Lena opened her YouTube channel in 2016. In December of that year, she announced that she was having her breasts enlarged, to a "C-ish". Lena said that she was unhappy with the shape of her breasts and that her large nipples seemed disproportionate to her small breasts. In January 2017, Lena came to global attention after posting a video entitled "I Let My Best Friend Have Sex With My Boyfriend", in which she and her best friend Emily and her boyfriend (podcast host and YouTuber Adam Grandmaison) talked about why they had a threesome. As of October 2018, it has been viewed almost 16 million times. In February 2017, Lena announced that she would release a sex tape with her boyfriend when she reached 1 million followers on YouTube. In August 2018, Lena announced that she was having a second breast augmentation, as she had lost weight and wanted to increase her bust size and improve her cleavage. In September 2018, she posted a video to Pornhub from a private cam show where she revealed her newly enlarged breasts. In 2018, Lena won the Celebrity of the Year award in the Pornhub Awards.