Brandon can't resist his sleeping girlfriend

Brandon hesitated for a few moments as he was standing outside the door to Gavin and Heather's room, before finally opening it up and peeking his head inside. He really didn't look forwards to having this chat with Ashley at all, but felt that the sooner they got it over with, the better for both of them...

What met his eyes on the other side of the door caused him to momentarily forget what he wanted to talk about however, and he found a smile starting to form on his lips as he watched the scene inside of the room. It wasn't the sight of the blonde's naked body that caught him by surprise though, when he found her unceremoniously sprawled out and face down on top of the bed, and he was hardly unfamiliar with seeing her this exhausted after a long night of physical activities either.

He'd also been warned about the 'toys' that were scattered around her, which looked like they'd seen their fair share of action during the night as well, but what really drew his attention was the one he could barely even see at all - as it was buried deep inside the young blonde's body. In fact he might not even have spent it a second thought, if it wasn't for the quite explicit description of the object - and it's uses -, that he'd got from Chloe when he asked her about her sexual experiences.

"So, you actually went there without me...?" He thought to himself, as his curiosity was getting the better of him, and caused him to quietly slip inside the semi-dark room. The ring-shaped object which protruded from the sleeping girl's bottom seemed to match Chloe's description perfectly, although he still found it hard to believe that she hadn't been exaggerating the toy's full length and size.

"Well, there's just one way to find out..." The young man figured - while running his hand across those lovely buttocks -, and then cautiously hooked his finger through the rubbery object to give it a gentle tug, which resulted in a soft little moan erupting from the other end of the girl. Quite obviously she was still asleep though, with the messy blonde hair still draped across her face and shoulders, and she seemed just barely aware of his advances on her exposed behind.

Brandon knew fully well that it was wrong to take advantage of someone in their sleep - even as they happened to be his own girlfriend -, but the soft moaning and the whole situation was giving him an immediate hardon, that caused him to further forget about the true reason for him being there in the first place. Thus he reached for the nearby tube of lubricant, and applied it carefully to the girl's rear, before slowly starting to wedge that object back out of her body.

"Oh, wow...!" He found himself quite surprised by the sheer girth of the first rounded bead to make it's way out of the blonde's ass - followed by another little moan, and a wet plopping sound as it finally came free altogether. The next bunch of knots on the rubbery toy were increasingly smaller, but still resulted in the same kind of noises, until the very last one was extracted and exposed to the fresh air.

"That's really something..." Brandon admitted to himself as he held the anal beads up in front of his face, and concluded that the bottom one was at the very least the same size as the head of his own dick. It filled him with a kind of anger - which mixed with his arousal -, as he remembered well that Ashley had barely ever let him put as much as a fingertip inside of her that way before.

Yet here she was, with a big fucking sex-toy drilled up her ass, and moaning in delight at motion it was making inside of her. It wasn't difficult to imagine that she'd had multiple climaxes from the experience as well, considering how she'd collapsed and fallen asleep with the thing still stuck inside her ass, and wouldn't wake up from having it slowly removed.

"Well, you do kinda owe me something, after refusing it for all this time we've been together..." The young man smirked to himself, with only a slight pang of guilt passing through his mind, as he pointed the rounded end of the toy right back at where he'd found it. Soon enough he was working it in and out of the girl's tight little ass - but only made use of the first half or so, as he tried not to wake her up too early -, while listening to the mewling little noises of pleasure that she was making in her sleep.

Then finally he just couldn't take the pressure any more, and he straddled himself carefully over the sleeping girl's thighs, while pulling the toy all the way back out of her a final time - bending it upwards to her slender waist, and watched it slowly come free as the material strained to straighten itself out on it's own.

By this point he'd already pulled his dick out of his pants of course, and jerked it steadily to the sight below him, until the very last bead sprang free of it's puckered little nest.

"Well, fuck it...!" He grunted then, as he threw his last regrets out the window, and slid his rock-hard cockhead down along the velvet lips of the girl's little pussy - gathering even more lubrication from her wetness, and letting it mix with the generous amounts he'd already applied from the tube.

Then he pushed himself gently against that puckered and well prepared little opening, and groaned in excitement as he could feel and watch the tip of his cock start wedging it's way inside. In a way it was even more arousing than doing it with Chloe, though perhaps it was simply the depravity of doing it to someone who was fast asleep that appealed to him in the heat of the moment.

Either way it felt like he was almost on the verge of cumming already, while he watched the last of his bulbous cockhead make it's way inside, and the girl's sphincter locked tight like a vice around the girth of his shaft.

"Uhnnn...?" The blonde finally seemed to stir from her slumber at the intrusion, and all of a sudden she was fully awake to the different feeling of something warm and alive as it throbbed hotly inside of her body. In an instant her head snapped up from the pillow, and she turned her eyes back to stare wide open in shock at the guy on top of her.

And only then did Brandon realize that this might well have been the worst mistake of his life...