“Had an amazing night at the [Clive Davis] #Pre Grammy Gala,” she wrote in the caption on Instagram, as she cuddled up to Sam in the shot.MORE: Britney Spears Suffers a NSFW Wardrobe Malfunction On-Stage at Her Las Vegas Show!When they dated: The mid-'90s when she was still in high school. Why he's significant: He's one of Britney's first boyfriends and is one of the most iconic people from her hometown, Kentwood, Louisiana. He also had that chin-strap facial hair, which I can never, ever forget. Who is he: He was Britney's manager, which is actually pretty problematic.
When they dated: Not sure if they ever *officially* dated, but it's rumored that she cheated on Justin with him. Kind of problematic, but then again, Justin is a douche. Fred was super heartbroken when Britney wouldn't return his calls or acknowledge the relationship. Who is he: Some rando from her hometown that was like a farmer or something. Why he's significant: This was really just fucking crazy and random. Apparently he was supposed to help her with special effects for her 2007 VMAs performance but that didn't work out. Who is he: Some random singer who sang that song "Collide."Why he's significant: He's irrelevant but it's just funny that Britney would even date him. When they dated: Pretty sure they never really *dated*, but they were in a hot tub topless/naked (? Why he's significant: Britney wanted that college D, so she got that college D. Who is he: A paparazzo who ended up dating Britney during the dark days of 2007. He was a truly random human being that just kind of appeared one day like a bad rash. (Jimmy had to remind them it's *his* show.) Jimmy said they created a profile for Britney on Tinder (bio: "This better work, b-tch.") and Britney acted shocked and not too thrilled.Stay to the end to hear her "It's Britney, b-tch" line.According to multiple reports, the 32-year-old pop star is dating producer and writer Charlie Ebersol, who also happens to be the son of Dick Ebersol -- co-creator of "Saturday Night Live."An insider told E!News that they met through friends, adding, "He is the sweetest guy ever and they are very much enjoying getting to know one another. David -- who is 27 -- is from Atlanta and does not seem to have significant roots in California. As for the Valentine's Day date, it was pretty quick. The pics (above) were taken at the Sherwood Country Club where Britney lives. Britney has actually taken a liking to golf and is thinking about becoming a member of the country club. no one is saying (her reps have been dodging the issue with us for days) but it sure seems that way. She has been in 14 celebrity relationships averaging approximately 1.1 years each. Given Name: Britney Jean Spears Nickname: B, Brit Age: 35 (12/2/1981)Occupation: Music - Singer Most Famous For: Baby One More Time, album "I completely froze.I just laughed if off, saying I should be so lucky.We now know the identity of the mystery man who took Britney Spears out for a Valentine's Day dinner and played golf with her over the weekend. He works for a law firm -- he's not a lawyer -- does "field research" ... They were in and out of the sushi joint in less than a half hour. The 32-year-old spears made light of her recent breakup from boyfriend David Lucado by participating in the “Pros and Cons: Dating Britney Spears” skit.Jimmy announced that he made a Tinder profile for Brit and in the sketch, he weighs the good and bad of dating the pop star. Why he's significant: He is, BY FAAAAAAAAAAAAAAR, the hottest guy Britney's ever dated.