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
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
Ask Chad Weekly
Category
Ask Chad Weekly
Bitchy Boyfriends, GOP Family, and STIs in This Week’s Ask Chad
ASK CHAD WEEKLY
April 9, 2023
CHAD
Chad Talks: Vol 3 How To Seduce Your Own Boyfriend
ASK CHAD WEEKLY
March 26, 2023
CHAD
Ask Chad: Dating Advice, Flakes, and Bottoming 101
ASK CHAD WEEKLY
March 19, 2023
CHAD
Chad Talks: Open for Bussy-ness in Your Open Relationships
ASK CHAD WEEKLY
March 12, 2023
CHAD
Chad Talks Getting Verbal: Closed Holes Don’t Get Bred
ASK CHAD WEEKLY
February 26, 2023
CHAD
Ask Chad: Sugar Daddies, Messy Bottoms, & Gay Sex Apps
ASK CHAD WEEKLY
February 14, 2023
CHAD
Horny Cousins, Sauna Sex, & Getting Sober: This Week’s Ask Chad
ASK CHAD WEEKLY
December 4, 2022
CHAD
Catching Feelings for Your Fling, Exes in the DMs, & Group Sex Addiction: This Week’s Ask Chad
ASK CHAD WEEKLY
October 16, 2022
CHAD
Horny for Furniture, Twin Brothers, and Poppers: This Week’s Ask Chad
ASK CHAD WEEKLY
October 2, 2022
CHAD
Anon Sex, Too Much Sext, & Bailing on the BF: This Week’s Ask Chad
ASK CHAD WEEKLY
September 18, 2022
CHAD
9
10
11
12
13
Popular on Fleshbot
Carnal+ Exclusive: Guy Spencer, the BIG Exhibitionist
January 10, 2025
BIG DICKS
The Perfect Penis: The Best Package According to Science
January 9, 2025
BIG DICKS
Bad Bunny Strips Down To Underwear…Woof!
March 18, 2025
BULGES
At Carnal+, Jordan Starr Knows the Shortcut to Grant Ducati’s Butt
April 6, 2025
BAREBACK
Carnal+ Makes Milo Miles and Tyler Saint Tent Buddies
March 21, 2025
BAREBACK
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Twink Top
Twink Top: 50% Discount!
REDEEM NOW
Noir Male
Noir Male: 40% OFF
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
Snowledvoy
24 years old
chrys_harris777
22 years old
Jeremyhalem31
23 years old
Samfor18
21 years old
pitbullyveryhot
29 years old
JacobSmitt
21 years old