Deep Cover Engagement · Part 1

Deep Cover Engagement · Part 1 (1/2)
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I wasn’t supposed to get in this deep, and certainly not this fast. I was supposed to get acquainted, get to know them, get to work with them, but it’s all about improvising. You get an opening, you take it. He came on to me, hard. I was worried about poisoning the well if I said no, so I said yes. It was a way in at any rate.

But then.. It wasn’t even that bad. I expected to have to fake interest a lot more than I did. We actually had chemistry. So when he first took me back to his place, it was so routine, so natural. I didn’t even think about how sleeping with him might jeopardize the case down the line until hours later. If he wern’t in this family, if he wern’t in this line of work, he’s the kind of person that I could tie myself to. He gets me, or at least the me I’m showing him, which is frankly just me without some of the badge-inspired uprightness. I was expecting the son of a mob boss who went to the gym every day to not be so sharp, quick or funny.

He wasn’t smooth like a pickup artist, he simply pressed and had a quick line to reply to whatever reaction he go. So that first time I went up to his place, that was all autopilot. What made me decide to return, aside from not wanting to end this particular identity that took weeks to establish, well that was the result of what happened that first night.

Put simply, well we just flowed. His lips were on mine, his leg between mine, his hands gripping the small of my back. And as he began to remove his shirt I began to do the same without even thinking. I had seen the surveillance photos, but seeing his bare chest up close, feeling it up close, that was different.

I had always tried myself to stay fit, which had thankfully not been too much of a struggle. I would say it’s all professional that the job was easier if I can keep up with runners and hold my own in a fight, but I also always took a lot of personal pride in my appearance. It felt good to be able to look good, and I generally feel quite good. But all the same, I had almost never felt as sexy as when this gorgeous man was pressing himself against me. I felt the lust, it was raw and magnificent.

And as we both stripped completely, he did not rush. When I was pressed up against the wall, I began to wrap my leg around him, giving his cock an invitation. But he didn’t thrust, he knelt. It was fluid and quick, he left my leg in the air and placed it over his shoulder. I moaned and began to run my fingers through his hair, trying to hold him close to continue doing what he turned out to be rather skilled at doing. He ran his arm behind my standing leg and to my own surprise lifted me up off the ground with both my legs on his shoulders. His penthouse had high ceilings, but sitting so high I could touch them reaching up.

Once I’d recovered from the surprise, my hands went back to where they were as I locked my legs together as well. And just as I grew more confidant, he began to tip me to one side, jolting my hands out for balance. It was a dance of sorts, constantly changing between which one of us seemed to really be in control.

And control, domination, it’s everything to me. It is the thing that makes sex sexy, the spice to get my juices flowing. I was a generally domineering personality outside of the bedroom, ranging from commanding to bitchy depending on who you ask. But when it’s just two of you, there presumably for mutual pleasure, there is an intense unspoken battle that can underpin everything you do. It can be anything from who’s on top to who’s calling all the shots. It’s an unavoidable part of any halfway decent sex in my book, and far too few men seem to appreciate it. They either demand command by right of dick or simply expect the woman to do all the work pleasuring them.

But what really made me stay was what he did near the end of the night. When he had me pinned, holding down my arms with his and pounding into me with my legs up around my neck, it began to get so intense my grunts and cries of passion stopped, my eyes rolled dead into my skull as the sensations were simply overwhelming me. At that point he stopped, he let go of my hands, checked in. This wasn’t actually some trivial game to him, he understood there can be no defeating the other and still be a winner. But I wasn't thinking of that high mindedness at the time, I just grabbed his ass and grunted “more.”

We first met only three months ago, but it had given me half a dozen occasions to meet his father. My trusty glasses I wore at all times record whatever they can see or hear onto a custom memory card in the frame. I’ve been able to hand them off as they fill up, and I’m sure it has been valuable for the case, though I know there is more than a few sexual encounters in that footage I am sure my colleges are keeping to themselves. After all, moles are always a risk, this like many of my other undercover assignments have been very “need to know” in who they let in. I did not have direct contact, but they had ways of telling me to come in and nothing I’d sent them so far had made them want to bring me in.

But I hadn't told them about tonight. I was having trouble sleeping, I kept looking at the ring which I hadn’t dare taken off even as I lay otherwise naked. I said yes and it was making my mind scramble around trying to figure out how much of the yes was for the job and how much was that after living together for two months I really didn’t have to act to keep playing the happy girlfriend. Well.. happy fiancé now.

And it’s such a minor thing in the grand scheme of things, but he even seemed to guess the perfect ring. I’ve never liked gold, most “traditional” jewelry I found it mostly boring or gaudy. I don’t remember mentioning it specifically, but we talked a lot. It was also a good way to slip in questions about his family. Instead when he opened that box there was a platinum ring with a single red ruby. It could have been plucked out of my fantasy of the perfect ring.

That morning I was awake long before him, as usual. But where as I’d usually slip out to my cover job at the port, or possibly wake him with the smell of cooking bacon, I felt compelled to wake him another way. He was never shy about his wealth, and he had given me a card some time ago that he said was there for me to look as sexy as I wanted, without limit. The card came back linked to a network of accounts relevant to the case, but I decided to use it regardless. I tried to say it would be suspicious not to, but that wasn’t the only reason either. I had never shopped while ignoring price tags, and somehow it almost made the clothes look.. better.

In this case, I brought out some new crimson red lace lingerie I had been saving for a special night. The bra had straps that all converged in a single spot just below my collar bone, giving my breasts some added lift. The thong panties paired with a garter belt which I used to hold up lace top thigh highs, all in the same crimson red. The pair of patent leather stilettos were black but the heel itself was red, and I have always been in love with what heels do to my toned legs and ass. And I wanted to look as stunning as I could

I snuck in quietly, climbed back into bed with a crop and two pairs of handcuffs. The cuffs in particular are something each of us have been getting out more and more, and with his wood framed four poster bed with vertical bars on either end to make up the head and footboard, there was always something to anchor them to. As quietly as I could I slowly locked one cuff around either of his hands and the nearest wooden bar I could reach. Satisfied, I ripped the covers off and rushed to stand at the foot of the bed.

The sudden rush of air against his naked body seemed enough to wake him up. He reached a hand down only to be stopped with a metal jingle after just an inch or two. He looked down and smiled at me, collapsing his head back onto his pillow as he began to stretch. “You look different this morning,” he teased as he tried slowly to sit up.

“Is that all you have to say?” I replied as I started to walk around slowly to the side of his bed. I bounced the end of the crop against my other hand in my best attempt to intimidate with it.

“I don’t know.. I mean could you try to put some effort into your appearance?” I replied with a quick swat to his inner thigh. “I mean, you’re not one of those girls who will let themselves go when they get married will you?”

“Careful..” I interject, holding the tip of the crop against the very upright head of his cock.

‘I know that Leola the girlfriend was.. super hot. But Leola the fiance?”

“Yes, what kind of verdict do you have for her?” I said, climbing up on the bed and straddling his chest. “I know one opinion.” I continued, reaching one hand behind me to grab his hard cock and slowly began stroking my fingers up it.

“He’s a cheap date, easy to impress” he replied. I leaned forward so that my head hung directly over his. “But me, I say I not sure I’m sold.”

“Not sold?” I asked as I began to run one of my hands through his hair. “So how can I sell you?”

“Well, you can start by maybe dressing sexy every once in a while.”

“You said that already,” I teased with a few light taps to the forehead.

“And would it kill you to have dinner ready when I come home?”

“I work later than you do..” I said standing up to tower over him. I leaned against the wall and began to slide my heel down his chest.

“Well a man’s gotta eat,” he taunted with a smirk. I smiled back and stepped up onto his chest, placing both my heels next to each other. He grunted and squirmed below me, he squirmed again as I dropped the crop and grabbed the two sides of my panties. I slid them down and stepped off of him before kneeling down over his outspread arms.

“A man’s gotta eat you say? Well I know Anton the boyfriend was quite a voracious eater, so how about Anton the fiance, is he as hungry?” I moaned deeply as I got my answer, throwing my hand up against the wall to brace, and allowing me to look at my ring as I enjoyed him.

Weeks went by, some of the most mentally turbulent of my life. I spent so much time in thought, this ring, this man, I think I loved him. I know I did. But I was also an officer, and he was supposed to simply be a means to an end. His father’s cartel had been involved in just about everything under the sun. Smuggling, drugs, bribery, murder, extortion. I know, I’d seen the evidence, I’d heard the conversations. I was becoming family, and his father had welcomed me into his home, even seemed to like me. They’d started hinting that my job at the port could be very useful to them in the future, but hadn’t given the kind of detailed recorded confession that play so well at trial. But I knew that was coming, they were good because they were careful and wouldn’t just approach any old port logistical coordinator.

And yet, I knew that when that confession came, and when I handed in the memory card, some time in the near future we would all be arrested and this identity along with my life with Anton would end. I knew it was the right thing, no matter how bad it might feel in the moment. The fentanyl they’re supposedly bringing in is doing a lot more than break a heart. So I kept my head up, I planned our wedding, the kind I’d always thought I’d wanted. Somewhere warm, overlooking the ocean, with as few people as my husband could live with since I had no family or friends I’d want to invite anyway.

I was in the middle of looking over options for tropical flower arrangements on a lazy Friday afternoon. Anton came home slamming the door behind him. I rushed over in time to see him angrily ripping off his shoes and throwing them into the closet like they were fastballs.

“What’s wrong?” I asked.

“Oh.. I thought you were still at work and I was..” he said as he looked up and made eye contact. He looked twitchy, worried, but also like he might want to punch the next thing that annoys him. He looked like he was about to yell at me, but in real time I could see his mood soften the longer we locked eyes. “I just got some frustrating, bad news at work. I was planning on coming home early to blow off some steam before you got home.”

“Yeah, I’ve started taking personal days here and there so the planning doesn’t overwhelm. But you can talk to me if you want, maybe it will make you feel better? What’s happened at work that’s got you like this?” I asked calmly, slowly walking towards him and outstretching my arms offering a hug.

“I.. Look, I don’t talk about work much I know that. But let’s just say.. We’re getting some um.. We are.. I guess you can say we just found out we’re under attack. I don’t know if my dad’s business can survive.”

“Under attack? Like a rival muscling in?” I asked, hoping it could make him elaborate a little more.

“No.. more sneaky than that. But we just found out they’re coming. So my uncle’s trying to get a plan. Hopefully it won’t escalate too much.”

“Like.. is it the government or just someone else?”

“Why do you jump to government? What’s with all the fucking questions?” He said as he stormed over to the living room and knocked a couch pillow onto the floor as he went.

“Sorry! Sorry, I just.. I’m not an idiot, I’ve seen more than a few things. I know not to ask about it, but I can tell you’re dad’s more than just that warehouse you work at. You don’t have to say anything but you’re going to be my husband and if something’s troubling you then I want you to feel like you can confide in me,” I said both trying to get more testimony but also to apologize to the man I love.

“I’m..” he said, seemingly debating in real time if he wanted to escalate an argument as he looked at me thinking through what to say. “No I’m sorry, I’m just not feeling very good right now.” And with that he turned away and sat in an armchair looking out of the living room and towards the distant Miami harbor.

I felt bad. Not because I failed to get specifics, that self-criticism would come later. At that moment I just felt pained because I hated seeing him like this. I just wanted to make him feel good again. So I took off the blue boyshorts, grey v-neck and mismatched bra and panties. As quietly as I could, I reached into a where we hid ziptie cuffs for when we would sometimes get spontaneous. I knelt down on the pillow he had thrown out into the middle of the floor before reaching my arms behind my back and applying the ziptie cuffs. His head quickly turned at the sound. “Is there anything I can do to maybe make you feel better?” I seductively asked.

“You cuffed yourself? That’s new,” he said with slight intrigue. “Is anyone expecting you today?”

I shook my head. The corners of a smile began to grow on his face, making me blush and fight my own smile. As he stood up I could already see his cock starting to grow in his khaki pants. He took off his brown braided belt causing me to shift slightly. I very suddenly felt my own self-created helplessness as he approached with a purpose in his eyes. He wrapped the belt around my neck, putting it back through the buckle and not buckling it until it was a little bit tight. He wrapped the free end around his fist using it like a very short leash.

“You know, I might be wrong, but are you trying to seduce me?” he finally said.

And there it was, a disarming line just as I was starting to get nervous. I smiled and nodded my head vigorously. As he unzipped his pants with his other hand I had already opened my mouth. He flopped it out and I immediately took it into my mouth. I love the feeling as the cock gets hard, it always felt strangely satisfying, even empowering in the right circumstance. To also be potentially unburdening him, that was perhaps the best part.

As it grew, he began to eventually start pulling me in with the leash. As it hardened entirely he began to hold me down as well. I coughed a little, but I’d gotten used enough to my man’s cock that I didn’t gag any more. Instead I hummed, giving the head of his cock a gentle vibration I heard him groan his gruntish satisfied groan, the kind you develop growing up in a house with thin walls. I could taste the precum, and I knew enough to know what that specific twitching of his cock meant. But instead of what I expected him to do, what he usually does, he pulled away. Without even intending to consciously, I gave out an involuntary grunt noise of dissatisfaction.

He began to tug on his belt, gesturing for me to stand up. “How much are you willing to do to make me feel better?” he cryptically asked.

“Have I ever been the one to cuff myself before? You just seemed pained, I wanted to do anything to help and I know how much you can like it when you’re.. Well when I’m not being very on top of my game so I decided to throw the game from the outset. I love you, and I will do anything you want.”

He smiled and started walking briskly into the kitchen, pulling me in tow. He reached into the junk drawer and grabbed the entire bag of zipties and a roll of bandage wrap. “This’ll be a little different, but I’m in a pretty different mood to match,” he explained as he let go of the belt and began to wrap the bandage wrap around my eyes. “I want you only follow instructions, none of your usual fight.” Once he had finished the blindfold he grabbed the belt again and continued to lead me.

It was strange, I was no stranger to being at his mercy. It was maybe even the more common outcome given his size and build. Still though, none of those felt so.. Total. I was not saying a word, not testing my limitations. I really was just a passenger, something I almost never was. I always had to take care of myself, I grew up not having a choice. When your parents aren’t able to take care of themselves let alone you, well it drilled in hard that I need to be the one trying to call the shots. But I hadn’t tried and failed to lead, I had submitted this time. The blind walk to the bedroom gave me a kind of nervous excitement, like a taboo had be broken. I didn’t know what would be happening next, but I’d willingly submitted myself to whatever it was and had no desire at all to protest.

I bumped up against the footboard of our bed without much warning. He continued pulling on his belt, making me bend over to make my neck go where he led it. My face just began to touch the bed as I felt him secure the belt to a railing on the footboard. I felt his foot pushing mine apart, giving me a nonverbal command to spread my legs. He continued pushing my legs further apart until I had lowered myself enough to begin to rest against the top of the footboard where I bent.

Then the zipties started. First a chain of them to hold my torso to the board. Then a ziptie secured around my ankle was attached through another chain of zipties to the legs of the bed. After that it was another half dozen of them to secure my legs at nearly every wooden pillar they passed. But he wasn’t done, he grabbed my wrists and attached the cuffs to the chain of zipties that held me down, locking my wrists at the small of my back. I gave in to curiosity and tried to move my legs, and they wouldn’t give more than a wiggle. I jerked up with my torso and could barely lift my head off the covers. My wrists could not even reach to cover my ass. It was dizzying, I had never been so helpless. Yet all I could think about was how I must look from behind.

I felt a very familiar friend pressing at my rear. The large egg vibrator was wireless, and with its large size and large battery it had featured in more than a few sexual escapades we’ve had. He pressed it in quickly, which stung a little but it was mostly just a surprise. As was the surprise when it turned on at full strength. again without warning. I gasped as a third surprise waited for me as a rubber ball got stuffed into my mouth. He buckled the strap a notch tighter than he usually did, or at least it felt like it as the straps pressed against the sides of my mouth, making it impossible to force the ball out like I was usually able to if I really wanted to.

I was actually helpless this time, so much more than anything I’ve ever felt. Still, the vibrator continued to work in my ass, which I knew all too well was great at getting me in the mood, great at enhancing other activities, but without those other activities it would never be enough to really be satisfying. And after everything, I was in more than enough of a mood on my own.

A sudden sharp pain burned across my ass. I presume it must have been another one of his belts, but without my eyes the pain seemed otherworldly. I wasn’t in our Miami apartment, I was somewhere else, suspended helpless and alone. Another snap across my ass made me pull at my hands. They moved some but they could do nothing to protect myself. A third strike rang out, this one hard and with more power. I yelped in a way even I found pathetic.

I felt him climb up onto the bed, stepping his feet down less than a foot in front of me. Then the next thing I felt was some kind of warm liquid falling onto my head, by the time I realized what it was I started squirming what little I could. His stream followed me, soaking my hair and laying a healthy line of it on the sheets all around me. There was no avoiding the smell, the degradation, but with that damned vibrator going I was annoyingly aroused by it as well. At least I blame a lot of it on the vibrator. He climbed down off the bed and gave my ass a slap. “Now don’t go anywhere, I’ll be right back.”

And with that, I was used and alone. And every time I tried to think through what was happening, what I was thinking, what I was feeling, it always seemed to be a conversation with a background noise. That big egg was incredibly distracting, but it also made the time fly. I’m a very visual person, and without my sight I was just picturing what I looked like, my ass turned up and exposed. I can picture it as I shake invitingly what little I can. I was like some kind of disgusting bitch in heat, I had been picking out flowers for my wedding and now all my mind could think of is how much it wanted my man to come back and stick his dick inside me.

After long enough it just became a need for any dick, as long as he was there. I had never considered myself a prude, but I was feeling like a switch had just been turned on, 31 years into life discovering there is this whole extra depth and complexity when you don’t switch like I like to do. But oh god I needed some relief, and the quickly drying piss was making me feel dirtier for that thought than I thought it was still possible for me to feel.

After a long and timeless cycle of thoughts, I finally heard the door open back up again. A sudden sting ran across my ass, but it wasn’t like anything I’d felt before. It wasn’t a belt, it covered too wide an area, half a cheek at a time with an extra sting for the outer perimeter. I felt that one land on me nearly a hundred times, turning my cheeks both very red and teasing my crotch with half-powered hits along the way. I was beyond just turned on now, I needed him to fuck me, but I had no way of making that request. Which was only made the feeling more present.

There was no other warning, one moment I was trapped the next he was inside me in a single thrust. The vibrator in my ass gave his thrusts a vibration as well, one of the main reasons he loves me using it. He was fast. Dedicated. Not unusual by any means for him, but in my state it seemed transcendent. I was his filthy fucking slut. I was getting pumped full of his hot cock after he pissed on my face and left me alone for.. I had honestly no way of knowing at the time but it turned out to be nearly two hours while he felt compelled to go out to buy a flogger. I was rocked quickly to a climax and my moans had turned into loud grunts as I started to almost lose my cognitive abilities. I only noticed he had finished until more than a bit after he pulled out and turned off the vibrator.

He unbuckled the gag and began unwrapping the blindfold, sitting on a towel he had set down for my head. “I.. I didn’t think I’d go that far. I hope I didn’t..”

Deep Cover Engagement · Part 1 (1/2)
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