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
Grindr Fails
Category
Grindr Fails
Ask Chad Love and Dating: Office Sex, Slutty Besties, & Lace Underwear!
ASK CHAD WEEKLY
February 20, 2024
CHAD
How To Gayly Breakup
LOVE AND DATING
February 15, 2024
ALEXANDER
Valentine’s Day Grindr Fails!
GRINDR FAILS
February 14, 2024
ALEXANDER
Grindr Launches A Podcast!
PODCAST
February 8, 2024
ALEXANDER
Ask Chad Love and Dating: Nosy Neighbors, Broke Bitches, and Almost Threesomes
ASK CHAD WEEKLY
February 5, 2024
CHAD
Grindr Fails: Ghosting, on the DL, Oral Tops, and More!
GRINDR FAILS
January 27, 2024
ALEXANDER
Ask Chad Love & Dating: OnlyFans Boyfriends, Phone Creepers, and Monogamy
ASK CHAD WEEKLY
January 24, 2024
ALEXANDER
Ask Chad: OnlyFans Fatigue, Neighbor Hookups, FWB…Oh Myyyy!
ASK CHAD WEEKLY
January 14, 2024
CHAD
Grindr Fails: DL Guys, Married Guys, and Daddy Issues
GRINDR FAILS
January 8, 2024
JOSHUA ANDREW
Ask Chad: Hookup Lube, Viagra Sex, and Ex Husbands…Oh Myyy!
AMATEUR
January 7, 2024
CHAD
5
6
7
8
9
Popular on Fleshbot
Canyon Cole and Jimmy Standard Are a “Family Again” at Carnal+
March 17, 2025
BAREBACK
33 Actors Whose Moons Are Rising, Pt. 2
May 19, 2025
BUBBLE BUTTS
We Love A Hot DILF!
June 20, 2025
HAIRY GUYS
Hairy Guy Love! Bearded, Hairy, Scruffy Hunks!
February 9, 2025
BULGES
Darren Criss Won the Tony Award, Let’s Look At His Butt
June 9, 2025
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
ClubAmateurUSA
ClubAmateurUSA Review: Save 50%
REDEEM NOW
Men at Play
Men At Play: 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
mitchjagundo
59 years old
theballboy
30 years old
DomManlyGuy
50 years old
HotMuscleSam
39 years old
Thckcock29
22 years old
Damienslick
42 years old