to make you cum later

Mark: Curtains stay closed

Mark: You can touch yourself, but you’re not allowed to cum until I say

Sam: Okay :) 

Mark: Good slut

Mark: I have to go

Mark: The movie is about to start

Mark: Tell him

Sam: I will

Mark: Keep yourself ready for me

Mark: I’m going to make you cum hard later

Sam: Mmm okay

Sam: I can’t wait :) 

Mark: And you will have my cock again soon

Mark: I won’t keep you waiting much longer

Sam: Even better :D 

Mark: I have to go

Sam: Okay

Sam: Enjoy the movie ;) 

Mark: Thanks

Mark: Be good

Sam: I will :) 

Mark: Later, slut :-*

Sam: :D

Finally satisfied, I clicked my phone off and turned off the ringer, heading into the theater. 

(Sam)

It took me a few tries to draft my response to Chris after hearing from Mark. It felt awkward to think about telling him I didn’t have permission to see him. But the idea of giving Mark that much power over me and my choices, and letting Chris see that, was keeping me smiling and squirming in my seat on the bus. Finally, I held my breath and hit send. 

Sam: Sorry, I’m not free tonight after all

Chris: Married Mark’s plans suddenly cleared up? 

Sam: Not really

Chris: Then what? 

Sam: I told you, I’m not available 

I watched the bouncing dots come and go as Chris seemed to formulate his next response. 

Chris: He told you not to see me, didn’t he? 

I felt an anxious tension in my shoulders and realized that most of my body had tensed up. And yet, I was also smiling. Forcing myself to take a breath and lower my shoulders from up around my ears, I bit my lip and typed out my answer.

Sam: Yes

Chris: And you’re cool with letting him tell you what to do, even though he has a wife and you’re just his side piece? 

I knew it didn’t really make sense. And predictably, Chris didn’t get it. But I’d decided it was what I wanted, so to me, none of that mattered. I was more excited for Mark to see the messages later than I was interested in explaining any further to Chris. 

Sam: Yes, I am

There was no response for a while after that. 

I got off the bus a few blocks away from my apartment and walked the rest of the way. Even after that exchange, I was still a little apprehensive as I came around the corner of the building, hoping I wouldn’t find Chris waiting outside. Thankfully, there was no one there. I resisted the urge to look up towards his apartment to see if he was watching for me, and just let myself inside. 

Molly was already home from work, and I was thankful for the distraction while I waited for Mark to be free to chat. We ordered food and hung out, chatting and catching up on a couple of shows we’d been watching together. 

My phone chimed again a while later. My first thought was that Mark’s movie must be over, but I knew it was a little early for that. As soon as I looked at the lock screen, I saw the notification from Chris.  

Chris: Just wanted to let you know what you’re missing out on… I have another friend on her way over, in case you want to watch ;) 

I felt my eyes bugging out as I read the message. I smirked to myself, wondering whether I should read his message as passive-aggressive, or just teasing temptation. Either way, the curiosity was too great to ignore. A few minutes later, when the episode ended, I told Molly I was feeling pretty tired and thought I’d go to bed early. Then, I slipped away into my room.

My curtains were still closed, as Mark instructed. I didn’t want to disobey by opening them, but I did want to check out the girl that Chris had over, and maybe see a little of what they were up to. Maybe if I just peeked around the curtain a little, Chris wouldn’t notice. He’d done the same thing before, and I didn’t know for sure that he had been watching me with Mark until he’d admitted as much later on.  

My phone chimed again in my hand just as I pulled the side of the curtain back to peek out, and I jumped. 

Chris: Are you there?

Chris: I’m going to put on a good show for you, in case you decide to watch ;) 

I felt paranoid for a moment that he must somehow know I was just about to peek. Was he able to see my shadow through the curtain? Just in case, I crossed the room and turned off the switch for the overhead light, leaving just the dimmer bedside lamp. 

Then, back to the window. I peeked around the edge of the curtain and looked across the street to Chris’ apartment. The blinds in his bedroom were wide open, and the lights were on, but there wasn’t anyone there. I shifted my gaze to the left, looking into what appeared to be the living room window. I thought I glimpsed someone walking by, but couldn’t really see anything. So, I waited. Chris promised me a show, and I was confident that he would deliver. 

I pulled up my desk chair and got comfy, sitting beside the window with my legs propped up on the sill, touching myself inside my shorts and panties as I waited to see if Chris and his friend would make an appearance. I was still really wet from having fun with Mark in the alley earlier, and getting more turned on by the prospect of seeing Chris fuck another girl. I slid my fingers inside for a few thrusts and then rubbed along my slit, pressing between my lips and feeling the wetness and spreading it around.

I peeked around the edge of the curtains again, just in time to see Chris walking into the bedroom, leading a pretty girl around our age, with long blonde hair. He brought her right over to the window, looking across the street at my window and smirking just before grabbing her and kissing her, hard. He had her turned to the side so that I could see the kiss, and his hands as they ran all over her body. Without hesitation, he started stripping her, beginning by peeling her v-neck t-shirt off over her head. Then he unhooked her bra, discarding it quickly. His hands cupped and squeezed her breasts, which were smaller than mine, but still fairly big - probably a C-cup. I felt my clit tingle as I watched Chris pinch her nipples, kissing down her neck and chest until his mouth caught up to his fingers. My chest heaved as my hand moved faster in my shorts. I remembered the text from Mark, telling me not to cum until he gave permission, but I wasn’t sure I’d be able to stop myself.  

Next, Chris turned the girl to face the window and pushed on her back to bend her over until her hands landed on the windowsill as she held herself up. He reached around to unhook and unzip her jean shorts and then knelt down, pulling her shorts and panties down with him. I watched her smile change to a look of pleasure, as Chris appeared to be using his mouth on her from behind.

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As much as I wished I had a closeup view of his tongue on her pussy, and possibly her ass, I knew he had positioned her this way on purpose, wanting me to have a clear view of her face as he pleasured her, as a reminder of what I could experience if I’d agreed to see him. His plan to make me jealous was working. 

The girl’s eyebrows furrowed, her mouth hanging open, lips moving to form curses and to talk to him, likely offering encouragement to keep going, telling him she was close. So was I. 

“Fuck,” I muttered under my breath, rubbing my clit faster, harder. I gave in and did what Chris wanted me to do, picturing myself there instead, bent over against his window as his tongue probed and teased my pussy. 

Then Chris pivoted the girl to the side, bending her over his desk. I got a view of his hands on her ass, spreading her cheeks as he buried his face between them, eating her out enthusiastically. I pulled my hand out of my shorts suddenly, writhing through what felt like a mini-orgasm as I let myself get so close to the edge. The blonde was cumming too, as she reached back to grip Chris by his hair, holding his face against her ass and grinding on him, her thighs shaking. 

Once I had calmed down enough to touch myself again, I continued rubbing and watching as she stood and turned back around towards Chris, letting him pull her into a kiss, tasting herself on his lips. I realized I wanted a taste, too. Of course, I’d love to swap places with her and kiss Chris after he made me cum in his mouth, but I also had a sudden desire to kiss him right then and taste this other girl on his lips, his tongue. I’d never really felt any attraction to another girl before, so the thought was new and confusing for me. 

But I’d have to return to it later. Chris was moving on, looking over at my window again as he pushed his friend down to her knees before him. A soft moan escaped my lips, my fingers picking up speed again.

His lips moved, and I was dying to know what he said to her as he pulled his hard cock out from his shorts, stroking it in her face, pressing on her forehead until her head leaned back, lips parted. Then he pushed himself into her mouth, thrusting in just past the head. They were still facing sideways in front of the window, so I had a clear view of how much of his cock she was taking, how much he gave her with each thrust, his hands still holding her head still. 

That didn’t last long, though. After a few initial shallow thrusts, the blonde swatted Chris’s hands off of her head and pressed back on his hips, putting a stop to his thrusting. She looked up and said something to him, and then continued sucking him, but at her own pace. Her hand wrapped around him near the base of his cock, and she held him there as her mouth worked on his head. 

Chris adjusted by resting his hands on his hips and looked out his window towards mine again. He smirked in my direction and I felt like I knew what he was thinking. What he wanted. What I would’ve given him. I smirked too, feeling more turned on to think about him using me for the slutty things that this other girl wouldn’t do. 

She continued sucking him for a while, pulling back every so often to say something and/or take a break, her hand working his cock in the meantime. He was talking back to her, maybe giving her directions, or at least attempting to. She added her other hand to his cock, stroking him with both, twisting them around his impressive length. Then she brought her lips back to his tip, licking and sucking. 

I figured he must be close and wondered if the girl would let him cum in her mouth. If so, would she swallow it? It was clear this wasn’t her first time with Chris, so she must know how much cum he normally has. As determined as I was, I had a hard time swallowing all of it. I wasn’t sure what this girl would do. I knew it would turn me on to see her take it all, or at least try to. But another part of me wanted her to refuse it. It would be exciting to know that there was something else I could do for Chris that she wouldn’t. I enjoyed thinking that I was a better slut than she was. 

She kept stroking and sucking. My eyes bounced back and forth from the way she was working his cock to the strained expression of pleasure on his face. He was mostly looking down at her, occasionally risking more glances out the window towards me.

I watched him mouth the words, “I’m cumming,” and then he was. She flinched, and I imagined the feeling of the first spurt of his cum hitting the back of her throat. My throat. I rubbed my clit faster, wanting to feel that so badly… to feel his cock pulsing between my lips as stream after stream of cum filled my mouth. That thought, and the memory of his taste, was nearly enough to send me over the edge a second time. I reluctantly forced my slick fingers away from my clit once again, squeezing my thighs together through another ruined orgasm, stifling the loud groan I wanted to let out. 

Of course, Chris was still hard and ready after spilling his first load into his friend’s mouth, which she swallowed. He brought her to the bed. It was further away from the window, so I didn’t have as good of a view anymore, but I could see him lay her down on her back near the foot of the bed, climbing right on top of her, between her legs. There was some more talking, negotiating as he knelt over her, stroking his cock, ready to fuck her. I imagined her asking him to put on a condom, or telling him not to cum inside her. More slutty things that I could do for him instead. 

Finally, Chris leaned further over her. I couldn’t quite see, but he seemed to ease into her slowly. It was almost excruciating to see how slowly they were going. It looked like Chris only had the head of his cock inside of her, barely thrusting as she seemed to adjust to his size.

That brought me back to the feeling of having Chris inside me for the first time as I straddled him and slid down on his cock. Maybe he’d had me in that position on purpose, to let me control how much of him I could take. But I also remember how desperate I was to feel more. It didn’t take me long to slide all the way onto his cock. Then, when he moved behind me, I had pressed back on his huge cock before he even started thrusting to feel more of him inside me. I remembered him sounding surprised that I wanted more. Maybe that wasn’t what he was used to.

Chris’ pace finally picked up, pulling me out of my thoughts as I watched him fuck her harder, faster. He moved one of her legs against his chest, over his shoulder, and straddled the other. Then he tilted her hips a bit and kept thrusting vigorously enough to make her tits bounce. He grabbed and squeezed them, all the sensations of fucking her keeping his full attention.

I could only imagine how deep he must be hitting her at that angle. Her head rolled back as her back arched, and Chris began thrusting even harder, faster. I knew she must be cumming, and reached back in my memory once again to imagine how it had felt, clenching around his huge cock. I wanted to feel that again. 

I thought about getting out my dildo, but resisted. There would be no way of stopping my orgasms if I used it, so I resolved to stick with just my fingers. Besides, my dildo was at least an inch smaller than Chris and not as thick. I made a mental note to think about buying a bigger one soon. 

Wanting better access for my fingers, I stood up to pull my shorts and panties down, then sat back in the desk chair and propped my feet back up on the window, spreading my legs wide and sliding two fingers into my wet pussy. Peeking back around the curtain, I worked up the pace of my thrusts to match Chris’, fucking myself as he fucked his friend. I had to pull my fingers out abruptly to stop myself from cumming three more times, feeling increasingly desperate for a release. I ached to feel Chris fucking me through orgasm after orgasm.

Hers were harder to count, and I was distracted by my own near-releases, so I didn’t know how many more times she came on his cock before he pulled out and covered her stomach and chest with his cum. As always, it was a sight to behold. Even from across the street and through our windows, I could see several spurts shooting out from his tip and landing on her, causing my jealousy to flare up again.

Chris was still hard, even after cumming for a second time, but they appeared to be finished. After resting and talking for a minute, Chris got up to get a towel, which he used to help his friend clean herself off. He pulled his underwear back on as she picked up her clothes and carried them with her into the bathroom. As soon as she left the room, Chris picked up his phone and walked back over to the window, looking at my window again as he typed out another text. I picked up my phone and waited for the message. 

Chris: I hope you got to see at least part of the show

Chris: It really turned me on thinking you might be watching

Then the three dots started and stopped a few times before one more text came through.

Chris: Still wish it had been you instead… I hope you do, too ;) 

I smiled and peeked out my window at him. I wanted to let him know that was exactly what I had been thinking, or at least to let him know I was watching. But I remembered Mark’s instructions and somehow resisted the urge to respond. 

(Mark)

As soon as we got home from the movie, I texted Sam. I couldn’t wait to find out what happened with her neighbor.

Mark: Did you obey my instructions? 

She responded right away. 

Sam: Yes :) 

Mark: Good slut

Mark: Have you been touching yourself? 

Sam: Yes

Sam: I got close a few times, but stopped before I came

Mark: Thinking about Chris? 

There was a longer pause before Sam’s next response. I guessed she was feeling hesitant to admit that she was getting turned on thinking about her neighbor, remembering how he’d fucked her. But I already knew that’s what she was thinking about, and just wanted her to admit it. So, I prompted her. 

Mark: Thinking about how he fucked you? Wanting more of his big cock? 

Sam: Yes, I was thinking about how he fucked me… and watching him fuck another girl that he invited over when I turned him down 

I had to reread the message twice before I realized she was saying she’d actually watched her neighbor with another girl. I knew I had to call her to hear her tell me the rest, but the coast wasn’t quite clear yet at home. Heather was in the hallway bathroom giving the kids their bath. I decided to go help, to hopefully speed up the process and get them all off to bed.  

Mark: I’m going to call you to hear the rest 

Mark: And make you cum

Mark: Give me 20 minutes

Sam: Okay :) 

***

Almost thirty minutes later, everyone was finally in bed. I went back out to the living room and sat on the couch, turning on the TV for extra background noise before calling Sam. 

“Hi,” she answered. I could hear her smile. 

“Hi, my slut.” 

She laughed a little. 

“Were you a bad little slut, opening your curtains without permission?” 

“No…” she replied, hesitantly. “But I did peek around them.” 

I couldn’t help chuckling a little. “So you got to watch the show, but he didn’t know you were watching?” 

“Yeah. He kept texting, telling me to watch at first, and then asking me if I was there afterwards, but I didn’t respond at all.” 

Sam seemed proud to report that she’d resisted, so my instinct was to believe her. “Good girl. Were you touching yourself while you watched him fuck that other girl?” 

“Yes.” 

My cock twitched as I heard her admission, and I started rubbing it through my shorts. “And you imagined yourself there with Chris instead of her?” 

“Yes,” she admitted easily, sounding breathy. 

“You’re close right now, aren’t you?” 

“Yes, so close… I almost came so many times. I pulled my fingers away before it was too late, but each time it felt like I had a mini-orgasm, even after I stopped touching.”

I opened my shorts and looked down the hall cautiously before pulling my cock out, stroking as I imagined Sam edging herself like that. “Such a naughty slut, edging yourself while you were watching your neighbor fucking someone else. Did you use your dildo and imagine his cock inside you?”

“No,” she blurted. “I wanted to, but I was afraid I wouldn’t be able to stop myself from cumming.” 

“That was probably a good call. I want you to use it now, though. Get that dildo out and fuck yourself with it while you tell me what you saw. What you imagined Chris doing to you.” 

“Fuck,” Sam muttered. 

But I could hear her opening the drawer and getting out the toy. “On your bed?” 

“Yes, I’m in bed. My shorts and underwear are still off.”

“Still?” I asked, a hint of amusement in my voice as I caught her little omission. 

Sam laughed a little nervously. “Yeah… I took them off while I was watching him fuck her, using my fingers. It was too hard to finger myself with them still on.”

I groaned, tightening my grip on my cock as I stroked. “Such a dirty girl.” 

Sam moaned, and I heard the dildo switch on, the vibrations audible through the phone as she started working it on and in her pussy, moaning steadily, softly. 

“Tell me what you saw while you fuck yourself with that dildo. I want to hear about everything that got you so close to cumming. And this time, I want you to cum as you tell me about it.” 

“Oh fuck… I don’t think I can wait!” Sam yelped, struggling to control her volume. “Cumming now!” I heard her muffled moans and shaky breaths as the orgasm took over.

“Fuck. That’s it, Sam, cum hard for me. It’s so hot to hear you cum so fast,” I said, then going quiet to listen to all of her sounds. I loosened my grip on my cock until I was barely stroking, not wanting to let myself cum so quickly. 

“Fuck,” she breathed, finally coming down. “I didn’t mean to cum like that… I wanted to ask you first, to hear you telling me to cum, finally. But it just happened.”

I smiled. “Don’t worry, you’ll get to ask permission for more. You’re going to keep cumming for me. You’ve been such a good slut tonight, saving your orgasms for me.” 

“Mmm,” she moaned. 

“Now tell me. And don’t stop playing with the dildo.” 

“Okay,” she breathed. I could hear the squelching of the vibrator slowly thrusting into her wet pussy in the background. “First, he undressed her right in front of the window for me to watch.”

“Did you like that?” I asked, stroking a little faster. 

“Yes. She was really beautiful. And I enjoyed seeing the way he touched her and played with her breasts.” 

“Mmm. What else?”

“He bent her over towards the window and was going down on her from behind. I watched her face as she came. Then he turned her sideways so I could see him touching and slapping her ass, and eating her pussy.” 

“Did you get close to cumming while you watched that?”

“Yes. I felt jealous. I imagined him doing that to me.”

I had to stop stroking again when she said that. It was crazy how much it turned me on to hear her admit she was feeling jealous, wanting another guy like that. “Which part almost made you cum?”

“Seeing the way he was licking her pussy so enthusiastically. I had to pull my fingers away when he made her cum.” 

“Cum again now. Close your eyes and reimagine it, seeing Chris’ mouth on her pussy. Rub that dildo on your clit and imagine him eating you out like that. Make yourself cum for me now as you think about it. Not cumming until I say.” 

“Oh fuck,” Sam moaned. 

I could hear her moving the dildo faster, her breathing getting heavier once again. “Cum for me, my slut.” 

“Ohh god!” 

“Cum on his tongue. Come all over his face.” 

“Oh fuck, I’m cumming!” Sam said. 

And then she was. I listened to her stifled moans and erratic breaths, changing to a firm grip on my cock, imagining her clenching around me. “Good girl,” I muttered, my voice shaky as I got close again. When I could tell she’d finished cumming, I prompted her again. “Tell me what happened next.” 

Sam sighed and continued. “He pushed her down to her knees to suck his cock.” 

I smirked, knowing how much that must’ve turned her on. “Did you almost cum again as soon as you saw him pushing her down like that?” 

She laughed a little. “Almost. I wondered if that’s why he did it.”

“Probably. Did he put on a good show for you?”

“I think he tried. But she pushed his hands away pretty quickly and didn’t really let him thrust into her mouth or go very deep.”

I was close again, thinking about the way Sam always enjoys being used and treated like a slut. I knew she must’ve liked that. Seeing that another girl wouldn’t do what she would. “I guess he still needs a dirty slut who will let him face fuck her with that big cock.” 

Sam moaned. 

“Did he cum in her mouth?”

“Yes.”

“Did that almost make you cum again?” 

“Yes. I was remembering how it felt when it was me.”

I smirked. “Thinking about that again now?”

“Yes.”

I felt the now-familiar twinge of jealousy as she admitted to her thoughts about Chris. But I also remembered that I was in control, because Sam only wanted to do as I said. “Good. I want you to cum again. Right now, Sam.”

“Fuck!”

“Cum again, as you remember Chris filling your mouth with his cum. Think about how he fucked your face and came in your mouth twice before he fucked you. Think about how badly he must want to use your slutty mouth again. But he won’t, until I allow it.” 

“Ohh god.” 

“Rub that dildo hard on your clit. Imagine his cock thrusting down your throat while you do it.” 

“Oh fuck, I’m cumming!” she moaned. 

“Good slut,” I muttered, tightening my grip and slowing my stroking, listening and imagining her cumming again on my cock again. “What happened next?” 

Sam was breathing hard, taking her time to come down from her third orgasm. When she was ready, she continued. “He got on top of her on the bed and started fucking her. He had her turned to the side at an angle a little, with her leg up over his shoulder.”

“Nice. I bet his cock went nice and deep in that position.” 

“Yeah, that’s what I was thinking.”

“And it made you want to feel him like that.” I didn’t bother phrasing that as a question. 

“Yes. That’s when I thought about getting out my dildo, to imagine him inside me.” 

I stroked faster as I imagined Sam sitting there, rubbing her clit and fingering herself, needing more. Wanting a big cock inside her needy pussy. “That’s when you took off your shorts, to fuck yourself with your fingers instead?” 

“Yes.” 

“So hot. Were you sitting by the window in your desk chair the whole time?” I asked, remembering her set-up from the first time she’d put on a show for her neighbor. 

“Yes. With my feet propped up on the windowsill.”

“How many times did you have to stop yourself from cumming while he was fucking her?” 

“A few.”

“Lose count?” I smirked.

Sam laughed a little. “Three more times, I think.”

“Mmm. Is that how many times she came?”

“I’m not sure. It was hard to tell from here.”

“How many times did he cum?”

“Just once more, I think.”

“In her pussy?”

“No. He pulled out and came on her stomach and chest.”

“Nice. Maybe part of his show for you.”

“Maybe. I wondered if she might have told him not to cum inside her.”  

“Think she did?”

“I’m not sure. She said something to him as he was getting close.”

“She’s not as slutty as you, letting him cum wherever he wanted.” 

“Mmm.”

“You like hearing that?” I asked, unnecessarily.

“Yess,” Sam moaned. “I love hearing you tell me how slutty I am.”

“Fuck,” I groaned. “That’s so hot. You’re such a hot slut for me, Sam. I’m so turned on thinking about much you wanted your neighbor to fuck you today. Knowing you turned him down because I told you to. And then you had to watch him give his cum to some other slut instead. Touching yourself, but unable to cum when she did. All of those orgasms you missed out on, by following my instructions and being such a good, obedient little slut for me.”

“Ohhh god!” Sam whimpered.

I knew I was close and ready to cum. “Time to cum again. I want to fill your pussy.

“Oh god, I’m so close.”

I groaned, stroking faster, gripping my cock tighter. “Don’t stop. I want you to cum hard for me.” 

“Fuck,” Sam whimpered. 

I was breathing harder, moaning and muttering curses. “How bad do you want my married cock?”

More whimpering. “I want your cock so bad. I wanted you to fuck me right there in the alley today.”

“I wanted to fuck you, too. I wanted to feel my slut’s pussy.”

“Fuck! I was so turned on to make you cum down my throat while your wife was just around the corner, in the restaurant. I’m clenching so hard right now, remembering it.”

I wanted to push her over the edge, not sure how much longer I could hold on. I grabbed a handful of tissues from the box on the end table next to me in preparation. “Yes, it was so hot knowing how easily we could’ve gotten caught. You love being my slut, don’t you?”

“Yess,” Sam breathed. 

“Tell me.”

“I love being your slut so much. I love it when you tell me what to do, and tell me how to touch myself. I love the way you use me to make yourself cum. I just want to do everything you say, to hear you tell me I’ve been a good slut for you.”

“You are a good slut. Tell me what you’re feeling.”

“My pussy is throbbing and gripping the dildo. Everything’s clenching, my toes are curling.” 

“I want to feel you clenching around my cock.”

“Oh god! I want that, too.”

“I can’t wait to feel your pussy clenching on me. Squeezing.” 

“Oh god, I’m gonna cum. Can I? Please? Fuck!”

“Yes, cum. Cum now, Sam.” I felt my release coming and couldn’t hold back anymore. I held the tissues to the tip of my cock as I felt the first spurt of cum. “I’m cumming!”

“Ohhh god, I’m cumming too!” 

I kept cumming, accidentally dropping the phone and cursing as I frantically reached for more tissues.

Once my mess was contained, I picked the phone back up as I brought the tissues to the garbage in the kitchen. “Sorry,” I whispered. “Big mess to clean up.”

“Mmm,” Sam moaned softly. “I like hearing that. I want to feel you cum hard like that inside me again.”

“You will soon.” 

“Do you think you can sneak over on your way to work tomorrow? I just want to feel you fucking me, cumming fast inside my pussy. Please? It’ll be so fast, then you can get to work…”

My cock twitched again. It was so hot to hear Sam begging me to come fuck her like that, knowing she was waiting to feel me. And that she followed all of my instructions tonight, despite how horny I left her after she sucked me off in the alley. I knew I couldn’t keep her waiting much longer, or she’d end up fucking Chris the next time he tempted her. 

“Yes, I’m going to come over and fuck you tomorrow morning,” I answered softly, cautious of how my voice might echo more in the kitchen, closer to the hallway and bedrooms. “I can’t wait any longer to feel your tight, wet pussy around my cock.” 

She sighed, breathing harder once again. “I want that so much.” 

“I know you do. Show me again that you’re my slut. Cum one more time for me right now.”

“Oh, fuck!” she whimpered. 

“Do it, Sam.”

“Okay,” she agreed easily. I heard her switch the dildo back on. 

“Good girl. Tell me what you’re thinking about.” 

“I’m thinking about feeling your cock sliding into me. I love the way you tease me with it. I love feeling it rubbing inside me as you thrust into me. You always make me cum so hard. So many times.”

“I love making you cum. I love how wet you get for me, cumming so many times.” 

“Yess. I always want more of your cock. And your fingers. And your mouth. You make me feel so good.” 

“Cum again. Cum for me now, Sam. Be my slut. Cum again as you think about having my cock buried deep inside you in the morning. Stopping by to use your pussy on my way to work. Such a hot college slut.” 

“Ohhh fuck, I’m cumming!” she whispered. 

I could hear her writhing and breathing harder once again, moaning softly. “Good girl.” 

“Mmm,” she moaned languidly, finally sounding sated as she came down from her fifth orgasm of the night. 

“I hope that almost makes up for missing out on getting fucked by your neighbor tonight,” I said, wanting to acknowledge and appreciate her holding out for me. “Or maybe after I give you a few more in the morning.”

Sam laughed. “There’s nothing to make up for. I’d rather cum with you. But yes, it was definitely worth the wait.” 

“Good. I need to get to bed.”

“Early morning?” she joked. 

I laughed a little. “Looks like it will be. I’ll let you know when I’m on my way.” 

“Okay, sounds good. You can probably just double-park in front of my building if you can’t find a spot easily. I promise to keep it quick and not make you late for work.” 

“We’ll see. It should be a fairly slow morning, so I might let them know that I’ll be a little late.”

I could hear Sam’s smile as she replied. “That works, too.” 

“Goodnight, my slut. Dream about me.” 

“I’ll try,” she laughed. “Goodnight.” 

Published 
Written by AJPages
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