15 Pics Triple H Doesn’t Want You To See Of Stephanie’s "Assets"

Starting off as a receptionist for the WWE, perhaps not even Vince himself could have predicted the type of impact his daughter would have on the business. Once she made her debut on-screen, it was abundantly clear that she was a natural. She would continue to climb the ranks as the years went along and now, Steph holds the future in the palm of her hands alongside her husband. Hunter is guiding the future down in NXT while Stephanie promotes the company globally as the Chief Branding Officer. Yup, they're a power couple indeed.

In this article however, we take things in a different direction. Instead of praising Stephanie for her work, charitable contributions or even for being an advocate for a plethora of women empowerment movements, we instead praise her for the fine physical assets she possesses. The only human likely opposing these pictures is her hubby, Triple H.

Enjoy the article as we take a look at the finer Stephanie McMahon pictures that highlight her top attributes. Be sure to share the article and like always, let us know your thoughts via Facebook. So without further ado, here are 15 pictures Triple H doesn’t want you to see of Stephanie’s “assets’. Let’s begin!


15 Red Dress & Candid Booty

We continue to pay homage to Stephanie’s booty, as nowadays it’s regarded as her strongest asset. Thanks to some tightly fitted dresses, we’ve drooled over it a couple of times in the last couple of years. This candid shot takes things to another level as her booty looks extra juicy in the red dress. We applaud whoever took this candid picture.

The candid photo really shows somebody’s true assets and this picture confirms that Stephanie’s booty is a lethal asset at that. Seems like a couple of boxes of Booty O’s were likely consumed before the segment took place. That damn Seth Rollins seems to have a marvelous view; we wonder here at The Richest, if he decided to take a peak? Hey, maybe that’s where the heat started between him and Hunter?

14 Asset Change


Labelled as “the girl with the shy smile” by Mick Foley, Stephanie was brought in as a talent by Vince Russo who persuaded Vince to get his daughter involved on-screen. She started as such in 1999 serving as the girlfriend of Test. Her role was quite tame and it was initially done with the purpose to push Test.

The outcome had a different result. Stephanie would be the one to get pushed as she would eventually turn heel joining forces with the most villainous face in the company Triple H. Slowly but surely, Stephanie began to change and in 2000, the WWE was under the umbrella of the McMahon-Helmsley era. During that time a little later, Stephanie’s assets would start to emerge more and more. This picture shows exactly that as McMahon’s assets suddenly enjoyed quite the growth spurt!

13 The Puppies

For most 90s wrestling fans, when you hear the name Stephanie McMahon the first asset that likely comes to mind is those gosh darn puppies. Nowadays, at the age of 40 and a proud mother of three beautiful daughters, Steph isn’t flaunting them around like nobody’s business, however, at one point in time she was.

Adjusting to the recklessness of the Attitude Era, Stephanie flaunted those puppies with some of the tighter shirts we’ve ever seen her rock. The likes of Chris Jericho and The Rock took exception to the puppies as they dramatically increased at one point. It was quite obvious McMahon got a little surgery done to enhance her puppies’ size. Seems like Rock and Y2J had material for days when it came to the topic, however Triple H wasn’t laughing all that much as it would later be revealed that he was hooking up with the bosses daughter in real life.

12 Kissing Hunter...But Booty


This picture must be bittersweet for Hunter as he locks lips with his lovely wife, although most fans are looking at something else as the camera highlights Stephanie’s fantastic booty in her lovely spandex attire. The kiss was no longer the focal point and instead, it was all about Steph’s top of the line asset, her booty!

For now, Stephanie enjoys a brief hiatus from the company as her on-screen time has been cut short recently, making way for Raw’s new GM Kurt Angle. Once she returns however, we can expect some awesome moments as she reunites with her former love interest Kurt Angle. The Monday night program is in need of a boost coming off some record low ratings and Stephanie can certainly help the cause by returning to the program sooner than later.

11 Blue Dress Booty

If you’ve followed the WWE product since the 90s, it’s quite obvious that Stephanie has toned down the outfits over the years. In the late 90s to early 2000s, it was all about the tight shirts. During her run as the SmackDown GM, she raised her wardrobe to another level. However, once she left a couple of times to have children, those wardrobes never returned. Oh, how most of us wept!

However, Stephanie still manages to put some zing into her outfits. Nowadays, she rocks the tightly fitted dresses on the norm. They don’t really expose much cleavage but certainly make up for it in terms of booty (as you see in the picture above). McMahon’s booty looks curvaceous in this shot and it’s just another one of her great assets we can lock in. Seems like those midnight workouts are doing wonders!

10 Legs & Linda


Good heavens, you can add legs to the list of assets Triple H doesn’t want us to see. Away from the ring, Stephanie’s legs look sculpted as she attends a seminar alongside her mother. Nowadays, McMahon isn’t just an on-screen talent. She’s gone up in the business year after year, starting off as a receptionist for the company back in the day. In the mid 2000s she took a new backstage role as a creative writer. Some weren’t too pleased with that position as it’s believed that Steph was a big catalyst for bringing in Hollywood-type writers.

Nowadays, her talents are being served as the Chief Branding Officer, a huge position that’s meant to enhance the WWE’s worldwide reputation. She’s thrived in her new job as the company continues to grow with new investors year after year.

9 Laying The SmackDown

Arguably her best assets, Triple H likely doesn’t want us to see Stephanie’s run as the SmackDown GM. During that time, her chest was out and about on the regular. It was truly a weird time for Steph back in the summer of 2002, as she not only returned to the company wearing provocative outfits, but she also returned as a fan favorite, something that has reinforced her persona throughout her WWE career.

Her look truly helped her cause, as flirtatious Steph was a big hit with the masses. With WWE’s PG rating and Stephanie being a huge advocate for women empowerment movements; we can kiss those days goodbye. However, we still have such pictures to celebrate those days while praising her assets, even if Triple H doesn’t want us to. Hey Hunter, you think you can tell us what to do? Break it down!


8 Face Asset?


We’ll calm ourselves down for this picture and make the claim that we're celebrating another strong asset of Stephanie’s; her face (although it seems like her mouth is doing all the work in the photo). What’s truly hilarious is the fact that Triple H is looking on in absolute hunger. We’re not sure what he’s craving more, Stephanie or whatever she’s putting in her mouth. No, don’t get any ideas, we mean the dude’s hungry, seriously he probably hadn’t eaten a carb in months back in the day when this photo was taken.

So for those of you keeping track at home, the assets that have made the list thus far include “her face”, legs, booty and oh, those darn puppies. Speaking of puppies, her we go again with another picture. Hide your eyes, Hunter.

7 Happy Halloween

Remember those days when we were young and Halloween was a day all about scaring people? Well, in today’s society it seems like the older you get, the more that starts to change. Stephanie is the poster girl for this notion (as you see in the picture above), as she rocks an outstanding witch outfit. There truly aren’t any words to sum up that wardrobe. With that amount of cleavage, TV-14 was certainly suitable for the edition of SmackDown.

Out of all freakin’ people in the wrestling business, it was Eric Bischoff that cashed in that night. In what Stephanie herself called the most regrettable moment of her career, Vince’s daughter made out with her dad’s one time evil foe. It was a disturbing moment that Eric Bischoff likely enjoyed, while poor Hunter was probably averting his eyes somewhere.

6 Marry Me Stephanie


If you’ve followed the WWE religiously, you know that weddings usually have bad endings. From Triple H crashing the late Test and Steph’s wedding to Billy and Chuck announcing their program was all a work, weddings just don’t work out for the best. In this instance, it was yet another failed wedding as Hunter called the entire ordeal off and he even Pedigreed the bride’s dad in the middle of the ring. Oh, and who can forget Trips punting those flowers. Haha, what a moment!

At the very least, the segment exposed Stephanie’s finest assets as the dress rocked some insane cleavage. The couple would marry for real in October of 2003. This time, no Pedigrees (or cleavage) were involved, it was truly just a celebration of love. Three kids later, the power couple seems to be happier than ever, more than a decade after the wedding.

5 Puppies Unleashed

Seeing Stephanie take off clothing inside of the squared circle hasn’t been the norm. Yes, she’s worn some provocative outfits that showcased her assets but rarely did she remove clothing in the ring. This instance was incredibly rare and thankfully, we didn’t have live pause back in the day cause if we did, many fans would likely have paused the frame of Stephanie in the middle of the ring in just her bra exposing the puppies.

Of course, this scene took place in the Attitude Era and it was Stone Cold who was behind the act. Austin ripped off a vendor's bag from Stephanie’s body and along came off her top. The crowd popped like crazy, you won’t hear a similar style of pop in today’s climate of wrestling. It was a surreal moment that gave the viewer a sneak peak at Steph’s top assets.

4 Out In Public With Hunter


Here’s a throwback shot of the happy couple. Likely, the first thing you noticed was Stephanie’s chest as it pops right out in that white, tight shirt, a shirt you won’t find her wearing nowadays that’s for darn sure. The power couple seems to be rising in power as the years roll along, looking at their current contributions it seems like they're next in line to guide the company into the future.

Putting the inappropriateness aside for a second, it seems like the WWE is in good hands when looking at the future. Several wrestlers have stated that they have an easier time dealing with Hunter and Steph in comparison to Vince. Even Dana White, the face of UFC stated he loves dealing with Steph and her husband instead of the hard headed Vince McMahon. The future of the WWE looks quite bright with these two set to take over when the time comes. Okay, back to inappropriate chest discussions!

3 Face & Puppy Combo

This natural picture is one of the very top from the list. It exposes two of Steph’s top assets, her puppies of course and her smile. According to numerous stories from the past, McMahon is actually nothing like her on-screen character and instead, she’s said to be very warm and to have the biggest heart. The likes of Val Venis recall Stephanie being the only one backstage with power to hear out all the wrestlers and even always trying to aid them creatively, even if it was out of her way.

It seems like that sentiment remains a constant today as rarely does anybody have anything bad to say when discussing the bosses daughter. She truly epitomizes the word professional as she’s incredibly villainous when it comes to her gimmick, but an absolute sweetheart and business savvy female in real life.

2 The Malfunction With Hubby


In the world of pro wrestling, we’ve seen countless wardrobe malfunctions. It’s just the nature of the business; when you combine severe muscle tone along with tight spandex, something is bound to give out. Well, in this situation, it happened to occur to somebody of importance on the show, and that’s Vince’s daughter Stephanie. Two ironic things here; one, it was partially her husband’s fault and two, it revealed one her best assets, the chesticle.

As Triple H raised her arm up for the Pedigree, one of the puppies flew right out, and the worst part of it all is that she couldn’t pop it back in right away cause her arm was locked in a Pedigree position. Out of all the pictures on this list, this one is certainly right up there in terms of photos Hunter doesn’t want us to see and it came at the expense of Stephanie’s greatest asset!

1 Steph & The Hammer

Hard to believe that after nearly two decades of seeing Stephanie McMahon on WWE TV, we’ve never seen her rock bathing gear. Like come on, not even a damn bikini top. Well, that somewhat finally changed during this photoshoot as Steph rocked the bikini top along with some short shorts. It was a welcomed sight for all, except for the pictures that included Triple H (he looks angry at us for some reason).

The shoot gave us a sneak peak and there were some revealing shots of Steph’s finer assets. Again, whether it was her curvaceous booty or puppies, the assets were once again looking quite strong.

So there you have it Richest readers, these are pictures of Steph’s assets Hunter likely didn’t want us to see. So the question remains, which Steph asset is Hunter most proud of?

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