Dating

Wendy Williams hit the town Friday night with what appears to be her new boyfriend.

Williams grabbed dinner in New York City at Aroma Trattoria with Big Will, aka Willdaboss. He's a jeweler in the Big Apple and he gave everyone a big hint the other day, after Wendy went on her show and said she had a new man.

Wendy said on the show her man bought her 2 pieces of jewelry from which to choose and she picked a diamond, heart-shaped necklace. Good selection.

Willdaboss then seemingly connected the dots by posting her video talking about a new boyfriend on his social media.

Wendy posted a pic Saturday of her and Willdaboss snuggling together.

Well, it seems Wendy's fear will not materialize. You'll recall, last month she vowed, "I won't let my coochie rot!!!"

Chris Harrison isn't one to discriminate when it comes to love, which applies to age too -- 'cause he all but confirms producers are bringing senior citizens into the 'Bachelor' fold.

We got the longtime host of the ABC dating series Tuesday at LAX and asked him about this casting call one the supervising producers posted in search of men and women aged 65 and older who are in their "Golden Years" ... and who won't fall over and die on camera.

Chris definitely won't deny they got something cooking in the kitchen -- if anything, his coy response pretty much guarantees they're working on it ... and for good reason too.

Apparently, one of the biggest questions/requests Chris gets asked about all the time is from the elderly community ... who say they want a shot at love too! Awwwww!!! Wait, what about Fantasy Suites and stuff, you may ask??? Chris has an answer for us on that as well.

Long story short ... love is love, whether it's brought on chemically or not. Bring what you need to get it on, ya old farts! Kidding.

As for this rumor about Peter ending up with 'Bachelor' producer Julie LaPlaca at the end of this current season --  which appears to be true -- Chris won't shoot that down either.

Ariana Grande walks into a bar is how you'd start a good joke, but this time it's real and ends with our girl locking lips with a mystery man who might not even be all that famous.

The singer was spotted out late Saturday night at a place called Bar Louie in Northridge, CA -- which is in the San Fernando Valley ... way on the outskirts of central L.A.

We're told she rolled into the gastropub around 1 AM with a crew of friends in tow, including this gent you see here right next to her in the booth. They popped in, sat down for a bit, and besides the water we're told AG wanted ... she was just all in on this guy's face.

As for who this fella might be -- it's unclear. We're told he wasn't instantly recognizable though ... which means he's not on Ariana's level (fame-wise, anyway).

Now, eyewitnesses tell us the group only stayed for around 30 minutes, and while some of her friends ordered wine and other drinks ... we're told Ariana wasn't boozing.

She was, however, in a chatty mood. Our sources tell us there was a DJ nearby who was actually playing Ariana's song, "God is a Woman," right around the same time she was there. We're told AG asked the guy to switch up the tunes ... she didn't wanna hear her own song.

A couple interesting things about this smooching sesh -- for one, it doesn't look like Social House singer Mikey Foster, who's been romantically linked to Ms. Grande of late ... even though Ariana's brother clarified there was nothing going on. They hang out a lot, that's for darn sure.

The second thing ... Ariana is apparently a regular in the Northridge area. She was interviewed there for a Vogue article in 2019 and has been seen out and about.

Keep your eyes peeled, valley peeps. AG is on the prowl in your neighborhood 😲

Rihanna and A$AP Rocky ain't fooling anyone at this point ... though give 'em an A for effort in trying to throw everyone off the scent.

Riri and Rocky arrived separately to The Nice Guy in WeHo early Tuesday morning. The Barbados Babe showed up just before 1 AM ... with A$AP following not long behind and arriving just after 2 AM.

Goes without saying, neither was in the mood to chitchat about their relationship. Such was the case when we got Rihanna out in NYC over the weekend. As we reported ... Rihanna flew solo for her shindig at Bergdorf Goodman in Midtown Manhattan.

No sign of A$AP there that night, which seemed odd since they've been hanging out A LOT ever since Rihanna's breakup with Hassan Jameel after 3 years of dating.

Jessica Simpson claims Tony Romo broke up with her back in 2009 because he thought she was cheating on him with John Mayer.

Simpson spells out the whole thing in her new book "Open Book" -- in which she finally breaks her silence on the demise of her 2-year relationship with the former Dallas Cowboys QB. Long story short, Simpson claims she ran into Mayer at her parents house and didn't tell Romo, but he eventually found out through an email from John to Jess.

"[Tony] accused me of seeing John behind his back. I hadn’t cheated on Tony at all, but I could not lie and say I hadn’t even seen him," Simpson said.

Jessica told Tony "nothing happened" ... but Romo didn't buy her story because ... well, John Mayer.

"Tony didn’t believe that for a second. And within that second, he broke up with me right there. Two years, gone with an email."

Simpson says she knew Romo wouldn't blab to the media about the real reason for the split because "it would imply that he wasn't enough for me."

Jessica says eventually "Tony soon realized I was telling the truth. Of course I didn’t cheat on him."

"But our breakup had been so ugly that it shocked me into realizing it had been necessary."

As for Mayer, Jessica claims the musician made a full-court press to put a ring on it.

"[John] had said all these things, practically asking my parents for my hand in marriage while I was in a serious relationship. Swearing to me up and down that he was a changed man."

"Now here I was, ready to pledge my love back, and to kiss him as the curtain came down. And it fell on my head ... All this time, all those years, he was breaking up with me to torture himself enough to get good material."

In other words, Jessica was convinced John just wanted to try to be with her so he could get content for his music.

"It felt inevitable to be in love with John, so I continued talking to him for months. But I knew now not to let him get close enough to shoot me down again."

Everyone ultimately moved on with their lives ... Jessica married ex-NFL tight end Eric Johnson. Romo married beauty queen Candice Crawford.

And Mayer moved on to, Taylor Swift, Jennifer Aniston and Katy Perry. But he's currently single.

Ronnie Ortiz-Magro knows that the early bird gets the worm -- and in this case, it seems he snagged two.

The "Jersey Shore" star was spotted Sunday morning leaving E11EVEN Miami at the ass crack of dawn around 6 AM ET. Looks like he was raging the night away with some good company -- a couple of baddies were kinda flanking him as he made his way out of the club.

No PDA here, but all signs point to these two lovely ladies rolling with our man. He's leading the way, and they're all giddy following close behind ... casting their gaze on him.

It's a good sign for sure to see Ronnie moving on and away from his on-again, off-again girlfriend and baby mama, Jen Harley, who recently got into another alleged snag with her ex. Ronnie claims she attacked him with eyeliner ... just the latest episode between them.

He bounced back from that run-in with a nice surprise on the streets not too long after the Jen incident, getting flashed by a spunky chick with even spunkier ... fuhgeddaboudit.

Meanwhile, we've learned Jen's dipping her toe into the real estate biz. Just so long as it keeps her out of the Ronnie biz, more power to her. Be good, you two!

Halsey took a stand Saturday night during a pre-Super Bowl concert in Miami after a fan harassed her by repeatedly screaming out the name of her ex-BF.

Halsey was at BudX Miami performing her set when some dude in the crowd screamed G-Eazy's name over and over. Well, that set her off something fierce, as she did her own investigation of sorts to find the culprit.

The malcontent couldn't be spotted, so Halsey led the crowd in a rousing call to arms ... "F**k that guy!!!"  The fans were more than happy to oblige.

She issued a warning ... "If you say G-Eazy one more f**king time, I will kick you out this building. I will kick your f**king ass, test me. I will kick your ass out the f**king club. You’re not going to disrespect me like that at my own show."

Halsey later said, "don’t ever let someone make u feel crazy or unhinged cus ur a woman standing up for urself. Don’t tolerate disrespect in the name of being 'nice.' Love u."

Joe Giudice is moving on from Teresa Giudice with ease -- and by that, we mean he's got one, two, three, four .... lots and lots of options, basically.

The 'RHONJ' star was down in Mexico over the weekend at a place called Isla Mujeres. That translates to Island of Women ... and, lord, did it live up to the name. Take a look -- Joe, who seemed to be on a boys' trip, was absolutely surrounded by gorgeous babes.

They were pretty into him too from the looks of these photos and videos TMZ obtained. At one point, Joe was seen dancing with some of the girls at a hotel called Izla. Later, he was spotted cozying up with a couple other gals under a cabana on the beach. Heyooo!

Of course, Joe's single right now ... so no harm, no foul. He and Teresa officially split last month after growing and living apart for several years now. No one's filed for divorce or a legal separation, but it's clear they're both moving on and dating other people now.

In fact, we just saw Teresa with a new/not-so-new boo thang not too long ago in Jersey. Apparently, it's an old flame of hers ... who was also on the show as the family's pool boy man.

Wendy Williams is officially single and already mingling ... because she knows exactly what she wants, and the goods she's got to offer.

It's no surprise the talk show host is on the market -- she has been since she filed for divorce from her husband, Kevin Hunter, in April -- but we're told she's been enjoying the dating scene lately ... and has it down to a bit of a science.

We're told Wendy's always taking interviews for potential suitors and has criteria for them. For example, they don't have to be millionaires, but they better treat her in a manner she's accustomed ... so no cheap-ass dinners or gifts.

Second, she doesn't date dudes with kids still living at home ... our sources say she's not down with going to PTA meetings or youth baseball games.

And, as we know ... any new potential boyfriend has to make for good conversation.

It's Draya Michele's birthday!!! But instead of receiving gifts, she's giving her fans an amazing, thoughtful present.

Draya decided to celebrate her 35th year by posting an INCREDIBLY smoking hot snap on her IG ... rockin' a barely-there g-string while holding a lucky bundle of balloons.

"The best gifts are experiences," Michele said in the caption, while adding "Big Birthday Energy."

Of course, Draya -- who was previously engaged to Dallas Cowboys player Orlando Scandrick -- made it VERY clear to TMZ Sports she's "single as f**k" last week ... but is expecting great things in 2020.

We briefly spoke with Draya out celebrating her big day with her girlfriends on Hollywood Boulevard Wednesday night ... and quite understandably, the cameras were flashing like crazy.

Michele told us her recent dinner with Corey Coleman was strictly platonic ... and lucky for the fellas, she's hoping to speed date her way through the year.

Shoutsout to the lucky bastards who get that chance.

Vanessa Hudgens seems pretty interested in Kyle Kuzma ... because she's hitting up the world's most famous arena to watch him ball out!!!

The newly-single actress just pulled up to Madison Square Garden to check out Kyle and his Los Angeles Lakers as they take on the New York Knicks ... this after hanging out the night before.

TMZ broke the story ... Vanessa and Kyle sat down together Tuesday night for a super-intimate dinner in Brooklyn, laughing and having a great time over a bottle of wine.

So, it looks like Vanessa is going back for a second helping of Kuzma. She's definitely dressed to impress, just check out those boots!!!

As you know ... Vanessa is fresh off her split from Austin Butler. The exes dated for 9 years, and she seems intent on putting Austin firmly in the rearview.

Rihanna is all smiles after news broke of her breakup with her billionaire businessman BF -- putting on a happy face alongside A$AP Rocky, who's been a loyal companion these days.

RiRi and Rocky were hanging out backstage Friday during the 2020 Yams Day benefit concert in Brooklyn, where the A$AP Mob performed for the fifth annual charity event ... which kicks cash to the Always Strive and Prosper Foundation to help fight substance abuse.

The two superstars seemed pretty chummy, laughing it up and looking super caj with a backdrop of artwork behind 'em. At first glance, you'd think there's nothing to this. However, there's been some speculation recently that something more could be afoot here.

Fact is, Rihanna's been around A$AP quite a bit over the past few months or so -- which seems to have gone somewhat under the radar. She went to Sweden last month to check out his comeback show -- granted, she wasn't seen in his company. At least not here.

Josie Canseco has a new hunk in her life ... and it's Logan Paul.

Sources with direct knowledge tell TMZ … Josie and Logan recently started dating, with things turning romantic after years of running in the same friend circles in Los Angeles. Hollywood can be pretty small.

As with most fresh relationships, things are off to a great start ... we're told Josie and Logan are very happy. Good start.

Josie and Logan are already crossing milestones, they were spotted together for the first time Sunday at the famous Rose Bowl flea market. That's a huge step as far as dating in L.A. goes ... we know it sounds lame, but it's a thing.

As we first reported ... Josie and Brody Jenner broke up back in October ... so Jose Canseco's daughter didn't spend much time in the single lane before getting boo'd up again.

Unclear if Josie will be on Logan's arm for Jake Paul's fight Super Bowl weekend in Miami, but we're told it's definitely a possibility.

In the meantime, check out these pics of Josie ... and see what Logan's getting himself into.

Future is getting up close and very personal with parts of Lori Harvey, confirming what we've all suspected for a while now ... they are boo'd up and happy as hell.

The rapper posted a rare IG pic Monday, showing Lori and him cuddling up in a pool during their vacay in Jamaica. He captioned the pic with the same three words Lori posted this weekend, "Life is Good."

If there was any doubt before, there's none now.

Gigi Hadid and Zayn Malik apparently are fans of going back to what you know ... because they're back together again.

Gigi and Zayn hit up il Buco restaurant in New York City Saturday night. Gigi's sis, Bella, and Anwar's GF, Dua Lipa, tagged along.

They walked arm in arm as they celebrated Zayn's 27th birthday. Gigi presented Zayn with a big-ass bouquet as a token.

The two have a long history together. They first hooked up in 2015 but broke up in March 2018. It only took a month for them to get back together, but by January of last year, they were history again.

There were signs it still wasn't over last March when Zayn tweeted that he stilled loved Gigi.

Good luck guys ... 4th time's a charm.