seasugar | Nov 18, 2025
I'm not wet...my pussy is crying from the pain you're inflicting on my ass, sis!

Mistress_Madison | Nov 18, 2025
Give it time and you will embrace it, the same way I embraced when Mom did this to me.

seasugar | Nov 18, 2025
How many times do I have to be spanked by you to embrace this? Because just this once won't be enough.

Mistress_Madison | Nov 19, 2025
Do you know how nice young girls take 100 strokes to brush their hair, well lets extrapolate . . . .

seasugar | Nov 19, 2025
Oh, okay....let me count your strokes...one, one and a half, two, two and a third, two and a half, three...I think I'm starting to like this, sis.

Mistress_Madison | Nov 19, 2025
I am so glad, because it does wonders for me, paddling my brothers ass just makes me horny!

seasugar | Nov 18, 2025
So close to your naked body, and I can't have you...you're so cruel Miss.

Mistress_Madison | Nov 18, 2025
Perhaps a face full of Mistress' pussy would help . . . . lol

seasugar | Nov 18, 2025
You're laughing at me, but it would really help

Mistress_Madison | Nov 19, 2025
I lay you down on the bed facing up, I straddle your head lowering my moist pussy down over your mouth. Lick me nice and deep like a good boy, I start to play with your nipples, which jump to erection almost instantly, my goodness you certainly are horny. I lean forward, pushing my my clit to your lips, I lift your chastity cage exposing your testicles and I begin to massage your scrotum. Use the tip of your tongue on my clit, I am almost their, you obey and feel my thighs tighten my grip around your head, then a loud moan and a gusher of fluid as I climax coating your face. With a whisper of "oh fuck" I flop down beside you, my head resting on your pelvis, again I lift your cage and begin to massage your swollen testicles. I lower my head and blow my warm breath over the tip of your cock, then my tongue flicks your head through the cage. Between the massaging and my stimulation, your hips begin to buck up like you were screwing someone, as I realize you may climax I prop myself up on one arm. Then a clenched fist punch to the testicles, you yelp in pain, then another, and another, finally you lay flat writhing in pain. I laugh as a puddle of your ruined orgasm soaks the sheets, I lay back, spread my legs and instruct you to clean up my thighs and pussy with your tongue.

seasugar | Nov 19, 2025
To clean your thighs and pussy with my tongue after you have humiliated me and caused me pain like that would be the final act of my surrender and acceptance that this is my sexual life now...completely at your mercy.

seasugar | Nov 18, 2025
Why do I have such perverted women in my life...ugh...slurp slurp...

Mistress_Madison | Nov 18, 2025
Very nice work little brother, your first girlfriend should be happy that your sisters introduced you to the art of tongue massages.

seasugar | Nov 18, 2025
She should be, but I'll never dare admit to her how I learned to be good at anilingus.

Mistress_Madison | Nov 19, 2025
Do not worry, we will explain it to her on your behalf!

seasugar | Nov 19, 2025
Thank you, my sisters...I want her to know how you used me before I met her. Maybe she'll agree to let you two join us in bed, so I'll have three assholes to thoroughly lick with my tongue...yummy

Mistress_Madison | Nov 19, 2025
Actually, it would be four assholes, you will still need to clean our plastic cocks after fucking you pussy.

seasugar | Nov 19, 2025
Yeah, you're right My poor mouth and tongue would really be fed on anal flavors.

Mistress_Madison | Nov 19, 2025
Almost feels like Heaven, no . . . .

seasugar | Nov 19, 2025
Oh yes...it would be heaven on earth.

Mistress_Madison | Nov 19, 2025
I kind of like having a male slut as a bother, makes taking advantage of you so much easier.

seasugar | Nov 19, 2025
Males are sluts too...if they fall into the hands of the right woman.

Mistress_Madison | Nov 19, 2025
We might just have something in common.

seasugar | Nov 18, 2025
mmmm...delicious...yes, I'm your boi, Mistresses

seasugar | Nov 18, 2025
We should invite her to come live with us...I would love to serve and lick you both every day, dear.

Mistress_Madison | Nov 18, 2025
What a terrific idea, we will have to invest in a dungeon for the basement.

seasugar | Nov 18, 2025
I'm all for it, maybe I should even sleep in a dungeon, while you two sisters share our marital bed.

Mistress_Madison | Nov 19, 2025
Fantastic, but you may have difficulty sleeping strapped to a gynecologic examination bed with your legs propped up and spread. You begin to think that we must be using strapon dildos to please each other, and considering your situation we may . . . . You hear the creak of the stairs as the light flicks on and you hear the two of us laughing.

seasugar | Nov 19, 2025
Oh boy...you two, completely naked, with just a strapon tied around your waist, came to fuck my ass before bed? I don't think I'll have any trouble falling asleep after that, even though I'm tied up like a little bitch. I'll probably pass out in the middle of fucking...

seasugar | Nov 18, 2025
And you're not going to stop fucking me until I have it, are you? I better learn how to cum in a chastity cage ASAP.

Mistress_Madison | Nov 18, 2025
No truer words have ever been spoken, the best part is that I am using a plastic cock that never goes soft.

seasugar | Nov 18, 2025
That's the best part for you, but not for my anus

Mistress_Madison | Nov 19, 2025
Practice will train your anus, just like a virgin pussy.

seasugar | Nov 18, 2025
Ah...I'm ashamed to admit it, but...you fuck better than me, darling!

seasugar | Nov 18, 2025
No...please Miss...my ass belongs only to you!

Mistress_Madison | Nov 18, 2025
I will take this under consideration, but if I agree to be your only anal lover, your mouth will be open to whoever I decide, no questions.

seasugar | Nov 18, 2025
I am forced to accept your offer, I have no other choice, Miss.

Mistress_Madison | Nov 19, 2025
I am glad you see it my way . . . .

seasugar | Nov 18, 2025
Auch...yes, ma'am...ugh...if you would just use a little more lube, I would be more receptive to better and more deeply accepting our new agreement.

Mistress_Madison | Nov 18, 2025
Turn around, suck my strapon cock and make sure to coat it with as much spit as you have, because that is the only lube you are getting.

seasugar | Nov 18, 2025
Yes Miss, my spit on your strapon will have to suffice as lube

Mistress_Madison | Nov 19, 2025
As you pull away from my plastic dick you look up and notice my very erect nipples. You seem to be very aroused Mistress, is there something I can do for you, hoping to avoid another brutal ass fucking. I lay back on to the bed, hike up my knees and spread my legs, suck my dick and use your index finger only and slide it into my pussy, you start sucking and slide your finger in easily as I am soaking wet. Now a second finger, slide them in and out, your hand is almost completely soaked in my juices as you concentrate on sucking cock and finger fucking my pussy. I pull the cock from your mouth, grab the back of your head and force my face into your pussy. Lick it, lick it, just fucking lick it, as you work your tongue it is almost painful how hard I am pushing my pelvis into your face. I arch my back, then a load scream as I climax and I splatter your face in my post orgasmic fluids. A loud exhale as I flop down on to the bed, then a click, click as I remove my strapon cock. you think thank Christ you have avoided another ass pounding. Roll over on your side, you obey and then the plastic dick impales your ass, come over here lets cuddle.

seasugar | Nov 19, 2025
After you destroy me like this, both physically and mentally, with your pussy juices all over my face, I will really enjoy cuddling out with you. The strapon cock in my anus doesn't even hurt anymore, I feel kind of empty when I don't have it inside me.