Chelsea Handler is known for revealing as much – if not more –  than the high-profile guests who appear on her popular comedy talk show, Chelsea Lately, so it's no real surprise that she decided to open up even more during an essay she recently penned for Playboy.

Reflecting on her teenage years, the 41-year-old star admitted that she became pregnant twice at the age of 16 and opted to terminate the pregnancies on both occasions.

"I was going through a very bad stage in my life. I hated my parents and I was having unprotected sex with my boyfriend, who was not someone I should've been having sex with in the first place, never mind unprotected sex," she wrote.

Drawing down on her inability to process the magnitude of the situation, Chelsea wrote: "I wasn't really playing with a full deck of cards, and when I got pregnant I just thought, Why not? I can have a baby. Maybe I'll have twins and give them rhyming names."

Chelsea went on to acknowledge her parents' role in the decision to terminate the first pregnancy, but admits that when she became pregnant by the same boyfriend for a second time that year, she was on her own.

"I didn't have the money the second time," she wrote. "I had to scrape together the $230 to pay Planned Parenthood, but it was a safe abortion. Getting unintentionally pregnant more than once is irresponsible, but it's still necessary to make a thoughtful decision."

The New Jersey-native insists that she made the right decision on both occasions and simply wasn't equipped for motherhood at the time, writing: "We all make mistakes all the time. I happened to f*ck up twice at the age of 16. "

"I'm grateful that I came to my senses and was able to get an abortion legally without risking my health or bankrupting myself or my family."

"I'm 41 now. I don't ever look back and think, God, I wish I'd had that baby," she insisted in the lengthy essay.