Toby + Chilli's "Crazy First Dates"

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Adam from Bethesda shares his unforgettable night at a seafood restaurant where his date turned the evening into an unexpected performance—complete with costumes and spontaneous dancing. Was it a quirky red flag or just a seafood-fueled good time? Tap to hear all the wild details! See omnystudio.com/listener for privacy information.

Lane in Hughesville judged a book by its cover and then ended up with a husband. Find out how a bad first date turned into marriage! See omnystudio.com/listener for privacy information.

Leslie in Herndon thought she had a perfectly decent first date—until they parted ways and he found himself in jail. Why was he arrested and did Leslie come to bail him out? Find out if there was ever a second date after this disastrous detour. See omnystudio.com/listener for privacy information.

"🚨🚩 When a gym crush turns into a full-blown cyber detective! This week on Crazy First Dates , she thought she was meeting a nice guy from her gym—until he started deep-diving into her ex-husband’s online life. 🚨 Stalker vibes? You decide. Listen now! See omnystudio.com/listener for privacy information.

Lydia's first date started with a simple walk—but Mother Nature had other plans. When the skies opened, the night took an unexpected turn. Did the downpour wash away the spark, or was it the start of something unforgettable? Listen in to find out! 💕 #CrazyFirstDates #LoveInTheRain #RadioRomance See omnystudio.com/listener for privacy information.

Mike from Springfield—what happens on the booze cruise  doesn’t stay on the booze cruise! 🚢🍾😳 Hear how a wedding weekend took an unexpected turn! #CrazyFirstDates #BoozeCruiseConfessions See omnystudio.com/listener for privacy information.

Lindsey in Arlington thought it was just a simple dinner date with a guy from college—until his ex showed up at the restaurant. What happened next? Let’s just say  he didn’t stick around for dessert… 😳🍽️ See omnystudio.com/listener for privacy information.

Jamie in Wheaton had a first date to remember—for all the wrong reasons. She managed to fall down a flight of concrete stairs not once, but twice! Did her date stick around, or was this a romance doomed from the first tumble? Tune in to find out! See omnystudio.com/listener for privacy information.

Janet in Annandale thought her date was going well—until he suddenly left to run errands in the middle of it. Was he multitasking his way into her heart, or was this just a bizarre brush-off? Listen to hear how it all went down and whether this odd detour led to a second date or a dead end! See omnystudio.com/listener for privacy information.

Things were going great for  Jen in Reston. She thought she was going on a normal first date… until things took a wild turn! 😳💍 Instead of romance, she got a polygamy invitation! 😱 You must hear this one. 🎧🔥 #CrazyFirstDates #DatingFails #WaitWHAT See omnystudio.com/listener for privacy information.

Heather from Stafford thought she was in for a great night… until there was a smell that made things awkward—FAST! 💨😳 Would you stick it out or run for fresh air? 😂 Tune in for the hilarious (and slightly smelly) details! #CrazyFirstDates #DatingDisasters #HoldYourBreath See omnystudio.com/listener for privacy information.

Amalie in Vienna thought she was in for a romantic boat date—but instead, she found herself on a barely-floating disaster. When her date insisted, they set sail anyway, things went from bad to  completely unseaworthy . Would you have stayed on board? See omnystudio.com/listener for privacy information.

Maureen in Manassas went on a first date that started out ok, then it almost ended in a true crime episode. Listen to this Crazy First Date story to find out what happened! See omnystudio.com/listener for privacy information.

Bonnie from Gainesville went on a date... but things took a weird turn when her hippie suitor invited her into his van. 🚐😳 Did she go inside, or was the date over immediately ? Listen now to find out! 🎧 #DateGoneWrong #VanLifeOrNah See omnystudio.com/listener for privacy information.

Elizabeth in DC’s first date took an unexpected turn when her son decided he wasn’t a fan—so he launched a toy at her date! 🎯😂 Did that end the romance before it began, or was love still in the air? Tune in to this Crazy First Date story to find out! 🎧💕 See omnystudio.com/listener for privacy information.

Lisa in Baltimore went on a first date that had an awkward kiss. She went to the bathroom to send her friends a snap about it and she sent it to the wrong person. Who got it and how did it change the date? Listen here to this Crazy First Date story to find out! See omnystudio.com/listener for privacy information.

Tina in Falls Church went on a first date with a guy at Kings Dominion. He brought a friend he didn’t tell her about, and she ended up liking the friend better. Did she end up on a second date with either of them? Listen to this Crazy First Date story to find out! See omnystudio.com/listener for privacy information.

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Kris in D.C. was at a nice restaurant when her date ordered extra lettuce for the pet turtle, he pulled out of a gift bag. How did she react? Find out with this Crazy First Date story! See omnystudio.com/listener for privacy information.

Sean invited his first date on a trip to Dubai! Did she go on the trip or RUN?! Listen to this Crazy First Date Story to find out! See omnystudio.com/listener for privacy information.

Dating can be an adventure, but for Devin from DC, her first date took a wild turn when a medical emergency turned things upside down 🚑. What happened, and did the date survive the chaos? Tune in to hear her unbelievable story, then share your own dating disaster for a chance to win some awesome prizes 🎁. Whether you’re moving past an ex or just love crazy date tales, this episode has it all! Li...

Adam in Falls Church did a little too much pre-gaming before his first date, and it ended in a manager needing keys to get him out! Listen to this Crazy First Date to hear what happened, and if there was a second date. See omnystudio.com/listener for privacy information.

Cee Cee in King George was proposed to on the first date! Was that the end of the date or did she say yes? Listen to this Crazy First Date Story to find out! See omnystudio.com/listener for privacy information.

Natalie in Bethesda met someone on Tinder and on minutes into their first date they had to sign a waiver because they were being featured on a reality tv show before the drinks even arrived! Listen to this Crazy First Date Story to find out if they’re still together or if it was too weird to go on! See omnystudio.com/listener for privacy information.