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
Love and Dating
Category
Love and Dating
Horny Cousins, Sauna Sex, & Getting Sober: This Week’s Ask Chad
ASK CHAD WEEKLY
December 4, 2022
CHAD
“For The Love of DILFs” — Finally! A Reality Show About DILFs
CELEBS
December 2, 2022
TOMMY
#GrindrFails: 3 Crazy Grindr Convos to Make You Smile Today
CRUISING
November 30, 2022
JOSHUA ANDREW
Hunks of Holidays Movies 2022
CELEBS
November 30, 2022
NSFW.ARMY
“In Love & Lust We Trust” Tarotscopes for Scorpio Season. Find Out What the Cards Have to Say About Love and Sex for You!
FEATURED
November 14, 2022
NSFW.ARMY
Killing Construct Volume 7: The Monopoly on Morals vs The Persecuted Sex Worker
AMATEUR
October 29, 2022
JACK ANDY
Untangling Entanglements: An Essential Guide for Maintaining Non-monogamous Partnerships
ALTERNATIVE
October 19, 2022
EDDIE DANGER
Catching Feelings for Your Fling, Exes in the DMs, & Group Sex Addiction: This Week’s Ask Chad
ASK CHAD WEEKLY
October 16, 2022
CHAD
#GrindrFails: 3 Grindr Convos about Work to Make You LOL
CRUISING
October 13, 2022
JOSHUA ANDREW
Jack Andy Killing Construct Vol 6: Pop Psychology Danger and New Relationships
FEATURED
October 11, 2022
JACK ANDY
51
52
53
54
55
Popular on Fleshbot
Republican State Rep in Oregon Flips Parties to Democrat
September 11, 2025
POLITICS
The Art of Being A Dom Top
January 20, 2025
BAREBACK
The Almighty VPL: All About the Bulge
May 23, 2025
BIG DICKS
AI Bears: My Fascination With Partial Skin, Clothing Opened
August 27, 2025
ANIMATION
Men Bulging In Tight Dress Pants: Things We Find Hot
March 10, 2025
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Hatler Gurius
HatlerGurius.com Site Review: Save 88%
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
Cody_pipper
20 years old
KnoxEvers
27 years old
Gandhi
28 years old
GuyGrey
58 years old
BLKFABIO
31 years old
JohnSparks
28 years old