--- title: "Meaning & Key Takeaway of: The worst thing I’ve done on a date? Ask…" description: "\"“The worst thing I’ve done on a date? Ask who her favorite serial killer is. Under a bridge. In the dark.” Theo to Leone, mentally preparing for his da..." image: "https://sms4smile.com/quotes/i/68f/anyta-sunday-20129_date_the-worst-thing-i-ve-done-on-a-date-ask_298169.jpg" --- # The worst thing I’ve done on a date? Ask who her favorite… ![“The worst thing I’ve done on a date? Ask who her favorite serial killer is. Under a bridge. In the dark.” Theo to Leone, mentally preparing for his date with Liz.” quote by Anyta Sunday](https://sms4smile.com/quotes/i/68f/anyta-sunday-20129_date_the-worst-thing-i-ve-done-on-a-date-ask_298169.jpg) [Download](https://sms4smile.com/quotes/i/68f/anyta-sunday-20129_date_the-worst-thing-i-ve-done-on-a-date-ask_298169.jpg) [Open image](https://sms4smile.com/quotes/i/68f/anyta-sunday-20129_date_the-worst-thing-i-ve-done-on-a-date-ask_298169.jpg) > ““The worst thing I’ve done on a date? Ask who her favorite serial killer is. Under a bridge. In the dark.” Theo to Leone, mentally preparing for his date with Liz.”” [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) ## About This Quote This interpretation was drafted with AI assistance. It is one reading of the quote, not the author's own explanation. Using a macabre ice‑breaker on a date can be shocking and memorable. **In simple terms:** Dark humor can be a risky ice‑breaker. Key Takeaway Use humor wisely. Themes dating humor risk Mood playful cautious Type social advice When to use this quote - first date - online dating profiles - speed dating events Key Concepts social dynamics psychology Questions to Reflect On - When is dark humor appropriate? - What alternative ice‑breakers work better? A Different Perspective Risk of offending or alienating the other person. ★ ★ ★ ★ ★ No ratings yet [Date](https://sms4smile.com/quotes/about/date/) [Date Ask](https://sms4smile.com/quotes/about/date-ask-1599480/) [Date Liz](https://sms4smile.com/quotes/about/date-liz-2853849/) [Leone Mentally](https://sms4smile.com/quotes/about/leone-mentally-2853851/) [Preparing Date](https://sms4smile.com/quotes/about/preparing-date-2853850/) [Serial killer](https://sms4smile.com/quotes/about/serial-killer/) [Worst thing](https://sms4smile.com/quotes/about/worst-thing/) ## Related quotes > [“The worst thing I’ve done on a date? Ask who her favorite serial killer is. Under a bridge. In the dark.”](https://sms4smile.com/quotes/anyta-sunday/the-worst-thing-i-ve-done-on-a-date-ask-who-her-favorite-serial-2/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [You might be a redneck if on your first date you had to ask your Dad to borrow the keys to the tractor.](https://sms4smile.com/quotes/jeff-foxworthy/you-might-be-a-redneck-if-on-your-first-date-you-had-to-ask-your-dad/) [Jeff Foxworthy](https://sms4smile.com/quotes/author/jeff-foxworthy/) > [“A date?” I ask, a little shocked, a little excited. It’s about time my aunt got back on the horse. “Like a real date…](https://sms4smile.com/quotes/nessa-morgan/a-date-i-ask-a-little-shocked-a-little-excited-it-s-about-time-my/) [Nessa Morgan](https://sms4smile.com/quotes/author/nessa-morgan/) > [“Will you date me when I ask you out? it asked. Yes. Even if I’m ugly and you don’t like my personality? Yes. No,…](https://sms4smile.com/quotes/miranda-july/will-you-date-me-when-i-ask-you-out-it-asked-yes-even-if-i-m-ugly-and/) [Miranda July](https://sms4smile.com/quotes/author/miranda-july/) > [I remember our first interviews at the Capitol tower. These magazine people were asking us things like 'What's your favorite color?' and 'What do…](https://sms4smile.com/quotes/eric-carmen/i-remember-our-first-interviews-at-the-capitol-tower-these-magazine/) [Eric Carmen](https://sms4smile.com/quotes/author/eric-carmen/) > [“One way to become much more interesting to a man on a date is to ask him intelligent conversations about himself. To a guy,…](https://sms4smile.com/quotes/sherry-argov/one-way-to-become-much-more-interesting-to-a-man-on-a-date-is-to-ask/) [Sherry Argov](https://sms4smile.com/quotes/author/sherry-argov/) > [Best strategy for a first date is to ask her questions. Just keeping asking her questions about herself. Her life, her job, her friends,…](https://sms4smile.com/quotes/michael-ian-black/best-strategy-for-a-first-date-is-to-ask-her-questions-just-keeping/) [Michael Ian Black](https://sms4smile.com/quotes/author/michael-ian-black/) > [“There are questions that run through your head when you find out that you’re a serial killer.”](https://sms4smile.com/quotes/charlie-human/there-are-questions-that-run-through-your-head-when-you-find-out-that/) [Charlie Human](https://sms4smile.com/quotes/author/charlie-human/) > [Kill one and you might as well kill 21.](https://sms4smile.com/quotes/mark-martin/kill-one-and-you-might-as-well-kill-21/) [Mark Martin](https://sms4smile.com/quotes/author/mark-martin/) > [Perhaps I'm being too optimistic, but I think this country is finally ready for a black serial killer.](https://sms4smile.com/quotes/anthony-jeselnik/perhaps-i-m-being-too-optimistic-but-i-think-this-country-is-finally/) [Anthony Jeselnik](https://sms4smile.com/quotes/author/anthony-jeselnik/) > [“I had called Brooke 'it'. That was stupid. That was...horrifying. I was better than that... ...Calling human beings 'it' was a common trait of…](https://sms4smile.com/quotes/dan-wells/i-had-called-brooke-it-that-was-stupid-that-was-horrifying-i-was/) [Dan Wells](https://sms4smile.com/quotes/author/dan-wells/) > [“Serial killer aren't creative." "Watch a little Dexter and get back to me on that.”](https://sms4smile.com/quotes/cath-crowley/serial-killer-aren-t-creative-watch-a-little-dexter-and-get-back-to/) [Cath Crowley](https://sms4smile.com/quotes/author/cath-crowley/) > [You know, I read the papers and I watch the news a lot. I watch 'Dateline' and '48 Hours'. And I think we have…](https://sms4smile.com/quotes/johnny-galecki/you-know-i-read-the-papers-and-i-watch-the-news-a-lot-i-watch/) [Johnny Galecki](https://sms4smile.com/quotes/author/johnny-galecki/) > [In my lifetime I have broken every law that was ever made by both man and God", he said, "If either had made any…](https://sms4smile.com/quotes/carl-panzram/in-my-lifetime-i-have-broken-every-law-that-was-ever-made-by-both-man/) [Carl Panzram](https://sms4smile.com/quotes/author/carl-panzram/) > [She was giving me oral sex, and she got carried away . . . So I choked her.](https://sms4smile.com/quotes/arthur-shawcross/she-was-giving-me-oral-sex-and-she-got-carried-away-so-i-choked-her/) [Arthur Shawcross](https://sms4smile.com/quotes/author/arthur-shawcross/) ## More by Anyta Sunday > [“What brings you here?”“Missed you, of course.”“Careful, Perseus. One of these days I might start believing you.”](https://sms4smile.com/quotes/anyta-sunday/what-brings-you-here-missed-you-of-course-careful-perseus-one-of/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Jamie gawked at the JLM T-shirt peeking out of Theo's leather jacket and his face glowed. "Yes I-L-Y?”](https://sms4smile.com/quotes/anyta-sunday/jamie-gawked-at-the-jlm-t-shirt-peeking-out-of-theo-s-leather-jacket/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“I’ve one hell of a to-do list. Just need someone to do it.” Theo at the dinner table procrastinating.”](https://sms4smile.com/quotes/anyta-sunday/i-ve-one-hell-of-a-to-do-list-just-need-someone-to-do-it-theo-at-the/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Rabbits should attack you like they once did Napoleon.” Leone to Theo during a fight.”](https://sms4smile.com/quotes/anyta-sunday/rabbits-should-attack-you-like-they-once-did-napoleon-leone-to-theo/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“So. Here I am, Jacob. Was it all just a game? Because for me it wasn’t. I really fell for you.”](https://sms4smile.com/quotes/anyta-sunday/so-here-i-am-jacob-was-it-all-just-a-game-because-for-me-it-wasn-t-i/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“It was from Scott: This guy is brave. :P I wonder if he’s as hot as you? Hard to tell from back here. So…](https://sms4smile.com/quotes/anyta-sunday/it-was-from-scott-this-guy-is-brave-p-i-wonder-if-he-s-as-hot-as-you/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“I love to stalk. I love to stalk you real, real good. I took your name home after our date and we had the…](https://sms4smile.com/quotes/anyta-sunday/i-love-to-stalk-i-love-to-stalk-you-real-real-good-i-took-your-name/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“since when have I ever been anything exceptional ?" "Again. Good point”](https://sms4smile.com/quotes/anyta-sunday/since-when-have-i-ever-been-anything-exceptional-again-good-point/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“It's close to Christmas." "Oh yeah? I thought everyone was just crushing on an old dude with stellar beard”](https://sms4smile.com/quotes/anyta-sunday/it-s-close-to-christmas-oh-yeah-i-thought-everyone-was-just-crushing/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Dear Jacob, Maybe it was none of those reasons. Maybe your ads were torn down because someone needs a room badly and doesn’t want…](https://sms4smile.com/quotes/anyta-sunday/dear-jacob-maybe-it-was-none-of-those-reasons-maybe-your-ads-were/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Theo: You don’t know this, because I haven’t wanted to talk about it, but Sam and Derek are my and Leone’s exes. They’re getting…](https://sms4smile.com/quotes/anyta-sunday/theo-you-don-t-know-this-because-i-haven-t-wanted-to-talk-about-it/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“The worst thing I’ve done on a date? Ask who her favorite serial killer is. Under a bridge. In the dark.”](https://sms4smile.com/quotes/anyta-sunday/the-worst-thing-i-ve-done-on-a-date-ask-who-her-favorite-serial-2/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Where did all the snakes go? They swiped my peanut butter.”](https://sms4smile.com/quotes/anyta-sunday/where-did-all-the-snakes-go-they-swiped-my-peanut-butter/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“Making love is a Hollywood invention. It’s right next to Maglor and Middle Earth in a Tolkien dictionary.”](https://sms4smile.com/quotes/anyta-sunday/making-love-is-a-hollywood-invention-it-s-right-next-to-maglor-and/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) > [“If you want to understand the principle of scarcity, just look in the fridge for vegetables after your brother has gone shopping.”](https://sms4smile.com/quotes/anyta-sunday/if-you-want-to-understand-the-principle-of-scarcity-just-look-in-the/) [Anyta Sunday](https://sms4smile.com/quotes/author/anyta-sunday/) [Explore all 31 Anyta Sunday quotes ](https://sms4smile.com/quotes/author/anyta-sunday/) ## More Date quotes > [I'm aware of who I am and I'm comfortable with who I choose to date.](https://sms4smile.com/quotes/shibani-dandekar/i-m-aware-of-who-i-am-and-i-m-comfortable-with-who-i-choose-to-date/) [Shibani Dandekar](https://sms4smile.com/quotes/author/shibani-dandekar/) > [I once went on a date where the girl drove and so couldn't drink. I was nervous, so drank quite a bit - it…](https://sms4smile.com/quotes/dan-smith/i-once-went-on-a-date-where-the-girl-drove-and-so-couldn-t-drink-i/) [Dan Smith](https://sms4smile.com/quotes/author/dan-smith/) > [Serial dating: It's not just for breakfast anymore.](https://sms4smile.com/quotes/laura-s/serial-dating-it-s-not-just-for-breakfast-anymore/) [Laura S](https://sms4smile.com/quotes/author/laura-s/) > [I was a serious competitive figure skater and still ice-skate as much as I can. Anyway, I once brought a date to the rink…](https://sms4smile.com/quotes/christian-serratos/i-was-a-serious-competitive-figure-skater-and-still-ice-skate-as-much/) [Christian Serratos](https://sms4smile.com/quotes/author/christian-serratos/) > [I heard recently that I used to date Patrick Swayze.](https://sms4smile.com/quotes/davey-havok/i-heard-recently-that-i-used-to-date-patrick-swayze/) [Davey Havok](https://sms4smile.com/quotes/author/davey-havok/) > [“It’s been so many years since I actually had a date that I’ve forgotten how to act. You don’t mention your ex when you’ve…](https://sms4smile.com/quotes/scarlet-blackwell/it-s-been-so-many-years-since-i-actually-had-a-date-that-i-ve/) [Scarlet Blackwell](https://sms4smile.com/quotes/author/scarlet-blackwell/) > [I've never asked a girl out in my life, they have to ask me.](https://sms4smile.com/quotes/michael-jackson/i-ve-never-asked-a-girl-out-in-my-life-they-have-to-ask-me/) [Michael Jackson](https://sms4smile.com/quotes/author/michael-jackson/) > [If we date, you should be aware that I have priorities. You may or may not be one of them. Only time will tell.](https://sms4smile.com/quotes/anonymous/if-we-date-you-should-be-aware-that-i-have-priorities-you-may-or-may/) [Anonymous](https://sms4smile.com/quotes/author/anonymous/) > [All that is not eternal is eternally out of date.](https://sms4smile.com/quotes/anonymous/all-that-is-not-eternal-is-eternally-out-of-date/) [Anonymous](https://sms4smile.com/quotes/author/anonymous/) > [I'm not allowed to date. My dad said so. Not until I'm, like, 90.](https://sms4smile.com/quotes/brooke-hogan/i-m-not-allowed-to-date-my-dad-said-so-not-until-i-m-like-90/) [Brooke Hogan](https://sms4smile.com/quotes/author/brooke-hogan/) > [All men that date me have to know that their name may end up in a pop song.](https://sms4smile.com/quotes/kesha/all-men-that-date-me-have-to-know-that-their-name-may-end-up-in-a-pop/) [Kesha](https://sms4smile.com/quotes/author/kesha/) > [Obviously, in my past, I had a quite wild relationship with Pamela Anderson.](https://sms4smile.com/quotes/bret-michaels/obviously-in-my-past-i-had-a-quite-wild-relationship-with-pamela/) [Bret Michaels](https://sms4smile.com/quotes/author/bret-michaels/) > [Any online dating profile is about making us more human, more three-dimensional.](https://sms4smile.com/quotes/matthew-hussey/any-online-dating-profile-is-about-making-us-more-human-more-three/) [Matthew Hussey](https://sms4smile.com/quotes/author/matthew-hussey/) > [“I'm not here to grant you the extraordinary love you never had for yourself. 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