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
How To
Category
How To
Preparing For Your First Gang Bang
SEX TIPS
August 29, 2025
ALEXANDER
Where To Put Your Cum
MASTURBATION
August 25, 2025
ALEXANDER
What Is Floodlighting In Gay Dating?
LOVE AND DATING
August 25, 2025
ALEXANDER
Ask Chad Sex & Dating: Limp Dicks, Hot Go-Gos, & Bulging Bosses
ASK CHAD WEEKLY
August 24, 2025
ALEXANDER
Edging Before A Workout, the Hornier the Better!
FITNESS
August 16, 2025
ALEXANDER
The Art of Cruising
CRUISING
August 14, 2025
ALEXANDER
How To Tell Him He’s Bad In Bed: Gay Sex Tips by Chad
SEX TIPS
August 12, 2025
ALEXANDER
The Art of Pebbling In A Relationship
LOVE AND DATING
August 9, 2025
ALEXANDER
Ask Chad Sex & Dating: OnlyFans Outrage, Freeballers, Nosy Besties
ASK CHAD WEEKLY
August 5, 2025
ALEXANDER
Going to the Bars Alone & Loving It: How To, the Queer Way
GAY BARS & NIGHTCLUBS
August 4, 2025
ALEXANDER
2
3
4
5
6
Popular on Fleshbot
This Mexican Model Is Packing In Front & Back, Giving Us Mariachi Fantasies
January 13, 2026
BIG DICKS
This Muscled Twunk Model Is Showing Off: Smooth Guy Love
January 16, 2026
BULGES
Cowboy Cocks Aplenty In Raging Stallion’s ‘Wrangled’
January 23, 2026
BAREBACK
Brandon Sklenar In ‘The Housemaid’ (and His Butt) Is Our New Crush
February 6, 2026
BUBBLE BUTTS
Hot Hollywood Hottie Capricorns Baring It All
January 3, 2026
CELEBS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Pop Culture
Porn Deal of the Day
Twink Trade
Twink Trade Site Review: Save 50%
REDEEM NOW
Reality Dudes
Reality Dudes: 40% 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
Iron_ick
30 years old
Northman1977
48 years old
RockPierce
45 years old
Alexx_North
24 years old
SteveeJones
25 years old
plumeribro
30 years old