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
Legrand Wolf
Tag
Legrand Wolf
At Boy For Sale, Handsome Twunk Cole Blue Services a Threesome of Big-Dicked Buyers
GROUP SEX
July 30, 2023
HANK ORSO
Ginger Daddy Legrand Wolf Fills Twink Marcus Rivers to Overflowing for Fun-Size Boys
DADDY-BOY
June 26, 2023
HANK ORSO
At Fun-Size Boys the Size Difference Between Ginger Daddy Legrand Wolf and Twunk Tom Bentley is Sizable
DADDY-BOY
May 12, 2023
HANK ORSO
An Intimate Chat with Hung, Fun-Sized, Politician Turned Porn Star Milo Miles!
INTERVIEWS
April 13, 2023
CASTEL
See the 2023 GayVN Award Winners! Drew Valentino, Roman Todd, Cade Maddox, Raging Stallion, & More Win at Porn’s Biggest Night
PORN AWARDS
January 6, 2023
JOSHUA ANDREW
15 of Gay Porn’s Hottest Daddies to Follow This Father’s Day
AMATEUR
June 19, 2022
JOSHUA ANDREW
Legrand Wolf Plays Insta-Proctologist for Myles Landon’s Son Blake Ellis on Gaycest
HARDCORE
March 24, 2022
DARKLADY
Marcus Rivers and Jack Bailey Make Out Until Legrand Wolf Joins on Scout Boys
HARDCORE
March 22, 2022
DARKLADY
Marcus Rivers and Jack Bailey Rightly Earn Merit Badges For Fucking From Legrand Wolf Over at Scout Boys
BAREBACK
March 21, 2022
HANK ORSO
Richie West Pledges His Loyalty to Legrand Wolf for Scout Boys
HARDCORE
March 2, 2022
DARKLADY
2
3
4
5
6
Popular on Fleshbot
FDA Approves Twice A Year Injectable PrEP
June 19, 2025
BREAKING NEWS
Grindr Fails: Breeders, Feeders, & Funerals
May 26, 2025
ANONYMOUS
This Drag Race Queen Went Viral After Posting Thirst Trap
April 10, 2025
DRAG QUEENS
Retro Disco Studs Showing Off At Maurice Party
June 11, 2025
BUBBLE BUTTS
Ask Chad Gay Sex & Dating: Foreskin, Serial Dater, & Hung BFs
March 21, 2025
ANONYMOUS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Yes Father
Yes Father: 50% Discount!
REDEEM NOW
Carnal Plus
Carnal Plus: 57% 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
AustinFluf
18 years old
ANGELOZAIDE
19 years old
angel_david_ad
18 years old
TooDamnFire
33 years old
MasterDino290
18 years old
ScarlettAndClark
20 years old