"Now remember I told you I want to feel your tongue and your lips. When you're going down, I need to feel your tongue licking every inch of me and your lips gently grazing the shaft. When you're coming up, suction those lips on and keep that tongue working. Got it, cocksucker?" I moan my understanding, and I get to work, lips grazing on the way down and tightened on the way up, tongue never stopping. I must be doing something right since Jake keeps moaning and starts to push my head down deeper. Two, two and a half, three, and... "When my cock hits the back of your throat, swallow." I feel the head reach the back of my throat, and I swallow. There's a little pressure, but with a slight "pop" I feel my throat widen, his cock disappearing and my face getting closer to the base. He pulls out and we practice that a few times before I'm able to anticipate the moment I'll need to swallow. Just when I go to pull up, he pushes me down and my mouth and throat are stretched to the limit. He holds my head, forcefully pushing with both hands, as he lays back and groans so deeply. After about 10 seconds, he pulls me off, steadily stroking his cock and smiles. "We're gonna do that again, but you need to be able to hold it longer."
We start again, and every trip to the base is longer than the last. Twenty seconds, thirty, forty, fifty. I reach for my cock to start stroking, and I feel his weight shift. Suddenly, his stomach is holding my head down, as his left hand reaches into the black bag and pulls out some leather wrist cuffs. Before I know it, he's pulling my hands behind my back and locking my wrists into the cuffs, and the cuffs to each other, explaining, "You can't be doing that, little sub. My cock needs all your attention, okay?" And I moan, because I don't care about the cuffs - I've done kinkier than that before.
As I'm about twenty seconds into the one-minute mark, I hear the door open and I try to come up and see who it is, when I feel his stomach hold me down again and feel a firm smack on my ass. "Keep my cock in your throat, little sub. It's just a friend of mine. You said you wanted a lot of cock, so I found you some cock. And while I fuck you, you'll suck him, okay?" A few seconds go by, and then, "Okay?"
I moan, and I should be thinking 'what the fuck,' but I'm so excited by the thought of having a cock in both ends. And if there was any resistance in me, feeling Jake's finger apply cold lubricant to my ass, first on the outside, and then push a finger in, then two...and my resistance is gone. He tosses the reusable bag onto the floor and next to him sits a beefy man, roughly the same height, but with dark brown skin, fully hardened cock, slightly thicker, but slightly smaller, being stroked. I'd already lost count when Jake pulls my head up and says, "Now why don't you show my friend what you've been learning? I'm feeling like I need that ass you've been teasing me with."
I don't need more of an invitation than that before I'm slowly licking up and down this new cock and Jake is slipping off of the couch and shifting to behind me. This guy is gentler, slowly caressing my face as I lick his cock slowly and masterfully. "Isn't he a good little cocksucker, Greg?" Greg gives a simple "mhm" while I work his cock. I hear a little rustle behind me and start to feel Jake putting something under my knees and tie them around my legs. "Don't worry, little sub. Just some kneepads. Greg and I can last a long time, and I don't want you complaining your knees hurt." As he fastens them both into place, I feel how comfortable they are and think that I could get used to wearing these, for hours even.
Without warning, Greg grabs my head and places it on his cock, and then plunges the entire thing to the base, down my throat. I start to gag and choke a little bit since he is slightly thicker, but I stop worrying about that when I feel a long finger slide into my ass and start to tickle around my prostate. My own cock is leaking like a faucet, and I go to stroke it before I remember my hands are tied. Greg slowly pulls me off his cock and I start to suck the way I sucked Jake, going deep each time. Meanwhile, a second finger has joined the first one in my ass and is driving me crazy as he slowly teases me. "Do you want my cock yet?" Jake says teasingly, and I can only moan, which triggers Greg to force my head down again.
I hear some rustling around behind me and then I start to feel someone touching my cock. I lift my head up to look, but Greg forces it back down and this time keeps his hands on the back of my head. I feel that a cock ring has been slipped on, and then... "So you must know, little sub, that it's not quite right to have two Doms with their cocks out and yours swinging about freely. It's a chastity cage you're feeling. Don't worry, it will come off once we're done playing." And with that, I feel my very hard cock being forced down into what feels like a size too small chastity cage. But I don't have time to fuss about that as Greg pulls my head up and begins to sink it back down, and then again, up-and down, from tip to base, forcing me to pay close attention, regardless of how much I am now straining and leaking.
I start to feel some pressure at the opening of my ass and feel Jake push into the small of my back with his hand. I relax my lower body to make for easier entry. As Jake slowly increases the pressure, Greg is still using my head as a blowjob machine when he suddenly decides to keep it down at the precise moment Jake's cockhead goes in my ass. My cock is leaking and straining uncontrollably, and I can't help but moan from the pleasure of having a cock in both holes. Greg slowly pulls me up and I feel Jake slowly push in slightly deeper. The feeling is a good one as he doesn't push in too quickly. I start sucking just the tip of Greg's cock as I had with Jake's before. "How're you doing, little sub? I'm halfway in. Does it feel good?" I moan, which makes Greg start to thrust a little more of his cock into my mouth. This continues for a while, my ass adjusting to a very welcome intrusion.
My ass starts to feel a little sore, which Jake reads when I twitch uncomfortably. "You're doing so good, little sub. Just two inches left." As if on cue, Greg starts pushing me deeper onto his cock, just past the throat opening, and then out again to the tip, forcing me to concentrate on swallowing at the right moment to accept his cock. "That's a good little cocksucker." And then Greg forces my head down unexpectedly, causing me to gag and causing my body to spasm slightly. Jake uses this opportunity to bottom out the final inch, holding it there. And from the moaning and groaning coming from the two of them, me choking and my ass being this sore must be pure ecstasy. Greg pulls me off his cock and I gasp for air, but Jake stays planted firmly. "You need to relax your ass or it's going to hurt. Just let your body get used to being filled by my cock."
Slowly, I feel my body acclimate the feeling of Jake's full length and girth, and he must feel it too, because he pulls out ever so slightly and pushes back in, and that sends a wave of pleasure through my body causing my cock to leak. I curl my toes and start to flail my legs a little from the amazing feeling. At this point, Jake pulls out slowly and completely and I hear some more rustling. Before I can turn my head, Greg places his cock in my mouth and starts me on sucking him again, which I'm not going to refuse when I'm this horny. I feel soft leather being affixed to my upper thighs, then to my ankles, and then, something weird, my ankles cuffs clipped to the thigh ones. "This is just to stop your legs from flailing while I fuck you. I don't want to get kicked in my junk," Jake says. All I can think is how thankful I am for these kneepads since they are so comfortable.
Jake places his cock back in slowly and begins to do long, deep, and slow strokes. Each time he comes to the tip and then slowly pushes all the way back in. Meanwhile, Greg is having me slowly go up and down the shaft in time so that when I am at the tip of his cock, Jake has bottomed out in me. This keeps going for a little while longer, throat full, ass empty, and then ass full, throat empty. That is, until Jake starts to pick up the pace.
"You've got such a nice little ass. I can't wait to make it mine." With that, his rhythmic thrusts become more forceful, and he begins to pick up speed. Greg is now moving my head from tip to base over and over, and also seems to be picking up speed. My own locked cock is straining unbelievably and leaking profusely.
"Holy fuck...you feel so good," Jake pants as he starts to pick up speed. "I'm getting close." We had been at this for about an hour I thought, so that makes sense. Then his panting gets heavy and slowly starts to turn into grunting. "Oh fuck. Oh FUCK. OH FUUUUUUUUUUUCCCCCCCCKKKKKKKKKKK!"
Two things happen at once, Greg has me swallow him whole and stay there, and on my chin, I can feel his balls tighten. In my throat, his dick is pulsing, and hot and sticky cum is being pumped right to my stomach it feels like. In my ass, what was a feeling of fullness becomes a feeling of full, but with spreading warmth. And I feel Jake's stomach press into my lower back, his chest to my upper back, and he continues grunt after grunt and I continue to feel the warmth spread more and more like a never-ending stream. It feels amazing to have been used so thoroughly. I could stay like this forever sandwiched between two magnificent cocks.
"Squeeze your ass tight when I pull out," Jake says, and I moan my understanding, which apparently milked a little more cum from Greg. Jake pulls out slowly, then some rustling, then, "Okay. Loosen up." I do as ordered and feel some pressure on my hole. Thinking Jake is going to put his cock back in, I loosen all the way, but this is bigger. A butt plug? "Now we can keep my cum in there all night. I want everyone to know that I had that ass first." My cock leaks a little at hearing that, and then I hear more rustling. I start to feel a little low on air and begin to squirm a little, which makes me realize the butt plug feels...wiggly? Then Jake sits on the couch next to Greg and gives him a little tap on the leg. Greg slowly pulls me off his cock, and I take the opportunity to get in some much-needed air. I take a few deep breaths -- I can't believe this is how my night begins!
"Wow...that was a-" I start before my mouth is filled with something in Jake's hand. I feel a dildo reach to the gagging point and stop there in my mouth, then some straps on the side of my head and a click at the back. What the fuck? "That's just a dildo gag for you for the time being. You really should be seen and not heard anyway," Jake said. It was at this point I notice my wrists are still bound, my ankles affixed to my thighs, my cock locked, and my knees padded. "I figure that as long as there's not an actual cock in your mouth, you should have this one. Your holes need to be constantly full, so you stay horny all night long." Did he just say "all night long"?
Greg stands up giving me a little pat on the head. "He's one hell of a cocksucker. I hope I get the chance to use his mouth again. You good here?" It begins to click that Greg kept me distracted while I was being bound in different ways. I'm starting to panic.