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
Magnum Came Across Our Desk and We Can’t Think of One Good P.I Joke
EDITORIAL FEATURES
November 20, 2008
BRIAN-O-BRIEN
XTube’s Believe It Or Not, Vol. 2
PORNSTARS
November 19, 2008
BRIAN-O-BRIEN
Their Mothers Should Have Taught Them Not To Play On The Stairs
HARDCORE
November 19, 2008
BRIAN-O-BRIEN
Fisting Underground is Not a Group of Gay Sex Terrorists
HARDCORE
November 19, 2008
BRIAN-O-BRIEN
Vinnie D’Angelo Tries to Laugh the Pain Away
EDITORIAL FEATURES
November 19, 2008
LUX-ALPTRAUM
Vinnie D’Angelo Tries To Laugh The Pain Away
PORNSTARS
November 19, 2008
BRIAN-O-BRIEN
When WIll Dane Feel the Pain?
EDITORIAL FEATURES
November 19, 2008
BRIAN-O-BRIEN
When Will Dane Feel the Pain?
PORNSTARS
November 19, 2008
BRIAN-O-BRIEN
Fisting Underground is Not a Group of Gay Sex Terrorists
EDITORIAL FEATURES
November 19, 2008
BRIAN-O-BRIEN
Paul Black & Jason Reed’s Raw Fuck
AMATEUR
November 18, 2008
FLESHBOT WRITER
2764
2765
2766
2767
2768
Popular on Fleshbot
Sniffing Jockstraps With Sniffies
September 26, 2025
BUBBLE BUTTS
Sexy Gay Memes for the Week!
January 14, 2025
GAY SOCIAL MEDIA
Alexander Skarsgård Is All BDSM In New Gay Romance Film
October 2, 2025
BDSM
Grindr Fails: Sad Bottoms, Kissing Cousins, & …Wicked?
January 10, 2025
ANONYMOUS
Why You Should Date An Older Guy At Least Once
July 22, 2025
ASK CHAD WEEKLY
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Family Dick
Family Dick: 50% Discount!
REDEEM NOW
Raw Road Nation
Raw Road Nation: 89% 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
NO_ONE
24 years old
TaryFoffins
30 years old
NickMoss
25 years old
Eross_santy
20 years old
Valentin_Gray
18 years old
BrandonStond18
20 years old