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
calamitous
Filter results by:
Posts
1984
Author
calamitous
And The Award for Best Xtube Music Video Goes to…
HARDCORE
November 17, 2009
CALAMITOUS
Jack Contest (Dirty Boy Video)
EDITORIAL FEATURES
November 17, 2009
CALAMITOUS
Leather Love
PORNSTARS
November 16, 2009
CALAMITOUS
The Furries Have Gone Postmodern!
PORNSTARS
November 16, 2009
CALAMITOUS
What Are You Lookin’ At?
PORNSTARS
November 16, 2009
CALAMITOUS
A Good Old Fashioned Jamaican Style Fuck
HARDCORE
November 16, 2009
CALAMITOUS
Cayden & Sean (Randy Blue)
EDITORIAL FEATURES
November 16, 2009
CALAMITOUS
Super Smooth
PORNSTARS
November 13, 2009
CALAMITOUS
“All We Need You to Do is Stand There and Look Pretty”
PORNSTARS
November 13, 2009
CALAMITOUS
Ow.
PORNSTARS
November 13, 2009
CALAMITOUS
114
115
116
117
118
Popular on Fleshbot
Kai Reynolds Gets a Valentine From Legrand Wolf at Carnal+
February 7, 2025
BAREBACK
The Male Body As Art
July 18, 2025
BUBBLE BUTTS
Ask Chad Gay Sex & Dating: Sordid Affairs, Pay Pals, & OnlyFans
April 18, 2025
ASK CHAD WEEKLY
Throwback Thursday: Pope Francis and Sort Of Queer Acceptance
April 24, 2025
LGBTQ+ HISTORY
Sexy & Sassy Humor: Gay Meme Monday
May 19, 2025
GAY SOCIAL MEDIA
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Raw Road Nation
Raw Road Nation: 89% Discount!
REDEEM NOW
XL Fucker
XL Fucker Gay Porn - Save 87%
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
JasonMarello
18 years old
RioMorado31
37 years old
kevinsole
19 years old
AntonioWest
30 years old
peterxxxs
18 years old
Lianxxx28
19 years old