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
first time
Tag
first time
At ASGmax’s Next Door Films Jayden Marcos and Nico Coopa’s Lusty Prank Leads to…Love?
FIRST TIME
December 13, 2023
HANK ORSO
F*cking With AJ Sloan: My First DP in the Sleazy Big Easy
F*CKING WITH AJ SLOAN
December 8, 2023
AJ SLOAN
Disruptive Films Has Ian Holms and Trevor Harris Discovering On-Camera Gay Sex for the First Time
FIRST TIME
December 2, 2023
HANK ORSO
Newcomer Danny Steele Takes on Apolo Adrii in NakedSword’s Recent Full-length
FIRST TIME
November 24, 2023
HANK ORSO
Colton Strong Is a Power Bottom for Amateurs Sumner Blayne and Michael Avenue at ASGmax
AMATEUR
November 7, 2023
HANK ORSO
Sorry for Asking Recap : Adam Kubatzke Talks TikTok, Porn, and Gay-For-Pay
SORRY FOR ASKING PODCAST
August 16, 2023
JORDAN JAYRO
Cybersocket LIVE Recap: Christian Wilde and Asher Day Get Real
CYBERSOCKET LIVE
May 30, 2023
AJ SLOAN
TheBigCMen Finds Big C Bottoming for a 10-Incher & Cumming Twice
FIRST TIME
May 13, 2023
HANK ORSO
F*cking with AJ Sloan: My First Valencian Tantric Massage
F*CKING WITH AJ SLOAN
May 12, 2023
AJ SLOAN
Sorry For Asking: Josh Moore Talks Coming Out, Kink, and Douching
SORRY FOR ASKING PODCAST
May 10, 2023
JORDAN JAYRO
1
2
3
Popular on Fleshbot
Is Grindr Having Money Issues?
May 1, 2025
GRINDR FAILS
Naughty Valentine’s Day Couple Ideas…Gurlll
January 28, 2025
HOW TO
Anti-Trans Activist J.K. Rowling Still Working Her Wretched Magic
June 3, 2025
NEWS & GOSSIP
The Power of Femme Guys
March 4, 2025
ASK CHAD WEEKLY
Major Muscle Men Bulges
June 30, 2025
BULGES
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Boy For Sale
Boy for Sale: 50% Discount!
REDEEM NOW
Next Door Studios
Next Door Studios: 67% 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
blacman19
25 years old
MasterDino290
18 years old
GuyGrey
58 years old
fetherick
19 years old
DylanLenox
25 years old
JanFlp
24 years old
