This woman was a pain in the ass.

Not in the way that his ex had been… Nah, she didn’t really nag Dude every time she saw him.  She was a pain in the ass in the most literal sense of the word.  She had a silicone cock up his ass, stretching his hole about an inch or so wide.  The damn thing was long as hell too… At least, it felt huge.  It was certainly bigger than anything else he’d ever had up there, but he wasn’t complaining.  No.  Quite the opposite, in fact.  This shit ruled.  He’d toyed with his own ass before… With his fingers, devices, random household items.  But this?  Having someone do all the hard work?  Yeah, you could say it hit the spot.  Every time the head of that dildo brushed past his prostate, grunts and groans involuntarily forced their way out.  His toes were curling in his socks.  His knuckles were white.  A particularly deep thrust sent a shudder through his entire body.

“Oooh, yeah,” he purred.  “Just like that, baby.  Keep going…”

The Mistress just chuckled behind him, pushed his head further into the pillow, and continued impaling his pasty white ass.  She fucked him like she meant it; like she was trying to fuck a hole through him.  Silicone balls smacked against the real thing.  The squelches of toy into sphincter and moist slaps of hips onto ass filled the room with a sordid symphony.  It sent jolts of electricity through his body and right to the tip of his dick, which was dangling painfully untouched beneath him.  He didn’t want to stroke himself, not yet.  He needed her to keep it up just a little longer before he was willing to paint the bed white.  Too much stimulation and he might cut the party short.

“You’re such a slut, baby,” she praised behind him, easing her hold to ruffle his hair.  “Taking it all like a good boy…  I think we should go bigger.  Don’t you?”

“Fuuuck yes,” moaned Dude.

“You gonna whine when I pull out?”

“Mhm.”

His brutal honestly made her cackle as she emptied him.  He didn’t whine, but Christ, did he consider it.  He didn’t like feeling the breeze from the ceiling fan on his gaping ass.  He remained on all fours, but sat back on his haunches, watching her as she dug through her drawer of goodies.

“What about that rainbow one?”

“This one?” she asked, grabbing one.  He nodded his head.  “Nah, it’s my favorite one.  I don’t do anal with it…”  She dug around for a bit more before pulling out one that was a translucent, glittery purple.  “This one’s about the same size though.  What do you think?”

He gave it a scrutinizing scan before shrugging.

“Fuck it.  Shove it up there.”

She wasted no time swapping the dicks out.  The big purple beast was soon strapped on and ready to rip ‘n’ tear.  After lubing it up, she walked back behind him, crawled onto her knees on the mattress, and pushed him back onto his face.

“Down, boy,” she said with a laugh.  The blunt tip teased his entrance.  Impatient, Dude pushed back against it.  His back arched when he felt it slip in.

“Jesus,” he panted.  His eyes were bigger than his ass with this one.  It might actually rip or tear something if he wasn’t careful.

His woman, ever the professional Domme, paused to check on him.

“All good?  Not too much, is it?”

“Mhm.  ‘S great.”

With the verbal confirmation, she began easing it further in.  Each centimeter felt like a foot into his bowels.  He had to look down when it was fully seated to make sure the damn thing wasn’t poking out of his stomach.  He didn’t even know if that was physically possible, but he could just picture it and that mental image alone made his cock twitch.

“Need a minute?” she asked.

Letting out a puff of air, he shook his head.  “Nope.  Lay into me.”

“With pleasure.”

Her fingers tangled in his greasy hair again and gripped it tight by the roots.  She tugged him up by it, forcing him upright onto the dildo and onto her lap.  Her other hand reached around him to grab his dick.  Just the warm embrace of her grip on the sensitive flesh could have sent him blasting rope everywhere, but he restrained himself. 

“Bounce on it for me.”

Dude let out a laugh of disbelief.

“Really?”

“Do I sound like I’m joking?”

He knew it was a rhetorical question.  She wasn’t.  She never did in the bedroom.  He swallowed, but knew he had to do what needed to get done… Even if his joints protested the entire time.  He took a deep breath and began to lift his hips.  Her hand remaining on his junk made this even more awkward for him than necessary, but he managed.  After a few experimental tries, he started to settle into a rhythm.  In the back of his mind, he knew he had to look ridiculous bouncing on a chick’s strap like this, but he couldn’t find it in him to give a shit.  He clenched around the thick toy, relishing how the larger size provided more satisfying sensations.

“You close, babe?” 

His hips bucked upwards at the tickle of her whisper on his ear.  He bobbed his head in response.

“Use your words.”

“Fuck… Yes.”

Her hold on his cock tightened and she began to stroke in tandem with his motions.  He was so close that he was about to burst.

“Whenever you’re ready.”

Thank God.  If he had to hold it any longer, he’d probably lose it.  He angled himself in a way so that when he came down on the dildo again, it stroked a particularly sensitive spot in his ass.  A few rubs right there, one more slam down onto her lap, and he was spewing a hot white load right into her fist and all over his stomach.