2016 has been called a lot of things: A dumpster fire, a soul-sucking abomination, a relentless killer of heroes and the result of an ancient curse. 2016 has also been a monumental year for sex—in both great and no-so-great ways. We’ve seen our attitudes shift, adopted new technologies, installed new apps and discovered new kinks. From Amber Rose’s promotion of ass play to Anthony Weiner’s addiction to sexting, there were also a lot of WTF moments. But for all of the low points, the year boasted an equal bonanza of sexual highlights, including huge leaps toward a cure for HIV/AIDS and more public celebrations of body positivity than ever before.

Over the next three weeks, Playboy will count down the greatest moments in sex in 2016, in one definitive, authoritative, all-encompassing list. And so away we go, with numbers 100 through 75.


100. A Writer Had Sex With Her Husband Every Day For A Year

To kick things off, imagine if you had sex every day this year. What would change? How would you change? Could you even bang that much? That’s what this writer set out to discover when she and her husband committed to having sex every damn day—except when she caught the stomach flu.

99. Rosanna Arkle Showed Off Her Love For the 1990s

Nostalgia for the 1990s is so hot pop culture today, and Rosanna Arkle made it even hotter when she counted down Fifteen Things You Miss About the 90s for Playboy.

98. The Internet Revealed the Sex Lives of the World’s Most Hated Men

Last year, Twitter debated a classic time travel question: Would you kill Baby Hitler? As if that debate needed to be topped, this year tweeters debated whether Hitler had a micropenis, and, if so, whether it motivated his genocidal behavior.

In other news of the sex lives of the world’s most hated men, the CIA seized a cache of porn that reportedly belonged to Osama Bin Laden. The dudes over at BroBible filed a FOIA request to release Bin Laden’s collection of porn vids, but the CIA said, “Um, no.”

97. Mia Khalifa Quit Porn

Happy birthday to the only person who hates people more than I do 🤘🏼 Sorry not sorry I cut you out, shaggy.

A photo posted by Mia Khalifa (@notthefakemiakhalifa) on

Speaking of Muslims and porn, Mia Khalifa, the most popular woman on PornHub and a world-famous hijabi porn star, quit the game. If you can believe it, she left adult films to tweet professionally about the Washington Redskins. Fact: she’s not really Muslim. She just played one in adult films to satisfy viewers who desire to dominate a forbidden flavor. It’s a Western fetish that’s come to be called porn-ientalism.

96. Marvel’s Stan Lee Cameo-ed as a Strip Club DJ in Deadpool

Just like Alfred Hitchcock, Stan Lee, the granddaddy of comic books, likes to make brief appearances on screen to give Marvel movie audiences a small chuckle. In Deadpool, the 93-year-old legend surprised fans when he played a strip club DJ. Asked about his risque cameo, Lee grinned and said, “I wish I had spent more time in the strip club.”

95. PornHub Tried to Save the Whales

People like to belittle online activism, but PornHub decided online activism can also be sexy. They counted the clicks on the adult film site and turned them into charity by donating a portion of their profits to help save the whales. That’s one smart way to free Willie.

94. Your Favorite Instagram Models Posed Together For a Calendar Shoot

SmilePillows gave the world a big grin when they gathered all your favorite Instagram models together for this calendar shoot. Just look at this heaven-sent, lacy line-up of sexy women.

Tag your friends 🤗

A video posted by SMILE PILLOWS (@smilepillows) on

93. PETA Made a Super Bowl Ad That Was Too Steamy For TV

You don’t really expect the activists from People For The Ethical Treatment of Animals to make a Super Bowl commercia, and you def don’t expect them to make one that’s deemed “too hot for television.” But that’s exactly what they did and they used writhing naked bodies to prove their point. Hey, sex sells, right?

92. Russell Wilson Finally Lost His V-Card

Russell Wilson may be a huge NFL star, but up until recently he was also one of the world’s most famous virgins. When he got engaged to Ciara, one of the world’s most beautiful women, the countdown to him losing his virginity kicked off. On their wedding night, the footballer finally lost his V-card. Even though he had no practice, Ciara happily reported, “My husband gave it to me good.”

91. Science Invented the Thinnest Condom Yet

It’s important for a dude to wrap his lovestick, and this year, Australian researchers gave us some good news, annoucing they had developed new materials from a grass called spinifex and that they planned to use it to create a super-thin latex condom. Hopefully, you’ll find it on shelves soon.

90. Sexy Time With Gadgets Got Big

Do you ever see yourself buying a sex toy that connects to your audio book or an alarm clock that fits inside a vagina? How about a VR sex suit that looks as silly as it sounds?

No? Not into it? Then you might enjoy writer Julia Carrie Wong’s article “Sorry, techies – I don’t need your gadgets in my vagina”. But if you’re eager to see all the ways you can please your body with tech, check Mitch Moxley’s article about all the ways Brian Sloan wants to change the way you get off.

89. A Ted Cruz Look-alike Was Paid $10,000 to Star In a Sex Tape

A woman became famous as a meme because she looks just like what Ted Cruz would look like if he got caught wearing a wig and his wife’s dress. For reasons only capitalism can explain, the porn company xHamster offered the Ted Cruz in drag-lookalike $10,000 to star in a sex tape. We interviewed the woman for her side of the story, and it was a bit of a downer.

88. Dick Pics Went Rogue

Group chats are a dangerous thing. A mistakenly sent gif or pic can ruin relationships with the press of a button. That’s exactly what happened to this poor bastard. Ex-model Heather Payne also sent an unsolicited dick pic to her ex’s mother as a revenge. That’s savage AF—and morally reprehensible. Dick pics are inherently dangerous things, which is why the Playboy Advisor offered this fail-safe handy advice: When Is It Okay To Send A Dick Pic?

87. A Sex Worker Asked to Be Paid in Nachos

A sex worker who advertised herself as a BBW who is “thicker than a Snickers” told an undercover cop that her price for oral sex was $50 and some nachos. Sadly for her, she was busted as soon as she took the cash, so she never got the nachos.

86. Some Dancing Genitals Explained Consent

Consent is often misunderstood, which is why the nonprofit Project Consent made an animated PSA to explain consent to America. It features disembodied genitals and hands doing the dance of yes and no. To be honest, it’s a little odd, but it conveys its message well and that’s what’s imporant.

85. Jennifer Lawrence Made a Shocking Admission

In an interview with Harper’s Bazaar, Jennifer Lawrence hinted that it’s been so long since her last hookup that she could really use someone to remind her what sex was like, teasing the hearts of millions of men across America.

84. A Dude With a Bionic Penis Lost His Virginity

Talk about the feel-good story of 2016. Due to a tragic childhood accident that mangled his penis, Mohammed Abad was still a virgin at 43 years old. But thanks to the miracles of modern medicine, doctors were able to create and give Abad a bionic penis. After hearing his tragic story, award-winning dominatrix Charlotte Rose offered to help Abad lose his virginity. They even had dinner and drinks first. Isn’t that cute?

83. A Spit-test to Test Romantic Chemistry Debuted

Two years ago, the hot trend was dirty shirt parties where couples tried to connect based on the attractive powers of human pheromones. This year, couples tested another way to find a date based on bodily fluids. The fine folks at InstantChemistry.com revealed a DNA spit-test that supposely tested a couple’s compatibilit. Listen, we’re always looking for new ways to minimize uncertainty, but that’s exactly what dating and hooking up is for.

82. Science Proved That Women Prefer Chubby Men

Look, it’s not us saying it. It’s science. Chubby men are more attractive to women. So, be confident about your Dad-bod. Women dig it.

81. WWE Wrestler Eva Marie Posed for Playboy

WWE wrestler Eva Marie put the Smackdown on the world when she hit us with her brand of fire-headed sexiness. Check her vid and photoshoot on a SoCal beach. It was as lit as her bright red hair.

Hair flip 💁 👙 @skinnybunnybikini #AllRedEverything #LetsWerkkkkk

A photo posted by Natalie Eva Marie (@natalieevamarie) on

80. Some Swingers Asked Reddit For Advice on How to Tell Their Children They Have Different Daddies

This may be one of the most awkward “Sit down, we need to talk” moments in the history of parent-child conversations. Thanks to Reddit, we all got to share in some skin-crawling awkwardness and unease when some married swingers wanted to break it to their kids that they all have different daddies. It didn’t go well.

79. British Men Proved American Women Really Love British Men

Some British lads made a splash online when they shared their crazy tales of touring across America and how many sex parties in small college towns they were inivted to. What’s their secret? Charming British accents and American girls’ dreams of meeting a real life prince. You gotta read it to believe it.

78. Tinder Joined the Group Sex Game

The leading dating app created a new tool to help people find partners for casual sex parties. Only in America can you just swipe your way to an orgy.

77. Science Confirmed that Couples Who Listen To Music Together Have More Sex

There are a ton of studies each year dedicated to sex, mainly because sex sells. One of the most chill studies of the year reported that couples who listen to music together enjoy far more pleasurable sex lives. So, get on it! Gather up some songs you can use to seduce your partner with a playlist.

76. Ken Bone’s AMA Revealed His Kinky Side to America

The debates between Hillary Clinton and Donald Trump were like a two-headed meme machine. Everything they said and did was fodder for online comedy. Out of the hot mess of the election, one simple man in a red sweater emerged and became all the rage. It didn’t hurt that the mild-mannered undecided voter’s name was Ken Bone. For about four days, America loved Ken Bone as hard as it could.

We wanted to know more about our new fascination, so adorable, red sweater-wearing Ken Bone held an AMA on Reddit. But when Redditors checked his old comments on the site, they found he was kind of into pregnancy porn, Jennifer Lawrence’s butthole and insurance fraud. And after that, America moved on.

75. Ines Helene the Swedish Unicorn Continued Her Rise

😛

A photo posted by Ines Helene (@ini.helen) on

After bursting on the scene last year, Ines Helene continued to capture the world’s lusty imagination in 2016. Even Lil Wayne took notice. Take a few minutes to enjoy this gallery of the rising star and double with this Q&A, wherein she proves her insatiable mind is by far her sexiest asset. (Yes, even more so than her ridiculous peach behind.)


Come back next week for Part Two, featuring sex bots, eco-sexuals, Fergie, Rihanna and Britney Spears!