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Would you be gentle? You'd be my first time

Real men aren't gentle

I’m shy, would you be gentle? or would you break my pussy wide open and put me in my place? 🤭

Gently entering my Femboy roommate 🥵

…please be gentle going in, and make it a nice thick load for me!! 💋

Be gentle! This is my first time penetration! I'd never put anything in there before, It felt weird! I am definitely not a sissy but it feels kinda good, weirdly. Should I do it again? It hurts a little.

Don’t be gentle. Release the animal inside you and ruin me.

Don’t be gentle. Release the animal inside you and ruin me.

Finally giving in, be gentle

I’m a virgin so do you promise to be gentle~?🥺🥵🙈💞

Just some gentle rubs ❤️

What ever you do just be gentle ??

Be gentle ❤️

Here’s how I (20) spend my free time: doing my job and serving my Dady (39). Don’t be gentle, I love to be humiliated

Made one using a clip of mines (first attempt, be gentle lol)

"You don't need to be gentle with my ass, daddy."

First time doing anything like this. Go gentle on me!

you'll have to be gentle with me ? i'm new to this butt stuff

still getting used to fucking my ass… be gentle with me!!

gentle but deep strokes are my fav 😘

Fuck me gently?

You Sweet Gentle Lady

[?] gentle and hard

Watch me stroke it gently daddy Sissy GIF by ownmysissybutt

(OC) First time posting a gif plz be gentle :)

Did you really want him to be gentle, sissy?

Be gentle, I'm still a virgin

21 yo in the 626 area looking for TALL, gentle, passionate tops to take my virginity. bonus points if you're muscular??. pm me if interested (:

Me gentle with my virgin hole ?

Slow and gentle sissy cock flop ?✨ (The link on the video is outdated though)

Just some gentle masturbation in the shower...

Longtime Lurker but brave enough for First post! Please be gentle and kind (˵ ͡° ͜ʖ ͡°˵)

Obviously you will top, but please be gentle It will be my first time.

Be gentle please 💜

Promise you’ll be gentle 🥺

Please take my virginity~! Gently~🥹🍑💕

Would you be rough or gentle?

please be gentle...

Would you be gentle or rough on my ass?

He assured me he would go gentle

I offer you my virginity, please be gentle~🥹🍑💕

Pale femboys like it gentle…

Would you be gentle or use me roughly like a slut daddy? [29]

Be gentle at first

Gently rub it, it gets very hard

Will you be gentle baby?

My foresking is really sensitive. Be gentle and lube it up properly using your tongue

Preparing myself for you 💖 Do you prefer it just as gentle or a little more rough? 💖🤤

You'll be gentle with me right??? 😳

he said he would be gentle.. (Audio in link)

[23] be gentle 😥 im very tight ♥️

bend over, im not going to be gentle

anal anal play domination dominatrix domme femdom gentle sissy sissy slut training gif

Adtercare cuddles and gentle leg humping

Be gentle when claiming your prize

My Goddess wanted to have a worship day where she didn't have to worry about me begging to be unlocked, it was nice to gently bathe her whole body with my tongue 😖🥵

I only fuck cute sissy boys, do I have to make you cute too?

I'd like to slide this slowly, and gently into the back of your throat; I hope you don't mind 😅😏🍆💦

I'm ready and waiting for you daddy, will you be gentle?

Sensitive virgin boypussy 😖 can you please be gentle? 🥺