Fleshbot Loading...
Straight Gay Trans Biz

Ask Chad!

Grindr Stalkers, Marriage Pressure, and Closet Cases: This Week’s Ask Chad!
ASK CHAD WEEKLY
Foreskin Pride, Morning Breath, and Cheap Dates: This Week’s Ask Chad!
ASK CHAD WEEKLY
Introducing Chad, Queen of the Queeries: Cybersocket’s Sexy Answer to Dear Abby
ASK CHAD WEEKLY
Cybersocket Introduces “Ask Chad!” to the World of Online Queeries
Popular on Fleshbot
Muscle Butts in Spandex: Man Peaches of the Week
Muscle Butts in Spandex: Man Peaches of the Week
Ask Chad, Dating & Sex: Jealous Bottoms, Sober Exes, & Mean Girls
Ask Chad, Dating & Sex: Jealous Bottoms, Sober Exes, & Mean Girls
Wish Aaron Taylor-Johnson’s Hung Cock A Happy Birthday
Wish Aaron Taylor-Johnson’s Hung Cock A Happy Birthday
Hot Men Bulging In Suits and Dress Pants: Monday’s Men
Hot Men Bulging In Suits and Dress Pants: Monday’s Men
Fashion Tips for Pride
Fashion Tips for Pride
Categories
Porn Deal of the Day
FTM Plus: 50% Discount! | FTM Plus
FTM Plus
FTM Plus: 50% Discount! REDEEM NOW
Maverick Men Directs: 85% Discount! | Maverick Men Directs
Maverick Men Directs
Maverick Men Directs: 85% 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

    Dannyhot101 Preview
    Dannyhot101 CO
    18 years old
    willhouston Preview
    willhouston CO
    27 years old
    Liam_forest Preview
    Liam_forest CO
    21 years old
    FloydC19 Preview
    FloydC19 HU
    29 years old
    Enoughdick42 Preview
    Enoughdick42 US
    25 years old
    JhonsBrown Preview
    JhonsBrown CO
    24 years old

    © 2025 NSFW.Army. All Rights Reserved