The fandom needs to know - does Dean like to be slapped in the face during sex by a girl wearing a Zorro mask? xx
Short answer:
But because I can, I’m gonna elaborate with a theory I came up with in the first five minutes of reading this, and turn it into a very rushed headcanon that will not be proof read or make much sense.
MASKS ARE HOT, BUT BEING SLAPPED BY SOMEONE WEARING ONE IS HOTTER: DON’T JUDGE HIM (or my head canon on how the whole Zorro mask thing came about) MDNI 18+
Pairing: Dean Winchester x a couple of random fem OC’s.
NOTE: You know I LOVE to swear, but I’m going to replace any naughty words I’d normally use because I think it will be funnier. Apologies in advance.
It was the summer of ‘69 1999, and our young Dean was off to the theatre, a girl under his arm, his hand rather close to her jubblies. As a man of twenty, he was still exploring his manly urges. There was just something about the smell of stale popcorn and sugary drinks that did it for most guys like him, you know? Or was it the normalcy?
Whatever.
His date was hot. Hotter than Rhonda Hurley or that chick from Titanic. No, not the old lady. Her younger self, Kate Winslet, who made out with Gilbert Grape’s brother at the end of the ship.
You see, Rhonda may have had the pink thong, which yes, did feel rather nice (he still had it hidden under his cassette tape collection that no-one would ever touch), but this girl had just blown him in the back seat of Baby. There was no comparison in the moment, and she was more than willing for him to return the favour in the theatre, because why not?
They settled in their seats, the back row of course, in the closest to midnight session as possible, perfect for its lack of other people. His hand still rested over her shoulder, slowly working on sliding her bra strap down so he’d get better access…when the opening credits started rolling.
This was supposed to be an extended make out session, but Dean was hooked from the moment he saw Zorro stride across the screen and swish his sword into the air, forming the fire-laced Z.
“Oh hell yes,” he muttered. The sounds of clicking hooves and soft ringing of bells had his inner child heading straight back to its love of cowboys. He hadn’t expected what had been presented to him as a romantic movie to actually be so cool.
Antanio Banderas
Anthony Hopkins
Catherine Zeta-Jones
The names flashed across the screen as the story of young Zorro played, and Dean all but forgot about the ample bossom just below his reach.
That is until his date started running her palm over his thigh midway through the film, and whispered in his ear, “I thought we were going to continue where we left off, babe?”
And Dean was torn. He wanted to watch the movie. The guy had a sword! But he also had the opportunity here to taste some kitty, and maybe get his own sword wet after the fact.
What was he to do?
He was a young buck, always thinking about what happened on that black casting couch he’d heard so much about, more than once a day. He couldn’t let the opportunity pass itself up. So, after more coaxing from her hand, which wasn’t all that much, reaching higher up his leg to get him interested, his own hand reciprocated.
Fingers trailed soft skin. They pushed the hem of a very short skirt up higher to tease the lace beneath, and the mound beneath that again, and to his surprise, it was very damp. He himself had raised to attention, straining against the seam of his pants.
To cut a long-short story shorter, Dean and his date got their rocks off whilst watching Zorro. She didn’t even need to touch him, because he learnt how hot a guy in a mask could be thanks to the way she coated his fingers and the seat below. And Dean? He was left with a rather big mess, that was made bigger when he accidentally spilt his remaining soda in his lap to cover up the special sauce that stained it.
So Beth, how the hell does being slapped come into it? you might be wondering.
Right… Well, um, that first bit took me longer than I thought, and I really should be getting to work… So let’s just say, to the poor sod who read through all of that (I’m not judging, I wrote the thing), it was all thanks to a case involving a costume shop, a display of masks, and Dean purchasing one that suspiciously looked like Zorro’s.
He remembered his time in the theatre all too well and knew it had the potential to be a mighty turn on. He just didn’t consider that it might’ve been one girl’s preference and not everyone else’s.
Turned out, for once, he was actually right.
It stayed in Baby for a good time after that with Rhonda Hurley’s thong that was moved from the box of cassettes after Sammy almost found it while bitching about Metallica and mullet rock. They both lived together in the crack between the back rest of the back seat, and the bench below it. Somewhere Sam would never find, unless he wanted to risk finding other things. I’ll leave that up to your imagination.
Cue a new hot date and Dean getting lucky again many years later. The car was rocking, and Dean was having a great time. Her thighs hoisted her up and down with the help of Dean’s grip on her hips, perfectly taking his sword all the way to her hilt. Hitting the little nub situated at the edge of her sheath.
This girl was bendy, and her hands little, and one slipped right through that crack when she leant over to trail hot kisses on his skin, finding both the mask and the underwear.
Did I mention she was an aspiring actress? Becuase she was. How convenient.
She sat up, threw that thong to the side, giddy with excitement of Dean still ploughing into her and put that mask on. It made her look hotter.
She continued to ride his saddle, one hand keeping the mask in place, the other flailing where it could to hold on as Dean picked up the pace.
She was wetter, his twig and berries throbbed, and when he gave a particularly sharp slap to her rear, in the moment, she gave him a playful one back, and it felt good. Too damn good.
“Do it again,” he said through an animalistic groan he’d be embarrassed to admit later, and she did, with a wicked smile that caressed her face until he begged her to do it harder.
She did. And while Dean didn’t make a mess in any jeans that evening, he did in fact blow harder than he was used to in his older age. It came thick and strong, curling his toes and pounding his heart, rapid in his chest.
That mask no longer sits in the crack between the seat. It has a special place in his duffle, goes with him whenever he leaves the bunker, and on the off chance he ever meets another aspiring actress or someone adjacent to the field, maybe a flight attendant or a yoga instructor, the mask slips into his jacket pocket, ready to be used again.
So yes, Dean definitely does have a Zorro mask/slapping thing going on in that head of his! I hope that answers your question?
PS. I wrote this in the shopping centre where I’m working today, and was interrupted by an old lady, wishing to tell me about the bible, twice… it’s like she knew or something.
The Bible lady saga continues HERE. The lovely @jollyhunter sent me an ask - what would happen if she showed up a third time, but so did Dean and Bobby-John from that season six episode - you know:
So if you’re game, go check that out
