Sunday 05th July 2015,

Category: I’ve Never Done This Before

I’ve Never Done This Before: The Maverick Men Break In Bobby’s Hairy Virgin Hole

I’ve Never Done This Before: The Maverick Men Break In Bobby’s Hairy Virgin Hole

Apr 5, 2015 | 8 Comments

Since beginning their careers in the gay porn industry, the Maverick Men have developed a reputation for breaking in first-time bottoms....

BREAKING NEWS: Bennett Anthony Loses His Beard & Bottoms For Colby Jansen

BREAKING NEWS: Bennett Anthony Loses His Beard & Bottoms For Colby Jansen

Mar 30, 2015 | 19 Comments

A RESORT FOR NAKED GAY MEN, SOMEWHERE – Gay pornographic model Bennett Anthony made his unofficial bareback bottoming debut at...

I’ve Never Done This Before: Johnny FINALLY Gets Fucked On The Guy Site

I’ve Never Done This Before: Johnny FINALLY Gets Fucked On The Guy Site

Mar 26, 2015 | 8 Comments

Johnny is an amateur straight guy who made his solo debut on The Guy Site in 2007. Though there was pretty...

I’ve Never Done This Before: Beefy Military Jock Randy Bottoms

I’ve Never Done This Before: Beefy Military Jock Randy Bottoms

Mar 5, 2015 | 6 Comments

I’m trying to figure out if there’s been a total lack of virgins and first-timers in 2015, or if I’ve...

I’ve Never Done This Before: Aaron Bruiser & Marcelo Pop Junior’s Cherry

I’ve Never Done This Before: Aaron Bruiser & Marcelo Pop Junior’s Cherry

Jan 27, 2015 | 7 Comments

It’s my personal opinion that Aaron Bruiser accomplishes his best work on The Guy Site. It’s where he made his...

I’ve Never Done This Before: The Best Virgins & First Timers Of 2014

I’ve Never Done This Before: The Best Virgins & First Timers Of 2014

Dec 21, 2014 | 2 Comments

If you look at pure traffic alone, this year’s biggest I’ve Never Done This Before posts actually came from Topher...

I’ve Never Done This Before: 18 Year-Old Billy Taylor’s First Gay Fuck

I’ve Never Done This Before: 18 Year-Old Billy Taylor’s First Gay Fuck

Dec 5, 2014 | 8 Comments

Billy Taylor is a newly bisexual 18 year-old who made his debut in a solo for Randy Blue earlier this week....

I’ve Never Done This Before: Austin Wolf & Kurtis Wolfe’s Bottoming Debuts

I’ve Never Done This Before: Austin Wolf & Kurtis Wolfe’s Bottoming Debuts

Nov 28, 2014 | 13 Comments

It’s not every day that two of gay porn’s sexiest stars offer up their holes in simultaneous bottoming debuts. Yet,...

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