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
intergenerational
Tag
intergenerational
Scoutmaster Adam Snow Takes Damien Grey’s Pledge, and Twink Ass, at Scout Boys.
UNIFORMS
September 6, 2023
HANK ORSO
Adrian Duval Gets a Taste of His Mom’s Hot Date, Dillon Diaz, at GayRoom’s Shower Bait
INTERGENERATIONAL
September 6, 2023
HANK ORSO
Cain Marko Unwittingly Bangs His Nephew Serg Shepard for Gaycest
TABOO
September 4, 2023
HANK ORSO
Daddy Dillon Stone Gets Plowed by Latino Cutie Milo Miles for Twink Top
INTERGENERATIONAL
August 29, 2023
HANK ORSO
Legrand Wolf Dominates Dominic Young for Fun Size Boys
INTERGENERATIONAL
August 28, 2023
HANK ORSO
Sage Roux Gets Busted Shoplifting Panties by Cop Reese Rideout at Man Royale
UNIFORMS
August 20, 2023
HANK ORSO
Young Maverick Sun Makes Mincemeat of Daddy Mark Blue’s Ass for Men At Play
SUIT AND TIE
August 13, 2023
HANK ORSO
Family Dick Brings Ginger Daddy Eric the Red Closer to Twink Stepson Gabe Bradshaw
BAREBACK
August 12, 2023
HANK ORSO
At Boy For Sale, Ginger Daddy Legrand Wolf Demolishes Serg Shepard’s Hole
DADDY-BOY
August 9, 2023
HANK ORSO
Tucker Barrett Lets Twink Stepson Marcus Rivers Take Charge For Gaycest
DADDY-BOY
August 7, 2023
HANK ORSO
7
8
9
10
11
Popular on Fleshbot
Sexy Sports Memes With Jock Studs!
January 12, 2026
GAY SOCIAL MEDIA
Hot Nude Celeb Bodies in Cold Snow
January 13, 2026
CELEBS
Being The Middle In A Threesome: Do It Right!
January 9, 2026
ASK CHAD WEEKLY
Gay Dating: Don’t Get Caught In Your Boyfriend’s Spider-Webbing
January 4, 2026
HOW TO
It’s Bulging Men In Undies, Hallelujah! Here Are Monday’s Men!
January 12, 2026
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Big Dicks
Porn Deal of the Day
Carnal Plus
Carnal Plus: 57% Discount!
REDEEM NOW
Boy For Sale
Boy for Sale: 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
Thee304slayer
35 years old
Photo1960
65 years old
ZekeFrost
30 years old
HayesWood
31 years old
AxelColins
18 years old
SalomonKalou
21 years old