Loading...
Light
Dark
Straight
Gay
Trans
Biz
POWERED BY
Home
Straight
Gay
Trans
Business
Categories
Pornstars
Amateur
Hardcore
Porn Galleries
Editorial Features
Celebrity
TV/Movies
Sponsored
Politics
Fleshlight
Shop
Creators
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
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
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
XXX TikTok
Power Bottom
Tag
Power Bottom
Foreign Fuckers, Bottoms Who Eat, and Drunk Boyfriends: This week’s Ask Chad!
ASK CHAD WEEKLY
April 12, 2022
CHAD
Where Are They Now: Tyler Saint Talks His Prolific Time in Porn, Maintaining His Body & Reinventing Himself on OnlyFans
BUBBLE BUTTS
March 22, 2022
NSFW.ARMY
Michael Boston Appreciation Post! See the Award-Winning Porn Star Live at 340 Nightclub March 26
BAREBACK
March 21, 2022
JOSHUA ANDREW
Felix Fox: Top 5 Ways to Impress a Bottom
BAREBACK
March 21, 2022
ALEXANDER
Between The Cheeks: (Vol 1, No 2) Open Marriage, Open Hole
AMATEUR
March 9, 2022
RYAN CARTER
Where Are They Now: Skye Woods on Working at Colt Studios, Becoming an Iconic Muscle Bottom, and Life After Porn
BUBBLE BUTTS
January 12, 2022
NSFW.ARMY
The Tipsy Twink’s Shares 5 Public Places to Fuck on New Year’s Eve
BAREBACK
December 30, 2021
ALEXANDER
Daddy Will Fits HungerFF “Like A Glove” In A House Of Angell Two-Parter
AMATEUR
October 11, 2021
HANK ORSO
Michael Boston’s Top 5 Secrets To His Perfect Ass
DOUBLE PENETRATION
September 6, 2021
ALEXANDER
Bareback Fourway at Raw Fuck Club
AMATEUR
March 20, 2014
FLESHBOT WRITER
4
5
6
7
Popular on Fleshbot
Flashback Friday Remembers Gay Actor Anthony Perkins
April 4, 2025
CELEBRITY
Sexy Gay Memes: Muscles, Butts, & Humor, Oh My!
January 27, 2025
BUBBLE BUTTS
Tuff Party Featuring Muscle, Leather, and Naughty Goes International
February 8, 2025
BEARS
Throwback Thursday: March 27th, Today In Queer History
March 27, 2025
GAY HISTORY
The Art of Being A Dom Top
January 20, 2025
BAREBACK
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Pig Bottoms
Pig Bottoms: 67% Discount!
REDEEM NOW
XL Fucker
XL Fucker Gay Porn - Save 52%
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
CasinoXXX
56 years old
DannyAlexander
21 years old
StevenRiseNY
44 years old
MaxDurand
19 years old
CongressCock
45 years old
Daniel_CampbellXXX
30 years old