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The drama of Diesel vs Bret from Wrestlemania XI

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June 1995 edition of WWF Magazine

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Shawn Michaels study, I love his gear!!

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Royal Rumble 2004: Shawn Michaels vs Triple H, Last Man Standing Match for the World Heavyweight Championship

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Here’s Mr March on my custom desk calendar:

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90s!Shawn Michaels x Reader NSFW Alphabet

CONTENT WARNINGS: facials, bratting, femdom(briefly), switching, daddy kink, deepthroating, slut training, edging, dom/sub stuff, public sex

Authors Note: I might do old man Shawn if anyone wants (eyes eyes) but here we go! I hope the anon who requested Shawn HCs likes this <3 wanted to put this out because i've been a little unwell and haven't been able to do much requests so in the meantime, i thought i'd do this <3

got a request? send it over to me <3

A = Aftercare (what they’re like after sex)

I think this really much depends. I do see Shawn as being someone who falls asleep pretty quickly because he's quite intense when it comes to intimacy as you will probably see by later headcanons. He'll pull you close to him and just enjoy the aftermath with you. I don't think he would bother to clean up too much. Part of him likes the part of knowing that cum is leaking from your legs and that your all sticky because he did that to you. Although, he wouldn't be too opposed to a shower if you wanted (as long as he gets to fuck you again in the shower) but definately has a more lazy approach to aftercare.

B = Body part (their favorite body part of theirs and also their partner’s)

BOOBS MAN. He likes boobs. Big boobs, small boobs, medium sized boobs. He literally loves your boobs no matter what change you go through. Special mention to your thighs, especially when they are around his head or waist. In terms of himself, I think he would probably say he couldn't pick because he's sexy all over but I think he'd be proud of his arms....and his ass.

C = Cum (anything to do with cum, basically)

One time, this man really wanted to cum on your face for a change because he's an absolute menace and just wanted to see what you looked like with your face painted all pretty with his cum. Normally, he prefers to make you swallow all of him but you allowed this for science purposes. Not your favourite moment but you would defiantely do it again just for the look of absolute delight on his face and the way he fucked you into oblivion afterwards, telling you how pretty you looked with his cum on your face ruining your make up.

D = Dirty secret (pretty self explanatory, a dirty secret of theirs)

Okay okay, secretly, Shawn wants to be dommed by a lady at least once. This man is a SWITCH and he would be absolutely down for you taking charge once in a while. However, getting him to submit is a test of patience because not only is he a switch, Shawn is a certified brat. Part of the game is that he wants to submit but he wants to be pushed into submitting. Like he enjoys the power struggle and making you work for his submission. He's a brat who wants to be brat tamed every now and then, you know.

E = Experience (how experienced are they? do they know what they’re doing?)

This is Shawn Michaels we are talking about. Affectionately, he is a whore. Affectionately, he has been around and once again, he has slept with a lot of people. So, yeah, he definately knows what he is doing.

F = Favorite position (this goes without saying)

Shawn likes watching you fuck yourself on his cock. He likes it when you act all shy over him watching you do this. It really does activate his menace senses and often he'll just grab your hips and fuck you himself but he really likes getting a front row view of watching your tits bounce and watching your face contort in pleasure.

G = Goofy (are they more serious in the moment? are they humorous? etc.)

Sex is never 100% serious with this man. When it's serious, that's when you know something bad or really good is happening. Shawn is mostly quite goofy and humorous but not enough to ruin the moment but he definately makes you belly laugh at various moments when he does something unhinged during sex,

H = Hair (how well groomed are they? does the carpet match the drapes? etc.)

Trimmed. Have you seen this man? This beautiful hairy man. But I think he would be well groomed below. Based on vibes but he shaves his ass as well.

I = Intimacy (how are they during the moment? the romantic aspect)

It depends. I think with you, Shawn tries to be romantic. He does want to treat you well but I think himself gets in the way of it. The cockiness and the part of him that just well, an asshole. I think he's more romantic in the aftermath. When he holds you in his arms and kisses your hair. That's the moment where you know that Shawn loves you the most.

J = Jack off (masturbation headcanon)

Shawn would much rather have you but he also has a very high sex drive. Sometimes he's quite content with jerking off while you talk to him if you aren't in the mood to have sex with him.

K = Kink (one or more of their kinks)

Daddy kink. You called him daddy once as a joke and it turned him on so much that every now and then during sex, he'll call himself daddy sometimes during sex "Do you like when Daddy fucks you like this?" and then he felt your pussy tighten around him when he did that so now it's became a little indulgent thing between you two. Also likes the prospect of teaching you how to be naughtier because he likes the idea of corrupting you and teaching you how to just let go and enjoy filthy sex.

L = Location (favorite places to do the do)

In the locker room. He'll pull you into the mens one, lock it and make you blow him and then fuck you rough, especially after a big match and he really needs to blow off steam.

M = Motivation (what turns them on, gets them going)

When you act shy and innocent. Shawn sees himself as being a man with lots of experience so when he gets the chance to corrupt that, he's taking it 100%

N = No (something they wouldn’t do, turn offs)

I don't think he'd ever be really nasty to you. Like he likes to degrade you but he would never target your insecurities or purposely insult you during sex (there's a difference between calling you a cumdump vs calling you worthless). That's not fun for him and he doesn't like being mean to you in that way.

O = Oral (preference in giving or receiving, skill, etc.)

Shawn loves when you let him fuck your mouth. Especially if you lack experience with sucking dick and you gag around his cock, he just loves making your face an absolute mess especially when you are wearing make up. If you lack the experience, he'll try and teach you how to suck cock (aka, he'll make you suck him and then fuck your mouth until you get used to it.)

P = Pace (are they fast and rough? slow and sensual? etc.)

Rough and fast normally but he is capable of slowing himself down for you. Unfortunately, you are dating a menace with a high sex drive so things tend to be a bit wild with him.

Q = Quickie (their opinions on quickies, how often, etc.)

Shawn will literally fuck you two minutes after a match just because his oppenent no-sold him and he needs to blow. He really will take any excuse to have

R = Risk (are they game to experiment? do they take risks? etc.)

This man is a MENACE. He will fuck you in public places. You have nearly been caught so many times. He is not subtle about how he feels about you in public. He will touch you like he wants to prove to everyone you are his and he will bite you in very obvious places to give you marks. If he's not showboating in the ring, he's showboating by showing you off.

S = Stamina (how many rounds can they go for? how long do they last?)

He could go for a VERY long times and multiple rounds. He doesn't get tired of you and your body. No matter how many times he makes you cum or cums inside of you, he's just got to do it once more until he cannot.

T = Toys (do they own toys? do they use them? on a partner or themselves?)

I don't think Shawn would be one for using toys all too often. Not that he’s against you using them and I think he’d be down for watching you tease yourself with a vibrator. Honestly, I think it’s an ego things. He doesn’t think he needs it.

U = Unfair (how much they like to tease)

Shawn is REALLY unfair. He likes to make you beg, tell him how much you want him, call yourself a slut and will edge you until you cry just because he’s likes breaking you apart and putting you together again. So pretty unfair.

V = Volume (how loud they are, what sounds they make, etc.)

Yup. And he’s a YAPPER. Dirty talk never stops leaving his mouth. Loves telling you how pretty you are full of cock.

W = Wild card (a random headcanon for the character)

As much as he loves when you’re all shy and innocent, he also likes when you lewd yourself for him. Like, wearing revealing clothes or behaving in a provocative way around him, especially in public. Drives him insane.

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Shawn Michaels interviewing Bob Backlund at the Heartbreak Hotel (Oct 8, 1994)

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😘

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Masyn Holiday & Shawn Michaels 💋

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Sirena Linton & Shawn Michaels 💋

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Haze Jameson & Shawn Michaels 💋

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Hes so silly <3

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1997 Shawn is cute