Logan Paul Dating Timeline, Relationship History, Ex-Girlfriends

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Before Chloe Bennet started dating Logan Paul, the Agents of S.H.I.E.L.D. actress had relationships with Hollywood cuties such as Tony Oller, Val Chmerkovskiy and Austin Nichols. But, as we all know, the 26-year-old beauty is seemingly happy with the 23-year-old social media star and vice versa.

Nevertheless, we like taking trips down memory lane… or even lanes we have no memory of, like past relationships. We already looked at Chloe’s dating history, but today we’re here to look at Logan Paul’s colorful past. And it all… starts… NOW:

Jessica Serfaty

Jessica Serfaty, the same woman who reportedly hooked up with Joe Jonas, Justin Bieber AND Niall Horan also reportedly hooked up with Logan Paul. Man, that’s… quite a change there.

In summer 2015, Logan filmed multiple videos with the model, which included footage of them making out and even a music video. (See “Paradise in You” above.)

Nowadays, Jessica is dating Gossip Girl star (slash accused-rapist) Ed Westwick, so girl definitely does NOT have a type.

Lele Pons

Before Lele Pons ever starting dating Juanpa Zurita, rumored had it that she dated the elder Paul brother back in April/May 2016. Considering they’re both dating other people now, we’re guessing things didn’t work out (or never happened), but they seemingly kept things amicable, continuing to film videos together as recently as 2017.

Peyton List

In October 2016, YouTube Red released a dystopian thriller called The Thinning, featuring Logan Paul and Peyton List. Afterward, the two hit the promo circuit together, so, naturally, dating rumors emerged… but there was never any apparent proof.

By the end of 2017, Peyton started dating Cameron Monaghan, her co-star from Anthem of a Reluctant Prophet, so if anything ever did go on between her and Logan, it ended quickly.

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Amanda Cerny

There was a lot of love for former Vine stars Logan Paul and Amanda Cerny back in November 2016, when the comedic social media stars went on their “first date.”

The two appeared to be happy in one another’s company enough to last into the following year… but not much longer.

Teala Dunn

Before Teala Dunn hooked up with Logan’s little brother, Jake Paul, she was rumored to have a fling with the moppy-haired blond. Logan even posted a video titled, “COUPLES GELLI BAFF BATH CHALLENGE! (Feat. Teala Dunn),” on his channel in February 2017 — and they got all sorts of close and messy in that tub.

Alissa Violet

The drama between Jake Paul and Alissa Violet (as well as the rest of Team 10) was one of the most publicized, never-ending stories of 2017. By year’s end, Jake claimed that the reason why he kicked his ex out of the T10 house earlier in the year is that she slept with his brother, Logan.

That November, he tweeted a fan, saying, “Yeah… and this time Im not being silent… Alissa f*cked my brother… that’s why i kicked her out… oopsie I just told them the truth… Im done being the ‘bad guy’.”

Ayla Woodruff

Supposedly, rumors spread about a relationship between Logan and his assistant, Ayla Woodruff, midway through 2017, especially after Logan posted a video of the two of ’em titled, “Logan Paul and Ayla Hot Couples Yoga Challenge!” Sure, it could’ve been clickbait… but what if it wasn’t!

Chantel Jeffries

Chantel Jeffries has been linked to her fair share of famous men. Justin Bieber, Travis Scott, Wilmer Valderrama, The Weeknd… You get the idea. Somewhere along the way, Logan Paul was one of ’em.

Chloe Bennet

The relationship between Logan and Agents of S.H.I.E.L.D. star Chloe Bennet first made headlines in July 2017, after they were spotted kissing in Hawaii.

Fast forward to July 2018, and the Chlogan rumors are very much still on, especially since Chloe tweeted that Logan is “kind, creative, funny, vibrantly curious about life, weird as f*ck in all the best ways, a big dork, and he’s one of my best friends. It doesn’t make sense to a lot of people, but it doesn’t have too. He’s changed my life for the better and I’ve done the same for him.”

Logan echoed Chloe’s sentiments, saying, “i haven’t confirmed anything. but. if i had the chance to date this so called ‘Chloe’ girl, i would be an extremely lucky young man.”

The two reportedly met on the set of the movie Valley Girl, MGM’s musical remake of the cult classic film of the same name. Coincidentally, one of Logan’s other rumored ladies, Peyton List, also starred in the production. So far, though, VG has yet to be released.

For more Chlogan goodies, just peep this tweet Logan posted about Chloe on July 17:


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