Loading...
Light
Dark
Straight
Gay
Trans
Biz
Home
Straight
Gay
Trans
Business
Categories
Pornstars
Amateur
Hardcore
Porn Galleries
Editorial Features
Celebrity
TV/Movies
Sponsored
Politics
Fleshlight
Shop
Creators
The Gay List
The Gay List
The List
Business List
Porn Deals
LIVE Sex
XXX TikTok
Straight
Gay
Trans
Biz
Straight
Gay
Trans
Biz
Home
Straight
Gay
Trans
Categories
Pornstars
Editorial Features
Hardcore
Celebrity
Creators
Porn Galleries
TV/Movies
Amateur
Sponsored
Shop
Creators
The Gay List
The Gay List
The List
Business List
Porn Deals
LIVE Sex
XXX TikTok
clips
Tag
clips
From The “He’ll Put His Dick In Anything” Files
PORNSTARS
May 26, 2009
BRIAN-O-BRIEN
If Mother Nature Had A Gay Brother, He’d Be Getting Fucked In The Woods
HARDCORE
May 26, 2009
BRIAN-O-BRIEN
Does This Vintage Have A Good Body?
PORNSTARS
May 22, 2009
BRIAN-O-BRIEN
We Love To See The Golden Rule Being Applied To Threeways
HARDCORE
May 22, 2009
BRIAN-O-BRIEN
Would it be Creepy To Fuck A Headless Guy?
PORNSTARS
May 21, 2009
BRIAN-O-BRIEN
Thursdays Are Made For Fucking
HARDCORE
May 21, 2009
BRIAN-O-BRIEN
Matthew Rush Remembers His Freedom By Schooling Francois Sagat’s Ass
PORNSTARS
May 21, 2009
BRIAN-O-BRIEN
This Dirty Boy Can’t Keep Anything Clean
PORNSTARS
May 20, 2009
BRIAN-O-BRIEN
Is This A Porn Video Or A Tourism Commercial?
HARDCORE
May 20, 2009
BRIAN-O-BRIEN
We Would Kick Him Out Of Bed To Do It On The Floor
PORNSTARS
May 19, 2009
BRIAN-O-BRIEN
243
244
245
246
247
Popular on Fleshbot
Tom Hiddleston Is Getting Homoerotic In ‘Night Manager’
January 19, 2026
CELEBS
Hot Men Bulging In Dress Pants
January 8, 2026
BUBBLE BUTTS
Being The Middle In A Threesome: Do It Right!
January 9, 2026
ASK CHAD WEEKLY
This Stacked Muscle Stud Is Bulging
January 17, 2026
BULGES
The Hot Men of Palm Royale
January 16, 2026
CELEBS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Big Dicks
Porn Deal of the Day
Sean Cody
Sean Cody: 40% Discount!
REDEEM NOW
House of Angell
House of Angell Porn Review: Save 87%
REDEEM NOW
Trending Creators
Newest Adds
Featured
Free Accounts
Most Liked
VIEW ALL CREATORS
Newsletter Signup
Stay Updated on all Fleshbot Updates
Subscribe Now
Hey Chad,
I am typically a top and have limited experiences bottoming, and the reason is because it hurts too much. Every time I go through the same thing, clean out, hype myself up, poppers, lube, and try taking it slow. But the outcome is always the same, it hurts and I can’t enjoy myself and then stop him after a few minutes because it is too unbearable. How do I bottom without it feeling like I’m passing a watermelon?
Thanks,
- Novice Bottom
Chad,
There’s nothing that ticks me off more than a flake, and lately, I keep getting ghosted on the apps. I get tons of messages when I first log on but by the time I am ready, or the later it gets, the more likely they are to flake on me and then I end up finishing myself and going to sleep. How do I get a hookup to come through?
SOS,
- Night Owl
Dear Chad,
I am a little annoyed to have to even ask this but what is the policy on paying for dates? I recently went out with a guy for the second time now and I had to pay for everything BlOTH TIMES. He didn’t even reach for his wallet when the waiter brought the bill, or when we went to the movies! I feel like that’s so rude, like it should be his turn the second time right? Or do I have to say something about splitting the bill from the beginning?
Thanks,
- NotUrSugarDaddy
Stay In Touch
Live Sex
view more
TheBlackLordMaster
56 years old
chuppa
60 years old
Stormtheb4kinc
35 years old
Bc333
32 years old
feliipehot
30 years old
Adam_Morgan
34 years old