The Best Worst Dates

The Best Worst Dates

A Dating Disaster with a Happy Ending.

Award-winning CockyBoys director Jake Jaxson delves into the world of dating mishaps with his latest release "The Best Worst Dates".

Action & Adventure

Seasons

You Can’t Beat John’s Meat

1. You Can’t Beat John’s Meat

Air Date: 2025-07-18

Hunter reveals he's a vegetarian but diffuses the tension with sexual innuendo that Roman responds to right away. He takes Hunter inside, sits in his favorite chair and lets him play with his muscle body, undress him---and suck his cock.. Soon Hunter is on Roman's lap getting plied with kisses and a little cocksucking---making him amenable to Roman's telling him to bend over.

Don’t make Me Wait

2. Don’t make Me Wait

Air Date: 2025-07-24

The guys gets so excited that they immediately head to the restroom for a heavy make-out session which leads to Seth taking Trevor home. Things start in a more sensual way with kissing, slow deep cocksucking and Trevor eating out Seth's hole---and the makings of a genuine love connection unfold.

Third Eye, Wide Open

3. Third Eye, Wide Open

Air Date: 2025-07-31

Theo tries to act cool when Zane gets naked with a raging boner but when Steven strips down too and gets in the downward doggy position, he joins in. Zane escalates things by rimming Steven and then sucking Theo from behind but all boundaries vanish when Steven slides over to kiss Theo and winds up on his knees sucking him while Zane eats him out.

Down and Dirty

4. Down and Dirty

Air Date: 2025-08-07

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Rating

0.0/10

Release Date

2025-07-18

Episodes

4 (1 seasons)

Status

Returning Series

Cast

Production Companies

Cocky Boys

Cocky Boys