F*ck Around and Find Out with Anna Lee: Fisting, Figging, and Cuckolding, Oh My!

Our resident sexpert tackles all your "what are your thoughts on..." questions—and the answers might surprise you

What is figging and what does it have to do with ginger?

Courtesy of Anna Lee

Words by Anna Lee

F*ck Around and Find Out with Anna Lee: This is the modern sex advice column you didn’t know you needed, focused on finding confidence in your own pleasure through knowledge and research! Think a fresh reimagining from the days of those pink, star-studded magazine sex advice columns like “10 Ways to Please Your Man” that we all grew up with. In my journey from growing up in a strict, immigrant Korean household, scared of my own body, to my current reality as co-founder of a smart vibrator company and certified sex educator, I realized how much we need to destigmatize the cultural taboo around sexual pleasure. So, hold my hand (if you want to, of course) and together, let’s fuck around and find out every nook and cranny of this sexy world. 🙂 

Have a question you’d like me to answer? Keep ‘em coming by submitting it anonymously here!


Hello my sweet, spiced pumpkins. (It’s almost Starbucks season, folks!) This week is all about the questions you’ve submitted that start with, “Anna, what are your thoughts on…” First of all, I’ll admit that when I started in this industry eight years ago, I didn’t really know much about all the different flavors of sex. There were so many sexual acts, kinks, and fetishes that I had never heard of, but the one thing that always stood out to me was how people would share with me why they loved certain acts and how it made them feel empowered and free to embrace that side of themselvesI think that’s so beautiful. So, as my general guiding principle to the question, “Anna, what are your thoughts on…”, I’m in the camp that if y’all are doing the due diligence to do everything in your power to be as safe as possible, and it’s all enthusiastically consensual, then hell to the yeah! My thoughts are that I love it for you. I’m not here to yuck your yum.

This is my phone wallpaper because it makes me laugh every single time.

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What are your thoughts on fisting? -Anonymous

Fisting is a sexual activity where you insert a hand into the vagina or rectum. Personally, I think fisting is really cool because it’s a true testament to how elastic the vagina and anus are! It proves the point that sex educators emphasize time and time again, that the concept of a “loose vagina” is a complete myth. Both the anus and vagina are elastic and will always eventually go back to their original state, even if you had a fist or two inside. How cool is the human body?! My only fisting advice here is to make sure you go slow to avoid perforation injuries, consider using long gloves, and definitely use lots and lots of lube. Fun fact: a lot of people use a mixture of Crisco and J-Lube (which is originally a veterinary obstetrical lube) for anal fisting! I’m so curious how people figured out this was a great combination of products for this. Creative!

What are your views on figgingputting a piece of carved ginger root up the bottom? -Anonymous

Okay, I will admit: I had actually never heard of figging before I read this submitted question. However, you bet your bottom dollar that it has become my new fun fact to tell my friends around the dinner table.

Also, how fitting I have a bag of ginger just sitting on my kitchen table. Is this a sign?

Figging is the sexual practice, most often related to BDSM, where you peel a nub of ginger to expose the flesh and put it up the butt to create that spicy burn. The perfect mix of pain and pleasure. The term “figging” comes from the 1800s practice, “feauging”, which is when they would put ginger in a horses’ bum to make a horse hold its tail higher like a young horse. (It’s banned in most horse shows now because it’s clearly animal cruelty.) Now, assuming that neither you nor your partner are horses, I see no issues with this as long as everyone involved is super down. The only thing I’d say is to remember that anything that goes in the ass MUST have a flared base so that it doesn’t get sucked up and stuck in there. That will be a guaranteed, spicy trip to the ER! So make sure you carve it into a VERY sturdy butt plug shape. Otherwise, consider me intrigued and rock on!

What are your thoughts on pompoir? -Anonymous

Pompoir is something I’ve come across a handful of times while reading sex things online because if you know me, I’m a bit of a nerd about the world of pelvic floor contractions and orgasms. Pompoir is a sexual technique/act where a person voluntarily rhythmically contracts their pelvic floor muscles while a penis is inside them to “milk” the penis. People who practice pompoir do often rave about the heightened level of intimacy and sexual pleasure for everyone involved. Personally, I haven’t actually explicitly ever tried it, but it seems like a fun thing to try with a partner. I can already totally imagine the weird faces I’d probably make trying to concentrate on rhythmically squeezing my pelvic floor muscles. I bet you’re trying to do them right now, huh? Naughty ;)

How do you feel about cuckolding? -Anonymous

Ah, cuckolding! Believe it or not, I got six questions submitted about cuckolding over these past two months. Fun fact: the term “cuckold” is derived from the cuckoo bird because they like to lay their eggs in the nests of other birds. Cuckolding is a sexual practice where one partner watches their partner engage in sexual activity with a different person. So imagine you’re a woodpecker that has a gorgeous, hot nest and you decide to go sit at another branch and admire it while a cuckoo comes to lay an egg in your nest…and you find it so hot that now you’re a woodpecker with a woodpecker in your trousers.

You, watching intently as the cuckoo lays eggs in your nest.

Courtesy of Anna Lee

Now my thoughts on it? Relationships thrive on open communication, trust, and well-set boundaries, and if you tell me that you and your partner are thriving in cuckolding? That means you’re freaking acing a PhD-level course in advanced relationship dynamics. Cheers to that!

That’s it for now you dirty, naughty freaks! I mean that in the absolute best way possible ;)

I promise you that there is truly NO question too unhinged for F*ck Around and Find Out with Anna Lee. Have a question you’d like me to answer for the next article? Submit them anonymously here!

Published on August 30, 2023

Words by Anna Lee

Anna Lee is the co-founder and Head of Engineering of Lioness, the women-led sexual wellness company that built the world’s first and only smart vibrator. Anna was previously a mechanical engineer at Amazon, launching the Amazon Dash Button’s original concept and the Kindle Voyage Page Press Technology. She is a Forbes 30 Under 30 alum and has been covered in numerous publications like Fast CompanyGlamour, and Popular Science, as well as Paper Magazine’s Asian Women Creators You Need to Know and Buzzfeed’s 14 Sex Tech Founders Who Are Changing The Way The World Thinks About Sex. Anna is also a prominent sex education creator on TikTok with nearly 400,000 followers. She is a big advocate of expanding understanding and research in sexual health, and destigmatizing female sexuality.