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
fisting
Tag
fisting
101 Things To Do With A Willing Bottom
AMATEUR
June 3, 2014
LUKE-PRESTON
Bottom Bottling And Other Anal Activities
AMATEUR
May 15, 2014
LUKE-PRESTON
In Mother Russia, the Fist Fucks You
AMATEUR
April 21, 2014
LUKE-PRESTON
Watch This Bottom Take More Than A Dick
HARDCORE
January 10, 2014
NEIL-O-HARE
Holden Phillips & Alessandro Del Torro (Club Inferno Dungeon)
EDITORIAL FEATURES
October 11, 2013
FLESHBOT
20 Studs Seek Bareback Bliss in Liam Cole’s Overload from Treasure Island Media
ALTERNATIVE
February 6, 2013
FLESHBOT WRITER
Tyler Saint, Jackson Lawless, Jimmy Durano, Tyson James (Club Inferno Dungeon)
EDITORIAL FEATURES
November 21, 2012
BRIDGET-REYNOLDS
John West & Brian Bonds (Club Inferno Dungeon)
October 16, 2012
ANDRIA
Could Daniel Be Sean Cody’s First Fister?
EDITORIAL FEATURES
October 16, 2012
BRADFORD-MATTHEWS
Tibor Wolfe and Tristan Phoenix (Titan Men)
July 23, 2012
ANDRIA
7
8
9
10
11
Popular on Fleshbot
Republican State Rep in Oregon Flips Parties to Democrat
September 11, 2025
POLITICS
The Hot Hung Guys of The Rail
September 29, 2025
BUBBLE BUTTS
Dylon Efron, Zac’s Younger Brother, Is Steaming Things Up!
March 6, 2025
CELEBS
Ask Chad, Dating & Sex: Cold Feet, Chastity, & Penis Pumps
May 18, 2025
ANONYMOUS
David Beckham Strips Down To His Undies
February 5, 2025
BULGES
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Gaycest
Gaycest: 50% 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
sttewartdmateo19
19 years old
JassonWoods
25 years old
Ryancoopper
25 years old
bayronfit
24 years old
VanVelckan
32 years old
Leo_Hot_049
23 years old