15 Celebs You Didn't Know Slept With "Midnight" Stars

All right, so let's just get this right out of the way. Whether it makes you mad or not, or whether or not you hate to hear it, there really are two kinds of women. There is the kind that you want to be married to, have children with and meet your parents; and then there is the other kind, the type that you bring home for some quick action, knowing that just two nights before, she ended up going home with your best friend. Yes, there are some exceptions, and yes, I am generalizing, but for the most part it rings true. The type of chick that you want for your girlfriend is very rarely the type of chick that you call up at two in the morning for a booty call.

So let's take it a step further. Would you ever go out with someone that was in an adult movie? I mean think about it: sure it is hot looking at her on screen doing her thing, but would you want to do that thing with her after you saw her doing it with 50 other guys? No way! The guys on this list might think that people thought it was all cool that they were dating adult film stars but the reality of it is, nope, not so much. In fact, it may say a little bit about the guys on this list that they did date such ladies, now that I think of it, I don't see any Rhodes Scholars here. Oh yeah, and there also is a female celeb on the list who had a male adult star for a boyfriend. Nasty? Oh yeah. Anyway, here are 15 celebrities that went out with adult stars.

15 Dave Navarro


I said earlier that there are a couple types of women, I would add that there also are a couple types of guys. Well, three, I suppose. There is the type of guy that would never date a porn star under any circumstance, there is the type of guy that might date a porn star if he really liked her and the circumstance came up, and then there is the type of guy that dates as many porn stars as he possibly can. Dave Navarro obviously falls under this last category. Over the years he has dated Jenna Jameson (there is that name again) Kacey Jordan, and Brittney Skye. If I were a betting man, and I totally am, I would bet my (and your) entire life savings that Navarro has probably hung out with a couple hundred other porn stars as well.

14 Tito Ortiz


Okay so you may think it is lame that Tito Ortiz went out with Jenna Jameson, and if I were to be honest I would say so too, but who is going to tell him that? Not me. Tito Ortiz would rip all of us apart together. He didn't just go out with Jameson though, he actually had a few kids with her as well; they went out for almost seven years, from 2006 to 2013. Now I could have written a list that was titled " 15 celebrities that went out with Jenna Jameson." I mean, just between you and I, she really gets around. But like I said earlier I don't want to offend Tito, and if you were smart you would not offend him either. Jenna obviously does not feel the same, as the break up was ugly and there has been a lot of mud slinging between the two in the media.

13 Rob Gronkowski


So this one is a maybe or maybe not... The whole thing started when Gronkowski and Bibi Jones were dating after some suggestive photos were shared. She claims that was not quite the case in this interview: "That whole thing was totally blown out of proportion. It was over a year ago and it was a simple picture. People just took it and ran with it. I mean, it was awesome for me. I gained a lot of fans from it. I feel a little bad for him, but whatever." The thing is though, when you are an adult star, then what does the whole "totally blown out of proportion" thing mean? It doesn't really say a whole lot about what could have gone down with her and Gronk. I mean, I imagine her threshold for what constitutes fooling around might be a little different than mine.

12 Dwight Howard


Dwight Howard went out with adult star Mary Carey for a while. She, of course, was best known for looking like Mariah Carey. She also called Dwight a "human tripod." Check out this awesome story she told about that time: “Dwight’s a cool guy. For a month, we like talked on the phone, and he was always trying to give me prayers to get me out of adult entertainment and give me Bible verses to read. So then, I was going to go visit him when I was in Orlando, but I went over to this other guy’s house instead, Chris Kirkpatrick from N’Sync. And then Dwight started calling, and calling, and calling me, because he knew I was with Chris Kirkpatrick, so eventually at 3 in the morning, Chris was like don’t answer Dwight’s calls." Can you imagine being in a love triangle with Dwight Howard and Chris Kirkpatrick? What a nightmare.

11 Jennifer Capriati

All right, I know this is a double standard, and I know it isn't that cool to say, but I am going to say it anyway. What the heck was Jennifer Capriati thinking dating an adult film star, in particular one named Dale Dabone? Are you kidding me? Dabone? It was not just a short stint either, they dated for almost six years. It didn't end well, though. According to the Daily Mail: "Former tennis star Jennifer Capriati is reported to have attempted suicide after becoming depressed over her failed career. An ex-boyfriend has also claimed she was upset over his decision to return to the adult film industry." Jennifer, seriously, pull it together maybe? Or maybe not. In 2013 she was arrested and charged with battery after striking another former boyfriend.

10 Jesse James

Jesse James connected to an adult film star? Let's face it, this would be a bit more newsworthy if Jesse James never hung out with an adult star more than if he did. He didn't just hang out with adult stars though, he married one. His former wife Janine Lindemulder called him a "chronic cheater." Gee Janine, you think? Well you get paid to bang dudes, so you know, um, pot meet kettle?  I know that sounds a bit harsh, but then if you might recall Janine is also very well known for a sex tape that she made with Vince Neil and another woman. She also was arrested for domestic abuse when she was married to James. So yeah, I guess we are all super-shocked that this whole marriage thing did not work out that well.

9 Pauly Shore

If you are of a certain age you have no idea who comedian Pauly Shore is at all. If you are a little older you do know who he is, and you can't stand him. So it stands to reason that Pauly probably has a bit of an issue with his self-esteem which may be why he dated an adult star. The woman he dated went by the name Savannah, who was known as one of the most famous adult stars of her time. Other than Shore, she also had relationships with singer Billy Idol, Mötley Crüe member Vince Neil, bassist Billy Sheehan, guitarist Slash, and actor Mark Wahlberg. All kidding aside, she died in a very tragic way, by her own hand. Shore said of her after death: "She became Savannah. She became her character, who was into drugs, and needed reassurance all the time. She forgot who Shannon was ... I knew she wanted out of the [adult entertainment] business."

8 Tommy Lee

Another guy that would be a pretty safe bet to have hung out with a bunch of adult stars is Tommy Lee. He used to go out with adult star Stephani Morgan, and supposedly things went pretty well. She once said: "I've had a lot of great sex with other people before, too, and with Tommy it's awesome. He's also the most down-to-earth person I've ever met. I'm crazy about him." She said she met Lee at a Vivid party last January." She also said she had "no complaints" about Lee.  Awww, I got a little tear in my eye as this all is so romantic. One wonders why they didn't work out? It all seemed so special. Maybe the two will read this article and Snapchat each other and it will be back on.

7 Drew Carey

All right, it is time to mix it up just a little bit. So many of these people were people that you probably already expected, with the notable exception of Jennifer Capriati. And Jennifer, once again, what the heck were you thinking? Anyway, back to Carey who according to Radar Online seemed smitten with star Niki Skyler: “Drew really wants to take the relationship to the next level,” the insider says. “She currently only has sex with girls in her videos, which is fine with Drew, but he will not propose until she’s done. He doesn’t want a wife who gets naked in front of strangers!” Sadly it seems like this whole thing has petered out a bit, which is kind of a drag because they seemed so perfect together.

6 Marilyn Manson

While it might seem a bit hard to believe, for a while in the 1990s Marilyn Manson was one of the biggest musical stars in the world. Which kind of makes me wonder, what the heck was wrong with the world back then... Seriously? He was pretty awful and looked ridiculous, and I do not use that term lightly. But either way, rumor has it that he hooked up with Jenna Jameson. Maybe it would be easier to just do a list of male celebrities that she has not slept with? While that was just a one night stand, he also dated adult film star Stoya for a while back in 2009 but they broke up due to Manson's touring schedule. This was a surprise to everyone else in the world, who thought Manson stopped touring in 1998.

5 Gene Simmons

Gene Simmons is one of the biggest horndogs in the history of the world as well as being someone who claims that he has slept with over 1000 women. Despite all of this, and the fact that Simmons is not a particularly handsome dude, he has been with former erotica star Shannon Tweed since 1983. Shannon also had a brief relationship with Hugh Hefner; if there is a God, she is the only person in the world that has had a relationship with both Hefner and Simmons, but somehow I tend to doubt that. This one does have a happy ending though, and not the kind that you are thinking about. Simmons and Tweed got married in 2011 after 28 years together and are still together to this day.

4 Tiger Woods


Of all the people that seemed so squeaky clean and ended up being so very dirty, even after all of these years Tiger Woods has to be at the very top of the list. Who knows how many adult stars he was with over the years, but one we know for sure is Joslyn James. How do we know for sure? Well, pretty much every single text message he ever sent to her was released to the press. They range from predictably raunchy to predictably frightened that he is going to get caught. One says: "Having a few issues at home. Might be a little later before I see you tonight." Gee Tiger, you are having a few issues at home? I wonder why? Soon after these texts were released, it came out to everyone just how many issues Tiger was really having.

3 Charlie Sheen

Back in the day it seemed like Charlie Sheen was actually "winning' - at least to him. Now after his public humiliation and his HIV diagnosis, I don't think even he could claim that he has not lost. It has been rumored that he had well over 500 paid sex workers as partners over his run, as well as with adult stars such as Capri Anderson, Bree Olson, and Ginger Lynn. If anyone could possibly be the poster boy for the typical dude that dates adult stars it would be Charlie Sheen except for the fact that he is not the typical anything... No one has lost so much because of horrific behavior, except perhaps Tiger Woods, who not so shockingly is also on this list. Here is hoping that Charlie has got it a bit more together as of late.

2 Kid Rock


Kid Rock is the perfect example of a guy that gets a lot of women because of his fame. I am not trying to knock the guy, I am sure he must be charming in person and is at least a tiny bit talented, but let's face it, if he were a plumber then would he be hanging out with all these hot looking ladies? Let me answer that for you. No. Anyway back in 2006 he took a break from dating all sorts of models and Penthouse Pets to date Briana Banks. Now Briana was actually a Penthouse Pet herself back in 20o1, but she is best known for being an adult film star. We give Kid Rock a bit of credit on this one though- when your dating pool is really hot looking women who also would date Kid Rock you are going to date an adult star sooner or later.

1 Bruce Willis

Bruce Willis. Really? Come on. But yes, sadly it is true. After getting divorced from Demi Moore he hung out with Alisha Klass who said of Demi: "She came running after Bruce pretty quick after I got there. If they get back together and make a family, I think that would be great. I'm not in love with Bruce. It was all fun for me and now it's over." Besides romping with her ex-husband, Klass claims to have bedded Demi's former fiancee Emilio Estevez. She adds, "I guess I slept with Demi's ex-fiance and ex-husband! Yeah, I'm sure it doesn't help." Well, we all know what happened, Bruce and Demi didn't get back together and Alisha? Well, she kind of just vanished from the public eye. Which, honestly, is usually what happens to adult stars, whether they dated celebrities or not.

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15 Celebs You Didn't Know Slept With "Midnight" Stars