pegging

All posts tagged pegging

My Lady has already shared her account of the intense pegging she gave me the other night. I won’t go into too much detail of what happened, as she has already done that (and I was also mighty drunk, as well). I do want to talk about what I experienced during the scene – how it felt and what was going through my mind. This is much easier to remember, as having a a big thick rubber dildo shoved into your ass until you can’t help but scream tends to sober you up pretty quickly.

After heading to bed after our drinking date, My Lady told me to get up on my hands and knees – assume the position, as it were. The alcohol made me very obiedient, and I followed her instruction right away. I knew what was coming, as ML and I had talked about this for a week or two before this; it’s not like she surprised me with it or anything.

ML started my anal abuse with Blue, a toy she sometimes uses near the end of our pegging scenes (if at all). God, when she uses this on me, it feels like I’m being invaded by a big bulbous head… probably because that’s exactly what’s going on. It’s always a struggle for me to relax enough to get that huge head past the tight ring of my asshole. Once it’s in, it’s not all that terrible, except for the fact that I can feel the thick round tip plowing back and forth inside me. It’s an intense experience, and I feel completely out of control when ML begins to speed up and actually fuck me with it at a good pace. I’m pretty much forced to give myself over to whatever is happening inside my ass.

A weird thing happens when ML pegs me – I very often have no clue which toy she is using unless I see it before she starts. In this case, I had no idea which toys she was using (even when she started using Mr. O, which I will get to in a little bit). Perhaps the alcohol had a little something to do with it, but not likely; this is something that I’ve experienced before. I usually end up thinking she is using a bigger toy than she is, and I don’t reall think you can blame me. Everything feels bigger when it’s buried deep in your ass… or so I’ve heard.

This time, after ML started fucking me pretty hard with Blue, I couldn’t even really think about which toy she was using. The only thing I could think about was praying that ML would be finished with me quickly. That ended up being far from the case. Each time I felt that I was able to adjust and handle the rough ass fucking she was putting me through, ML would thrust faster and deeper. I was constantly whimpering, begging her to please stop, to please be done with me. At some point, she reached underneath me and began stroking my hard throbbing cock (???), and I started alternating between moaning and asking her to let me cum and pleading with her to stop fucking my ass. My Lady fulfilled neither of these requests.

The one thing My Lady did fill was my ass with an even bigger dildo – Mr. O (side note: My Lady forgot to mention another reason Mr. O got its name – back when we were searching for a good strap on for me to fuck ML with while caged, Mr. O was the only toy that could give her a nice good “O”). I had never been formally introduced to Mr. O, and knowing the mood that ML was already in, I knew it wasn’t going to be gentle. The tapered shape helped with the pain of the initial insertion, but as you can clearly see from the link above, Mr. O gets much thicker much quicker.

Mr. O gave a totally different feeling than Blue – while Blue felt more invasive and intruding, Mr. O simply stretched my ass wide. And it fucking hurt. I couldn’t hold back and I screamed into the pillow as ML pushed it further inside me. She was thrusting hard, and after a few moments I didn’t even have the ability to beg for mercy any more. I hit what seemed like a combination of subspace and pure pain, where I went from sobbing into the pillow to simply enduring the torture and back again. I wasn’t tied down, but I couldn’t move. I lost time, it felt like it was going on forever and that time was standing still all at once. I was just there, being treated like a raw fuck hole by the woman I love.

I felt the first bulge on Mr. O’s shaft push into my ass, and my mind snapped back to the moment. I began frantically screaming for ML to stop, and I started to cry with my face pressed into the mattress. I asked for exactly this. I don’t think it’s hyperbole to say that I was actually being raped; I wanted it to stop more than anything. But My Lady kept going, pushing the dildo harder and deeper into my abused asshole.

The second bulge forced its way in my ass, and I felt ML bearing down even more, determined to make me take it all. She leaned in hard on me, and suddenly I felt a sharp pain inside me. I tried to adjust to it and endure it, but I couldn’t. Then I tried to just let it wash over me, but it only got worse. It felt like the dildo was about to tear me apart inside. I couldn’t take it any longer, and I used my safeword.

My wonderful loving wife, after hearing me resort to using my safeword, immediately began taking me down. She removed the dildo from my ass (calmly and gently, thankfully) and held me tightly and assured me that it was over and everything was okay. It felt wonderful for her to react so quickly to my SW, but I had the strangest reaction – I was telling ML that it was okay, also. I wasn’t really thinking, but my instinct was to make sure ML knew that what she did to me, deep down, was a good thing.

As usual, after I experience a good hard pegging, I was feeling extremely subby to ML. I serviced her in my favorite way by licking her pussy, which was totally soaked after dominating my so completely. After a few orgasms, both ML and I were completely exhausted. We fell asleep in each other’s loving arms, safe and secure with each other.

Amazingly, my asshole itself didn’t hurt too much the morning after. I thought I’d be sore and hurting after the the treatment I received, but thankfully ML used a ton of lube. I did, however, feel a soreness deep inside my hips from the deep and thorough fucking ML gave me. It wasn’t a bad hurt though, it was similar to the way your muscles ache after a good workout.

I never thought I’d be able to fully live out my rape fantasy, but My Lady made that happen. As much pain and suffering I went through, I never felt scared or unsafe with ML. I knew that no matter what happened, she truly loves me and would take care of me. She gave me a painful ass fuck out of love. 🙂

After all is said and done, I didn’t fully hate it. I am amazed at how fully used ML made me feel, and that depravity is definitely a turn on for me (I’m actually getting hard writing this st the moment). I really did hate it in the moment, but I can’t deny that I love that it happened. Part of me wonders exactly what it looked like to watch me be pushed so far; maybe next time I’ll suggest that ML get it on video. 🙂 in all seriousness, I don’t think I’ll be ready for a repeat of this after quite some time… but it’s definitely something I’d be willing to experience again.

I had hoped to wake up this morning and be ready to post an ever so sexy detailed post about last night’s events. Somehow, with the little bit of a hangover I have, I doubt that is going to happen. I’m going to do my best!

We had planned all week to have a little date night and drinks at home after the kids went to bed. I had picked up a bottle of wine for me and some Jack Daniels for cagedmonkey. He’d never had it before and I think he really liked it! I’m pretty sure (I haven’t looked in the fridge) I drank a whole bottle of wine during the course of the night haha. We did enjoy our date night, watched some tv and even played some Super NES games. Gotta love retro gaming!

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Stirring his drink with pussy juices on my finger


I knew I wanted to feel hubby’s caged cock so I had him take off his cage. I simply told him, “get that hard right now, I want to use it.” So he started to stroke himself. I thought it might be fun, and faster, to sloooooowly show him my ass. So I got on all fours on the floor in front of him and wiggled my round ass side to side while I slowly slid my yoga pants and panties down each side to bare my gorgeous cheeks. I pushed my hips toward the floor and presented my back end to him. The whole time he was saying “oh God” and “oh fuck.” Once he had himself good and hard I told him, “come fuck me.” And that he did, like a good boy! He pounded me from behind hard and deep. It felt so awesome. Sometimes you just need a good solid fucking. It’s a good thing there was a Mythbusters marathon on so cagedmonkey had something to do to keep him from cumming or edging himself too quickly.

After a little more tv and some more drinks we noticed it was nearly 2:30am and decided to head to the bedroom. I have been craving some ass play with hubby for a long while now but things just haven’t worked out, until last night. Before we got into bed I grabbed a couple of strap on attachments (Blue & Mr O) out of the toy box and the lube. I rolled him over on his belly and didn’t even really prep him. I squirted the lube on Blue and just stuffed it in his ass. Last night was not about me making love to my hubby at all, it was all about me fucking him like a little dirty slut.

I used and abused his tight little asshole over and over for about 45 mins. I wish I could describe it with some hot sexy details but it’s just so much. At one point after using Blue to fuck him good, I pulled his hips up and lubed up Mr O, which is a much thicker but tapered probe. I just rammed it in his slutty fuck hole and pounded away at him. The sounds coming out of him even from the beginning were so damn sexy. Knowing I was fucking those sounds out of him was fueling me and making me pound him harder and faster. He was whimpering and that whimpering turned into actual crying and begging me to stop, pleading with me to stop abusing his ass. Fuck, it was so hot and it wasn’t fake either, I could feel it in his voice he really wanted me to stop. I know deep down he was loving that I was doing what I wanted, continuing to take him like that after he was truly done enjoying it.

The moaning, whimpering, crying and pleading, all of it was so arousing, so hot it really just made me go harder and faster and deeper. I was so into it, so lost in fucking him, so deep in my own pleasure, dripping wet from ramming his ass, that I couldn’t stop. I didn’t want to stop hearing the anguish in his pleading. So much so, in fact, that our night ended with cagedmonkey using his safeword. I think I can recall, very early on in our exploration only twice that he has used it and last night definitely warranted its use. I truly was taking advantage of his tight little sexy ass.

This morning my darling boy has woken up in an ever so humble submissive mood. I can’t say I’m not loving every minute of it either. <3

At the moment I have cagedmonkey in the bedroom restrained to the bed. There are so many things I want to use him for and do to him. He’s unlocked and plugged and can do nothing about me coming in the room and teasing, tormenting, using and abusing him. Before I restrained him to the bed he had specific instructions to take a shower and prepare my big sexy cock for me. He was to get it all shaved nice as well as send me some pics that I asked for. He was told to edge himself in particular ways and take pictures of it for me. Such a good boy doing all those things I demanded of him. 

Once he was finished showering he was told to go to the bedroom – he knows anytime he is in there he is to be naked – he forgot! Not really forgot but he needed clothes because of the kids and just didn’t think to take them off to nap but that’s not obeying the rules so my big sexy boy has a punishment in his future. I can’t wait to get my paddle on his beautiful ass. Speaking of his ass, I was sure to whisper in his ear about all the wonderful things I want to do to his ass later tonight while I have him cuffed to the bed. How I want to force him to gag on my strap on while he wets it down for me to fuck him with. I really can’t wait to see him face down, helpless and vulnerable on the bed, waiting and wondering how I’m going to treat him.

It’s no surprise, really, because I’ve already told him how I want him tied down tight to use as a fuck hole. To treat his ass like a slutty little whore. To use and abused him till he hurts to walk. I want to fuck him good and hard and for a long time. I want to hear him crying and begging me to stop.

If you couldn’t tell, I’ve very horny so I need to cum. I need to cum so bad and even though I’m on my period at the moment I still get to use my wand and cum anytime I like. So I went in the bedroom, locked the door and was using my wand against my pad and fuck did it feel good… then I felt a little pinch… but oh God it felt so fucking good and I came so hard. I wanted to cum again and even thought about it but the pinching… what the fuck was pinching me? Ugghhhhhhh my Pussy wanted another orgasm, but ouch, what the fuck!? I had to turn off the wand and adjust things down yonder and found that my pad had flipped at the top and the sticky was sticking to my freaking sensitive girlie parts! Ouchie! Haha

That certainly didn’t put a dent in my horny, in fact it might have made it worse! Hubby is home all night and I plan to get out all of this sexual aggression by using his body for what I want, how I want it. Fuck I’m horny!

Cagedmonkey and I have a written agreement that covers all parts of our sexual relationship, not just the Male Chastity. In this agreement, I made it quite clear that cagedmonkey was to tell me about any and all fantasies he has. I told him that I would be nonjudgemental and listen to them no matter their content. I think this is an important thing in a relationship, especially a relationship like this. He may have dreams or fantasies about something that he thinks he’s into or even something he’s not really into actually doing but the thought is hot. I’m sure we all know how that goes. 🙂

Knowing those fantasies helps me in a number of ways. 1. I know what things are going on in his head so I can better mindfuck him later with it. 2. I never know if it’s something *I* might be into if he’s not mentioning things. 3. Even if it’s something he’s mentioned and I wasn’t totally into it… hearing his fantasies about it or his thoughts about it, could start to peak my interest in such a thing. I’m sure there are plenty of other ways knowing his fantasies helps me but those are some important ones for now.

Recently, cagedmonkey has been reading a blog that sort of reviews all types of bondage things. They have talked about things from simple cuffs to full body restraints, furniture and other things. Well, that got hubby off on a “window shopping” spree lol. He found lots of different interesting things, some he was just like “wow look at this” and a few others were like “oh fuck I could see her doing this that and other things to me in that.” 🙂 Needless to say this post is going to cover the latter.

A couple weeks ago cagedmonkey sent me an email with a link to a certain type of bondage device. It pretty much renders him immobile and positions him in a way that I could do anything I want to him, over a long period of time. It’s also quite versatile as it can be taken apart and assembled in other ways. I think the thing I like most is that it can be disassembled and put away… So it’s not seen by some little eyes that don’t need to be exposed to such things.

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At first when he showed me a couple of other things like this, I was like “no, how the hell would we explain a contraption like that to the kids!” Then when he found this one and that it can be totally hidden and put away, I started thinking. He and I have talked about a lot of different ways to use this as well as different things I could do to him while he’s locked in it. Btw, the dildo part does not need to be used – though, we’ve talked about how much control there is if he were forced to stay that way, ass penetrated, for a long period.

Cagedmonkey has a fantasy – I don’t know how sure he is about the real life part of it – where he is kept immobile for a long time and periodically I would come in and do whatever I wanted to him and there would be nothing he could do about it. I could shove my wet, dripping pussy in his face, I could get on all fours in front of him and shove my nice big juicy ass in his face. Obviously I could have my way with his ass, spanking him, violating him with whatever size toy I wanted because, locked in that, what could he do about it? I’ve thought about leaving him caged and leaving his cock to struggle against the bars trying to get hard while I use and abuse his body sexually. I’ve also thought about having him uncaged, hard and dripping precum. There really are so many possibilities with a device like this.

I’m kind of curious if this has sparked any fantasies or just thoughts in our readers. I would love to hear your ideas or fantasies about what could be done in something like this!

The kids day camp is over, so yesterday was the last time we had for play time. I won’t bore you with a post full of all the same stuff from the past few days. So instead I’ll just pick a couple parts I thought might be interesting.

Our morning started out with him unlocking and then some snuggling and a little vanilla love making. At one point while we laid there in each other’s arms I thought I’d give him something to ponder. I simply and quietly said, “just so you know, I will be restraining you to the bed, putting on the RodeoH and making love to you.” It quickly turned kinky when I rolled him over and got on top of him. Such a powerful position, especially when I reach to the top of the bed and grab the restraints. As I kissed him I cuffed him to the underbed restraints. I stayed up there, straddling his waist, and running my hands all over his beautiful chest. Lightly trailing my fingernails up his sides, across his shoulders and down over his nipples.

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I just love pinching, twisting, pulling and rubbing his nipples, it really gets him squirming. I moved myself down to straddle his thighs (which actually restrains him further) and I took his hard cock in my hand, right in front of my warm wet pussy and stroked him and edged him over and over. He was trying so hard to wriggle under me as I teased his cock and got him so close to cumming.

I left him there teased, aching and tied up as I went to get the RodeoH and got “pearl” situated in the o-ring. I stood next to him, making him watch as I lubed up, talking to him, telling him how he loves when I take him and make him mine. I got in between his legs and pushed them up toward his head, I swear his knees were touching his shoulders hehe. I gently slid into him, leaning over top of him, my big breasts laying on his chest. I kissed him deep ass I slid in his ass deeper, i love when he moans in my mouth. The lovey, sweet, gentle pegging was nice but I was getting incredibly wet and turned on. Being in that powerful position, taking him like that made my aggressive side come out. I wanted to fuck him and use him like a little slut. 🙂

I was having issues getting good positioning how I was, so I sat back on my ass still penetrating him, I laid back on my back, grabbed his thighs and pulled him right up to me. We were both laying on our backs and I pulled him into my harness hard and fast, over and over, pegging him. He was moaning so loud and grunting as I yanked his body back and forth, violating him.
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It was such a fantastic position that I found and I look forward to using it again. I don’t peg him often but once in awhile when I’m feeling extra dominant and wanting him in a very submissive spot, I will.

Of course, only a naughty, dirty boy would want to or like getting fucked in the ass by his Lady so he had to be taught a lesson. 🙂 I bent him over the side of the bed, got my butterfly paddle from the bedside table and gave him a hell of a spanking. I made him tell me what a dirty, naughty, slutty boy he was for wanting me to fuck his ass. I made him tell me what an ass slut I made him by violating his tight asshole while he was tied down. Our playtime ended with a lovely red, stinging, quivering, used ass.
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I very much enjoyed our week together without the kids. We were really able to let loose. 🙂

My ideas for going forward are still keeping him teased, tormented and orgasm denied until January, when we renew vows. This Monday I believe I will have him in 24/7 lockdown until the end of September. Once we get the Revenge back from getting some adjustments we will do a No Look, No Touch for a bit this fall when the weather is cooler.

Lots of fun to come through the end of the year and I look forward to sharing plenty of it with you all. 🙂

***Update to my previous post: I just went upstairs, took Pearl, lubed it up and woke cagedmonkey with it pressing against his tight, uninviting asshole. He moaned so incredibly loud as I pushed passed his clenched, tight ass. He definitely was not ready for it! My pussy was literally dripping down my thighs because I was enjoying the amount of control I had over him. I went to the toy box and got my new strapless strap on, I figured it was a great time to try it out. I slid it up into my sloppy wet pussy and lubed up the other end and positioned myself behind cagedmonkey. Laying on his stomach, arms restrained above his head and his cage pressing into the mattress I swirled my hips into him… or so I tried… the strapless strap on does NOT stay in hands-free. Not one single bit. I held it with my hand and gave him a good pegging. He was moaning so loud and good and his reactions just caused my pussy to get wetter and hornier! Finally I needed to cum so I climbed up and straddled hubby’s ass and used his little sexy round butt to rub my pussy. I came all over his ass, covering him in my pussy juices.

I wasn’t quite done yet so I grabbed my wand, laid next to him on the bed and let the wand take me to orgasm heaven. Once I came with the wand I wanted it again and again but it made me want to feel him while using the wand. That’s just not possible while locked in a steel cage so I released one of his hands from the restraints and he slid two fingers inside made and pushed me, along with the wand, to an outstanding whole body, wiggling, shaking, writhing and ultimately squirting on the bed, screaming orgasm. My throat hurts!

What an amazing morning!

A bit after I left him laying in the juices I got this text:

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Looking for ideas to spice up your play?


So much fun! I wonder what else I’ll get up to today since its only 11am! 🙂

Today I had my last orgasm of 2014.

Well, actually, I had three of them, but that’s beside the point. The point is that I won’t have another one for the rest of the year.

Thankfully, I knew this going in, so I was able to get really nice mental pictures of all of them. My first cum of the day was in the morning – before I went to sleep, My Lady came upstairs to “tuck me in.” She cuffed my hands to the bed, climbed on top of me and rode my cock until I was just about ready to explode. Then the stroked me the rest of the way while sliding a finger in and out of my asshole.  It sure helped me get to sleep, I can tell you that!

My second and third orgasms were pretty much back to back. ML once again gave me some anal stimulation during my orgasm, only this time it was a little bit more than her finger; she used Pearl on me and she allowed me to stroke myself to orgasm. That was a REALLY nice one! It has been a while since I stroked my own cock to orgasm, so I don’t know if that made it so great, or if it was Pearl giving me a little extra sumthin’ sumthin’, but it was a really good cum. The third was right afterwards – ML continued to stroke me right after my orgasm, giving me a little bit of POT for good measure. She got me close and then allowed me to jerk myself off again… it was my birthday, after all, and is there a better present than allowing your chaste male to masturbate? I didn’t think so! I made myself cum a third time, and I was nearly drained by the end of it. I think this was ML’s goal, because she promptly had me lock up in the Jailbird before I headed to work.

And so begins my 6-month-plus period of orgasm denial (ML has said that I might get an orgasm for Christmas, or perhaps I’ll have to wait until 2015, she isn’t sure). This is going to be a difficult test for me. Not only will my denial be the longest I’ve ever gone through (by far!), My Lady and I have discussed trying some things during this chastity period that will also set new benchmarks. She wants to keep me in the Revenge  for longer than I’ve been before, locking my cock away where I can’t even see it let alone touch it. She is also interested in attempting a longer period of denying my any erections at all, locking me in the Jailbird 24/7 for a full month. With the discovery of ML’s new favorite toy, going that long will be easier than it has been in the past.

Well, easier on her at least. It doesn’t get any easier for me no matter what happens. And I know that ML will be taking every opportunity to make things even more difficult for me, teasing me whenever possible. I can already see the excitement in her eyes, and we’ve barely just begun. But I have to admit… I’m excited about this, too. I’m exicted to see just how far I can push myself, and how much farther ML can push me after I break down.  🙂

This morning is the first morning since vacation that we’ve had to get back to playing. We spent a week in Disney World, got sick once we got back which always slows play a bit and then, of course, mother nature steps in and throws a wrench into things. Though being on my period doesn’t mean I can’t treat cagedmonkey like a sex toy and use him for my entertainment and pleasure.

I realized, this morning, after tying him to the bed that I’m missing that intense Domme feeling. Honestly, since I usually get such bad Drop after an intense D/s session, I’ve probably been avoiding a play scene like that. I did get that feeling this morning though once I tied him up and started talking to him about what he would do and what I would or could do to him. Telling him he would deal with it because it was what I wanted and desired. Telling him that because he was my good boy of course he would gladly take whatever I had to give.

This morning has been fun and it’s not over yet. So far I’ve restrained him to the bed, teased his cock and edged him over and over again, used the Aneros to get him to the point of almost being milked and then plugged him with the nJoy butt plug. I even made him turn over on his belly, pushed the Aneros in all the way, positioned myself as if I was going to give him a good pegging and basically humped his ass while I stroked his cock underneath him. He was getting so loud I had to shush him so our daughter didn’t hear. I also put my hand on top of his head so his head didn’t bump into the wall at the top of the bed. Hehe 🙂 I’m such a nice caring Keyholder.

I decided when I went up that I would use the peppermint lube because then it would still be tingling his cock and asshole  while I gave him a little break. I will go up one more time this morning to bring him to the edge about 5 more times. I’m trying to decide if I should give him a horribly ruined orgasm today or wait until his birthday and decide if he will have one then. His birthday, in early June, is supposed to his next Maybe Day… it’s not like that’s so far away now.

I do know that when I finally do make him cum again it’s going to be on my chest. I want to make him video it so that he can watch it over and over and remember it when I keep him denied for longer and longer periods. I want him to see it when it happens, see it all over my big beautiful tits. I thought about making him cum on my mouth and making him watch it drip down my chin onto my breasts. I’m not so positive on the how but it will definitely be where he can video.

Ok time to work on lunch so I can go up and get in some good edging while the girl has her lunch and watches some cartoons.

Today was just the beginning of three days with the kids at day camp. Hopefully you’ve read what happened first thing this morning, if not, you’ll just have to click here.

So we laid down together to nap and I really did try to nap, I promise. However, laying there in cagedmonkey’s arms was quite literally maddening. You see, we don’t often get to lay together sleeping in each other’s arms. Before I could even fall asleep I ended up having two spontaneous (is that what they are?) orgasms. I just laid there shaking, cumming in his arms. Omg, the feelings of love flowing through me were making it that much worse. I felt so connected to hubby, so safe, so wanted and desired.

I did last there for a little while trying hard to sleep. Cagedmonkey fell asleep right away since the poor man had been at work all night and still hadn’t been to bed yet this morning. I knew he had to get some sleep but, still I laid there, with thoughts of sex running through my head. I really couldn’t stop thinking of wanting to do things to cagedmonkey. Finally after spending time writing my earlier post, playing some games on my phone and wasting as much time as I could, I just needed to attack him.

I lifted the blanket to expose that gorgeous ass of his, I rubbed his cheeks, kissed it and then took my wand to his asshole. Haha I’m sure that was an interesting way to be woken up! Then I rolled him on to his back and sat right on his face. While he was busy licking my pussy, I played with his caged cock. I licked that sweet spot on the bottom side and felt him moan into my pussy. Btw, that is something that completely makes me gush. I kept teasing, licking and kissing his straining cock while he could do nothing but slurp up my sopping wet juices.

He continued to lick me as I got lost in the pleasure. It made me want to milk him for some reason. So I grabbed Pearl and gently pressed it into him. I took my wand and put it on the base of it and turned it in to a sort of vibrating dildo. The moaning in my crotch got much more intense and my pussy got that much wetter. I held it there, licking him through the bars of his cage while sending vibrations through him to his prostate. I, then, told him to get up on his knees (which we found was THE position) and continued to vibrate him and massage his balls in a 69 position while he was still licking my clit. It didn’t take long in that position to get that precum pouring out of him. I milked him a nice puddle on the bed… which also meant we had to strip the bed and wash the sheets. 🙂

After all that I was well cummed out and he was emptied but extremely desperate for an orgasm, we came downstairs and took a shower together… then I made lunch!