Britney Spears hits first red carpet in over a year in debut with boyfriend Sam Asghari

Once upon a time in Hollywood ... there was a red carpet debut!

Britney Spears and her boyfriend Sam Asghari hit their first red carpet together on Monday night at the Los Angeles premiere of Quentin Tarantino's latest film, "Once Upon a Time in Hollywood," which hits theaters on Friday, July 26.

The 37-year-old "Toxic" hitmaker opted for a red, strapless dress that she paired with chunky black heels and a silver choker necklace. She wore her hair up in a ponytail and sported her signature smokey eye makeup. Spears also sparked engagement rumors by wearing a massive diamond ring on that finger.

See photos from Britney and Sam's red carpet debut:

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Britney Spears and Sam Asghari make red carpet debut
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Britney Spears and Sam Asghari make red carpet debut
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend the Los Angeles premiere of "Once Upon A Time In Hollywood" at TCL Chinese Theatre on July 22, 2019 in Hollywood, California. (Photo by David Crotty/Patrick McMullan via Getty Images)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon a Time ... in Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Axelle/Bauer-Griffin/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon a Time ... in Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Axelle/Bauer-Griffin/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Jon Kopaloff/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Jon Kopaloff/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears attends Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Jon Kopaloff/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Jon Kopaloff/FilmMagic)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears arrives at the Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Steve Granitz/WireImage)
US singer Britney Spears (L) and boyfriend Sam Asghari arrive for the premiere of Sony Pictures' "Once Upon a Time... in Hollywood" at the TCL Chinese Theatre in Hollywood, California on July 22, 2019. (Photo by VALERIE MACON / AFP) (Photo credit should read VALERIE MACON/AFP/Getty Images)
US singer Britney Spears arrives for the premiere of Sony Pictures' "Once Upon a Time... in Hollywood" at the TCL Chinese Theatre in Hollywood, California on July 22, 2019. (Photo by VALERIE MACON / AFP) (Photo credit should read VALERIE MACON/AFP/Getty Images)
HOLLYWOOD, CALIFORNIA - JULY 22: Britney Spears and Sam Asghari attend Sony Pictures' "Once Upon A Time...In Hollywood" Los Angeles Premiere on July 22, 2019 in Hollywood, California. (Photo by Matt Winkelmeyer/Getty Images)
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Asghari, meanwhile, looked dapper in a cream-colored suit that he paired with a white shirt and matching black tie and shoes. The adorable couple was all smiles as they posed for photographers during their red carpet debut, even sharing a romantic smooch, too!

SEE ALSO: Britney Spears 'totally relaxed and happy' on tropical vacation with her mom

The outing, which Spears commemorated on Instagram with a pair of photos taken before the event ("Our first premiere," she captioned the post), marked the singer's first red carpet outing in over a year. Amid a series of personal and professional woes, Spears has shied away from the public eye, with her last red carpet event coming in April 2018 at the 2018 GLAAD Media Awards.

View this post on Instagram

Our first premiere ⭐️ @samasghari

A post shared by Britney Spears (@britneyspears) on

Asghari and Spears started dating after the model, who is 12 years Spears' junior, appeared in her "Slumber Party" music video in the fall of 2016. Since then, he's been by her side and often appears in her Instagram and paparazzi photos.

SEE ALSO: Britney Spears' recent social media posts are 'scaring' her fans

Spears' outing is particularly notable in that it comes after months of speculation that she was being held against her will by her father, Jamie Spears, who is her co-conservator and handles her legal and financial affairs. The singer has routinely denied such allegations, however, as she has continued to become more active again on Instagram in an effort to assure fans that everything is okay.

Judging by her outing on Monday night at the "Once Upon a Time in Hollywood" premiere, Britney seems to be happy, healthy and loving life with her boyfriend.

See more photos of Britney Spears and Sam Asghari together:

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Britney Spears and boyfriend Sam Asghari together
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Britney Spears and boyfriend Sam Asghari together
I’ve been with this man for over a year... everyday he inspires me to be a better person and that makes me feel like the luckiest girl in the world!! @samasghari 🌈🌸❀️
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So in love with this puppy 🐢@samasghari πŸŽƒπŸŽƒπŸ‘»πŸŽƒπŸŽƒ #HappyHalloween
LOS ANGELES, CA - NOVEMBER 29: Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Sean Federline, Jayden James Federline, Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Sean Federline, Jayden James Federline, Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
LOS ANGELES, CA - NOVEMBER 29: Britney Spears and Sam Asghari attend a basketball game between the Los Angeles Lakers and the Golden State Warriors at Staples Center on November 29, 2017 in Los Angeles, California. (Photo by Allen Berezovsky/Getty Images)
Always have a ball with this crew... so much fun!! #TBT πŸŽ‰πŸŒΊπŸŽ€πŸŒΈπŸ€“πŸ˜‰
β˜€οΈβ˜€οΈβ˜€οΈ @disneyland
Goofing around before my show with my love @samasghari πŸ’•
Look who came to see me in Japan πŸ‡―πŸ‡΅ @samasghari πŸ˜‰ great matching duo !!!!!!! πŸ”₯πŸ”₯πŸ”₯
Thinking of tonight's show has me spinning... just like this night in Vegas πŸ˜œπŸŒ€ Can't wait to see you, #Osaka!!!
BEVERLY HILLS, CA - MARCH 16: Singer Britney Spears attends Art Hearts Fashion LAFW Fall/Winter 2017 - Day 3 at The Beverly Hilton Hotel on March 16, 2017 in Beverly Hills, California. (Photo by Arun Nevader/Getty Images)
BEVERLY HILLS, CA - MARCH 16: Singer Britney Spears attends Art Hearts Fashion LAFW Fall/Winter 2017 - Day 3 at The Beverly Hilton Hotel on March 16, 2017 in Beverly Hills, California. (Photo by Arun Nevader/Getty Images)
BEVERLY HILLS, CA - MARCH 16: Singer Britney Spears attends Art Hearts Fashion LAFW Fall/Winter 2017 - Day 3 at The Beverly Hilton Hotel on March 16, 2017 in Beverly Hills, California. (Photo by Arun Nevader/Getty Images)
BEVERLY HILLS, CA - MARCH 16: Singer Britney Spears attends Art Hearts Fashion LAFW Fall/Winter 2017 - Day 3 at The Beverly Hilton Hotel on March 16, 2017 in Beverly Hills, California. (Photo by Arun Nevader/Getty Images)
Great run in Vegas! Be back Next week!
Beautiful day in Malibu with @samasghari πŸ’™πŸ’™πŸ’™
Last show of the week with @samasghari 🏡🏡🏡
My baby's birthday πŸ’œ @samasghari
Had an amazing night at the @clivejdavis #PreGrammyGala ✨
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