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
masturbation
Tag
masturbation
A Room With A View
PORNSTARS
August 28, 2009
CALAMITOUS
This Guy Loves His Converses WAY More Than You Do
PORNSTARS
August 27, 2009
CALAMITOUS
For Some People, Every Day is Hump Day
PORNSTARS
August 26, 2009
CALAMITOUS
That Bathroom Has 15 Urinals And An “Occupied” On The Door?
PORNSTARS
August 25, 2009
CALAMITOUS
Rub Your Dub-Dub
PORNSTARS
August 24, 2009
CALAMITOUS
American Apparel Briefs Are Our Favorite Thing
PORNSTARS
August 21, 2009
CALAMITOUS
Go Green! Recycle Your Semen!
PORNSTARS
August 19, 2009
CALAMITOUS
The Daddy In Training
PORNSTARS
August 18, 2009
CALAMITOUS
Shooting For Gold
PORNSTARS
August 17, 2009
CALAMITOUS
Motion Picture Soundtrack
PORNSTARS
August 14, 2009
CALAMITOUS
73
74
75
76
77
Popular on Fleshbot
Henry Golding’s First Nude Scene Plus Jon Hamm’s Return
May 11, 2025
BUBBLE BUTTS
Happy Bday, Jacob Elordi! Here Are His Nude Scenes
June 26, 2025
BUBBLE BUTTS
This Hung Fitness Guy Going Commando At the Gym: Happy Hump Day!
October 15, 2025
BIG DICKS
DC Gets a Rainbow Road for World Pride 2025
May 23, 2025
NEWS & GOSSIP
Dating Older Guys: Chad Speaks
March 18, 2025
ASK CHAD WEEKLY
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Black Godz
Black Godz: 50% Discount!
REDEEM NOW
Private Playground XXX
Private Playground XXX: Save 85%
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
Wolfie51
42 years old
Lucasexclusive18
36 years old
marcuswiills19
20 years old
CountryMan337
30 years old
JassonWoods
25 years old
MrWeston
28 years old