Fleshbot Loading...
Straight Gay Trans Biz

Jack Bailey

TikTok Hosts Some Titillating Porn Performers. Here’s 10 You Should Follow!
TikTok Hosts Some Titillating Porn Performers. Here’s 10 You Should Follow!
HOT ON TIKTOK
Twink Trade Has Daddies Switching From Daddy Ass to Twink Ass
TABOO
At Disruptive Films, Refined Twunk Jack Bailey Learns Lessons from Blue-Collar Stud Clif Jensen
MUSCLE DADDIES
Jock Breeders Brings the Muscle Daddy On a Twink’s Ass with Jack Bailey and Killian Knox
INTERGENERATIONAL
Jock Breeders: Muscle Daddy Jax Thirio Takes Jack Bailey’s Twink Ass
MUSCLE DADDIES
Jack Bailey Faps Before Sex with Colton McKeon and Greg McKeon on Boys at Camp
HARDCORE
Jack Bailey is Super Thorough Oiling Up Taylor Reign for Brother Crush
HARDCORE
Derek Allen Shoots for a Promotion from Isaac Parker with Jack Bailey’s Help on Family Dick
HARDCORE
Greg McKeon and Colton McKeon Keep Jack Bailey and Grey Gold Guessing on Boys at Camp
HARDCORE
Taylor Reign Goads Jack Bailey into Outdoor Activity on Brother Crush
HARDCORE
Popular on Fleshbot
Huge Muscle Tits: For the Love of Chests
Huge Muscle Tits: For the Love of Chests
‘Boots’ Hottie Jack Cameron Kay Shows Off Major Bulge for Boy Smells
‘Boots’ Hottie Jack Cameron Kay Shows Off Major Bulge for Boy Smells
This Hung Masseur Has His Hands On Hot Studs
This Hung Masseur Has His Hands On Hot Studs
Throwback Thursday Remembers Robert Moore on The Mary Tyler Moore Show
Throwback Thursday Remembers Robert Moore on The Mary Tyler Moore Show
This Hung Freeballer Is Hanging Thick and Heavy
This Hung Freeballer Is Hanging Thick and Heavy
Categories
Porn Deal of the Day
Jason Sparks Live: 50% Discount! | Jason Sparks Live
Jason Sparks Live
Jason Sparks Live: 50% Discount! REDEEM NOW
BoyFun: 33% Discount! | BoyFun
BoyFun
BoyFun: 33% 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

    Irvine_P Preview
    Irvine_P US
    37 years old
    andressmith22 Preview
    andressmith22 CO
    38 years old
    FrezisYmuscle Preview
    FrezisYmuscle CO
    21 years old
    MikeGuzman Preview
    MikeGuzman VE
    25 years old
    JaxonCarter Preview
    JaxonCarter CO
    18 years old
    Andyvibes19 Preview
    Andyvibes19 CO
    19 years old

    © 2026 NSFW.Army. All Rights Reserved