Page 7 of Jail Break

My balls tight, my asshole clenched around him. My cock was so hard I was pretty sure I was going to melt if I didn't come.

I assumed he was going to make me beg him some more. I didn't think he would line up another finger straight away.

“Wait,” I shuddered. I hadn’t taken two fingers, especially not fingers as thick as his.

“There's no time for waiting, pretty boy. Not when you're sticking your ass out like that.”

He was grinding against my asshole, and the strain was wild. There was no way two fingers could go all the way up inside me.

But he totally distracted me, burying his face against the V of my thighs, nipping my skin. I yelped as his fingers surged into my ass, stretching me so wide I choked.

My fingers dug into his shoulder as his teeth grazed my left hip all the way down to my balls, nuzzling my cock. The rough scrape of his beard on my aching cock was way more intense combined with the pressure on my ass.

I notched my hips back as his tongue swept my hard length, just as he scissored his fingers inside my ass.

I cried out instantly. “Aiden, I—” My head fell forward, gasping as his fingers pushed against the walls of my ass. I was trying to relax, trying to deal with the strain, but it was so much.

But he just laughed, and I felt him adjust his wrists, and he rammed his hand straight upwards, burying his fingers knuckle-deep inside me.

I squeezed my eyes shut, feeling it in my ass as I shifted my hips, like I could somehow get comfortable with two massivefingers taking up all the room. He was so far inside me he could press the base of my cock.

I circled my hips, testing out the feeling, tightening and loosening as he kept thrusting inside me.

He dragged his tongue up my cock, tasting my tip as he pulled back. “Yeah, your ass is so fucking soft. You could definitely take a dick,” he groaned as he thrust even harder and higher just as he flicked his piercing against my cockhead, and stars burst behind my eyes as pleasure took me over and I came.

Four

Aiden kept licking me as I came. Not swallowing, but swirling my cum around my cock as he sucked on my shrinking dick. I fell forward, my pubes crushing into his face, and I kept straight-up grinding against him, hungry for more.

Just hearing him say I could take a cock set a switch off in my mind. I hadn’t even thought about it like that. The guy on the TV behind me was being fucked in the ass, but I didn't think Aiden would actually want to do it with me. I didn't know I’d want to either.

Heat flooded my body as he split his fingers open again, digging hard into the sides of my ass. “What do you think? You want to take something this big in your tight ass?”

My cock twitched as heat flooded my body. He twisted his wrist, turning his fingers, opening my ass and hitting a spot which made fireworks of pleasure explode inside me.

“Holy shit,” I choked out as I angled my ass on his fingers, searching for that spot inside me.

“Looks like your ass is loose enough.” He smirked as he dragged his fingers out. “All we got to do is take care of this.”

"Aiden! You can’t—”

“I can't what? Are you telling me what to do, pretty boy? Because I'm the one who's in charge of your ass right now. And I'm the one who decides if you even deserve my cock.”

Why was I getting even more turned on when he was treating me like that?

Like I had done with the cheerleaders I fucked, I was moaning, trembling, spreading myself open, and bucking against his fingers to feel even better.

And I could be even fuller. If two fingers felt so good, then I was pretty sure that a cock would be fucking fantastic.

I thrust my hips forward, hoping he would lick my cock again, but he hovered annoyingly out of reach. And a tug on my ass had me following his hand backwards again, getting me exactly where he wanted me.

Really, I had no clue who this guy was. Just some dickhead crashing on my dad's couch. But I was taking his fingers as if it wasn't going to be weird as fuck when I had to see him from now on.

“You can come if you want to. It won’t make a difference.” Aiden said as he ran his tongue over his crooked teeth. “I can still fuck you, whether your dick’s hard or soft.” He threw mea wink through bloodshot eyes. It was like he was permanently hungover.

I wasn't going to admit I liked how he didn't seem to give a shit that it was me he was messing with. I didn't want it to be personal, even though I wanted to prove I could take it.

The piercings covering his face caught the light as he smirked. “Come as many times as you want, pretty boy. You don’t need to hold back.”