I Got Bred by a Flight Attendant at 30,000 Feet

I thought I was flying economy, but he upgraded me to the Mile-High Club.

11 mins ago • 

Caleb

1

September 2025

Blue Balls, Precum, and the Biggest Load I’ve Ever Had

From the aching and leaking to the biggest eruption of my life. Here’s everything denial taught me.

Sep 24 • 

Caleb

57

1

Ask Caleb: How Do I Finish Hands-Free While Bottoming?

The truth about training your body to climax untouched while you’re being plowed from breathwork to prostate pressure to my own dirty confessions.

Sep 4 • 

Caleb

60

6-Week Training Plan: How to Cum Hands-Free While You’re Bottoming

A practical, science-meets-experience program with weekly milestones, session scripts, and Caleb’s personal notes.

Sep 4 • 

Caleb

17

Ask Caleb: What Happens to His Cum When He Finishes Inside Me?

A bottomsplainer: the biology (and mess) of what really happens when someone ejaculates inside your ass.

Sep 2 • 

Caleb

139

August 2025

9 Ways to Cum Buckets (From a Guy Who Shoots 79 ml. Yes, 1/3 of a Cup)

Discover proven tips to increase your intensity and maximize satisfaction; from diet to edging, these secrets will change the way you finish.

Aug 30 • 

Caleb

262

I Seduced My Straight Friend From High School at a Scottsdale Resort

One cushion, no space, and a look that said "please don't stop."

Aug 28 • 

Caleb

63

I Let a Stranger Breed Me in a Truck Stop Parking Lot

I needed him raw, right there.

Aug 20 • 

Caleb

174

I Hooked Up With a Straight Guy at a Lake

He swore he wasn't gay, until he felt my hole.

Aug 17 • 

Caleb

185

July 2025

I Fingered Myself in the Sauna While He Watched

From flirtatious glances on the gym floor to explosive climaxes in the sauna—this is how my workout ended.

Jul 5 • 

Caleb

51

June 2025

A Pierced Professor Wrecked Me in the Locker Room

My used hole craved more and his piercing made it feel like the first time all over again.

Jun 23 • 

Caleb

45

Locker Room Confidential: My Steamy Shower Encounter

Cruising led me to an unforgettable afternoon—three strangers, double penetration, and a shower I'll never forget.

Jun 19 • 

Caleb

74

3