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
gossip girl
Tag
gossip girl
Another Gossip Girl Star Went Nude But Not The One You Want
CELEBRITY
February 17, 2021
HIS_EXCELLENCY
Is It Still Stalking If You Only Do It Over The Internet?
PORNSTARS
February 6, 2009
BRIAN-O-BRIEN
We Have To Change Our Zip Code, Boxers
CELEBRITY
January 21, 2009
BRIAN-O-BRIEN
Gossip Girl: The Hardcore College Years
HARDCORE
November 20, 2008
BRIAN-O-BRIEN
Their Mothers Should Have Taught Them Not To Play On The Stairs
HARDCORE
November 19, 2008
BRIAN-O-BRIEN
Popular on Fleshbot
Hot Virgo Male Celebs Showing It All Off!
September 2, 2025
BUBBLE BUTTS
Hot Guys Playing with Hot Guys: Monday’s Men
November 10, 2025
HOT ON INSTAGRAM
Throwback Thursday Remembers Innovative Theater Director Robert Wilson
August 7, 2025
GAY HISTORY
These Studly Baseball Players Are Showing Plenty of Skin
April 20, 2025
BUBBLE BUTTS
Bubble Butts At the Beach: Man Peaches of the Week
June 20, 2025
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Reality Dudes
Reality Dudes: 40% Discount!
REDEEM NOW
Men at Play
Men At Play: 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
Silversage92
30 years old
Naughty1234
53 years old
Phenomenal80
44 years old
DomManlyGuy
50 years old
Day_dick5555
37 years old
IanKnox
25 years old