Toby + Chilli's "Crazy First Dates"

Mary in Burke met his parents on the first date...and was left alone with them.See omnystudio.com/listener for privacy information.

Laura from Germantown and the Warf walk that turned into a barf walk.See omnystudio.com/listener for privacy information.

Gina from Odenton tells us about the time skinny dipping took a wild turn… let’s just say it ended in theft, not romance.See omnystudio.com/listener for privacy information.

Marco showed up late, then ended the date early for a dentist appointment?! Let’s just say, this Germantown guy left more questions than sparks. 🦷⏰ See omnystudio.com/listener for privacy information.

Tina thought she was meeting one guy for a first date… but he brought a plus one. 😬 What happened next? Let’s just say sparks flew… but not where you'd expect. 👀💥See omnystudio.com/listener for privacy information.

Janet from Annandale thought she was in for a nice night out... until her date left in the middle of dinner to run errands. Yep, she was literally left sitting at the table. Alone.See omnystudio.com/listener for privacy information.

Bria from D.C., decided to take a chance on the very intense guy from his gym—you know, the one who stares too long between reps 😳. What started with protein shakes and awkward small talk quickly spiraled into one of the most bizarre nightsSee omnystudio.com/listener for privacy information.

Lydia from Bel Air, MD shares a first date that could’ve been ripped straight from a rom-com script 🎬. It started with nerves, took a turn with a downpour, and ended in the kind of rain-soaked moment you only see in movies. Was it love, chaos, or both? Tune in to hear how Lydia’s unforgettable date went from ordinary to Hollywood-worthy—umbrellas not included ☔💋.See omnystudio.com/listener for privacy information.

Shaun in Fairfax was stationed in Dubai when he invited someone special—someone he'd only talked to online—to fly from the U.S. and meet him. Romantic? Risky? Both? She said yes... but how did this long-distance leap of faith play out? Was it a fairy tale ending—or a total disaster?See omnystudio.com/listener for privacy information.

It started with Taylor Swift and ended with... a very unexpected body fact. 😳 One lie, one awkward moment, and a whole lot of secondhand cringe.See omnystudio.com/listener for privacy information.

Creepy! Bonnie from Gainesville had a first date with an artist who wanted her to check out his art in his van! He's creepy. Crude. Made one artistic first impression!See omnystudio.com/listener for privacy information.

Darby in Gaithersburg called in with a dating story that had us cringing and cracking up! Imagine showing up for a fun night of bowling... only to realize someone forgot to bring money. 😬 Was it a simple mistake or a sneaky test?See omnystudio.com/listener for privacy information.

Emily in Reston thought she met a sweet guy from her church’s childcare center. Harmless, right? Nope. One dinner in, and he storms out—offended that a single mom doesn’t meet his “purity standards.”See omnystudio.com/listener for privacy information.

Tony in Silver Spring shares how his night went from flirty to fleeing when a fight broke out mid-date 😳👊See omnystudio.com/listener for privacy information.

Rayna in Waldorf went on a date with a guy who made a huge stink about his medical condition.See omnystudio.com/listener for privacy information.

Anya from Silver Spring thought she was in for a low-key first date at the movies—until her date disappeared halfway through the film. No goodbye. No text. Just gone. When he finally reached out, the excuse he gave was so bizarre, we had to hear it twice. Was it legit… or the most creative ghosting ever? 🎬See omnystudio.com/listener for privacy information.

Caroline from DC shares how her sweet (but seriously over-prepared) date packed way too much into one day—from brunch to a museum to a scenic hike and beyond. She was exhausted, he missed all the hints. Listen to find out if there was a second date!See omnystudio.com/listener for privacy information.

Maria’s in Crofton’s date went south fast when he got sick in her car 🤮 but wait till you hear who came to the rescue!See omnystudio.com/listener for privacy information.

Karen in Fredericksburg flew to another state for a first date... but the story took a wild turn she never saw coming ✈️❤️. Let’s just say she didn’t come home alone.See omnystudio.com/listener for privacy information.

Katie thought she was heading out for a normal night—dinner, conversation, maybe a spark. But her date had other plans... including a contract and a wildly unexpected comment about her body.See omnystudio.com/listener for privacy information.

Gina from Odenton thought a late-night skinny dip sounded romantic... until her date’s clothes were stolen and things went downhill fast. 😳💦 Would YOU stick around or run for cover? This one’s unforgettable.See omnystudio.com/listener for privacy information.

Trinidad in Arlington went on a first date with someone also named after a famous boxer. What a cooincidence! She still forgot his name though and it got weird. Listen to this Crazy First Date story to hear if it ended in love or he said "see ya"See omnystudio.com/listener for privacy information.

She got set up by her boss and it go weird when he said he was relieved she wasn’t a “leftover”. Listen to this Crazy First Date to find out if it ended in love a or quick exit!See omnystudio.com/listener for privacy information.

Donna from Nokesville shares her unforgettable first date experience where he got the entire date comped. Was it a deal breaker or love at first sight? Listen to this Crazy First Date story to find out!See omnystudio.com/listener for privacy information.

Chrissy in Hagerstown went on a first date that got crazy when his ex walked up and stole him right back!See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

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 #RadioRomanceSee 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 #BoozeCruiseConfessionsSee 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 #WaitWHATSee 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 #HoldYourBreathSee 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 #VanLifeOrNahSee 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.

See omnystudio.com/listener for privacy information.

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!Listen now and join the fun with Toby + Chilli in the Morning on WASH-FM! 🎧❤️See omnystudio.com/listener for privacy information.

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.