rossberry - Tumblr blog

[rossberry]

Text! Sir! Don't do that, please...I just want to hump your leg so bad...

Text: Mmm, I really need to make it a priority to give you more reason to get all possessive over me. It may be one of my favorite modes of yours. Should I tell you how hard Sebastian Smythe fucked me the other night when the orders you had me under expired...? Or would that just get me spanked?

Text: Oh, Sir...really? I...I liked these panties... Alright, 'O'? .......And I'm a total mess now...and I don't think my cage has ever felt tighter.

Text: For all you know, I'm lying about the letters being correct.

Text: I wouldn't even know how to be subtle about what turns me on. Oh, definitely. Especially because I let others play with my property. They need to be reminded who you belong to.

Text: You are so transparent, estrella. Your first vowel has a high price. Piss your pants, right now.

[rossberry]

Text: I'm just going to lean heavily into the 'maybe' there and hope that you haven't.

Text: Oh, you're anything but, and I wouldn't have it anyway. Mmm, well there's something to be said for keeping them all reminded then, right? Maybe it's the performer in me, but I love it when you dole out reminders of that in public.

Text: Wow. I'm terrible at this. Do I have to do anything in order to buy a vowel? ;)

Text: Maybe I've already started.

Text: Good, I'd hate to think I've been subtle about what turns me on. Estrella, I promise everyone already knows what a faggoty little bitch you are for me.

Text: ____, _ ____ ____ _____ ______, R_nn__.

[rossberry]

Text: Well then this is me veering away from everything I just said so you don't have the chance to start lying...

Text: I've got an inclination to that effect over the past couple of years, yes - and absolutely, you can do both. You can do whatever you want so long as what you do makes it obvious to everyone that I'm a pathetic, strung-out little faggot for my Daddy. <3

Text: Perfect!! Alright, "N".

Text: Everything you just said makes me want to lie, now.

Text: Nothing turns me on more than when you participate in your own degradation, you know that, right? Also, nothing says I couldn't do both.

Text: ____, _ ____ ____ _____ ______, R_____.

[rossberry]

Text: You might be...but I know you well enough to know you actually want me to guess this correctly as fast as possible, so lying here wouldn't serve you well.

Text: Whatever you want, Daddy - though, I will pose the alternative suggestion of having me walk around in some ass-less shorts so that you can write my real name on my butt - as opposed to tarnishing the canvas that is my face...but again, whatever you want is what I strive to provide.

Text: Sir, you have to format it like the Wheel of Fortune show! Knowing there's a single 'R' somewhere doesn't help me very much! (Please)

Text: Is it?

Text: I might have you say that to the camera before you start, too.

Text: Get started, estrella.

[rossberry]

Ross read Roman’s message and instantly complied, sitting down right where he was in the hallway lined with classroom doors, spread his legs, and started to uselessly rub at his caged little nub with one finger while the other toyed with his hole as he thought of his Dominant in all his glory - Ross was dressed in a cute, cream-colored sweater and a light green school-girl skirt which made accessing his pussy nice and easy. “I’m touching it, Daddy…thinking of you and I’m getting wetter and wetter by the second…” He gasped into the microphone, recording a voice note and sending it to Roman on their text log. Someone walked by and wolf-whistled at the display Ross was putting on. "My...my Daddy is making me do this...but by all means, stick around and enjoy the view," Ross added in a choked voice. The person looked as if they were going to do just that, but looked around the corner and must've seen someone that made them change their mind. Ross pouted after them, shrugged, and kept following his Dom's orders, his eyes fluttering shut as his head fell back to rest against the wall...

Just sit down, spread your legs, and keep playing with yourself, estrella. Let anyone who wants to watch you, watch. Tell them your Daddy's making you torture yourself.

[rossberry]

I already have a notebook dedicated to the task, actually. I’ll let you read through them once our trial has started and we can decide what holds up and what should be tossed.

I still wouldn’t use that word…but I see your point. I can rely on you for absolutely everything, Sir - all of that included, and so much more…and I love you for it, so, so much. I’ll need you to keep me standing upright and on track, not just when you’re kissing me in front of thousands, but when I’m breaking barriers that submissives before me have been too meek to do - or didn’t have a Dominant as open-minded and supportive as mine to assist in propelling them towards greatness…and yes, the knowledge that I’ll have you buried inside my wet, needy pussy directly following feats of staggering, theatrical accomplishments is a quintessential key to my success as a star. My need to submit and be owned by you is all consuming sometimes, especially in moments of intense stress - so having that eventuality in the back of my mind helps more than I can really say. Mmm, so you’ll take me the second you get me back-stage and off-camera, then? ;)

I’m not the biggest fans of surprises I can’t plan for, Sir…but I trust you in this instance that you’ll let me know of those plans when I need to know about them. Oh…well, it’s a good thing my orgasms are personally so much less important than yours, but I’ll keep the incentive in mind and do my best to ensure that my tongue wakes you up as quickly as possible…even if I may push my luck a bit just for the chance to slobber all over those pecs after getting to taste your pits. I’m insatiable little faggot, Sir - you can’t really hold that against me~.

Good boy. I expect you to be making notes of anything I say could be a rule once we claim.

That's what I'm saying, I used to be an idiot. You can react however you want on stage when I come on and kiss you, and you can rely on me to keep you standing upright and looking presentable. Don't worry about that, when I see you killing it on stage and then accepting awards for being amazing, I'm going to want to be buried inside you as soon as possible. There's no way I'll be waiting to get home or back to a hotel.

Not every single day, estrella. I have other plans you don't need to know about just yet. If you can't wake me up from worshipping my pits, you can move to my nipples, then my abs. Each time you have to move to a different body part, you get punished. If you still haven't woken me up and need to move to my cock, you've sacrificed all your remaining orgasms that month.

[rossberry]

Text: I'm going to go with 'yes'.

Text: I'll happily say that and more, Sir - whatever you want the public to know about me, I'll say it!

Text: Are there any 'R's?

Text: Is it?

Text: I might have you say that to the camera before you start, too.

Text: Get started, estrella.

[rossberry]

Text: ...That's a hint, isn't it?

Text: Deal! I love putting on a performance for an audience, Sir - especially when it involves showcasing how much of a desperate little faggot I am for a real man like you, Daddy. ;)

Text: That's right, I was talking to Ronnie.

Text: We can do, but if we're making it that easy, then your humiliating humping orgasm gets live-streamed to the entire campus.

[rossberry]

Text: Oh, Sir, this feels impossible!! So...none of my original guesses were right, and you were talking to your sister...

Text: Ooh, could we make this like a wheel of fortune situation? Where you put up the sentence with blanks in place of the letters and I could guess that way?

Text: Good boy.

Text: Well, it's one of those four adorable pet names.

[rossberry]

Text: Fair enough! I'll keep my fingers crossed and my legs spread, Daddy. ;)

Text: Hmm... No, I suppose, given our scene with your father, you would call me either fag, faggot, bitch, whore, etc. Could you help me narrow it down?

Text: You can keep guessing, and we'll see what kind of mood I'm in if you get it.

Text: One hint. Am I likely to call you by your name when I talk about you to my loved ones?

[rossberry]

Text: How many chances do I get to guess? And do I get any hints, or have I really blown it after one wrong guess, Daddy?

Text: So weird I'd make this hard for you, isn't it?

Text: Zero words correct, estrella.

[rossberry]

Text: Correctly guess the seven word sentence I just said to my sister about you, and I'll take that cock cage off and let you hump my leg until you cum. - Román

Text: Sir! Seven words!? I'll never get that right! ...but given the reward I stand to lose, I suppose I should try.

Text: Ross has the tightest pussy on campus.

Text: Am I at least somewhat close? @romanlodge

[rossberry]

When have I not been eager to check out your body, Sir?

You're on the right track, but in my perfect world, you wouldn't wear anything at all. In fact, I'm sure that's not just my perfect world; but the perfect world of anyone who's ever had the pleasure of seeing you sans a shirt.

That you had, and it does provide with a sort of accurate skills on the matter, for sure. Personal check-in, huh? Someone sounds eager to do so ;)

I have the feeling that if it was up to you, I would have to walk around campus all summer long wearing nothing but a skim pair of shorts.

[rossberry]

PM: Oh, Joey... Yes, I'd love that... Alternatively, I could ride your face while sucking you off. I just hate to think of me getting all the pleasure while you're doing all the work!

PM: You could lay down on my bed, legs spread wide and let me bury my face between them, and eatyou out until you tremble with pleasure. And that would only be the start of it.

[rossberry]

PM: Do share, Joey...what can I do for you until your Dominant has the chance to enter the scene, so to speak?

PM: I could think of many things I could ask you to do for me, just the two of us for starters. And then when it gets to b ethe three of us, it's going to be mindblowing.

[rossberry]

I've had...very intimate experiences with those arms over the past few years, Sir - I'd like to think I'm uniquely qualified to assert that yes, they've gotten much, much bigger. Oh, please do - preferably with in-person check-ins. ;)

Oh, you are...so...right.

Do you really think so? Well, I will make sure to keep you posted as they do ;)

What better time of year for all of us to show our assets, am I right?

[rossberry]

PM: He's never used his mouth on you!? I obviously don't know the details, but I know you've both hooked up. I'll have to respectfully slap him on the wrist if he hasn't gone down on you... (Unless that's not something you want, of course.)

I’m sure you think so, darling, lol.

Pm: I wouldn’t know, honestly.