Forty-eight hours after being in Aaron's office for our initial conversation, Derek and I find ourselves here again. This time, Derek and I are sat in chairs in front of Aaron's desk as Aaron is, of course, sat in his office chair behind his desk. He folds his hands as he looks up at us.
"So, I've spoken with the Director." He pauses for dramatic effect. "And he agreed to re-negotiate Skye's contract. As of today, she is to come with us for any and every case we get called out to. I didn't tell him why as far as you two's relationship. I just told him we needed more support on cases than we do in-office and he agreed."
Derek smiles brightly at me. He can't believe that our plan worked. As we finish our conversation, JJ knocks at the door with Penelope in tow and tells us there's a case.
We end up needing to fly across the country to California. Since I had just found out I would be going on cases now, I didn't have a go bag ready. So Aaron granted me permission to go home and get one and meet them on the jet, which is what I did.
Once we're on the jet, Derek and I are sitting alone in one little corner away from the team. Trying our best not to give anything away. But, JJ comes up to us and sits down across from us.
"So, I heard there was some re-negotiating that happened? What's going on with you two?"
She smiles like she knows something. Derek realizes that the entire team is now looking at us, waiting for an answer. He looks at me to make sure I'm okay and I nod my consent at him.
"Alright. Let's just get it over with. We are not romantically involved. I'm a pleasure Dom and she's my Submissive. It is all sex. That's it. But, her not going on cases with us was taking me away from her too much and it wasn't working, so she's only here so I can take care of her."
"And I can take care of him." I chime in and he laughs.
"So it's just sex?" JJ asks. Derek nods.
"I mean, there's rules and expectations and things, but it all comes down to sexually pleasing each other. And no, we will not be throwing our sex lives in the teams' face. What we do behind closed doors will stay behind closed doors."
"Aw man!" Sounds from the back of the jet and laughter erupts.
"You wanting to watch, Pretty Boy?" Derek retorts.
"You know I do!" Spencer playfully responds, laughing; keeping the joke going.
Many hours later, Derek and I enter our shared hotel room. It's been a long day and I'm not sure if he's up to being Daddy tonight even though it is technically one of our agreed upon play days.
He goes over to his bag and starts throwing items on the bed. It takes me a minute but I soon realize that it's a duplicate version of the items I wear for him when we play at home. The only difference is these ones are blue. And then I see the collar and I realize that Daddy is going to put his tiredness aside for me.
I walk up behind him and rub my hand up and down his back. "Daddy, if you are too tired to play, we can skip it tonight."
"No, I've let you down way too much already and I need to do better." He hands me the 'clothes'. "Put these on. Show Daddy how pretty you are."
So I do. I quickly strip off my work clothes and start putting on my play clothes. First the blue pasties that bring out my eyes. Then, the thigh high fishnet stockings and the stilettos. Once I'm finished, I silently drop to my knees so Daddy can place my collar. I sigh when the leather touches my skin. I've missed it.
Without a word, Daddy pulls back the sheets on the bed and climbs in; patting the empty spot next to him. I scramble hastily to join him. He's on his side, but I'm not sure that's how he wants me so I pause. Waiting for instruction.
"On your back, baby. Daddy's gonna play with you while we watch some tv. That's all. Nothing too intense tonight."
Knowing Derek, it will still be intense. But, I comply anyway. Rolling over onto my back and spreading my legs as wide as I can. Daddy starts by teasing me. He grabs each breast in his hand, jiggling them softly. He runs his fingertips down my abs, watching them clench as I tremble. He grabs the leg that is closest to him and pulls it over his hip, opening me up more. Then, he surprises me. His fingertips just barely graze my pussy lips. But, he doesn't stop. He goes lower. His index finger now rubbing my virgin ass hole.
"Daddy?" I whisper. Watching his every move.
"Mmm. If my baby wants to learn to take double penetration, we've gotta start opening this ass up. Don't you agree baby?" He whispers back.
I nervously ball the sheets up in my hands. Trying my best not to stop him. Then, he raises his hand to his lips and sucks on his index finger, returning it to my virgin hole and I know what's coming. He starts to rub a little harder as he asks me the one question that reminds me exactly why I wanted him to Dom me and no one else.
"Don't you trust me?" He croons right into my ear and that's all it takes. I'd give that man anything he asked for in that tone of voice. I look into his eyes as I answer.
"Yes, Daddy. Always." I feel his fingertip pushing gently against my hole and out of instinct, I grab onto his arm, gasping.
"You wanna stop?" He asks, concerned.
I take a deep breath to relax. I feel better knowing that he would stop if I asked him to. But, I soon realize that isn't what I want. I want to know if I can do this and there's no one better in the world for me to explore this with than my Daddy.
I place a kiss to his lips and pull away smiling. "No Daddy. I don't wanna stop. I'm nervous, but I want this. Please keep going."
"That's Daddy's good girl." He replies and I feel the pressure of his finger trying to push through the virgin tightness. "Take a big deep breath for Daddy." He instructs me.
As I do, his thick fingertip breaches my hole and I suddenly feel so full. I keep breathing deep as he starts to shallowly fuck my ass with his fingertip. It's nowhere near the size of a dick, but it feels so big. We stay like this for a few moments until my body starts to relax and he knows I can handle more.
This time, he uses distraction as the tactic. He leans in and kisses me hard on the mouth and forces his tongue in. He hasn't stopped moving his finger, but suddenly there's more of it. He's deeper inside than before. I'm so focused on the kiss, my body just accepts the intrusion, almost pulling his finger in.
After a few moments, I have to pull away. Between the kiss and the intensity of Daddy being in my ass for the first time, I am finding it hard to breathe. I look down at the spot where Daddy's finger is lodged inside me and my eyes widen. I've taken almost half of his index finger already and I have no idea how it's possible.
"Oh my god!" I breathe out. Daddy laughs.
"You're doing amazing, sweet girl. Daddy is so proud of you. I really do have the best baby ever. Do you like this? Does it feel good?"
I nod instantaneously. Not even a question in my mind. It's just as intense as anything is when I'm with Derek. Intense and beautiful. My hips start to meet the thrusts of his finger.
"Looks like I have my answer." Derek laughs. "Keep going baby. Ride Daddy's finger. That's it. Fuck, you're so good."
My sighs and whispered moans turn to full screams and whimpers within minutes. We're nowhere near finished, but I swear I could cum just like this.
"You ready for more, sweet girl? Think you can take it?" I hear the slight challenge in his tone. But I'm already so gone for him that I don't care.
I look into his chocolate brown eyes. "Yes Daddy. Please! I need more. Oh my god I need so much more! Please!"
He shuts me up with a kiss as I feel his middle finger against my skin. My heart is pounding in my chest, but I know I'm ready. He slows down the pace of his index finger and then I feel the slight sting of the stretch of him trying to fit two fingers inside my tight hole. I gasp for breath again.
"You okay?" He asks, looking at me. I swallow hard, contemplating my answer.
"Yeah. Yeah, I think I'm good. It's, it's just really fucking intense. Shit!"
My eyes clamp shut and my ribs become more prevalent through my skin as I struggle to breathe. This time, a single tear leaks from my eye. Daddy keeps his fingers completely still inside me as I really struggle to calm down. It feels like an eternity before my body begins to relax and open up to the intrusion. Daddy's fingers being pulled in again, sliding deep. My back arches and I exhale a few deep breaths. I reach up for the headboard and white knuckle it as I experimentally grind my hips down on the thick fingers spearing my ass open.
"Holy fuck!" I breathe out.
Daddy laughs softly. Praises flowing easily from his lips. I replay 'good girl' in my head like a mantra as I try again. Lifting up and then slowly sinking fully onto the fingers inside me. My breath stutters as my entire body trembles this time. I attempt a third time and just like that I need it. The third time really cemented it for me. I needed this. It feels too good.
I look right in Daddy's eyes this time as my hips lift up and then forcefully slam down onto his hand. I love it, so I keep going. Desperation and need written all over my face as he watches me. Calling out for him even though he's inches away from me.
"You like this, baby?" He teases me.
"Fuck! Fuck! FUCK! Yes Daddy! Oh my god yes! Ughhh fuck! So good! Think I could cum like this if you'd let me! Ohhhh my god!"
Now, I'm full fledged crying but it's not out of pain. It's out of ecstasy. I never imagined anal play could feel this good. My knees start to tremble and I know my orgasm is close. With how I feel, there's no way it isn't.
"Daddy please let me cum! Oh my fuck please?! Please Daddy! This feels so good! Please let me cummmm!" I beg and plead. There's no way I haven't woke up the entire floor by now. But, I don't care.
"Not yet, sweet. I think you can hold it a little while longer. Daddy's not done playing with his baby yet. Be a good girl and hold it." He smiles that devious little smirk and right now I want to claw his fucking eyes out.
He makes me beg for it for about 10 if not 15 more minutes. Tears now flowing freely down my cheeks. My voice raw from screaming. I need to cum. Desperately. He leans down and plants a barely there kiss to my soaked fluttering pussy lips. Then, he looks up at me.
"Why don't you cum for Daddy now? I'm gonna eat this pretty little pussy that's winking at me while you explode in my mouth. It looks very yummy. You want that baby? You ready to cum for me?"
Afraid he'll take my opportunity away if I don't answer quick enough, I immediately nod my head. Then, I verbally answer him with a screamed 'yes please!'
Without anymore confirmation, Daddy's lips meet my trembling pussy again. Sucking my arousal from my lower lips before he gently slides his tongue between them and teasingly licks at me. He looks up at me while his face is buried in my pussy and that's all it takes. His fingers probing my ass and his face in my pussy was the picture perfect ending and with a noiseless scream, I reach my end. Exploding in droves all over Daddy's face as he continues his ministrations on my body, prolonging the amazing torture.
Then, as I'm coming off my high, Daddy goes to the bathroom and washes his hands and his face. Then, he sets up my aftercare before joining me back in bed and his cuddles bring me back to Earth. He hands me my snack with a smile on his face.
"Thank you Daddy. For everything." I whisper. Reaching up and kissing his chin softly. He cuddles me closer in response as I start to fall asleep. Safe and satiated in his arms.