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
Hookup Apps
Category
Hookup Apps
I Like Big Butts and I Cannot Lie: This Week’s Ask Chad!
ASK CHAD WEEKLY
August 19, 2022
TOMMY
Jack Andy Killing Construct Vol 3: Screw NSFW
BATORS
August 15, 2022
JACK ANDY
Get Your Cocks Out! BateWorld’s Bator Training Series: Presented by Cybersocket
AMATEUR
August 12, 2022
ALEXANDER
Twink Tales with Bad Boi Benvi: Vol 1: My First Time…on Grindr, Escorting, & Filming Porn
BAREBACK
August 9, 2022
BAD BOI BENVI
Jack Andy Killing Construct Vol 2: Do You PnP?
ANONYMOUS
August 1, 2022
JACK ANDY
Step to the “Side”, Top/Bottom/Vers…There’s a New Guy In Town.
BATORS
July 28, 2022
TOMMY
Gay “Little Miss” Memes That are Too Relatable
BREAKING NEWS
July 26, 2022
JOSHUA ANDREW
Jack Andy Killing Construct Vol 1: Is Polyamory Really Still the Enemy or the Answer?
BIG DICKS
July 11, 2022
JACK ANDY
Digesting “The Bottom’s Digest” – Bottom-Friendly Foods & Recipes from Queer Creator Alex Hall
BREAKING NEWS
June 17, 2022
TOMMY
5 Best Things To Do at NYC Pride 2022
EVENTS
June 15, 2022
TOMMY
19
20
21
22
23
Popular on Fleshbot
Mark Henderson: The Beautiful Male Image
July 1, 2025
EROTICA
Go-Go Stud Prince Joshua Celebrates the Pup Community in “BAR-KING”
January 2, 2025
BUBBLE BUTTS
Grindr Fails: Foreskin, Guys on the DL, and Roleplay
May 5, 2025
ANONYMOUS
Impossibly Hung and Muscled Guys in the AI World
May 12, 2025
ANIMATION
The Movies We Are Most Excited About in 2025
January 5, 2025
GAY MERCH & MUST HAVES
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Family Dick
Family Dick: 50% Discount!
REDEEM NOW
Reality Dudes
Reality Dudes: 40% 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
pervertArian
25 years old
Deep_Sexual_Dreamss
18 years old
CumWithBrad
63 years old
StevenRiseNY
44 years old
LucaWard
21 years old
Dazo_vnzl1
20 years old
