Top 15 Pictures Of Stephanie McMahon That Would Make Vince Go Insane

The Billion Dollar Princess, Stephanie McMahon, has had what many of us would deem to be a pretty odd relationship with her fathe, Vince McMahon. There’s no doubting the fact that father and daughter love each other dearly, but over the years, as we’ve seen little Steph grow up and blossom into a beautiful young woman, right before our eyes on screen, we’ve seen her involved in some pretty crazy storylines in WWE, things no father would dream of subjecting their daughter to. Even though it’s all been done in the name of wrestling entertainment, it’s left people shocked and dumbfounded, but still thoroughly entertained, so I suppose in that sense, all those antics have had the desired effect.

The majority of those moments have been scripted, although Stephanie’s gotten up to plenty of other stuff over the years that would’ve no doubt had the same effect, would’ve shocked and horrified people, people including her own dad, a man who many people think is shocked at nothing, a guy who’s seemingly made of Teflon. But he is still a dad after all, and dads are very protective over their daughters – it therefore doesn’t take a whole lot for a daughter to make her dad go insane with some of her antics.

These are 15 of those times in the McMahon household, 15 pictures depicting incidences that must have left Vince shaking his head, pictures of Stephanie that drove Vince insane.

15 Oops Moments

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No father wants to see pics of his daughter, a grown woman, showing off her assets – intentionally or unintentionally – live on camera for the whole world to see. Vince has put Stephanie through a lot on WWE TV, but even he wouldn’t have stooped as low as to expose his daughter in such a manner, and the whole thing was just a mistake, a wardrobe malfunction that probably embarrassed the hell out of Stephanie and Vince when he set eyes on the cameras. But Stephanie really doesn’t help herself. Either she’s naive, or wanted such a thing to happen – what do you expect when you wear such a super-tight dress, those puppies are inevitably going to pop out!

The wardrobe malfunction she suffered at the hands of Triple H was pretty tricky to notice when it happened, but due to all the technology that’s around nowadays, people soon picked up on it, and all that talking about his daughter in such a way must piss Vince off no end.

14 Group Pic With Chyna

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You’re probably all aware of the goings on between Chyna, Triple H and Stephanie and their love triangle. It was a much publicized break up between Triple H and Chyna, and when they did eventually split, all kinds of allegations were being thrown around, about how Triple H and Chyna had been seeing each other for years behind Chyna’s back and that they were basically taking her for a ride. Chyna says she found love letters and everything, although Triple H refutes these claims, so whether there’s an ounce of truth to any of this, only Triple H and Stephanie will know. But evidently there was something going on, and actually, Vince wasn’t very happy about it.

He couldn’t have been happy about the fact that there was no way one of his best female wrestlers could have stayed with WWE, not after everything that went on, and couldn’t have been happy about his daughter’s role in all of it. Seeing a group pic of them together with Chyna won’t bring back great memories for Vince, because it’s fairly likely that Steph and Triple H were doing the dirty behind Chyna’s back when this was taken.

13 Another Wardrobe Malfunction

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Stephanie’s one performer who’s had her fair share of wardrobe malfunctions over the years. It was a pretty common occurrence, seeing Steph reveal a little too much, especially during the early 2000s. You’d thought she would have learned, worn something, well, let’s say a little more appropriate, but no, she insisted on wearing those tight outfits, and time and time again those puppies kept popping out. No dad wants to see their daughter like that, and so this pic of yet another wardrobe malfunction must have driven Vince insane, especially since it happened on the grand stage at WrestleMania.

In actual fact, it wasn’t too bad, not like some of her previous oops moments, but still, her breasts were exposed and she gave everyone a right good view of her assets.

12 Unflattering Blonde Look


Vince has seen his little girl blossom into a beautiful woman over the years, and during that period, she’s undergone plenty of transformations – not just body-wise, but in terms of her style too. This isn’t one of those good ones though, isn’t one of those experiments with her look that worked. In fact, many and I’m sure Vince would agree, despite him not being renowned for being a fashion or style guru himself, that it’s a pretty disastrous look; what she was thinking we’ll never know.

Stephanie’s a natural brunette, and so the blonde bombshell look just isn’t suited to her. Vince wouldn’t have wanted his daughter to be tagged as being the ditzy blonde – which could have easily stuck had she continued with that look – and it’s just an all-round pretty embarrassing picture.

11 Seriously Pregnant


It’s pretty tough to see your daughter, your little girl, grow up, get into a serious relationship and get pregnant. Stephanie’s seriously preggers in this pic, looks about to burst and is actually pretty unrecognizable due to the fact she’s so big. Of course it’s not a bad thing, but it must be hard for Vince to see his little girl that pregnant, looking so big and so different. This pic was taken when Steph and Triple H – who you can see in the background – attended a charitable Race for Research event to lend their support – obviously Steph wasn’t doing any running! It was after Steph’s pretty dire run as General Manager of SmackDown, when she took some time off, and it’s clear to see why she took some time off WWE TV.

10 Too Much?


Sex sells, or it did, and WWE and Stephanie knew it back in the day. Nowadays WWE TV has become a lot more conservative, family-orientated, but in the late 90s and early 2000s, seeing hot women flaunt their assets and wear risqué outfits was the done thing, even if it wasn’t on WWE TV. Stephanie embraced that whole aspect of female wrestling, and stuck to it, even when she wasn’t on TV. Perhaps she just enjoyed wearing such outfits? She must have done because this is a pic of her out and about in the car, wearing something that’s more than a tad revealing.

This wasn’t even from the early 2000s, it was taken when Steph was older, but she’s still able to rock that look and looks absolutely amazing, although I’m sure Vince couldn’t have been best pleased when he set eyes on this pic – no dad wants to see their daughter expose themselves like that intentionally.

9 With Paul Heyman And CM Punk


It’s not often that backstage pictures, candid shots, get leaked, but whoever took this picture obviously wanted to capture this moment, a moment where Steph, Paul Heyman and CM Punk are all in the same shot. The camera person would’ve wanted this pic because it’s pretty unusual to have all three of them in the same picture, as they’re not the best of friends. Paul Heyman almost walked out of the company at one point because things got so heated between himself, Steph and Vince, and they’ve clashed numerous times over the years when it comes to creative ideas. And CM Punk, well, we all know the history there, and Steph also went on the have some beef with his other half, AJ Lee too.

8 GM Days

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There’s a reason that pretty much everything that happened during Steph’s run as General Manager of SmackDown is swept under the carpet. Those are days she, Vince and probably everyone at the company would want to forget, because it really was a disastrous spell at the helm of the SmackDown brand. Those were also days when wrestling was anything but conservative, as displayed by Stephanie in this pic. It’s yet another pic taken from a bit of footage in which Stephanie was showing off her assets. It was pretty common place back then, much to the delight of a lot of male WWE fans, and this bit of footage must have been a fan favorite, the camera slowly climbing up her leg, seductively until it reached her backside, although it’s probably not Vince’s favorite pic of all time, seeing his daughter sexualized in that manner, despite the fact he probably had something to do with it at the time.

7 I Quit Match

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Vince has subjected his precious daughter to a hell of a lot over the years, but this has got to be one of the most shocking father-daughter moments on WWE TV, so shocking that probably even Vince looks back at the incident with a great deal of regret. This is a shocking pic from their I Quit Match in 2003, at the No Mercy event – there certainly wasn’t a lot of mercy shown by Vince when he went about choking his daughter with a lead pipe. Linda conceded the match for her daughter, and Stephanie was subsequently removed from her position as GM of SmackDown.

Sure, the whole thing was worked, but it’s still a horrible image, one that even Vince probably regrets, even more so since it happened a week before her wedding.

6 Enhancements

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During the early 2000s, Vince’s little girl was in no way little anymore. Although wrestling was very racy at the time, and Stephanie didn’t mind getting stuck in and adapting with the times, this pic, this image of Stephanie still drew a whole lot of ridicule. She had a breast enlargement job – that much is obvious – but it shocked a lot of people because those puppies seemingly blew up overnight. They’re absolutely massive, and most people at the time thought they were far too big and it just looked utterly ridiculous!

Apparently, she had a lot of swelling which made them seem absolutely ginormous, and that just fuelled all the mockery that came her way from all corners of the wrestling world and the fans. It’s fairly self-explanatory why Vince wouldn’t want to see his daughter in this light; it was a procedure that went wrong, really wrong.

5 Flashing

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And we continue along the same lines, of Stephanie showing a bit too much, giving everyone a look of her assets – down below this time. It’s one thing to flash people as a result of a botched move, but it’s another to do so because of your own fault, as a result of just doing something simple like entering the ring. Sure, back in those days, showing a bit was part and parcel of WWE TV, but Stephanie really did seem to take that to a whole other level, which must have driven Vince insane; he wouldn’t want his daughter flashing everyone all the time intentionally or what seems to be in this case, unintentionally. This pic shows that she couldn’t even enter the ring in the appropriate manner without giving everyone an eyeful. She flashed everyone in the front row, and of course the whole incident was captured.

4 With AJ Lee

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It’s no secret that Stephanie and AJ Lee didn’t enjoy the best of relationships. It all started when Stephanie sent a supportive Tweet out in response to Patricia Arquette’s inspiring speech about women and equality at the Oscars. But AJ’s someone who wasn’t best happy with the Tweet and had to reply. She thought Stephanie was being incredibly hypocritical, so she responded with: “@StephMcMahon Your female wrestlers have record selling merchandise & have starred in the highest rated segment of the show several times, and yet they receive a fraction of the wages & screen time of the majority of the male roster. #UseYourVoice.” Apparently, Stephanie was absolutely fuming because AJ’s claims were true and she’d been shown up on Twitter.

Instead of causing a full-blown Twitter war, Steph responded with a simple “thank you,” and was probably instructed to do so. But she was seething and this sullied their relationship, and probably AJ’s relationship with WWE because of it.

3 At Playboy Mansion

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Let’s face it, most guys out there think Hugh Hefner is a legend and most would give anything to be in his shoes. Who wouldn’t want to be working with and surrounded by beautiful women pretty much all day every day? Guys love him, but having said that, if you’re a parent to a girl, the Playboy Mansion is the last place you’d want your little girl to be visiting. Even if it’s just a fleeting visit, being pictured there could give people the wrong impression.

In 2003, she took a trip down to the Playboy Mansion with fellow diva Torrie Wilson who appeared in May’s issue. They can be seen posing on those ionic grounds, taking pics and larking around with Hugh Hefner himself, who it’s safe to assume, was probably gagging to get Stephanie involved and pose for Playboy too, which if it happened, would probably have caused Vince to blow a fuse.

2 Comparing Steroid Trial To 9/11

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Stephanie really didn’t cover herself in glory with this, and it’s by far and away one of her worst, most embarrassing moments during her time in the limelight, something a lot of people probably still hold against her and have a hard time forgiving her for.

Vince wouldn’t have minded Steph sticking up for her dear old dad, but certainly not in this manner. She put the steroid trial, what their family was going through, on par with the events of 9/11, and understandably received plenty of backlash for it. Here’s what she said: “A few years ago, some people tried to destroy my family. They attacked my father’s reputation, they attacked my mother’s reputation, and they attacked the World Wrestling Federation. They tried to rip us apart…but all they did was make my family stronger. And that’s exactly how America feels right now. Because on Tuesday, America was attacked. Because America is a united nation. And together, we stand strong. I am incredibly proud to be an American citizen, and I will stand up for my rights and my freedom.”

These comments would’ve made Vince go insane, along with a lot of other people.

1 Cena: The Face of PG?

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Stephanie's on-screen WWE career has seemingly gone on forever. At one point, she was SmackDown's GM for about a year and it was one of the few times in her career where she played a babyface. As part of pandering to the crowd, she once bent over and allowed future top star John Cena to slap her on the behind. Surely at the time, Vince didn't think Cena would grow to become as big a star as he was and would adopt such a family friendly image. If he knew, it's doubtful he ever would have written his daughter getting spanked into a show.

It depicts Cena in a pretty inappropriate light now, which just can’t be tolerated or even shown now, hence this is a pic of Steph that Vince and probably WWE as a whole don’t really want people to see.

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