Medieval Times done right
![Medieval Times done right]()
This was my first and only time... My god was that bed soaked!

First time anal. Oh boy did it feel good

Tied up, leashed and sodomized for my first time with Sir

Horny🍑 Hotty🔥 Can't Resist Moan Loud👄 When Got First time Anal🍑.. Crying Babe Slowly😘

Daddy took it real easy on me the first time he fucked my ass... (Sound on!)

I have a resting bitch face that's hard to control. But he can change my facial expression with a click of a button. No resting this time!

I forgot to ask permission to cum again, silly me! Happens every time, it's like I'm a glutton for punishment!

BDSM GIF by sadistic_times

VIRGIN GIRL gets her FIRST C0CK🥵 and ENJOYS PAINFULLY🤪 her Change of Expressions🔥 [Link in Comment]

Nothing beats anal sex….I cum so many times 💦💦💦 [f]
![Nothing beats anal sex….I cum so many times 💦💦💦 [f]]()
Time to crank up the pain and move onto electrical shock ball rings 😈😈

Pretty Latina has her ticket emphatically punched as she rides the rectal express for apparently the first time [0:00]. Gif contains the insertion but give the full scene a go. It's pinned in the comment . Follow me you filthy animals <3 YLPD

this time I fucked my peehole with an open bottle of hot sauce

[Amy_Ink] Master Time, enjoy me
![[Amy_Ink] Master Time, enjoy me](/thumbs/ed/c5/LightgreyTimelyOkapi.jpg)
[Amy_Ink] Time to play Hard and Nasty Master;)
![[Amy_Ink] Time to play Hard and Nasty Master;)](/thumbs/49/08/RegalWoozyChinchilla.jpg)
First time is something else, she is scared by the thought of it.

My first time being flogged..

BBC entering her pearly gates for the first time

She Cried on pain during toilet sex with her BF

This is the 1st time i tried this

"Part of my Doll life is to give pleasure to men 😚 The other part longs to be educated and punished for evil 😈 The beatings of Mr. C hurt, but at the same time excite me deeply 🍑" Sugar

A little night time spanking before bed. [m] I love watching his poor caged cock and balls swing with ever impact. Should I go easy?
![A little night time spanking before bed. [m] I love watching his poor caged cock](/thumbs/df/8d/BluevioletShorttermDromedary.jpg)
Another face exfoliator video, this time with toothpaste. Do you like the way I swear in the video?

Night two of exfoliating glove. This time with a sound plug in

Trying anal for the first time in a while! [GIF]
![Trying anal for the first time in a while! [GIF]](/thumbs/e0/ba/OccasionalDismalIrishwaterspaniel.jpg)
Corner Time

First time playing with cigaret and using my cunt as an ashtray

Sir is anal training me at the moment, and I'm super proud, as I got the red one all the way in me this time!

How many times would you spank me? [F]
![How many times would you spank me? [F]](/thumbs/db/9d/LeanAwareCrane.jpg)
The first time I used this toy, of course I pumped my pussy beforehand [f]
![The first time I used this toy, of course I pumped my pussy beforehand [f]](/thumbs/f5/89/BasicFrillyKingsnake.jpg)
[oc] She said next time it’ll be in front of a crowd too
![[oc] She said next time it’ll be in front of a crowd too](/thumbs/25/f2/TastyDisfiguredManta.jpg)
my first time trying this position, I felt his dick so deep in my ass

He really manhandled me last time he fucked my ass [0:30]
![He really manhandled me last time he fucked my ass [0:30]](/thumbs/4b/58/LoudCapitalHoverfly.jpg)
Corner time after punishment

Painful first time triple anal penetration for thick big booty teen.

Will Hailey be able to avoid punishment by finishing her task before time runs out? (Pt. 2)

Just a cuntbusting good time.....

Cuntbusting good time

Im truly so annoyed to be giving you all this video that i get requested all the time. But a dom who actually makes me a good girl convinced me. So... here losers. Whatever. Fuck you.

This anal only whore is having a bit of a hard time while two cocks are stretching her asshole

That time Betty Page went blonde and pulled her paties up to her tits

It's gonna be a ROUGH time for her ass

what do you think i did to get spanked this time?

Painal on her first time

Should I plug it in next time?

Ballbusting live on loyal fans tonight for the first time ever

First time trying hanginging weights from my cock, and daaaaamn 💢💦💢💦💢💦

Only my second time ever clamping my pussy and wow…

Last video I have from the time I sealed my pussy shut.

My [f]irst time covered in hot wax took this spanking session over the edge
![My [f]irst time covered in hot wax took this spanking session over the edge](/thumbs/68/70/NoxiousEarlyGrunion.jpg)
Spanking my clit as many times as I could take

Good times 💙😅

Whipping and shaping that ass into perfect buns… Patience my dear incoming masochists, perfection takes time! m

Sewn shut by my Gf for the first time 🪡

[CW; BLOOD] Got punished for not taking the knot ... Had to keep my wand on high for 30 minutes and grind down on it ... I came three times and accidentally tore ;~;
![[CW; BLOOD] Got punished for not taking the knot ... Had to keep my wand on high](/thumbs/da/e1/TroubledChartreuseAmericanbittern.jpg)
i don’t even think she could make true eye contact by the time Mr. was done with her

First time needle deep in ball

1st time for me

First time reverse cowgirl anal, always hurts going in [0:13] but always worth it [OC]
![First time reverse cowgirl anal, always hurts going in [0:13] but always worth it](/thumbs/07/db/DarkseagreenWheatCollardlizard.jpg)