Here Are The Best Sex Scenes From The Original Gossip Girl

After almost a full season of getting so close to having sex, Dan and Serena finally hooked up during Season 1, Episode 11, “Roman Holiday.” When they agreed to limit the amount of money spent on their Christmas gifts to each other, Serena set up a snow simulation, which is where they finally got it on. As one of the only really romantic hookups in the season, what it lacked in steam it made up for in sweetness.

Ah, the infamous Shepherd wedding, which set off a series of scandalous situations. During the pilot episode of the series, Nate and Serena were sent away by Blair to "sober up," and instead, they ended up having sex right on the bar. No, it’s not the hottest sex scene (and it’s kinda cute how dated it seems now), but it was a defining moment in the series that followed the characters through to the finale.

If you feel like you’re having déjà vu, you’re not wrong. In a totally twisted move, Serena got Dan to cheat on Blair in the same place she got Nate to cheat on Blair in Season 5, Episode 24, “​​The Return of the Ring”. What turned this situation up even more is that she tried to film it (without his consent) which was the cherry on top of the “this was majorly messed up” sundae.

Season 1, Episode 7 set the tone for Chuck and Blair's infinitely whirling, on-again, off-again relationship. In "Victor, Victrola,” the two hooked up for the very first time after Chuck watched Blair dance onstage alongside the dancers at his new burlesque club. Even though Blair was still involved with Nate, she had spontaneous sex with Chuck in the back of his limo, which she tried — and failed — to keep secret from everyone, including Gossip Girl.

Whether you love him or hate him, you can’t deny Lonely Boy lived it up in Season 3. During the ninth episode, Dan hooked up with a famous actor Olivia Burke (played by real-life famous actor Hilary Duff) and Vanessa (Jessica Szhor) at the same time. When Olivia thought she was going to have to leave town to film a big movie, the trio decided to have a threesome. To make things steamier, the scene was set to a sultry cover of the song “Whatever You Like” (sung here by Anya Marina), which is now 100% on my sex playlist.

Summers get hot anywhere, but there’s nothing like when Manhattanites flock out East. In the Season 2 premiere, Gossip Girl gave a glimpse of a summer in the Hamptons. For some, like Serena, the vacation was quiet and gave her the space she needed to get over Dan (or at least try to). For others, like Nate, the summer was filled with hot sex in secret places with an older, beautiful duchess.

Who knew something as innocent as toasting waffles could turn into something as hot as kitchen sex? When Serena and Nate finally got together in Season 3, the couple shared the sexiest breakfast ever in Chuck’s kitchen. They casually fed each other caramel, whipped cream, strawberries, and — oddly enough — olives, while getting it on, which is multitasking at its finest.

Dan and Blair's attraction seemed simply intellectual at first, and when the two tried to make it more than that in Season 5, neither one of them felt anything at first. After getting drunk and finding themselves in an elevator during Episode 18, however, it seemed they found their groove and got it on in public place after public place.

The most tumultuous couple on Gossip Girl had all types of hookups, but few situations were as scorching as their hate sex. After declaring war against each other in Season 4, Episode 7, the exes ripped each other’s clothes off and had passionate sex on top of the piano at Blair’s house in a Pretty Woman-inspired scene that would make Julia Roberts blush.

When Serena and Dan, who weren’t together, found themselves riding the jitney in Season 2, Episode 2, the chemistry was palpable. It’s especially apparent when Serena ate chocolate-covered strawberries — which is the strangest bus snack ever — and it got them both in the mood. (I guess because strawberries are an aphrodisiac.) While you don't actually see Serena and Dan having sex, the build-up was hot enough on its own. Besides, what else would they be doing in the bathroom? Talking about their feelings?

Right before these two decided to jump each other's bones for, like, the millionth time during Season 6, Episode 4, Blair told Chuck she was all in on their relationship, and finally, those two got back together and stayed together. I think one of the greatest things about Chuck and Blair is that even when they "hated" each other, they still loved each other — even if it got a little lost in translation