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
ottimo-massimo
Filter results by:
Posts
6446
Author
ottimo-massimo
When The “MILF Revolution” Comes, You Will Not Be Spared
HARDCORE
August 5, 2013
OTTIMO-MASSIMO
Some Girls Are Just Hotter Without Context
CELEBRITY
August 5, 2013
OTTIMO-MASSIMO
The Wind Gets Isla Fisher’s Skirt, But Not Her Balloon
CELEBRITY
August 5, 2013
OTTIMO-MASSIMO
Sexxx Toy (Next Door Ebony)
EDITORIAL FEATURES
August 5, 2013
OTTIMO-MASSIMO
What’s Black And White And Booby And Red All Over?
PORN GALLERIES
August 5, 2013
OTTIMO-MASSIMO
Marta La Croft (Evil Angel)
EDITORIAL FEATURES
August 5, 2013
OTTIMO-MASSIMO
Judi Silver: Patron Saint Of Confusing “Magic City” Sex
TV/MOVIES
August 5, 2013
OTTIMO-MASSIMO
And How Do The Lads’ Mags Babes Feel About Lads’ Mags?
CELEBRITY
August 2, 2013
OTTIMO-MASSIMO
Pornstars, A Foursome, Lindsay Lohan, And Other Treats From “The Canyons”
PORNSTARS
August 2, 2013
OTTIMO-MASSIMO
“Sexy Student Bodies” Major In Physical Education
HARDCORE
August 2, 2013
OTTIMO-MASSIMO
11
12
13
14
15
Popular on Fleshbot
Relive The Best Male Nude Scenes From ‘And Just Like That…’
August 9, 2025
CELEBS
Flashback Friday Remembers Hating Cracker Barrel, and We Still Can
August 29, 2025
FLASHBACK FRIDAY
Nothing But Hung Stallions: Hot On Instagram
June 12, 2025
BIG DICKS
Gym Guys Showing Off: Hot On Instagram
February 24, 2025
BUBBLE BUTTS
The Morgan Brothers’ Side by Side Bulges: Hot On Instagram
April 3, 2025
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
XL Fucker
XL Fucker Gay Porn - Save 87%
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
DannyAlexander
21 years old
ThomasHardy
24 years old
ashttoncooper
28 years old
Nathanwolf
31 years old
mmj19762
49 years old
AndyFame19
18 years old