Loading...
Light
Dark
Straight
Gay
Trans
Biz
POWERED BY
Home
Straight
Gay
Trans
Business
Categories
Pornstars
Amateur
Hardcore
Porn Galleries
Editorial Features
Celebrity
TV/Movies
Sponsored
Politics
Fleshlight
Shop
Creators
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
XXX TikTok
Straight
Gay
Trans
Biz
Home
Straight
Gay
Trans
Categories
Pornstars
Editorial Features
Hardcore
Celebrity
Creators
Porn Galleries
TV/Movies
Amateur
Sponsored
Shop
Creators
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
XXX TikTok
sailor-ripley
Filter results by:
Posts
767
Author
sailor-ripley
Librarian Fantasies 101: Top Ten Amateur Blowjobs In Glasses Videos
AMATEUR
March 22, 2011
SAILOR-RIPLEY
Julia Ormond, This Is All Kinds Of Awkward
PORNSTARS
March 20, 2011
SAILOR-RIPLEY
Alexis Ford And Her Magic Wand, For Your Viewing Pleasure
PORNSTARS
March 20, 2011
SAILOR-RIPLEY
Jeff Tse Photographs A Bronzed Goddess
PORN GALLERIES
March 20, 2011
SAILOR-RIPLEY
You Stole A Piece Of Our Hearts
PORN GALLERIES
March 20, 2011
SAILOR-RIPLEY
Let’s Hope This Gets Messy
AMATEUR
March 20, 2011
SAILOR-RIPLEY
Sharon Remains A Stone-Cold Fox
PORNSTARS
March 19, 2011
SAILOR-RIPLEY
The Semi-Sheer, Semi-Triumphant Return Of Lara Stone
CELEBRITY
March 19, 2011
SAILOR-RIPLEY
Sexy In Every Direction
PORN GALLERIES
March 19, 2011
SAILOR-RIPLEY
It’s Always The Day After St. Patrick’s Somewhere
AMATEUR
March 19, 2011
SAILOR-RIPLEY
43
44
45
46
47
Popular on Fleshbot
Ask Chad Gay Sex & Dating: Sad Sofas, Escorts, & Bad Gays
March 29, 2025
ANONYMOUS
Sexy, Gay LOLs: Memes of the Week
April 9, 2025
GAY SOCIAL MEDIA
When It’s Time To Breakup: Gay Love and Romance
January 16, 2025
HOW TO
The Perfect Penis: The Best Package According to Science
January 9, 2025
BIG DICKS
Using the Word ‘Bussy’ In the Bedroom
March 11, 2025
ASK CHAD WEEKLY
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Yes Father
Yes Father: 50% Discount!
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
Gibbo61
55 years old
ThatDudeRichRich
31 years old
Mrsexgod27
32 years old
KaiStarr
27 years old
SamuelMatthew
21 years old
reganjhonson
26 years old