The Famously Single Celebrities Just Went on the Wildest and Raunchiest Blind Dates: Gigantic Penises, Threesomes and More!

Recap all the craziness from tonight's hilarious dating exercise!

By Gabi Duncan Jul 06, 2016 3:00 AMTags
Famously Single 104E!

So, this is what happens when single celebrities coach other single celebrities on dates...

On tonight's brand-new episode of Famously Single, relationship expert Darcy Sterling challenges the stars to go on blind dates—with a big twist. She sets them all up in co-ed pairs to help each other through the dates and give their partners suggestions through ear buds. Oh, boy! And yes, the results are just as entertaining as you might imagine. Not to mention, hysterical, wild and a little raunchy!

Let's recap the seven most hilariously awkward moments from the latest episode!

Watch
Watch Brandi Glanville Help Josh "Loosen Up" on a Date
E!

1. Makeover Magic: For the blind dates, Dr. Darcy allows the teammates to have full control over their partners' appearance for the evening. Calum Best teams up with Jessica White and wants her to wear something outside of her normal "hippie" attire. Unfortunately, they have a hard time finding anything in her wardrobe that isn't sheer, lacy or revealing.

"Jess, she's always kind of free-flowing and silky [with] see-through underwear bits," Calum says. "But I was like, damn, I don't know if we should do that on the first date. There weren't many outfit choices that covered things up." Luckily, they were eventually able to find a little, yellow number that concealed everything nicely.

Meanwhile, Willis McGahee advises partner Aubrey O'Day to tone it down with the hair and makeup. "You know, sometimes when guys meet a girl, you come in with all the makeup and then she takes it off and you be like, 'What the hell did I sign up for?!'" he says. LOL! But when he notices Aubrey's annoyed expression, he quickly recovers. "Not you! I'm not saying you!" he says.

E!

2. Penis Problems: While Aubrey is trying to help Will dress for his date, she can't help but comment on his manhood. "I need to have another real discussion with you," she says. "Your penis is gigantic and it shows a lot when you sit. Is there nothing we can do for that? Can't you tuck it or something a little?"

"Willis has a very, like, large package," Aubrey explains. "It's like to a scary point. Nobody wants that much package. That's like a yeast infection waiting to happen." TMI, girl.

E!

3. The Dark Side: Brandi Glanville thoroughly enjoys pulling Josh Murray out of his shell on his blind date. "Josh is wound really, really tight and I wanted Josh to loosen up, have a little fun and be a little naughty and a little inappropriate," she explains.

Brandi tells Josh to ask his date mischievous questions, including if she likes threesomes and even foursomes. Even though she says no, Josh recovers effortlessly. "I was just wondering," he says. "I'm a pleaser, so I like whatever you like."

Josh is shocked his date is able to handle the dirty conversation so well. "Brandi definitely had me break out of my comfort zone with asking questions and talking about kind of inappropriate things," he says. "I was actually surprised with some of the questions that she didn't just get up and leave."

E!

4. F--k Fame: Meanwhile, Aubrey is not having a pleasant time on her date. To start, he has tattoos on his knuckles that spell out "F--k Fame." Uh oh... "This probably means you should not be on a date with a famous person," she tells him. He then asks her if she ever gets tired of fame. "I'm tired right now," she coolly responds.

If that's not bad enough, she gets even more turned off when the waiter brings his feminine drink: a lychee martini. "I need all the men to take note in the world, you don't order a lychee martini on your first date, okay," Aubrey says. "You already lost me." Listen up, fellas!

E!

5. Three's Company: When it's Brandi's turn to be in the hot seat on her blind date, Josh seizes the opportunity to give her some much-deserved payback and instructs her to ask the oh-so-juicy threesome question. "Which way?" her date responds.

"Well, I mean, obviously two guys and a girl," Brandi replies. "If I'm asking you, I would think that you would know that." Duh…

photos
Aubrey O'Day & Pauly D's Cutest Pics
E!

6. Written in the Stars: Jessica and her date start to bond over astrology and she makes some startling revelations. "I'm Gemini-Cancer, so I can already paint the picture of whether I want to f--k you or not just by the conversation," she says. Whoa, mama! "Get the f--k outta here!" her date responds laughing.

Later, Jessica whips out a deck of cards at the table to give a reading, which causes her date to almost lose his s--t. "Why do you have a deck of card in your pocket?" he asks, confused. "Where the f--k did you get the cards from? You're like a cartoon, just whip s--t out. You got dinner in there, too?"

E!

7. Numbers Game: After the blind date experiment, the celebrities go back to loft to discuss their experiences and Aubrey is bothered that Pauly D asked his girl for her phone number at the end of the date. "She doesn't have my number!" he tells her. "I didn't hit her up!"

"So, if you weren't really feeling her, why did you take her number?" Aubrey asks. Pauly replies, "Just to end it politely, I guess."

"You gave me your number right away," she tells him. "See the difference," he responds. "Appreciate it." LOL!

Watch: Somaya Reece Opens Up on Past Abusive Relationships
photos
Famously Unmarried Celeb Couples