“It looks like you did clean yourself well, almost like you knew what was going to happen,” she laughed. “Now, you realize you can’t move, right?”

I nodded, her face turning serious.

“Well, you better do your damn best to control your gag reflex, or you’ll have a really bad time.”

Without giving me time to speak, she bent over, held my mouth open from my cheeks, just like she did in the bar, and put the plug in my mouth, holding it in with her palm as her other hand latched it behind my head.

I immediately understood the warning. Just the idea of having something that came out of my ass would be enough to make me throw up, but actually feeling it, actually tasting it, was way overboard.

My tongue recoiled trying to avoid the rubbery surface to no avail. The bitterness in my mouth, the smell coming through my nostrils… it was all too much and no warning could have helped that. My throat started to constrict as I gagged. My head tested the strength of the flaps that held my head in place.

She grabbed my cock and started stroking it. It wasn’t like that was going to solve anything, I thought, one thing had nothing to do with the other, but it was so sensitive that suddenly my brain switched priorities, and although I was still disgusted, I no longer had a physical reaction to it. I was, instead, mesmerized by the plastic glove sliding over the skin of my shaft.

“Good boy,” she added smiling. “Do you want to stop?”

I could hardly nod, but I could most definitely not shake my head, and obviously, I could not speak. She laughed

“I’ll take that as a No.”

She crossed her leg over my legs, which now floated next to my head. She started inching forward and started pouring lube on the dildo. Then, some on my ass.

I inhaled deeply, having forgotten the smell that would come with it. This almost made me gag again, but I managed to control myself.

I could feel my eyes opening wide, almost popping out in attention to the dildo coming in contact with my ass. In that position, I could actually see my ass. I thought that maybe that had been the first time in my life that I saw it, not in a mirror. It looked slightly red, and not completely closed, but the girth of the toy was way bigger than the hole.

“Relax,” she said simply.

And she started to push in. To her credit, having me completely at her mercy she could have split me in two, but instead, she went nice and slow, letting me adapt before starting to move. With some discomfort and, what I’d call minimum pain, an inch of the toy finally found its way in. She left it there for an instant and applied more lube on both ass, and toy. She caressed my balls as she started pushing in again, and a drop of, I imagine, pre-cum, splashed in my neck.

She went another inch deep and, although the discomfort was still there, pleasure was appearing also. My dick was even larger, it seemed to me, larger than it had ever been.

She grabbed something from the bed and put it around my balls and the base of my dick. It was some sort of cock-ring that I had never seen before. She pulled it tight and locked it; now everything looked even bigger. Then she continued pushing down.

She went about one-third of the toy in before she switched directions, she pulled it out almost completely, applied more lube, and went back in. With each inch she gained inside my body, I thought I could feel my insides rearranging, and at some point, I could even see a bulge on my belly. With dismay, I realized she had gone all the way in. By that time, my neck, chest, and face were a slimy mess, and, I imagined, the plug in my mouth was the only thing preventing it to go in there too. That was a shitty consolation, pun intended.

I was fixated on the bulge next to my navel, as she expertly and mercilessly hammered me. At this point, I couldn’t tell if there was discomfort, maybe even pain; Blissfully, it would seem that my brain decided to focus on the good sensations.

Even though I didn’t know this was possible, I felt I could cum any moment now and I wouldn’t even need my cock being touched. As the thought crossed my mind, she pull the large toy completely out.

I gasped on my plug-gag. Was she going to leave me like that?

Unexpectedly, she removed the gag from my mouth. My tongue started swirling around and I started gathering the filthy drool that had accumulated to spit it out. Like reading my mind she said:

“No spitting.”

That, of course, wasn’t all. She grabbed a metal instrument from the bed and started inserting it into my mouth, placing pieces of rubber or silicon on my teeth. She then started turning a screw and unstoppably, my mouth cracked open. Each twist opened a bit more until I thought my jaws were about to be dislocated.

She shook my cock, which by that time was acquiring a worrying purple tone. Threads of goo fell on my face, some of them finding the interior of my newly opened mouth. At this point, that didn’t even feel nasty compared to what came before.

She got in position again and started pushing the dildo down. This time, without warm-up, which produced a dull pain. She went all the way in, immediately battering my ass with no reprieve, and, behind that initial pain, it was pleasurable.

Without pause, and with impressive dexterity, she undid the ring on my crotch, threw it on the bed, and grabbed my shaft in her hand, closing on it tight, smashing it in her palm.

Still, I was building up and closing in for orgasm, mostly from the rubbing of the dildo inside of me. It piled up in a different way than it does when my cock is stimulated, remaining on a much thinner edge before orgasm. Finally it happened, and she didn’t stop. She continued drilling as my constrained dick attempted to throb in her hand while spitting large streams of cum she artfully aimed at my mouth. Before I could realize what was happening in the bliss of overwhelming pleasure, I had to start swallowing to avoid choking on the puddle that was settling in my throat.

She cackled, as she continued pounding and milking, even when nothing else was coming out anymore. I screamed, overstimulated to the point where my ears started buzzing and my eyes were starting to blackout. Finally, she pulled the dildo out of me and let go of my cock, leaving it hanging, finally limp, slowly drooling all over me. Goes without saying, that had been the most incredible orgasm I’ve ever had, the most intense pleasure I had ever felt, and anything else that happened and seemed, untoward or wrong, was meaningful at the end. It was all worth it. I would, without a thought, do it again; Or worse.

After a while, she removed the pillow and raised the table again, letting my back and legs finally rest. She removed the device from my mouth, which although it sounds improbable, I had forgotten I had. My tongue explored my mouth tentatively and on its own, not sure if trying to get rid of any remains or savoring them. In my current state, it was really hard to tell.

“What do you say Buddy?”

“Eh?” it’s all I could manage.

She slapped my face twice, one on each cheek, one on each side of the hand. That stung and hurt, especially the second one.

“Didn’t your parents teach you manners? What do you say?

I thought for an instant, presently afraid of what she’d do if I got it wrong.

“Thank you, Mistress,” I finally decided.

“Good boy.”

She pulled out and started again with what must have been a different finger. The middle one, if I had to bet. This time it didn’t take long until she was all the way in. Then she started, pushing two fingers, at first making me feel very uncomfortable, like something wasn’t supposed to happen like that, but it seems she knew what she was doing, and soon enough, two of her fingers were fucking my ass, this time, coming hard in and out. She’d stroke my shaft every now and then, each of the times making me hold my breath ready to be done, but she’d always know when to stop and leave me hanging.

It made me wonder what she was waiting for. I could imagine when it came, it’d be the greatest orgasm I could imagine, but why did she work so much for it? Was it only that she was having fun?

“Oh my. You filthy boy, what a mess you’re making here. Let me show you.”

She wiped the table and put the messy tissue right in front of my eyes.

“See the grooly mess you are making on my table. Here hold this,” she said mockingly lecturing.

She opened my mouth with two fingers and put the tissue inside. There was an explosion of unwelcome flavors in my mouth. First, her fingers, which I was pretty sure were the ones she was using in my hand, and then my… precum? Wrapped in a paper that would inevitably melt.

She knew this, of course, which is why, before I could react, put a ball gag in my mouth and closed it tight on the back of my head.

“Don’t swallow,” she added laughing. “If you can.”

And back she went, straight to my cock. She’d stroke it a couple of times, let it go, then five times, wait a few seconds, only once, six times really slow; keeping me on the edge for the entire time, but unable to go. She would stop to slap my butt cheeks or my thighs and continue making comments about how small my dick was. My whole body tightened and shook every time I neared the end, making my nostrils flare due to my mouth being gagged. I was desperate.

She grabbed the base of my cock with two fingers and started rubbing my frenulum with another. It was the first time she did this and although it wasn’t pleasant per se, it was doing the job. Again, my breath sped up, and every last muscle of my body tighten as she methodically and tenderly slid her finger on my tip; It was coming, and she wasn’t stopping. As a numbing pleasure built, her hands drop my member immediately. I tried to move, touch anything, the table even, so it could finally push me over. I started ejaculating, feeling the warm goo being ejected, but no pleasure, no relief, just an even bigger disappointment and desperation taking over me, clouding, even more, my already maimed will, all while she loudly laughed.

She undid my gag. I spat some of the few pieces of tissue I hadn’t already, unwillingly, swallowed.

“Please,” I begged almost inaudibly.

She slapped my face violently; My cheek started to burn immediately.

“I said address me as Mistress. I don’t like repeating myself.”

She waited.

“Yes, Mistress,” I answered finally.

“Better. Now, eyes, ass, or mouth?” she said showing me a handkerchief absolutely drenched in cum.

My first instinct was to answer ‘none’, but I immediately realized that would only bring me pain and either make me choose again or let it up to her. That was, concerning. Of course I didn’t want that in my eyes, it’d sting and possibly even give me an infection. The idea of having it in my butt, the very fact of introducing it in my butt, was unthinkable. I didn’t want it in my mouth either, but I already had the bad taste of the tissue, so I imagined, it was clearly the lesser evil.

“Mouth,” I mumbled, my eyes downcast.

She slapped my other cheek. Now both of them were raging.

“Mouth, Mistress,” I added almost sobbing.

She put the handkerchief in my mouth. The feeling was completely different from that of the tissue. Warmer, thicker, messier, and with a much more intense taste. I gagged but managed to get a hold of myself.

“I won’t cover your mouth,” she said, “but keep it in there.”

She left again. My cock was still hard. I wasn’t sure if due to the ruined orgasm, the Viagra, or a little of both, but it hadn’t softened in the least.

I push the last ball in my ass without much care anymore, just trying to get it done so I can concentrate in no cumming. I never thought that was something I’d ever need to focus on doing. It passes through, and Ben increases the vibration again. I try to moan, but Tara had anticipated it and she’s covering my mouth with her pussy completely. Defeated, I just find the right place for my tongue to play and keep at it.

Ben pushes two fingers inside my cunt. He keeps them at the bottom, putting pressure on the wall with my ass. He rubs, and I feel the balls moving in my gut, surprisingly pleasantly.

He puts the loop of the balls-chain in my hand.

“When the last one is out you both can cum.”

The vibration increases again, but this time much more drastically. He starts rubbing the wand as it vibrates and I feel my orgasm exploding. I hold with all I have and in a last moment of reason, I pull from the loop, balls plopping one by one making everything worse. When the last one exits me I let go and scream at Tara’s cunt as she now rubs it on my face violently while she moans.

My muscles tense. I shiver and twist as the vibration stays during the explosion of pleasure. I feel like I may have peed myself, and finally, the vibration stops.

Tara lets my legs go and throws herself back. I am exhausted and in ecstasy. My face and my crotch are both slimy messes. And I laugh. I laugh really hard.

Ben grabs my hand and sits me up

“Now, did you want to lick cum from a dick? Did you want to suck a pussy? Did you want to have balls into your as? Did you want to be told when to cum?”

“No,” I answered still smiling.

“And yet, did I force you to?”

I dress up and pick up my purse ready to leave.

As I am about to cross the door frame, I turned around smiling.

“Can I come back another day, Master?”

I grab my phone and text Mia, saying that all is good and I’ll text back in two hours. As I put the phone back in the purse, I lie to Ben saying that I won’t need to text again, keeping some cards in my sleeve, I guess.

“When do we start?” I say finally, still more doubtful than I’d like to be.

“What about now? Come here and open my zipper.”

I don’t really know what I was expecting, but going directly to his crotch seems over the top. I hesitate, considering if I should finish this before it ever starts. Ultimately, I decide to give it a try.

I walk slowly towards him and bent just enough to reach his pants. I pull the fabric pinching it with two fingers and with my other hand I open the zipper. Before I even start stepping back Ben asks me to go back to the couch and watch.

“Suck it, Pet,” he says.

Tara starts moving immediately. Artfully, she reaches into his zipper and pulls out a small, limp cock, barely showing at all. She puts her hand in his pants and seems to be massaging his balls as she grabs his tip in her lips and starts sucking. His dick starts growing almost immediately as if she was blowing a balloon instead. I mentally chuckle at the comparison and suddenly realize it had been a very long time since I had a man. A few seconds in, his dick looks large and gorgeous and I feel my panties wetting under my skin.

As Tara continues the blowjob I can’t separate my eyes from it. His flesh coming in and out of her rapidly moving head, completely disappearing when all the way down, bright, wet, and impressive when she’s right at the tip.

“Grab that butt plug and put it in her ass,” Ben says nonchalantly pointing to a black back next to me.

I grab the toy and walk towards Tara, surprising myself at how I can’t keep my eyes off of them.

Her hips are high and her legs are slightly open, her holes totally exposed to me. I’m sure I blush, as I’ve never fooled with a woman before.

“Suck it first and make sure is wet. We wouldn’t want to hurt her.” Ben chuckles. “Don’t worry, it’s clean and disinfected.”

Again I hesitate, but no, I didn’t want to hurt her, and although I’d never played with my butt, even I understand the need for lube.

As I move the plug close to my mouth, and I start opening it, I question if this isn’t like super-sized for a butt plug, and wonder how it is going to get into that tiny hole.

My tongue touches it first, tentatively, afraid of what a nasty taste it would have. It turns out, it’s a bit rubbery, but condoms are much worse. Slowly, I put it all inside, realizing how far it holds my jaw open, and I twirl my tongue around it and get as sloppy as I can to make sure it’s wet enough. I then realize, as I watch them, that I’m putting it in and out of my mouth, just like Tara with his cock. The toy is drenched enough, I decide, and so are my panties.

I grab the base between my fingers as if it was a syringe, unsure what’s the proper method, and put the thin end on Tara’s ass. She reflexively clenches, but then immediately relaxes. I actually like that. I start pushing in, softly, realizing that I will need to apply quite a bit of pressure if I want to make anyway. So I start pushing harder, and harder. Slowly, the skin around her hole stretches and starts sliding on the rubbery surface, opening and wrapping it as it goes. It doesn’t appear this gives Tara any discomfort. I reach a point where the toy is almost at its widest, and it seems it won’t go any further. I keep it in place, not letting it slide out but afraid of pushing harder. Then, to my surprise, Tara starts pushing her butt back, and all I have to do is hold my position to see how the plug is finally engulfed and swipes in with a swoop. Tara’s head slows down for just an instant, and I hear her moan.

“Come here,” Ben says. “On your knees.”

I kneel down next to Ben’s leg. Tara’s head is only a few inches from me, and so is his cock. I lick my lips, my hands start pulling up my skirt.

“Hands on your knees,” Ben orders simply.

That makes me self-conscious about what I was about to do, so it comes easy to just rest my hands on my legs. Keeping them there is harder, and I notice my fingers are folding, my nails scratching my skin.

I swallow, my lips open slightly and I’m breathing through my mouth. Tara, relentless, continues working on Ben’s cock. Finally, Ben pulls Taras’a hair, moving her away. He grabs his cock and in a couple of strokes, it starts throbbing and spitting cum on Tara’s open mouth and around her face and chest.

I look at Ben’s eyes, unaware of how much disappointment my face is currently betraying.

“Clean it,” he says, indicating his now limp but still engorged member with his head.

I gulp. That wasn’t what I was aiming for.

Hesitantly, I bent over, my hands on his legs, and lick a couple of drops that stayed on his shaft. I grab the tip with my lips, and suction taking any remaining cum in my mouth. Its flavor reminds me again it had been too long since the last time. As I finish and I straighten my back, a sticky drop runs down my thigh. I search my memory, but I can’t remember ever dripping wet through my panties.

“Help her undress, Pet”, orders Ben.

Tara crawls towards me with a smile on her cum-covered face. She grabs the bottom of my shirt and locks eyes with me, before slowly pulling it out. I am not wearing a bra, so that half is done. I cover my breasts with my arms for just an instant, realizing how ridiculous that is in the current situation, so quickly I drop them down.

Tara grabs my hands and helps me up without standing up herself. As I do, she pulls my skirt down, letting it drop on my feet, and then, after waiting for a moment, does the same with my panties. Softly, she touches my ankles to move them, allowing her to grab my clothes and put them away.

Ben stands up and grabs my neck from behind, softly but firmly, and guides me toward the bedroom. Tara follows crawling closely.

I lie on the bed, worried about the mess my messy crotch will make, but compliant. Tara is instructed to climb on the bed, her cunt, also extremely wet, right above my face. Ben grabs my legs and hands them to Tara, who pulls strongly towards herself, slightly lifting my butt up.

Ben puts a wand directly on my clitoris and turns it on. The vibration makes me moan immediately, the surprise not helping the situation.

He hands Tara four balls joined by a rubber cord with a loop at the end, and a bottle I soon realize is lube. She puts some in her hand and makes sure that each of them is completely covered in it. When she’s done, Ben grabs the bottle and squirts some on my crotch, letting it slide to my ass. He starts putting a finger in, really slowly. I gasp.

“You are ok,” he says.

When the tip of his finger is in, he pulls it out and does the same with another finger, allowing this one to go deeper, then his thumb. It’s strange, not unpleasant.

“Here,”, Ben says putting the balls in my hand. “All of them, in one by one. You can do it.”

“I-“

“You can do it,” he repeats interrupting me.

I’m sure they weren’t very big, but for my virgin ass they seemed humongous. Hesitantly, maybe even trembling slightly, I grabbed the first one from the cord that joined them to the others, I put it over my ass and use my index finger to push it in. I feel similar resistance to the one I felt when pushing the plug in Tara, but now I can fill the other end too. I exhale, relax and push a little harder. The ball swoops in. I now can fill it weirdly, faintly inside of me, and I can feel the rest of them hanging out. Before I can start pushing the second one, Ben puts some more lube and gives a nod to Tara who immediately lowers her body, putting her cunt right in my mouth. Maybe that shouldn’t surprise me, being that it was so close, but it does and makes me lose my grip on the ball.

“Lick,” Ben says.

Now I can’t see him. I can only see Tara’s butt and back. I lick. Sticky, warm. The taste doesn’t surprise me as I had ‘tasted’ my own while playing with myself before. This is a bit different, but much the same. After a few testing, slow, fact-finding goes, I let my tongue slide across Tara’s sex. She moans.

Ben, puts the ball in my hand again. I have to concentrate to keep licking while I push, and sometimes it makes me lose my pace. The vibration on my clit is starting to add up, and things are starting to feel close to orgasm. The second ball passes just as the first one in, and they both feel a little more stuffy inside me, but still minimally. The vibration in the wand increases, and I take pause from licking to let a moan go, louder than I wanted it to be.

I grab the third ball as I feel more cool lube dripping down my crotch. It comes in easily, much easier than before, but now the three of them are very noticeable inside of me.

“Don’t cum until I tell you to,” Ben says, almost in a whisper as he increases the vibration on the wand again.

My breathing is accelerated and seems to have synced with Tara’s from what I can hear. Glad she is enjoying this, I think.