1.
Now that my ass was open for business, Ross naturally wanted it just as much as my mouth. He had fucked me six times that first weekend and I was sore by the time our roommates returned and put a pause to our open fucking.
Ross brainstormed in-between his nightly visits to my room for blowjobs and had it all sorted out by the third night. I was apprehensive, out of fear that we'd be overheard, but he convinced me to go along with his plan as he knew full well I loved his cock.
So I readily assisted with moving my mattress to the floor and placing it against the opposite wall. These days, he had me nude whenever we had these meetups, and he was hungrily feeling up my ass as we maneuvered everything around. The attention was, of course, driving me wild and I probably would have let him convince me that him fucking me infront of the entire neighborhood would have been OK.
He then unzipped his backpack and produced a few surprise items he had gotten at a sex shop. I felt dizzy with cocklust as he explained everything.
First, a ball gag to muffle my moans. Second, a dildo. When he announced his intention to fuck my ass, I was to get it lubed and broken in. Third, handcuffs and a few straps that would hold me into place.
He explained it all to me while rubbing and groping my ass. I noticed a bulge in his shorts and felt my brain drain. I knew none of this mattered so long as I got to have him inside of me.
"Alright, get on your back with those slutty legs of yours spread and get loosened up for me," Ross said as he undid his pants after handing me the dildo and some lube.
It felt a little odd doing this. I'm not sure why, since Ross had relentlessly used my naked body many times by now. There was just something about putting on a "show" like this for him, like I was a camgirl or something that felt odd. Still, those thoughts flew out of my mind the second the tip or the dildo pierced my hole.
"Mmmmph," I moaned lightly as it slipped in.
It was smaller than Ross' cock. He wanted me to get loosened up, but not gaping and sloppy. My ass was hungry and opened up quickly for it as I slid it back and forth while biting my lip to keep the moans down.
"Fuck yeah, work that ass," Ross said as he started stroking his cock.
At this point, I was getting very into it. I loved the fact that Ross' cock was so hard from the show I was putting on and that he so desperately wanted to fuck me. I winced as I shoved it all the way in, holding it for a moment while looking him in the eye, before slowly pulling it out and driving it home again for a few more minutes.
"Ok, ok, let's get you ready," Ross said as he walked over.
I obediently sat still, with the dildo still lodged in my ass, while he fastened the ball gag to me. I could feel the heat of his cock near my face and let out a moan. I already knew I would cum hands free once he plowed me.
Next, he laid me on my back, pushed my legs up, and cuffed my hands together in front of them so they'd remain spread and access to my ass was unimpeded. It wasn't the most comfortable position to be in, but his manhandling of me was getting me so fucking hot.
"Mmmm, look at my little cockboy slut," he teased as he slid the dildo out of me and lubed up his cock.
He lined up his cock with my hole and pushed as his body rested against my legs. Once settled, he slowly started pushing his cock inside of me.
I moaned through the gag as I could do nothing but look up at him. My cock was already leaking and I could think of nothing more than how much better this felt than the dildo.
I felt his body weight squeeze against me as his cock slid effortlessly into my ass and his balls nestled against me.
"Oh fuck yeah, let's stretch that fuckhole," he said as he started moving it in and out.
Given the focus on keeping quiet, this wasn't the anal onslaught he had subjected me to over the weekend, but it was not gentle either. He'd pull out until his cock head rubbed against the entrance of my hole and then jam it all of the way in with a single thrust.
"This is what you were born to do, huh? Take cock in your ass and mouth? Be my personal balldrainer? You fucking love this," Ross spoke quietly as he pushed in and out.
My pupils expanded as I looked up at him and nodded my assent. It really did seem like that. His cock had far outpaced everything else in my life in terms of importance. His dirty talk and making me admit as much only strengthened my submission to him.
I could tell he was getting close as his breathing sped up and his thrusts increased in speed. My muffled moans and wails continued as my dick stiffened and shot out a load mostly onto my own face because of how I had been bound. I wanted to scream out in pleasure, but the gag was doing its job. We would have been found out for sure had he not put it on me.
"Oh fuck...fuck...yeah...cockboy...love the feeling of your ass when you cum..going to fill you...the...fuck...up," Ross whispered as he slammed his cock into me triumphantly and blew his load.
He laid on top of me for several minutes while he regained his energy. Once off and out of me, he grinned down at me bound there.
"You look hot like this, Mikey. Maybe one of these days I'll set you up like this in an alley downtown and let any passerby pump you?" He asked as he picked up the dildo and started lightly slapping my balls with it
My eyes went wide with shock at the suggestion, causing him to laugh.
"Just kidding, though I know you're gagging for me to share you so you can have two, three, or four cocks in you at once," he continued.
Still unable to talk, I gave him a confused look as I've never said anything about wanting to do that. Though, I naturally now started to wonder what it would be like.
"It means two in your ass, one in your mouth, one in your hand, ideally. It's a tight fit, but I've seen it done," he said, intentionally misreading my confusion.
Finally, he undid the straps and cuffs. My legs were stiff and sore, but I had no regrets. I drifted off to sleep that night fantasizing about Ross sharing me with friends. A seed had been planted.
2.
Over the next two weeks, I mainly gave blowjobs with Ross fucking me a handful of times while bound and gagged. An opportunity for more arose with Jason and Bryant announcing that they were moving to LA. We'd have to get new flatmates, but had some wiggle room where it wasn't super urgent. They were up and moved out a week and a half later.
