Online dating expert Brandi Bertrand joins us this week to explain how to find love through the internet.

This week we chat with Katie-Ellen Humphries about long distance relationships. Jacob and Jenna learn about some of the bonuses of being part of a long distance relationship: someone who cares that you lived that day, but you don't have to make real time

Ever wanted to know where that fine line between mysterious and creepy lies? Amy Shostak reveals that that line can be all to fine.  Jacob learns that sometimes too much, really is too much.  Peppered with stories of animal carcasses to anonymous gifts.

This week we speak to "bus-seductress" Erin Weber about how to flirt with a girl.

This week, "break up coach" Kate MacLean, runs through the dos and don'ts of getting dumped. Is your significant other texting less, cancelling plans?  Be prepared.  Jacob reveals his fantasy scenario of being broken up with, and Jenna talks about how

Ever wonder what it would be like to date the girl who has everything...professionally speaking? This week we talk with Miriam Henning-Harris (she's a DOCTOR!) about what it's like to date a woman with a fast-paced, high-stress job. Jacob realizes that

This week, our special guest Christine Bortolin helps Jacob and Jenna unravel the mystery of PMS. Is it real? Christine thinks so, and if you disagree with her she may stab you in the heart... or the foot... or the hand.  Violent. Christine is an actor,

We have a special episode this week, where Jenna asks Jordan Cohen (honorary girl), is there such thing as "the one"?  Jenna and Jordan grapple with the idea of more than one, one (?). While Jacob screams that there are absolutely no absolutes.  Fun! Yo

This week, our guest Rachel Burns schools Jacob in how to be a good boyfriend.  She touches on the most important qualities in a good partner: be a good listener, treat your loved one well, and don't be a dick, all while pretending she holds out hope for

This week we hash out the ever ambiguous concept of "types" in dating. Want to know how sexy secret glasses are? What about the apparent relevance of height, and whether Jacob is a "boob-guy" or an "ass-guy?" Our special guest this week is Vanessa Woznow