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 advice column
Tag
gay advice column
Ask Chad Love & Dating: Backstabbing Besties, Hefty at Halloween, Office Sluts!
LOVE AND DATING
October 10, 2024
ALEXANDER
Ask Chad Dating & Sex: Besties, Horny Neighbors, Quick Tops
LOVE AND DATING
September 18, 2024
ALEXANDER
Ask Chad Love & Dating: Beards, Besties, & Moaning Men
ASK CHAD WEEKLY
August 24, 2024
ALEXANDER
Ask Chad Love and Dating: Cockblocks, Bible Thumpers, & Bromances
LOVE AND DATING
August 15, 2024
ALEXANDER
Ask Chad Love & Dating: Dickstracted, Ozempic, & Sexy Wingmen!
ASK CHAD WEEKLY
August 4, 2024
ALEXANDER
Ask Chad Love and Dating: Gangbangs, Fighting BFs, & Squatters!
LOVE AND DATING
July 15, 2024
ALEXANDER
Ask Chad Love and Dating: Bad Besties, Fem Beaus, & Jelly Nellys
ASK CHAD WEEKLY
June 27, 2024
ALEXANDER
Ask Chad Love and Dating: Flakey Fisters, Nudy Bootys, & Timid Tims
ASK CHAD WEEKLY
June 14, 2024
ALEXANDER
Ask Chad Love and Dating: Facials, Bad Dressers, & Single Guys
ASK CHAD WEEKLY
May 23, 2024
ALEXANDER
Ask Chad Love and Dating: Porn Boyfriends, Balding Boyfriends, & Gassy Ass
ASK CHAD WEEKLY
April 24, 2024
ALEXANDER
2
3
4
5
6
Popular on Fleshbot
Jerking Off Roommate Etiquette
September 8, 2025
BATORS
Hung Kings Bulging to the Max
September 11, 2025
BIG DICKS
At Carnal+, Dex Devall Devotes Himself to Jack Aries
March 27, 2025
BEARS
Aquarius Hot Male Celebs in the Buff Part 3!
February 11, 2025
BUBBLE BUTTS
The Aerialist & His Perfect Butt: Happy Hump Day!
June 11, 2025
PORNSTARS
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
Muscle Bear Porn
Muscle Bear Porn: 89% 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
KINGSEXYBBC
43 years old
KnoxEvers
27 years old
longdickelijah
28 years old
SmoothBody
30 years old
AleAurarashi
22 years old
Antonycoll
25 years old
