Single Girl Jasmine from SeaTac is a personal shopper at a high-end department store. She’s looking for someone causal but cool to have some holiday fun and something more. We introduce her to City Boy Jim from Federal Way and Country Boy Tommy from Lake Stevens. Jim is a Computer Programmer who enjoys going out a having fun. His idea for a date is to take Jasmine on the Santa-themed Seattle bar crawl called “Santa Con.” He promises to watch over her as they cut loose and drink and eat their through multiple bars around Downtown, Belltown and Pioneer Square. Tommy is an Electrical Engineer who enjoys hiking and fishing. His idea is to take Jasmine to the Lights of Christmas at Warm Beach in Stanwood where they can stroll through the beautiful lights and drink hot cocoa (and maybe schnapps) and then see where the night goes. It all sounds lovely until Tommy reveals a potential, umm, fetish? We try and move past it and get on to what they are all gonna wear but it just keeps coming up. So…what will Jasmine do? Well, whatever she does, we hope she wears a hat…

Single Girl Kristi from Bothell is an office assistant at a financial firm. She is petite with blonde and hair blue eyes and enjoys working out. She has apparently had a tough time finding a good guy because when Fitz asks her what she is looking for in a guy she says she wants him “to have a job”! We introduce her to City Boy Donny from Seattle and Country Boy Rick from Carnation. City Boy Donny works in Amazon Corporate Finance. He is a competitive rower although he also enjoys rowing for fun. For their date he says he has tickets to TEDx Seattle which another girl bailed on but he thinks will be really cool and meaningful. Afterwards he suggests drinks and light appetizers at Damn the Weather where they can talk about the Talks. Country Boy Rick from Carnation owns his own construction firm and also likes being outside. For his date, well, honestly he figures he doesn’t have to try too hard after the TEDx dude, so he suggests hiking at Snoqualmie Falls and then dinner at the Roadhouse Inn with “light convo and no lectures.” We’re not gonna tell you who she picks in this little recap - you gotta listen. But we will say it works out well enough that there may be a Thanksgiving dinner in the future!

Single Girl Diana from Newcastle is a Marketing Manager who has had some bad luck on the dating scene. We introduce her to City Boy Charlie from Ravenna and Country Boy Ron from Granite Falls. City Boy Charlie is a Claims Adjuster who lives a pretty ordinary business life, and can do the traditional bring-you-flowers thing. But, he has always wanted to try one of those “Rage Rooms”! And he figures what better way to meet a woman for the first time than to see her feisty side. He suggests Rage Industries on Lake City Way and says he will spring for the most expensive package with all the best smashing tools. Country Boy Ron from Granite Falls says he is a well- built guy who works for a “very successful website.” And he has a pretty dang great Country Date planned: he has tickets to Big and Rich at Snoqualmie Casino! He suggests they go to the Casino for dinner and some black jack as well. He says he has no desire to smash things, he is just honest and kind-hearted and treats all the women in his life well. These are both pretty brash offers for a very first date – which one would you choose?

This week we meet Lena from West Seattle who works as a personal nanny to a local family with a 3-year-old girl. We introduce her to City Boy Dave from Renton and Country Boy James from Woodinville. City Boy Dave is a hockey player who currently coaches youth hockey. He says he is in “great shape with a nice-looking body” and is great with kids like she is. He loves skating even in his free time to he suggests a date ice skating at Sno-King and then dinner after. When Lena is a little hesitant about skating he says not to worry that “he’ll take of her on the ice”. Country Boy James is a fireman – in fact he is the co-captain. He enjoys biking and kayaking in his free time. He also likes his whiskey and has a buddy at Woodinville Whiskey Distillery who can get him and Lena into a VIP private tasting room. Lena has a really tough time choosing because both guys present themselves really well. It sounds like she can’t go wrong either way. Who does she pick? And does it really turn into the Dream Date it sounds like?

Janine is a single girl from Spanaway. She is an Administrative Assistant and former high school jock who still enjoys some pickup basketball. We introduce her to Country Boy Luke from Maple Valley who is a Woodworker at his uncle’s shop and City Boy Brandon from Tacoma who works in Finance and enjoys biking and hanging out with his dog. City Boy Brandon suggest for their date they have picnic at Pt. Defiance with homemade bread (one of his hobbies) and play with his dog. Then for later he suggests the Pacific Grill for dinner and for fun he wants to take her to the Tacoma Little Theatre to see “Evil Dead: The Musical.” Meanwhile Country Boy Luke suggests a drive in the Country and then he has tickets for Luke Combs at the Tacoma Dome! You probably think you know who she’s gonna pick…but she doesn’t. And the man she picks does not turn out as advertised. Do not miss part three. It’s…just…wow!

Samantha from Redmond is a Vet Assistant who enjoys the outdoors. We introduce her to City Boy Doug from Lynwood and Country Boy Chad from Enumclaw.  Doug is very, very city – he’s a Media Producer who likes going to the indoor Rock Climbing gym. He suggests he and Samantha go on a Margarita Crawl in Seattle. He’s done it before and says it’s a blast going to different bars and restaurants and doing some salsa dancing. Country Boy Chad is a contractor who also enjoys doing outdoorsy stuff. He has an 11-year-old son so he wants to keep their date pretty easy, and suggests she just join one of the weekly BBQ’S he and his neighbors throw every weekend around the fire pit. He says his friends are all really chill and they usually bust out some guitars with their beers. Samantha is a bit surprised Chad has a son but is still very into him. After both guys make their final pitch, Samantha chooses one. When we revisit the date Monday, it went…well, way better than last week’s City vs Country disaster!!

Single Girl Joanna is from Tukwila. She’s a property manager who likes the outdoors and drinking wine. She meets City Boy Scott from Ballard and Country Boy Chris from Covington. Scott works in IT but really wants to start a microbrewery. He wants to take her to “Brewology” at the Seattle Center this weekend where he can show her all about how craft beer is made and of course they can drink. And since its Halloween, “Brewology” is having a costume contest. This gets Joanna really interested because she has been wanting to dress as Morticia Addams and Scott says if she picks him he will dress as Gomez. Country Boy Chris is currently between jobs. And his dating style is a little looser – he wants to kind of kick it between Muckleshoot Bingo and Muckleshoot Casino and teach her the finer points of gaming and have some drinks. Joanna is a bit torn because she thinks both guys sound nice but she is SUPER excited about dressing up for the Halloween Costume Contest so she picks City Boy Scott. Scott sounds super excited too, but will that carry over into their actual date?

Aaron is a single construction worker from Marysville who likes meeting new people and really wants to find a nice girl. We introduce him to City Girl Gina from Federal Way and Country Girl Kayla from Snohomish. Gina is Vet Assistant who enjoys the outdoors but is really excited about Halloween. She wants to take Aaron costume shopping at the big Spirit Halloween store and then go for a nice seafood dinner at the Red Lobster. Country Girl Kayla from Snohomish works in Wilderness Medicine and also loves the outdoors. She wants to take Aaron to a pumpkin patch to play Zombie Paint Ball and then, if he really wants seafood, she turns up her nose at Red Lobster and suggests going to Andy’s for dinner. These girls are both loaded for bear and keep upping the ante with their wardrobe choices, so it seems Aaron can’t make a bad choice. And sure enough when we revisit on Monday, Aaron and his Chosen Girl are very, very giggly!

Josh is from Lynwood. He is a software programmer at a start-up who loves camping and hanging out with his little dog. We introduce him to Country Girl Hannah from Marysville and City Girl Miranda from Kent. Country Girl Hannah suggests going out to Stalker Farms for some scary Halloween fun in the corn maze and they discuss what kind of fun can be had in the woods of the country. City Girl Miranda starts off kinda odd, with a tirade about girls from Marysville and how they steal men and ideas, because she accuses Hannah of stealing her idea about going to Corn Maze. Turns out she’s had a past with some people from Marysville. Josh sorta lets that go by and continues asking other questions but we are all a little stunned. The text messages are already flying in before Josh even makes his choice and the more Miranda talks the more uncomfortable it gets. Especially when she starts describing what she wears. And then there’s the date…so, how did it go? Here’s a hint: Josh actually sent Fitz a message IN ALL CAPS!

Chris is from Belfair and works in the marine industry. He’s been looking for love for a while and hopes we can help him find a nice girl. He gets to choose between Country Girl Danielle from Allyn and City Girl Alicia from Bremerton and wow are they different from one another. Country Girl Danielle is pretty shy. She suggests they hang out at the Allyn Town Octoberfest where they can talk, enjoy food and beverages, and catch some of the local artist demonstrations like the chainsaw log carvers. City Girl Alicia is not at all shy. She is a golfer and invites Chris to Gold Mountain Golf Club where her dad is the Pro. She says even if he doesn’t want to play (although she really can’t hang with a guy who doesn’t) they can have lunch at the Club where the menu is spectacular and if they don’t have something he likes, well then, they’ll just make him whatever he wants. City Girl Alicia gets pretty flirty but just when it seems Country Girl Danielle is fading from the picture, she reminds Chris that Octoberfest means she’ll be wearing a Dirndl. So which Girl will Chris choose? Will they actually go out? And why do some of these City vs Country Girls always seem to bring their Dads into the picture?