Episode 2 of the Knockin' Boots Podcast

Featuring: Daemon Hatfield, Ty Root, Ryan Geddes, Hillary Goldstein, and Greg Miller

From commitment panic to messy breakups, awkward intimacy, a “boat launch” hookup opportunity, and one listener’s unfortunate bathroom moment—this Knockin’ Boots episode covers the full spectrum of love, lust, and disasters.

Questions:

1. Andrew Riley

My new girlfriend has sleepovers with a group of 3 guy friends. They stay the night. She says it’s innocent.

Should I confront the guys, confront her, or do nothing?

2. Nicholas Martin (Nick)

A cute customer found me on Facebook and wants to hang out at the local hookup spot (“the boat launch”). I’m 19, a virgin, overweight, never kissed a girl, and unsure if I’m ready. Should I go for it or wait?

3. Mr. Anonymous (European threesome attempt)

My girlfriend and I have talked about a FMF threesome. We finally had a chance but I ruined it by going after the third girl myself. Can threesomes ever end well? Did I blow it?

4. Greg Wolf

My girlfriend of five years is pushing me to propose. I want to marry her, but I’m 21, she’s 23, and I don’t feel financially ready. Should I propose or wait?

5. Oriel Martinez (married, NYC)

What are the top three ways to keep a long-term relationship fresh?

6. Steve Wilson

I dated my girlfriend for four years. She wanted to talk marriage and kids, I panicked, and we broke up. I miss her but I’m still terrified of commitment. Do I get back with her or move on?

7. Anonymous Female Listener — “Stupid hoe is ruining my life.”

I liked a boy last year, and at my house party my close friend invited him, sat in his lap, and left with him. I feel betrayed. Am I wrong to be upset? Should I confront her or end the friendship?

8. Donny Kester — “Do I not like sex?”

I had sex very young (14). Later experiences were awful, and now I basically hate sex. Will any girl accept almost no sex (once every few months), or am I doomed?

9. Tyrone O’Connor

I’m 20 and starting a paid work placement. My girlfriend of four years wants us to move in together, but I could save a ton of money by staying home one more year. Move in now or be patient?

10. JD Chambers — “Bathroom boundaries”

Been dating a girl a month. She pees with the door open—fine. But she recently pooped with the door open, only 10 feet away. Is this a deal-breaker or am I overreacting?

11. Michael O’Hare — “Where can I meet more Asian girls?”

I hooked up with an Asian girl for the first time and it was incredible. Now I want to meet more, but don’t know where. Any ideas?

12. Steven Haberman

My wife tries to act sexy, but honestly… it’s awkward and makes me want to laugh. Should I tell her or keep it to myself?

13. Anonymous Male — “When going down on my fiancée…”

Sometimes a stray pubic hair gets in my mouth when I go down on my fiancée. Do I swallow it to keep the moment going, or stop and pick it out?