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
gay love
Tag
gay love
Get These Red Flag Gays Out of Your Love Life! Chad Speaks!
LOVE AND DATING
November 11, 2025
ALEXANDER
Wildflowering in the World of Gay Dating
LOVE AND DATING
October 25, 2025
ALEXANDER
Fall Gay Dating Tips: Romance In the Leaves!
LOVE AND DATING
October 15, 2025
ALEXANDER
What is Monkey-Branching? Gay Dating Explained
LOVE AND DATING
October 13, 2025
ALEXANDER
Ask Chad Gay Sex & Dating: Kissing Friends, Smelly BFs, & VPLs
ASK CHAD WEEKLY
October 2, 2025
ALEXANDER
WTF Is Shrekking?
LOVE AND DATING
September 24, 2025
ALEXANDER
What Is A LAT Relationship? Would It Work For You?
LOVE AND DATING
September 1, 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
The Art of Pebbling In A Relationship
LOVE AND DATING
August 9, 2025
ALEXANDER
1
2
3
Popular on Fleshbot
Blonde Hottie Freddie Stroma Gets Wet In White Undies for Peacemaker
September 1, 2025
BULGES
Alpha Males With Huge Muscled Chests
August 28, 2025
HOT ON INSTAGRAM
Is It Possible To Get Bigger Cum Loads With Supplements?
August 6, 2025
BUKKAKE
Hot Nude Stud Trace Lenhoff Is Giving Us American Psycho Sexiness
October 31, 2025
BIG DICKS
China Bans Gay Dating Apps!
November 13, 2025
CRUISING
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Private Playground XXX
Private Playground XXX: Save 85%
REDEEM NOW
Gaycest
Gaycest: 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
Silversage92
30 years old
RockPierce
36 years old
NickMoss
25 years old
RascalWest42X
35 years old
Mexwilliams
22 years old
Hammyjj716
46 years old