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The New Neighbor - chapter 6

I felt like Kristina was testing me over the next few days, waiting to see how long it would take for me to break. She made no mention of giving me back the keys during our limited interactions, maybe gauging to see how long I would last.

I myself was trying not to let her know how desperate I was becoming, the thought of her having the key to my cock was definitely an arousing one, which was maybe why I hadn’t cracked on the first day. I think a part of me wanted her to know that I wasn’t easily beaten, I think she liked the challenge.

But by day three of being in chastity, I knew it was time to admit defeat. I was hoping to see Kristina when I got home from work as I sometimes did, but she wasn’t there today. So instead, I waited a while until I knew she wouldn’t be busy and headed over to knock on her front door.

“Ah, Paul. What can I do for you?” Kristina asked as she answered her door, although I had a sense that she already knew.

“I give in, you win.” I said.

“Win? Win what?” She had an amused expression on her face.

“You know. The chastity cage, I was wondering when I could get the key back.”

She broke into a smile before answering. “Ooooh right. I forgot I had you locked up, I put so many people in cages it’s tough to keep track sometimes.”

“Wait, seriously?” I asked.

“Haha, maybe. Maybe not. But let’s talk about your cage in particular for now. How long has it been?”

“Almost four days. Four very frustrating days.”

“Hmm, you should be careful about how much you push yourself, you know. Now that I know you are capable of almost four days in chastity then the next time I lock you up will be for at least that long.”

“Next time?” I said, my cock twitching.

“Well you keep giving me opportunities. And I’m not one for making things easy. Just imagine, if you carry on like this then how long will it be before I have you locked up for weeks at a time?”

“Weeks?” I gasped, wondering just how crazy horny I would be if I were locked up for weeks at a time.

“Does that idea excite you, Paul?”

“Umm, no…or yes. I don’t know.” I answered.

Kristina leaned to answer. “No, but I do.” My heart surged at her response. “Anyway, onto the matter of your key. What would you be willing to do for me to get it back?”

I wanted to say I would do anything, but managed to restrain myself. “I could take you out for another nice meal?”

“Hmm, I do love being wined and dined. But I don't have much free time tonight, so it will have to be tomorrow.” There was a slight smile on her face as she said this. “You pick me up after work tomorrow and I’ll bring the key with me, how does that sound?”

Kristina looked at me with an eyebrow raised, as though daring me to disagree with her. Of course this meant that I would be locked for another day, which I wasn’t thrilled about, but I wasn’t going to say no to spending time with her.

“Sure…that’s fine.” I replied.

“I thought so, then I’ll see you tomorrow, Paul.”

I said my goodbyes and headed home, still locked in chastity for another twenty four hours at least. I had a feeling she did this on purpose, pushing me to spend one more day locked, and I had let her. Mostly because I was looking forward to spending more time with her.

I managed to keep myself distracted with TV and food for the rest of the evening, before settling into bed. The problem with being in bed was that my late night thoughts would wander to places that caused the cage to feel a lot tighter.

‘Bzzt’ Bzzt’

My phone vibrated with a message before I could fall asleep. I opened it up to see a message from Kristina. The only content in the message was a link to a website.

I clicked it open and watched as a webpage loaded, a page for a local dominatrix….It was Her.

Mistress Krystal, apparently this was the name she went by in her professional capacity.

I scrolled through the page, looking at different pictures of Kristina in various tight, leather or latex outfits. There were links to paid subscriptions where she posted custom content, request pages for specific kinks, videos to buy and download, everything.

My cock tried to harden in the cage as I scrolled through her page. As I read, I got the distinct feeling that I had only seen a fraction of what she had to offer, and so far I had gotten it for free. I knew it was a bad idea, given that I was still in a chastity cage, but I had to know more. I clicked on one of her cheaper videos and decided to buy it. The preview pictures showed Kristina in a shiny, black outfit. Tight pants that hugged her ass and hips along with a corset that pushed up her chest nicely. Her hair was sleeked, shiny and held in a tight ponytail high up on her head.

‘Desperate couple dominated by strict Mistress Krystal’

I clicked play as soon as the video downloaded and skipped quickly through the video, knowing I couldn’t watch the whole thing while locked like this.

Mistress Krystal had a man and a woman tied to the bed, asses in the air as she alternated spanking both of them. I watched this scene for a minute, seeing all four ass cheeks being professionally reddened by my neighbor. I skipped ahead.

Mistress Krystal still had the couple bent over the bed with their red asses on display, but she was now holding two butt plugs in her hand. One of which was positively huge, while the other was, I would guess, a medium sized one. I wasn’t exactly a connoisseur of sex toys.

“Okay, one of you gets the smaller plug, one of you gets the bigger one. You have thirty seconds to decide, or I find an even bigger plug and stuff you both. Choose.” I couldn’t see either of the couples faces as the camera was set up pointing at their behind, but I could hear them both.

“I can’t take a plug that big!”

“Neither can I”

“Baby please, come on, you’ve taken things up your ass before.”

“Not that size!”

“Ten seconds.” Mistress interrupted their bickering.

Eventually, the girl conceded to taking the larger plug. “Alright, alright. I’ll take the bigger plug.”

I watched, fascinated as Mistress Krystal, Kristina, lubed up the larger of the two plugs and began slowly working it into the girl's ass as she moaned and grunted.

I had to skip ahead, the cage feeling tighter.

The last scene, towards the end of the video, had the girl tied to the bed, on her back with her legs suspended in the air and her ass hanging off the end of the bed, the base of the large plug could still be seen, the man was standing in between her legs, his cock buried inside the woman's pussy. Mistress Krystal was standing behind the man, wearing what looked like a very thick strap on, half of which was already lodged in the man's back passage.

“Now,” Mistress Krystal spoke. “You are going to fuck your wife until you cum, but in order to do so, you will have to impale yourself on my nice, thick strap-on. If you had been more chivalrous, and taken the larger plug earlier, I would have used a much smaller cock on you, but instead, your poor girlfriend's ass is now being stretched so wide it may never recover. So it’s only fair you get a taste of the same. Right?”

“Y-yes Mistress.” The man responded. I could see the predicament play out in front of me as the man began slowly pulling out of his wife, which of course meant that he was pushing his ass further back onto Kristina’s dildo. “Ah! It’s so thick.”

“And whose fault is that? Now keep fucking her. You’re not leaving until you orgasm.”

I watched for a few more seconds, curious as to how much of the large strap-on the man could allow into his ass. I closed the video and put down my phone.

I was so turned on I had to stop, my hand was already squeezing my caged package, desperate for any kind of sensation. It took me a long while to calm down after that. I assumed this was Kristina’s intent. Send me her link, knowing that the things on that site would be a turn on for me.

My sleep was frequently interrupted that night, something I was keen to let Kristina know about on our ‘date’.

I got home from work the following day, looking forward both to the evening with Kristina and to being released from chastity. I was just about to head out to see if she was ready to go, when I received a message from her.

‘Wear panties.’

Two words, that was all the message said. Would I do it? Was this an order? Or was it just another way to embarrass me. Would she let me out of the cage if I refused? I was too desperate to risk it, so I grabbed one of the pairs of panties from our earlier meetings, the powder blue pair.

With the soft panties hidden beneath pants, I headed over to call for Kristina.

We were sitting in the same restaurant we had visited once before, except this time I was locked in chastity and wearing panties. I was a little paranoid as we walked to our table, thinking that someone would be able to tell what I was wearing, constantly adjusting my shirt to make sure it was hiding the frilled waistband.

“So, Paul, how was your night last night?” Kristina asked, sipping the wine which had just been delivered.

“Hell, thanks to you.”

“Me? I was at home minding my own business.”

“Oh please. You knew what you were doing when you sent that link.” I said.

“That’s true, but I only sent it, I didn’t make you click it. And I certainly didn’t make you watch a video of me playing with that submissive couple.”

I almost spat out a mouthful of my drink. “What?! How did you…?”

“I don’t think it was a coincidence that less than an hour after I sent you the link, I received a notification that one of my old videos had just been purchased. A quick log in to my website and I could see which video it was.”

“Oh….I guess that makes sense. Guess I couldn’t help being curious.”

“Mhmm, so did you watch it? What did you think?” The cage was tighter once again.

“Well I didn’t really watch it all, couldn’t risk it with the cage, I only really skimmed through it. But it was definitely a turn on.”

“So you didn’t see the ending? How much the guy moaned as I started pounding him with my strap-on? I was essentially fucking them both at the same time by the end, thrusting so hard I was pounding him into his wife.”

“Please stop.” I said, my cock was pressing into the cage so hard now that I thought it would break free….unfortunately it didn’t.

“What’s wrong? Are you turned by the idea of a good, hard pegging?”

“No!”

“I told you not to lie to me, Paul.” Her tone was a little harsher.

“Okay, fine. It turned me on a little, but lately that’s because everything you do turns me on.” I may have overdone it with my admission.

“Everything? That’s a fun piece of information, and it was very honest. Thank you.” She said, seeming satisfied with my response.

“You’re welcome. But while we’re on the subject of me being turned on, I would love it if I wasn't locked into a chastity cage right now.”

“I’m sure you would, but I don’t have the key with me.”

“You left it at home?” I said.

“Of course I did, what were you going to do, unlock yourself here and jerk off in the bathroom? Then what? Walk around with the cage in your pocket for the rest of the evening? I’ll unlock you when we get home, if you’re on your best behaviour. Speaking of which, did you get my test earlier?”

“Yeah, I got it.”

“And?”

“And I did as you said.” I answered, confirming that I was indeed wearing the panties.

“Haha, I know you did. I just wanted to hear you say it.”

“Oh yeah? How could you possibly know?” I said.

“Well, there’s the fact that you’re probably very desperate to be out of the cage so you wouldn’t dare defy me for one. And then there’s the very obvious panty lines that I saw on the way in here.”

Shit! Was she kidding? “Pantylines! Are you serious?” I leaned sideways in my seat, lifting one cheek off the seat to see if I could see anything. She was right, there was a faint outline of the underwear running along my ass that could be seen imprinted against the tight jeans I was wearing.

I felt the blood rush to my cheeks as I realized that people would have been able to see pantylines as I walked in.

“Oh relax, I’m sure no one here was staring at your ass as you walked in.” Kristina said. Seeing my embarrassed blush.

“Maybe you’re right, but clearly you were.” I replied, with a small smile of my own.

“You caught me. You do have a very nice ass, Paul.”

“Why thank you, so do you.” I replied as we clinked our glasses together with a small laugh.

“Well, you would know. You have had more than one up close look.”

My cock surged once more as I was reminded of that fact. “You’re not wrong, but maybe I need another one, just to make sure.” I added.

“Ohh, look who’s suddenly coming out of his shell, Mr repressed is finally willing to admit that he likes being dominated by women.”

“Nah, I think it’s just you.” I replied, which earned me another flattering smile in response. The food arrived and the meal was spent with us joking and flirting in a casual way with each other, my cage was kept tight by Kristina’s ability to drop something sex themed into half of her sentences, but to any casual observer we were just a normal couple on a date.

“So, one more question. And be honest,” Kristina said as we waited for the bill to arrive. “The part of the video you saw last night, with the two plugs. What would you have done?”

“Honestly, I would have probably opted to take the bigger plug.” I said, and it was true. I thought about it extensively last night as I tried to sleep.

“Really?”

“Yeah, I mean, not because I wanted to have something that big stuck up my ass. But because I wouldn’t want the girl to suffer because of me. Plus it would make me seem like the hero of the situation….A crazy, perverted hero, but a hero nonetheless.”

“Hmm, good answer, and I think I believe you.” But I saw a searching look in her eyes, like she was examining me.

I insisted on picking up the tab and we stood up to leave. I immediately became paranoid about someone seeing the pantylines.

“You’re only drawing more attention to it.” Kristina said, noticing me trying to look over my shoulder at my own rear.

“Right. Sorry.” I said, straightening up to walk normally out of the restaurant.

“Come on, let’s go home and I’ll see if I can remember where I put your chastity key.”

“Kristina!” I said, protesting at the possibility that she could have misplaced the key.

“Oh relax, I would never lose something so important.” She replied, smirking at me. Clearly she enjoyed pushing my buttons.

After a pleasant drive home, I pulled into my driveway and followed Kristina into her house to retrieve my key and finally free my cock.

“I have to say, I’m quite impressed you lasted this long. I know sleeping through the night in a chastity cage can be incredibly uncomfortable.” Kristina said.

“You don’t have to tell me.” I said as I followed her down the hall towards her what I knew to be her bondage room. I paused at the entrance as my heart rate increased at the thought of being led back into this room.

Kristina must have sensed the change in my expression. “What’s the matter, Paul, not scared of being in here with me again are you?” SHe asked, playfully.

“Ha, quite the opposite, actually.”

“Good, because I have an offer for you.” My cock surged against the bars of the cage at what kind of offer she would make inside this room.

“I’m listening.” I said, trying to sound more confident than I was.

“Good, because I don’t like repeating myself.” She seemed to slip more into her dom role as she started moving about the room, looking for something. “Option one, I give you the key to your cage, you can take it home and do whatever you want with it. Unlock yourself and masturbate to your heart's content, at least until the next chance I get to lock you up.”

“Sounds fun so far.” I said. “But I’m assuming there’s an option two?”

“Option two is you stay here and let me unlock you, I’ll give you the orgasm myself, and I’m quite sure it will be a lot better from me than from your hand.” I was starting to like option two. “But. When I’m finished, and you’ve had your orgasm, I put the cage right back on you.”

What to do….On the one hand, the opportunity to have Kristina get me off herself sounded too good to pass up, but then I would be right back in the cage, back under her control. She knew what she was doing, and I think she knew which option I would go for. She was making sure that I was giving away my control willingly, which would be another admission that I wanted her to keep dominating me, pushing my boundaries.

“So, what’s it going to be?”

I saw that she had pulled a few different restraints and they were sitting bundled up behind her on a shelf as she waited for my answer. Like she knew which one I would pick even before she asked.

Fuck it, I’ve come this far. “Option two.” I squeaked out my answer, trying not to sound too desperate.

“I thought as much.” She smiled, “Very well. Strip.” The last word was an obvious command which I hastened to follow. “Everything, including the panties.”

I was naked less than a minute later, while she remained fully clothed. I still felt a little vulnerable being naked in front of her, even though I knew she had been up close to my naked crotch more than once now.

“Now, lie over here, on your back.” She slapped her hand on a black padded bench, indicating where I should lay. I did so. “Arms above your head.” She began attaching a leather cuff to each of my wrists before clipping a short chain between them and running through a hoop near the top of the bondage bench so that my arms were held above my head, out of the way.

She moved down to the bottom of the bench, moving my legs apart so that they were open with my feet planted on the floor at either side of the narrow bench, almost in a bench press position. Except I was naked and strapped in place.

When she was happy I was fully secured, she finally revealed the key to my cage, which she pulled from inside her bra. “Just FYI I’ve actually had this key on me all night.”

“I should have known. So this was all just a clever ploy to get me to come home with you?” I joked.

“Ha, if I wanted you to come home with me I would have just asked. I’m almost certain you would have said yes. But I just like teasing you. Speaking of…” She brought the key down and unlocked the cage, finally freeing my aching cock.

“Ow!” I yelped as she quickly pulled the base ring off before I could get fully hard.

“Sorry, Paul, but I had to get the ring out of the way before your arousal made it impossible.” By the time her sentence finished I was fully hard.

“So eager.” She said, reaching out to slowly stroke my cock once, twice, then stopping. “I’d better go and clean your cage seeing as it will be going back on when I’m finished. Don’t go anywhere.”

“Wait, seriously?” I protested as Kristina left the room, smiling back at me as she left me strapped securely to her bench.

I waited for about ten minutes, my cock never softening as I heard water running from somewhere. I was just about to call out for some attention when she finally re-entered, carrying a bowl of soapy water with her.

“I was starting to think you weren’t coming back.”

“Don’t worry, I wouldn’t leave you here all night…not without telling you first anyway.”

“So what’s with the soap? You giving me a sponge bath first?”

“Something like that. Consider this a favor.” She replied, setting the bowl down between my legs and holding up a razor.

“A favor?”

“Of course, a chastity cage will be much more comfortable without all that hair getting tangled or caught.” It had been pulling and pinching somewhat.

“You’re shaving me?”

“Of course. But don’t worry, it’s not my first time.” She smiled down at me as she approached my crotch with the soap covered razor.

I craned my neck to watch as all my curly black pubic hair disappeared from my crotch. She regularly grabbed a hold of my rigid shaft to move it out of the way, but every touch from her bare skin on mine sent shivers through me. Inwardly, I was begging for her to get on with the promised orgasm.

“There, much better. I’m sure the next five days will be more comfortable than the last.” She said when she was finished.

“Five days!” I blurted out my answer, forgetting what she had told me earlier.

“Of course, I told you, didn't I? The next time I lock you up would be for longer than the last. You’re almost at five days now, so five days is your current minimum.”

“Right, you did.” I answered, feeling my cock twitch as she told me that I was about to be locked for most of next week.

“It seems like you like that idea.” She said, eyeing my cock. “Now, where were we….” She took hold of my shaft once again and began slowly stroking up and down, and I do mean slowly.

I started, almost involuntarily, bucking my hips to meet her hand and increase the pace, but she put a stop to that quickly.

“Ah-ah, I control the pace, not you, understand?”

“Yes, sorry.” I said through desperate gasps.

“Sorry what?” She said.

“Umm, sorry…Mistress?”

“That’s better.” I had called her Mistress, what did that mean? Was I officially a sub now?

She began slowly stroking me again, Not enough to push me towards the edge, but enough to make me even more desperate and wanting. This continued for a minute or two, with me doing everything in my power not to move.

“Hmm!” I let out a little whine as the frustration began to overwhelm me.

She responded by giving me three rapid strokes and then returning to her usual slow pace. This happened a few more times. She would stroke me agonizingly slowly, and then she would give me three or four quick, firm strokes.

Eventually, I couldn’t bear the desperation. “Please Mistress.”

“Oh, did you want me to speed up a little?”

“Yes please.” I answered.

“Hmm, but what’s in it for me?” She asked.

“Umm, I’m already going back in the cage. Is that not enough?” I asked.

“Not if you want me to speed up.”

“Okay, then what do you want?” I asked, her hand was still slowly moving up and down my cock, maddeningly slow.

“How about….Panties until you’re released from chastity? Agree to that and I’ll speed up.” Kristina said, clearly enjoying the power she had.

“A-all the time?” I asked.

“Yes, all the time. At work, at home, even in bed. Soft, feminine panties wrapped around your shaved cock. Do we have a deal?” She asked. “Or I could keep up this pace until you finally cum. Who knows how long that will take.”

I knew I couldn’t take this slow teasing for much longer. “Okay, fine. Deal.”

“I need you to say it, Paul. You have to know what you’re getting into.”

“I’ll wear panties until I’m allowed out of the cage.”

She gave me another three quick short pumps. “All the time.”

“Yes. Please. I’ll wear panties all the time.” I felt humiliated saying the words, but I didn’t care, I needed to cum.

“Good boy. Five whole days in sexy panties and a chastity cage. Now I think it’s time you had that orgasm. But before we do, would you prefer to cum with my hand, or in my mouth?” She asked.

“Uhhh, why do I feel like there’s another catch?” I asked.

“You’re learning. How about, two additional days in chastity and panties, and in return I’ll suck your cock dry and swallow every drop.”

“Oh god! Please…I don’t think I can. I’m sorry.” I said, I couldn’t believe I was turning this offer down, but I knew five days would drive me crazy as it was, a full seven might just kill me.

“Hahaha, maybe you’re not so far gone after all, but I’ll enjoy pushing you further. Now,” Her hand sped up to a masterful pace as she drove me quickly to the orgasm I was so desperate for.

“Oh, fuck. Mistress…Yes..Yes..Ahhhh.” I exploded. I came harder than I think I had ever cum in my life, maybe that was an exaggeration but either way, it was fucking great.

“Wow.” I panted as her hand slowed down, milking every last drop from me.

“I hope you enjoyed that.” She said.

“I did, thank you Mistress.”

“Good. Now let’s get you cleaned up.” She returned to the soapy bowl and proceeded to clean up the evidence of my orgasm. A quick, practiced motion later I was back in the cage and the key had disappeared into her bra.

“Now, because I’m such a good neighbor, I have a gift to help you get through the day. Wait right here.” Kristina hopped up and left, leaving me still strapped to the bench. I gave a tug on the restraints at my wrists and ankles, but it was clear I wasn’t going anywhere until Kristina released me. The thought of which caused my cock to stir slightly.

Kristina returned a few minutes later with a small bag. “Here is a selection of panties for you to get you through. I know you only have two pairs.”

“Oh, right, thanks.” I said.

Kristina released the cuffs at my wrists and ankles, allowing me to stand up and get dressed.

I pulled back the panties back up, feeling the smooth satin differently now that I was completely hairless around my cock and balls. I didn’t hate the feeling.

“Have a nice week, Paul. And just so you know, I’ll be checking that you’re keeping up your end of the deal.”

“Yes Mistress.” I replied, feeling the thrill as I said those words again.

“Haha, the scenes over, Paul, you don’t have to call me Mistress anymore. But I’m guessing you liked saying it.”

“Ha, yeah.” I blushed a little at being so obvious. “I’m starting to think you can read minds.”

“Maybe I just know you better than you know yourself.”

“Maybe so….”

It certainly did seem that way. I said my goodbyes and goodnight and headed home, feeling how the soft fabric of the female underwear felt rubbing against me as I did, instantly wondering how desperate I would be by the end of these five days.

End part 6

Comments

Caged_Caroleta

Fabulous chapter and the slippery slop has definitely started, although an alternate time line would be interesting if he had taken the BJ what would have happened.... another option 😈

B. Hypnotized

Another great chapter. I don't suppose you could add Virtually submissive to the collections?

Benjamin

Wonderful chapter. Would love to see more facesitting play in future. Be it in this story or another