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
Everyday Is A Peep Show For India Reynolds
January 30, 2012
OTTIMO-MASSIMO
PYT BBW MILF TCB With A POV BJ
January 30, 2012
OTTIMO-MASSIMO
Show Us On The Doll Where You Were “Touched By An Angel”
January 30, 2012
OTTIMO-MASSIMO
“Californication” Takes A Journey Through Natalie Zea’s Bottomless Libido
January 30, 2012
OTTIMO-MASSIMO
Shine On, You Crazy Rihanna Nipples
January 30, 2012
OTTIMO-MASSIMO
Lip Services His Sweetheart For A Scheme On “Shameless”
January 30, 2012
OTTIMO-MASSIMO
Watching Mary Carey Get Head Makes Us Wish She Had Been Governor
January 27, 2012
OTTIMO-MASSIMO
Karen Mulder’s Breasts: Still Spectacular
January 27, 2012
OTTIMO-MASSIMO
Drinking And Screwing And Huffing Poppers, Oh My!
January 27, 2012
OTTIMO-MASSIMO
Fresh Booty, Oiled To Perfection
January 27, 2012
OTTIMO-MASSIMO
226
227
228
229
230
Popular on Fleshbot
Liberals, and That Includes Gays, Are Buying More Guns Than Ever
November 21, 2025
NEWS & GOSSIP
A Week Of Big Celebrity Dicks Thanks To Josh O’Connor And Paul Mescal
September 14, 2025
CELEBS
Is Sniffies Being Used To Trap Gay Cruisers in NYC?
September 25, 2025
ANONYMOUS
Sexy, Gay LOLs: Memes of the Week
April 9, 2025
GAY SOCIAL MEDIA
Ask Chad Sex & Dating: Throuples, Voyeurs, & Friends Divided
July 12, 2025
ANONYMOUS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Project Eros
Project Eros: 88% Discount!
REDEEM NOW
Yes Father
Yes Father: 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
MetalStud
30 years old
jasonstromm
40 years old
AntonioWest
30 years old
hotttoro
35 years old
AndresClarck18
28 years old
sebastianloaiza
18 years old