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
broke straight boys
Tag
broke straight boys
Paul Canon Has A Big Cock And Fucks Like A Tank
HARDCORE
August 14, 2014
JOE-SPUNK
Kaden Hits Skyler In The Eye With His Wicked Flying Cumshot
PORNSTARS
August 4, 2014
JOE-SPUNK
Was Your First Time A “Take It Out” Or “Yeah, Fuck Me” Kind Of Experience?
HARDCORE
July 18, 2014
JOE-SPUNK
Here’s The Trailer For “Broke Straight Boys” The Reality TV Show
TV/MOVIES
July 8, 2014
VINCENT-THRICE
Kaden Surprises Everyone With A 4-Pump Cumshot Across Tyler’s Face
HARDCORE
July 3, 2014
JOE-SPUNK
The Evolution Of A Straight Dude’s Cumshot
HARDCORE
June 24, 2014
JOE-SPUNK
Dakota and Tyler Fuck Bareback at Broke Straight Boys
AMATEUR
June 5, 2014
FLESHBOT WRITER
JJ Says That His First Fuck Hurt So Bad That He Almost Cried
HARDCORE
May 23, 2014
JOE-SPUNK
How Does A Guy Tell His Girlfriend He Makes A Living Taking It Up The Butt?
EDITORIAL FEATURES
May 15, 2014
JOE-SPUNK
Two Straight Guys Figuring Out How To Make Each Other Feel Good
EDITORIAL FEATURES
May 13, 2014
JOE-SPUNK
2
3
4
5
6
Popular on Fleshbot
“American Reich” Richly Details the Circumstances of the Blaze Bernstein Murder
January 2, 2026
BOOKS
Huge Muscle Tits: For the Love of Chests
January 6, 2026
FITNESS
January 2nd Roundup: Freeballers, Muscles, Hairy Guys, Jock Butts and More!
January 2, 2026
POP CULTURE
This Hung Freeballer Is Hanging Thick and Heavy
January 2, 2026
BIG DICKS
The Roundest Butts Around: Man Peaches of the Week
January 4, 2026
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Twink Top
Twink Top: 50% Discount!
REDEEM NOW
Next Door Studios
Next Door Studios: 67% 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
MADE_IN_LONDON
33 years old
jasonstromm
40 years old
ThirdLegZAR
27 years old
JakeCummings2004
23 years old
RobbyShawz
28 years old
Donovan_Desmond
27 years old