Fleshbot Loading...
Straight Gay Trans Biz

How To

Ask Chad, Dating & Sex: Cold Feet, Chastity, & Penis Pumps
Ask Chad, Dating & Sex: Cold Feet, Chastity, & Penis Pumps
ASK CHAD WEEKLY
Your Gay Dating Red Flags…and Our Response
Your Gay Dating Red Flags…and Our Response
LOVE AND DATING
Beware the P-Shot! Protect Your Penis
Beware the P-Shot! Protect Your Penis
HEALTH & WELLNESS
Naughty Sex for Spring
Naughty Sex for Spring
SEX TIPS
Making Gay Travel Plans in this Economy
Making Gay Travel Plans in this Economy
TRAVEL
Ask Chad, Dating & Sex: Jealous Bottoms, Sober Exes, & Mean Girls
Ask Chad, Dating & Sex: Jealous Bottoms, Sober Exes, & Mean Girls
ASK CHAD WEEKLY
The Gay Joys of Morning Sex
The Gay Joys of Morning Sex
SEX TIPS
Want to Try Fisting?
Want to Try Fisting?
FISTING
The Joys of Jerking Off with A Condom
The Joys of Jerking Off with A Condom
MASTURBATION
Changes In A Gay Man’s Sex Life As You Get Older
Changes In A Gay Man’s Sex Life As You Get Older
LOVE AND DATING
Popular on Fleshbot
Is This the Hottest Butt on TikTok?
Is This the Hottest Butt on TikTok?
Academy Award Best Supporting Actors Who’ve Gone Nude
Academy Award Best Supporting Actors Who’ve Gone Nude
Hamburger Mary’s Shuts Down Florida Drag Ban In Court…Yassss!
Hamburger Mary’s Shuts Down Florida Drag Ban In Court…Yassss!
When It’s Time To Breakup: Gay Love and Romance
When It’s Time To Breakup: Gay Love and Romance
Ask Chad Gay Sex & Dating: Bad Boyfriends, Sex Clubs, and Lube
Ask Chad Gay Sex & Dating: Bad Boyfriends, Sex Clubs, and Lube
Categories
Porn Deal of the Day
Sean Cody: 40% Discount! | Sean Cody
Sean Cody
Sean Cody: 40% Discount! REDEEM NOW
Yes Father: 50% Discount! | Yes Father
Yes Father
Yes Father: 50% Discount! REDEEM NOW
Trending Creators
    VIEW ALL CREATORS
    Newsletter Signup

    Stay Updated on all Fleshbot Updates

    Cybersocket Ask Chad
    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

    Asics1994 Preview
    Asics1994 US
    29 years old
    jhonbaiker12inch Preview
    jhonbaiker12inch VE
    24 years old
    DustinDollin Preview
    DustinDollin CO
    23 years old
    Brayaanfit2020 Preview
    Brayaanfit2020 CO
    23 years old
    licyEvans Preview
    licyEvans CO
    18 years old
    thekingricky Preview
    thekingricky CO
    31 years old

    © 2025 NSFW.Army. All Rights Reserved