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
Sponsored
Category
Sponsored
Check Out Naked Sword this Weekend for Just $1
SPONSORED
August 22, 2014
SPONSORED-POST
A Special Offer For Fleshbot Readers From StockyDudes.com
SPONSORED
August 8, 2014
SPONSORED-POST
MaleFlixxx Has The Hottest Action On The Web + A Special Offer Just For Fleshbot Readers
SPONSORED
August 1, 2014
SPONSORED-POST
Gay of Thrones: An Epic Summer Series from Men.com
SPONSORED
July 25, 2014
SPONSORED-POST
Declare Your Skindependence by Joining Mr. Man for Only $5.00 a Month!
SPONSORED
July 4, 2014
HUMBERT-INCANDENZA
Check Out All the Beef this Weekend for Just a Buck on Mr. Man
SPONSORED
May 16, 2014
FLESHBOT
Buy Curious? Check out Mr. Man’s Stuff this Weekend for a Buck
SPONSORED
April 25, 2014
HUMBERT-INCANDENZA
Red, White, Blue… & Hung!
SPONSORED
November 29, 2013
SPONSORED-POST
Police Training… MEN.com Style
SPONSORED
November 26, 2013
SPONSORED-POST
Explore Anonymous Sex In Adults Only
SPONSORED
November 23, 2013
LUX-ALPTRAUM
161
162
163
164
165
Popular on Fleshbot
Things That Make Me Go Hhmmm: Pope Leo and the Gays
September 21, 2025
NEWS & GOSSIP
This Stud Went From Fashion Model to Bottoming for Cade Maddox
July 3, 2025
HARDCORE
Size Matters With These Muscle AI Guys Bulging
July 4, 2025
BUBBLE BUTTS
The Hot Men of Mister USA
July 14, 2025
BUBBLE BUTTS
Ask Chad, Dating & Sex: Cold Feet, Chastity, & Penis Pumps
May 18, 2025
ANONYMOUS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
ClubAmateurUSA
ClubAmateurUSA Review: Save 50%
REDEEM NOW
My 10 Inches
My 10 Inches: 25% 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
FIN_GAINS355
26 years old
AleAurarashi
22 years old
Lionvach
32 years old
Liam_forest
21 years old
damnfox
31 years old
CountryJoe
41 years old