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
Jesse Bolton
Tag
Jesse Bolton
Start Your Week Off “Really Raw” With 13 Barebacking Studs In NakedSword Originals Latest Compilation
BAREBACK
August 8, 2022
HANK ORSO
Sherman Maus Rescues Jesse Bolton from Life Among the Missionary Boys
HARDCORE
March 24, 2022
DARKLADY
Jax Thirio Fucks Jesse Bolton Once Again! This Time At Falcon Studios!
HARDCORE
June 15, 2021
GARRIDAN-P-FAXTON
“Imagine How Great It’ll Be To Have Your Own Apartment, Though…”
May 3, 2021
GARRIDAN-P-FAXTON
The One Place I Can Say I’ve Never Had Sex is the Dryer, But Jesse Bolton and Jax Thirio do at Men.com!.
September 14, 2020
GARRIDAN-P-FAXTON
Popular on Fleshbot
The Roundest Man Butts Around: Man Peaches of the Week!
January 24, 2025
BUBBLE BUTTS
Our Visit to a ChoiceFilmz Content House
September 19, 2025
BAREBACK
Erotic Males Through Art, Sensual Illustrations of the Week
July 25, 2025
ANIMATION
Gay Athlete Jake Williamson Breaks World Records, Gives Thirst Traps
May 26, 2025
BRITISH
Undiscovered Dick: Justin “Meatball” Russo
August 28, 2025
BEARS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Next Door Studios
Next Door Studios: 67% Discount!
REDEEM NOW
MASQULIN
MASQULIN: 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
FIN_GAINS355
26 years old
Manon69189961
24 years old
MichaelMagno
22 years old
Tatis_18
26 years old
rahiancopper
24 years old
JaxonCarter
18 years old