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 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
Ask Chad Love and Dating: Cheaters, Straight Guys, & Bored Besties
ASK CHAD WEEKLY
April 14, 2024
ALEXANDER
Ask Chad Love and Dating: Bisexual Boyfriends, OnlyFans Addicts, & Closeted Hookups!
ASK CHAD WEEKLY
March 15, 2024
ALEXANDER
Ask Chad Love & Dating: OnlyFans Boyfriends, Phone Creepers, and Monogamy
ASK CHAD WEEKLY
January 24, 2024
ALEXANDER
Ask Chad: Holiday Sex, Cum Loads, and Go-Go Boys
ASK CHAD WEEKLY
November 19, 2023
CHAD
Ask Chad: Homo Fomo, Popper Variety, And Open Relationship Obstructions
ASK CHAD WEEKLY
July 16, 2023
CHAD
Ask Chad: Condoms, Blue Balls, And Summer Body-ody-ody
ASK CHAD WEEKLY
June 11, 2023
CHAD
Ask Chad: Popping The Question, Boring Sex, and Circuit Party Survival
ASK CHAD WEEKLY
May 28, 2023
CHAD
Chad Talks: Gym Etiquette
ASK CHAD WEEKLY
May 21, 2023
CHAD
1
2
3
4
5
Popular on Fleshbot
Kyle Steele and Mateo Tomas Get Tag Teamed by Milo Miles and Grant Ducati for Carnal+
January 18, 2025
BAREBACK
Carnal+ Continues Cole Connor’s Bottoming Coach
April 12, 2025
BAREBACK
David Archuleta Channels George Michael in Latest “Freedom”
February 12, 2025
CELEBS
Gay Meme Monday!
June 30, 2025
GAY SOCIAL MEDIA
Sexy Gay Memes for the Week!
January 14, 2025
GAY SOCIAL MEDIA
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
MASQULIN
MASQULIN: 50% Discount!
REDEEM NOW
Whore Him Out
Whore Him Out: 87% 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
blackbignude
24 years old
BossManKaii
22 years old
Onceagain97
28 years old
Friend202030
43 years old
tommyban18
30 years old
LukeMorgans18
19 years old
