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Tootsie Haine

Tootsie Haine is the writer behind The Looker's sex and dating column.
Office romance crush
FRIENDS & BENEFITS

I Lost My Office Crush to the Hot New Girl

At first, I envied her, even judged her. But in the end, she provided me with an invaluable lesson.

Tootsie Haine

High school notebook with doodles and Don Draper of Mad Men
FRIENDS & BENEFITS

I Matched With Hollywood Men to Boost My Career

The strategy did not work out as planned.

Tootsie Haine

Illo illustration of a notebook full of a high school doodles and a mom tattoo
FRIENDS AND BENEFITS

My Date With a Crypto-Obsessed Mama’s Boy

He was desperate for a girlfriend, but that didn’t stop him from ghosting me.

Tootsie Haine

Illo illustration of a woody car on a lined notebook with doodles on it
FRIENDS AND BENEFITS

I Regret Just One Thing About My Romantic Road Trip

I drove cross-country with a near-stranger, and all I got was this stupid existential crisis.

Tootsie Haine

Illo illustration of a notebook with high school style doodles and a merge sign
FRIENDS & BENEFITS

Why I Asked a Handsome Coworker on a Cross-Country Road Trip

We barely knew each other. That didn’t stop us from taking ketamine and kissing our way across Interstate 40.

Tootsie Haine

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illo illustration of doodles in a notebook showing a man hiking
FRIENDS AND BENEFITS

What Happened When I Met My Craiglist Crush of Two Years

How we jumped from an email-only correspondence to kissing in his Tesla.

Tootsie Haine

Photo illustration of a lined notebook with high school doodles about love drawn and a king and queen of hearts
FRIENDS AND BENEFITS

Why I Regret Sleeping With My Ex in Las Vegas

Our encounter reminded me of something my brother once said: getting a hotel room is a waste if you don’t have sex in it.

Tootsie Haine

Photo illustration of a lined notebook with high school doodles about love drawn and  a hand gun
FRIENDS AND BENEFITS

I Slept With the Guy Everyone Warns You About

He looked like a cross between Eminem and Jonah Hill, and he carried a Glock. I liked it.

Tootsie Haine

Photo illustration of a lined notebook with high school doodles about love drawn and a bottle of baby food with a rich person drawn on
FRIENDS AND BENEFITS

He Was Rich, Rude, and Weirdly Unforgettable

My aunt told me to be the artist in the relationship. Lawyers, financiers, and blue-bloods were abundant, after all.

Tootsie Haine

Photo illustration of a lined notebook with high school doodles about love drawn and cowboy boots
FRIENDS AND BENEFITS

I Was Invisible at Bars Until I Changed These 3 Things

Our intrepid dating columnist chronicles how she cracked the code on meeting attractive people in public venues.

Tootsie Haine

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