The next few days pass in a blur. Staying the night with Dante and sneaking back to mine and Grams place before sun up was taking its toll. But Gram hasn't accepted the security position and until he does I can't move in. Something was going to have to change. It was Sunday and even though Dante requested I quit my position at the Grand Hotel lounge I just couldn't. Especially after Leo joined Anthony again Wednesday and began paying closer attention to me. I saw an opportunity that I couldn't pass up. It was my chance to prove to Dante that I could get close to Leo.
Dante's perspective:
Rylee insisted she stay on at the Grand hotel lounge against my wishes. I couldn't be there every night so I sent Trevor to Keep an eye on things but after he told me my sleazy uncle had taken a liking to her and that she seemed willing, I knew what she was doing. She wanted to prove she could get close to him. She was smart but she doesn't know him like I do. I decided to join Anthony and my uncle tonight. Only my uncle wasn't there.
Dante: Anthony!
I nod. He raised his chin and his glass to me.
Dante: Where's Leo?
Anthony: Mr. Santino needed him to take care of Salvador tonight.
Salvador was a wanna be drug cartel. Trying to expand his Florida territory. My father was a piece of shit. Dealing in guns, sex trafficking and murder but drugs was one thing he didn't tolerate in his turf. It made me feel a little better that he wasn't here tonight. I honestly didn't know if I could stop my self from taking him out in front of everyone if he touched what was mine. Speaking of mine. Even through her violet contact lenses I could see she was pissed when she saw me. She came to our table acting as if she didn't know me to take my order. She knew what I liked but she was in character.
Rylee: What can I get you.
Dante: Your name and number.
She smiled flirtatiously.
Rylee: The names Jewels and my number is 911 hun. So what will it be.
Her thick Boston accent made her fit the gangster look even more. And in that outfit. With those pin stripes slimming her already slender hips. The suspenders hugging the outside of her breast while the tops were overflowing from the black push up bra. She had my cock fucking swelling. God damn it.
Dante: Puni Alba
She glanced right at the tent forming in my pants and grinned like the Cheshire Cat. Naturally she turned putting a little something extra in her sway as she walked away. The skirt was short enough it wouldn't take much to see what panties she has on underneath.
The arousal soon turned to anger as I watched other men eye fucking her, making excuses to get her to bend over so half of the table could see her ass while the other half could see her tits. The way they spoke about her when she walked away. If any of them so much as lift a finger to touch her!
When Svetlana finished her last song Anthony tossed a few twenties down and left. Rylee had just finished serving the table of Wall Street ass hats, when the tipsy blond one grabs her pulling her onto his lap. I fly up out of my seat fuming with rage at the same time one of the bouncers is headed towards the table as well. Rylee puts her hand up stopping the bouncer before reaching down and grabbing the guys balls. His back stiffens. His face turns red as he cries out in pain. She whispers something in his ear and he releases his grip from around her waist.
The other two fucks are laughing. When Rylee gets up off of him and starts to walk away, his painful look turns to anger.
Blond Wall Street: Fucking cock tease.
He stands adjusting himself and looks up to find me standing in front of him.
Blond Wall Street: What the fuck you looking at.
Rylee spins around shaking her head at me.
Dante: Apologize to her.
Blond Wall Street: Fuck off
I grab him by the throat lifting him to his toes. The other two men at the table stand abruptly. The bouncer comes up from behind Rylee and they stand down.
Dante: Apologize now!
Blond Wall Street: I'm sorry
He struggles to say in my grip. Rylees hand touches my arm gently.
Rylee: It's ok Mr. Santino. I'm sure he didn't mean nothing by it.
The blonds eyes widen at the drop of my name.
Blond Wall Street: I'm sorry Mr. Santino. I had a bit too much drink. I really didn't mean nothing by it.
I drop the guy and watch as he trembles to take a few bills out of his wallet and drop them on the table and side step me. As he gets close I puff my chest and raise my shoulders with a grunt. He raises his hands in defeat and runs out with his two assholes right behind. When I turn back to Rylee, she has already cleared the table and vanished. Kevin the bouncer followed the Wall Street ass hats to make sure they left. I returned to my booth and waited till Rylees shift was done.
I almost could't contain myself as I watched her bending over at her locker to remove her boots. She was wearing a red lace thong. My cock swelled as I stepped up from behind her nudging her ass with my tip through my pants.
Dante: I want this tight little ass.
I reach around pushing her panties to the side and sliding my longest finger through her wet pussy.
Dante: Don't change. I want you like this bent over my bed.
Her walls tightened around my finger as her knees trembled with anticipation. I pulled my finger out licking her sweetness before spinning her and claiming her lips. Thank god I brought the Ferrari and that I called ahead to make sure none of my men would be standing guard when we arrive. I didn't want any of them seeing her dressed like this or see her ass as I throw her over my shoulder and carry her like a caveman up to the apartment. Once in our room a slide her slowly down my front. Wrapping a hand around the back of her neck.
Dante: You should be punished for looking like this in that skirt and letting other men touch you. Do you like it when they touch you.
She shakes her head.
Dante: On your knees.
I remove one hand from her neck to release my hard cock. Stroking it while grazing her lips gently with my tip.
Dante: I'm going to fuck that pretty little mouth of yours for calling me Mr. Santino. Then I'm going to fuck that virgin ass for looking like you do in that little skirt.
Her tongue darts out slithering around my swollen head. My balls tighten as I twitch with pleasure, pushing my length as far as I can. As I pull back she sucks it back in. Her fingers start to tickle my balls causing me to thrust a little deeper. Ripping off the wig I grab her by her bun controlling her head as I move in and and out. The tension builds and I cuss beneath my rugged breaths. I stroke my shaft faster as I feel the pressure of my climax coming to the point of explosion.
Dante: Fuck baby I'm gonna cum.
She looks up at me through her lashes still wearing the violet contacts and I cum down the back her throat. I step back shedding out of my clothes.
Dante: bend over the bed.
The skirt rides high above her ass revealing her soaked red thong. I drop to my knees peeling them slowly down to her ankles. Kissing my way up her inner thigh to her entrance I blow cool air making her squirm. Teasing her clit with the lightest flick of my tongue. Her body tenses with build up of pleasures as I continue to tease her hard little nub. I lick and suck her wet pussy till she's on the verge of climax then I pull away abruptly.
She lets out a little huff in protest raising her self up from the bed.
Dante: Stay.
She looks back over her shoulder at me and her eyes widen at the sight of the small penis shaped anal plug in my hand.
Dante: Face down.
I pour some lube on the soft rubber plug and drip some along her tight ass rubbing it in with my thumb. She sinks further into the bed as I slowly insert the tip through her tight back hole. She lets out a slight gasp of pleasure. I take my time pushing it up inside her and slowly retracting it. Adding more lube I repeat the process. She's much too tight for my cock. As much as I want to fuck her ass I couldn't risk hurting her. I wanted her first time to be all pleasure. She wanted it. She was so turned on she was dripping as she lifted her ass higher. I moved the plug in and out a little faster till I couldn't control my self any longer and let go of the pug, slamming my cock all the way into her center hard and fast.
Rylee: Oh fuck.
I held a hand on her tail bone keeping my thumb over the bottom of the plug while holding her down by her back with my free hand.
Dante: You like that! You want me to fuck that ass don't you baby.
Rylee: Oh god yes.
Kylees perspective:
My body was tingling like an electrical current was pulsing through me. The care he took to lube and slide the plug in place made me want him more. But I was thankful for his restraint. He was much larger than the little beginner penis shaped plug, even though my body was screaming with anticipation. The climax was unlike anything I had ever experienced. I came at just the thought of him replacing it with his thick hard cock.
He pulled me up against his body before lifting me in his arms and caring me to the shower where he removed the plug and took his time washing my hair and my body.
Rylee: Why didn't you.
Dante: You're not ready yet baby. I couldn't bare the thought of hurting you. I want you to enjoy everything I'm going to do to you.
Rylee: I've never experienced anything like it.
Dante: Did you like it.
I nod.
Dante: Good. Then the anticipation of it will be even more rewarding. We'll work you up to it slowly.
Rylee: Not too slowly I hope.
His hot breath from his chuckle tickles my ear. His hand slides between cheeks rubbing the both entrances and I instantly become wet with need again. He snakes his arms around my chest and slips his erect cock through my center. He's not slow or gentle. He squeezes me tight and fucks me hard until we both cum again.
We slept for a couple of hours, but per usual I sneak out before dawn. This was getting harder and harder. Not just because of the sheer exhaustion but because I wanted to be with Dante. I needed this shit to be over so we could start a life together. I was going to start by helping Gram with his mission Saturday.
After work Monday I went straight home against Dante's protest. He didn't understand. Gram and I have been a team for so long. This whole thing was ours to do together. I know he was more than capable to go it alone but to tell the truth I needed it. Taking out bad guys was like an addiction. The more disgusting they were, the more perverse and dangerous they were, the more I wanted to be the one to take them down.