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
Articles
“If I Fuck You In Your Ass, Then We’ve Got A Deal!”
PORNSTARS
November 18, 2020
GARRIDAN-P-FAXTON
Jonathan Barnwell Showed His Horse-Hung Penis On Latest ‘Industry’
TV/MOVIES
November 18, 2020
HIS_EXCELLENCY
No, You Really Won’t Believe How Thick This Cock Is
AMATEUR
November 17, 2020
HIS_EXCELLENCY
Jack Black Debuts His Wet Ass Pussy On TikTok
CELEBRITY
November 17, 2020
HIS_EXCELLENCY
Top Five Fattest Asses In Hollywood!
SPONSORED
November 17, 2020
FLESHBOT
“Your Dick Is Just As Big As Your Dad’s!”
PORNSTARS
November 17, 2020
GARRIDAN-P-FAXTON
Pietro Boselli Shows Some Actual Cock On Magazine Cover!
SPONSORED
November 17, 2020
HIS_EXCELLENCY
Remember That Josh O’Connor From The Crown Starred In Basically A Gay Porno
CELEBRITY
November 16, 2020
HIS_EXCELLENCY
“I’ve Been Waiting For Someone I Can Just Throw Around. Someone I Can Pick Up And Just…FUCK!”
November 16, 2020
GARRIDAN-P-FAXTON
Oversexed Nymphomaniac Ass Monster Pete Buttigieg In Nizastiest Thirst Trap Yet!
CELEBRITY
November 16, 2020
HIS_EXCELLENCY
781
782
783
784
785
Popular on Fleshbot
The Art of Rimming According to Chad
October 16, 2025
ASK CHAD WEEKLY
Nothing But Fitness Butts, Men Bulging At the Gym
September 17, 2025
BUBBLE BUTTS
Robert Irwin Going Shirtless Is Stealing Dancing with the Stars Spotlight
October 6, 2025
CELEBS
It’s National Power Bottom Appreciation Day! Here’s How To Celebrate
October 30, 2025
BAREBACK
Kinks You Probably Never Heard Of
July 30, 2025
BDSM
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
BoyFun
BoyFun: 33% Discount!
REDEEM NOW
Jason Sparks Live
Jason Sparks Live: 50% 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
Bigballs2024
37 years old
PearlPenisPeppi
30 years old
jerkedletto
23 years old
VeryNiceGuy
38 years old
LelouchMaster
23 years old
JaxonCarter
18 years old