Jack & Hillary hang out with special guest dater, Matt Broome and hear about his experience dating "Party of 6". Matt takes us down the rabbit hole of dating in the work place and we're reminded once again not to "shit where you eat". We discuss what the age limit is for attending house parties, strange men beating down the door, and following your gut.

Natasha Giurato is back for her second date with hosts Hillary Hutson and Jack Galvin. Natasha's really taking a big risk with "Age of the Aquarius" while she attempts to date the male version of herself. We're talking horoscopes, physical attraction (again), and if having too much in common is a bad thing. Listen along as these two former New Yorkers hit the town.

Hillary is stepping out of her regular roll as co-host and joining us for her first Too Many First Dates, Date! This one is JAM PACKED .... Guest Hosted by regular daters Bill Laskowski and Mary Upchurch; we also have a special guest, Matt Walker joining us. Nobody wanted to miss the story of Hillary dipping her toe into the dating pool after 10 years. Mary make Hillary cry a couple of times in this one, so grab the tissues. Getting back on the horse isn't always easy, but this episode is filled with craziness, Campbell's soup, and comedy! Listen now!

Looking for a way to pass the time?!? We're coming at you with a very special BONUS EPISODE ... "Retirement Plan"! This one may be our host, Hillary's favorite date so far. Retirement Plan has us going places you would never imagine. We're giving this lady props. She's got balls and she knows how to work the system. Listen along and find out why Phil was starving to death during his 3 hour steak dinner.

Throuple! Throuple?!? You're reading that one right. Check out episode 28 of Too Many First Dates now. For this one, Phil Korz finds himself being recruited by our new favorite Throuple!

We're spicing things up and adding a new dater to the mix!!! You won't want to miss episodes with Natasha Guirato! Newly single, Hillary's pacific beach partner in crime is jumping back into the dating world one right swipe at a time. While she's not looking for anything serious, Natasha adds a flavor to Too Many First Dates that we have been missing! Listen to her First Date with "Not Chad". Natasha breaks down being back on the dating scene, the importance of physical attraction, and Jack freaks out during the naming! Listen now.

You won't want to miss episode 14 with our favorite friend, Mallory Bove! From the nanny that almost didn't make it, to friend, to family ... you won't want to miss this hilarious episode recorded beach side.

Jack and Hillary hang out with Jack's former roommate, Jon Carden. We talk about moving out of the trailer, Big Pine 2018 and what went wrong, living in the moment, and what it is like living with somebody who is never home. Jon and Jack reflect on Jon opening his home to wayward comics, stained sheets, and paying rent on time.

The quarantine has hit Laughs Unlimited. While we are temporarily closed, we're meeting up with some of our favorite comics. We're chatting and staying sane during the coronavirus. Follow along.

Jack's mom, Karen Galvin stops by for episode 13 of 99 Roommates. Find out what it's like to like with both Karen & Jack now.