Loading...
Light
Dark
Straight
Gay
Trans
Biz
POWERED BY
Home
Straight
Gay
Trans
Business
Categories
Pornstars
Amateur
Hardcore
Porn Galleries
Editorial Features
Celebrity
TV/Movies
Sponsored
Politics
Fleshlight
Shop
Creators
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
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
Podcast
Live Q&A
DVDs
Movies
Sex Toys
Porn Deals
LIVE Sex
Awards
XXX TikTok
jake gyllenhaal
Tag
jake gyllenhaal
Hank’s Public Privates Goes Into the Great Outdoors for Celebrity Nudes
HOT CELEBS
July 24, 2024
HANK ORSO
Jake Gyllenhaal Is Showing It All Again!
HOT CELEBS
June 19, 2024
ALEXANDER
The 10th Annual Manatomy Awards Continues With Part 6 of the List of Winners
HOT CELEBS
March 10, 2024
HANK ORSO
Jake Gyllenhaal In All His Glory
CELEBRITY
January 26, 2024
ALEXANDER
Hollywood News & Movie Gossip: Box Office Flops, More Apes, Star Wars, DCEU, & Ripped Hollywood Hunks
POP CULTURE
December 28, 2023
ALEXANDER
Fucking With AJ Sloan: 5 Manscaping Do’s and Do Not’s
F*CKING WITH AJ SLOAN
August 18, 2023
AJ SLOAN
Pedro Pascal and Ethan Hawke to Star In Almodóvar’s Gay Western, ‘Strange Way of Life’
HOT CELEBS
April 18, 2023
TOMMY
Heath Ledger Cums In Jake Gyllenhaal, And Other Passionate Gay Sex Scenes!
TV/MOVIES
February 12, 2021
FLESHBOT
GIFs Of The Ten Most Romantic Gay Sex Scenes Lowkey Ever
CELEBRITY
February 9, 2021
HIS_EXCELLENCY
Top Ten A-List Celebs With The Most Nude Scenes!
SPONSORED
August 17, 2020
FLESHBOT
1
2
3
Popular on Fleshbot
Mark Wahlberg is Bulging In Short Shorts
January 1, 2025
BUBBLE BUTTS
When It’s Time To Breakup: Gay Love and Romance
January 16, 2025
HOW TO
Gym Guys Showing Off: Hot On Instagram
February 24, 2025
BUBBLE BUTTS
Grindr Fails: Messy Tops, Needy Bottoms, & Lana Del Rey
March 6, 2025
ANONYMOUS
The 2025 Oscar-Nominated Male Celebs Who’ve Stripped Down
January 26, 2025
BUBBLE BUTTS
Categories
Pornstars
Hardcore
Editorial Features
Celebrity
Amateur
Sponsored
TV/Movies
Porn Galleries
Reviews
Bareback
Porn Deal of the Day
Guys in Sweatpants
Guys in Sweatpants: 89% Discount!
REDEEM NOW
Gaycest
Gaycest: 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
RickDiesel
28 years old
GreenDylan
28 years old
Teamxn
33 years old
MattMalone
23 years old
samuel_latin
30 years old
JulianDylan
28 years old