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
Is It On Right?
PORN GALLERIES
December 29, 2010
OTTIMO-MASSIMO
Sophie Anderton’s Topless Holiday!
CELEBRITY
December 29, 2010
OTTIMO-MASSIMO
A Grope On The Way To A Murder
December 29, 2010
OTTIMO-MASSIMO
Background And Furground
PORN GALLERIES
December 29, 2010
OTTIMO-MASSIMO
Madison Young Is Pregnant, Naked, And Totally Hot
PORNSTARS
December 29, 2010
OTTIMO-MASSIMO
Bree Olson And Alexis Texas Are Piledriver Pals
HARDCORE
December 28, 2010
OTTIMO-MASSIMO
Bondage On The Stairs? Yes, Please
December 28, 2010
OTTIMO-MASSIMO
The Top Ten Naked Celebrity Moments Of 2010
CELEBRITY
December 28, 2010
OTTIMO-MASSIMO
Dorith Mous Has A Thing For Sparkly Underwear
CELEBRITY
December 28, 2010
OTTIMO-MASSIMO
Cooking Up A Helping Of “Hair Pie”
HARDCORE
December 27, 2010
OTTIMO-MASSIMO
445
446
447
448
449
Popular on Fleshbot
What Is Soft Swapping?
July 17, 2025
HOW TO
Throwback Thursday Remembers Gay Actor Udo Kier Who Died This Week
November 27, 2025
CELEBS
A Hot, Smooth Twunk & His Friends Showing Off
November 28, 2025
BUBBLE BUTTS
Ask Chad Sex & Dating: OnlyFans Outrage, Freeballers, Nosy Besties
August 5, 2025
ANONYMOUS
This Major Muscle Stud Created A Cosmetic Line for Men
September 6, 2025
GAY MERCH & MUST HAVES
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Reality Dudes
Reality Dudes: 77% Discount!
REDEEM NOW
Naked Sword
Naked Sword: 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
GuyGrey
58 years old
jarethh
18 years old
tyler_twink_boy
20 years old
axelg
18 years old
PREZand1STLady
35 years old
Anthony_Castoppo
36 years old
