My New Massage Therapist Made It Hard to Act Normal

I’d heard about this kind of ending. I’d never expected one of my own.

Sep 27 • Caleb

65

4

7

The Older Man by the Pool Made Me Beg for It

He was 47, silver-haired, and patient enough to make me ask for every single thing I wanted.

Sep 18 • Caleb

95

5

8

August 2026

Ask Caleb: Can a Prostate Massager Actually Deliver?

My candid diary about exploring prostate stimulation and experiencing pleasure in a new way.

Aug 31 • Caleb

70

9

2

I Let A Malibu Surfer Take Me After Dark

What began with his hand hovering beside my thigh ended with me begging for more against his truck.

Aug 24 • Caleb

73

8

Ask Caleb: How to Give a Life-Changing Blow Job

The honest guide I wish I’d had; built by practice, first-hand feedback, and finally learning how to pay attention.

Aug 18 • Caleb

119

6

15

I Needed to Taste Him Again Before Sunrise

The Rival, Part 3: By morning, I knew what he’d been hiding, and why neither of us was ready to let the night end.

Aug 11 • Caleb

73

12

My Stanford Diving Rival Took Me Back to His Hotel Room

The Rival, Part 2: Behind a locked hotel door, our rivalry finally cracked open, with a first kiss and everything we’d spent years pretending not to…

Aug 4 • Caleb

48

5

July 2026

The Stanford Diver I Wanted to Beat ... and Fuck

The Rival, Part 1: After three years of trading scores and snide remarks, one touch beneath the stands made me wonder if we’d been fighting the wrong…

Jul 28 • Caleb

78

6

8

February 2026

Breeding a Bi Muscle Twink at a Party in the Hollywood Hills

I topped a muscly twink at a party in the hills and filled his tight pink hole.

Feb 6 • Caleb

138

3

November 2025

He Bred Me In the Basement While His Parents Were Home

I bottomed for my best friend during a sleepover while his parents were home and it was the best night of my life.

Nov 16, 2025 • Caleb

278

1

33

October 2025

Coach Caught Him Breeding Me in the Locker Room Shower

He topped me after in the showers of my high school locker room.

Oct 20, 2025 • Caleb

203

12

Turbulence Hit Just as the Flight Attendant Bent Me Over

From passing peanuts to pounding me in the bathroom, he gave full service and I joined the Mile-High Club.

Oct 3, 2025 • Caleb

53

3