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
Ask Chad Weekly
Category
Ask Chad Weekly
Ask Chad Gay Sex & Dating: Bad Roomies, Sniffies Boyfriend, & Ball Slaps
ASK CHAD WEEKLY
August 31, 2025
ALEXANDER
Ask Chad Sex & Dating: Limp Dicks, Hot Go-Gos, & Bulging Bosses
ASK CHAD WEEKLY
August 24, 2025
ALEXANDER
How To Tell Him He’s Bad In Bed: Gay Sex Tips by Chad
SEX TIPS
August 12, 2025
ALEXANDER
Ask Chad Sex & Dating: OnlyFans Outrage, Freeballers, Nosy Besties
ASK CHAD WEEKLY
August 5, 2025
ALEXANDER
Work That Dildo! Tips and Practices From Chad
HOW TO
July 29, 2025
ALEXANDER
Why You Should Date An Older Guy At Least Once
OLDER MEN
July 22, 2025
ALEXANDER
Ask Chad Sex & Dating: Frugal Friends, Drag Queens, & Morning Sex
ASK CHAD WEEKLY
July 20, 2025
ALEXANDER
Ask Chad Sex & Dating: Throuples, Voyeurs, & Friends Divided
ASK CHAD WEEKLY
July 12, 2025
ALEXANDER
Bottoms, Want To Up Your Game? Do This!
SEX TIPS
July 2, 2025
ALEXANDER
Ask Chad Dating: Prideless Gays, Doomed Dans, & Porn Watchers
ASK CHAD WEEKLY
June 28, 2025
ALEXANDER
1
2
3
4
Popular on Fleshbot
“American Reich” Richly Details the Circumstances of the Blaze Bernstein Murder
January 2, 2026
BOOKS
Jordan Starr: The 2026 GAYVNs and the Future of Creator-Studio Unity
January 5, 2026
BIG DICKS
Thick DILFS Who Are Packing Major Meat & Heat
January 3, 2026
BEARS
The Homoerotic Art of Early 20th Cent. Illustrator J.C. Leyendecker
January 6, 2026
ANIMATION
This Fitness Guy Has A Big Bulge & A Great Bubble Butt
January 6, 2026
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Growl Boys
Growl Boys: 52% Discount!
REDEEM NOW
Twink Trade
Twink Trade Site Review: Save 67%
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
HayesWood
31 years old
ryo_fem
19 years old
Alek_Azarov
26 years old
AxelColins
18 years old
marksmuscle
29 years old
ethandalton
31 years old