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
Sponsored
Category
Sponsored
Hot Big Brother Star Dick Pics? No, Damn, Way!
SPONSORED
July 19, 2018
FLESHBOT
Leonardo DiCaprio’s Barely Legal Twink Cock And Balls Anyone?
SPONSORED
July 18, 2018
FLESHBOT
Wiz Khalifa’s Huge Dick Is Here!
SPONSORED
July 16, 2018
FLESHBOT
Top Five Most Muscly Celebrity Butts In Hollywood!
SPONSORED
July 13, 2018
FLESHBOT
Wait, Bruce Willis Has Show His Penis In How Many Movies?
SPONSORED
July 12, 2018
FLESHBOT
Bodybuilder Calum Von Moger’s Curved Cock Is Here!
SPONSORED
July 12, 2018
FLESHBOT
Nicola Perot’s Cock, Balls, And Butt
SPONSORED
July 9, 2018
FLESHBOT
See The Sexiest Vegan Celebs Nude!
SPONSORED
July 6, 2018
FLESHBOT
Another Big Brother Dude Shows Long Dong? I Won’t Believe It!
SPONSORED
July 5, 2018
FLESHBOT
Jason Statham’s Nude Scenes, Including His Butthole!
SPONSORED
July 5, 2018
FLESHBOT
132
133
134
135
136
Popular on Fleshbot
GLAAD Research Shows Most Support Corporate Support of Pride
May 23, 2025
NEWS & GOSSIP
Dating Older Guys: Chad Speaks
March 18, 2025
ASK CHAD WEEKLY
Government Official Resigns After Grindr Pics Surface
May 16, 2025
ANONYMOUS
Mark Wahlberg is Bulging In Short Shorts
January 1, 2025
BUBBLE BUTTS
Ask Chad Gay Sex & Dating: Witches, Uncles, & Broken Cupids
January 31, 2025
ANONYMOUS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
My 10 Inches
My 10 Inches: 25% Discount!
REDEEM NOW
Maverick Men Directs
Maverick Men Directs: 85% Discount!
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
shule7
26 years old
RascalWest42X
35 years old
Karl_Fischer
18 years old
BigCo
29 years old
AlphaPulseX
34 years old
NoahVolkov
23 years old