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
love and romance
Tag
love and romance
What Is Soft Swapping?
LOVE AND DATING
July 17, 2025
ALEXANDER
Gay Love & Romance: Keeping A Healthy Relationship
LOVE AND DATING
July 1, 2025
ALEXANDER
Open vs Closed Relationships, Who Is Happier? The Data Is In!
LOVE AND DATING
April 8, 2025
ALEXANDER
Get Ready, It’s Uncuffing Season: Gay Love & Dating
LOVE AND DATING
March 25, 2025
ALEXANDER
Ask Chad Love & Dating: Botox Boyfriends, Jilted Besties, & Drag
LOVE AND DATING
November 16, 2024
ALEXANDER
The Best and Worst Cities for Dating
LOVE AND DATING
September 26, 2024
ALEXANDER
Ask Chad Dating & Sex: Besties, Horny Neighbors, Quick Tops
LOVE AND DATING
September 18, 2024
ALEXANDER
Dating A Guy with A Small Dick
LOVE AND DATING
August 6, 2024
ALEXANDER
Ask Chad Love and Dating: Porn Boyfriends, Balding Boyfriends, & Gassy Ass
ASK CHAD WEEKLY
April 24, 2024
ALEXANDER
Ask Chad: Daddies, Couch Surfers, and Coworker Crushes…Oh My!
ASK CHAD WEEKLY
November 5, 2023
CHAD
Popular on Fleshbot
Top Best Butts from Reality TV Pt 1
March 11, 2025
BUBBLE BUTTS
OnlyFans Users Could Face Prison In Sweden!
May 22, 2025
BREAKING NEWS
Muscle Guys Bulging: Smooth Guy Love
April 7, 2025
BUBBLE BUTTS
Bigger than Big Butts: Man Peaches of the Week
May 16, 2025
BUBBLE BUTTS
Hercules Star Luke Brady Bringing The Muscles!
July 16, 2025
BROADWAY
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Bring Me a Boy
Bring Me A Boy: 50% Discount!
REDEEM NOW
Black Godz
Black Godz: 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
RioMorado31
37 years old
TaylerWhite
20 years old
MasterDino290
18 years old
Friend202030
43 years old
Adonisboss
26 years old
JanFlp
24 years old