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
gay relationship
Tag
gay relationship
Ask Chad Sex & Dating: Frugal Friends, Drag Queens, & Morning Sex
ASK CHAD WEEKLY
July 20, 2025
ALEXANDER
Ask Chad, Dating & Sex: Jealous Bottoms, Sober Exes, & Mean Girls
ASK CHAD WEEKLY
May 10, 2025
ALEXANDER
Gay Love and Dating: The First Year Living Together
LOVE AND DATING
October 15, 2024
ALEXANDER
Ask Chad Love & Dating: Dicked Down Bottoms, Politics, & Cheap BFs
ASK CHAD WEEKLY
September 26, 2024
ALEXANDER
Grindr Fails: Group Action, Power Bottoms, &…Santa Claus?
POP CULTURE
June 26, 2024
ALEXANDER
Ask Chad Love and Dating: Kissing Karens, Dog Days, and Low Libido
ASK CHAD WEEKLY
March 30, 2024
ALEXANDER
Ask Chad Love and Dating: Grindr Fails, Drag Queens, & Quick Dicks!
ASK CHAD WEEKLY
March 22, 2024
ALEXANDER
Ask Chad Love & Dating: OnlyFans Boyfriends, Phone Creepers, and Monogamy
ASK CHAD WEEKLY
January 24, 2024
ALEXANDER
Ask Chad: Friend with Benefits, Threesomes, & Blue Balls
ASK CHAD WEEKLY
December 17, 2023
CHAD
Popular on Fleshbot
Pee Wee Herman, Paul Reubens, Comes Out
January 27, 2025
CELEBS
Bratting in BDSM: Gay Kinks Explained
March 24, 2025
ALTERNATIVE
This Guy Jerks Off In A New Spanish Series, Pass It On
May 18, 2025
SPONSORED
Aquarius Hot Male Celebs in the Buff Final Call!
February 18, 2025
BUBBLE BUTTS
Queer Hottie Cooper Koch Has A Boyfriend…Sigh
January 11, 2025
BIG DICKS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Black Godz
Black Godz: 50% Discount!
REDEEM NOW
Bromo
Bromo: 40% 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
Chaoz_55
18 years old
Friend202030
43 years old
ScarlettAndClark
20 years old
Grayson_owen
29 years old
Jackdedeleon
24 years old
SrMagnus
18 years old