Ryan Rule: New York Ruthless Book 1
Ryan Rule: Chapter 16

I knock on the door to my younger brother’s room and wait for them to answer. Why the fuck am I fidgeting like a nervous teenage boy?

“Yeah?” One of them shouts.

Opening the door, I stick my head inside. They are in their own beds, with no sign of our house guest in there. “Where’s Jessie?”

“She’s taking a shower,” Liam says with a yawn.

I look towards their bathroom and frown. There is no water running.

“In her own room, bro,” Mikey adds. “She said something about going shopping?”

That she has remembered our shopping trip makes me smile and I silently curse myself. She spent last night being railed by my two younger brothers and that tells me all I need to know about me and her.

Despite that, I can’t stop thinking about her. I can’t get the image of her incredible body shuddering as she came loudly for my brothers out of my goddamn head. When I went to bed last night, I jerked off twice to it, but it did nothing to relieve the tension. I close the door and leave the twins to go back to sleep before walking along the hallway to Jessie’s room.

I knock. And wait.

“Come in,” she shouts, and I open the door wide as she is putting her hair up into a ponytail. She is wearing those skin-tight jeans and a tank top, and I start to have second thoughts about today. How will I spend the whole fucking day with her? Because I can’t stop replaying last night’s highlight reel in my head. When I look at her now, all I can see is her being fucked by my brothers, and instead of making me back off, it only makes me want her more. What the hell is wrong with me?

“Hey,” she says breathlessly as I walk into the room. “I’m almost ready. We’re still going shopping, right?” She gives me a huge, genuine smile and I can’t help but wonder if it’s for me, or it’s because she’s still on a high from her exploits last night. But how the fuck do I say no to her?

“Yeah. Course we are. Meet me in the basement in ten.”

“Great,” she says with another megawatt smile.

I walk out of her door and close it behind me, resting my forehead against the cool wood and letting out a long sigh.

Jessie is quiet during the car ride. She seems nervous. I suppose I can’t blame her when she is fully aware that I sat and watched her being fucked by my brothers last night.

We arrive at the boutique forty-five minutes later. The owner, Callie Thomas, is an old friend of mine, and she’s closed the store for the afternoon for me. This isn’t the first time I’ve brought a woman clothes shopping here, and I always make sure Callie is well compensated for her trouble. This is the first time I’ve ever brought a woman I’m not fucking, though. I shake my head in exasperation at that realization as we reach the door where Callie is waiting.

“Conor,” Callie says with a smile, wrapping her arms around me and enveloping me in a cloud of sweet perfume. “It’s so good to see you, darling.” She pulls away and looks at Jessie, who is hovering nervously behind me.

“This is Jessie,” I place my hand on the small of Jessie’s back and guide her towards the entrance. “She’s staying with us for a while and she needs a whole new wardrobe.”

Callie nods. “You have a beautiful figure. I’ll enjoy dressing you today,” she says as she openly looks Jessie up and down. “I have some beautiful pieces for you to try.”

Jessie seems even more nervous now as I gently push her through the doorway and into the shop. Callie shows us to the fitting room and I sit in one of the huge, plush velvet chairs. At least I’ll get to enjoy today’s show if I’m lucky.

“What’s your style, Jessie?” Callie asks as she whips out her measuring tape and starts measuring her waist and hips.

“Erm. Casual, I suppose. I like jeans. T-shirts. A few hooded sweatshirts would be good. I don’t need a lot.”

Callie looks at me and frowns, and I can’t help but laugh. The women I’ve brought here in the past rarely have such simple tastes.

“Bring some dresses too,” I say.

“Yes. Dresses!” Callie claps her hands together.

“I don’t really wear dresses,” Jessie protests.

“But you might need one if you ever want to come to the club? Or go out somewhere? Just try some?” I suggest, hoping that I might be the one to take her to such places.

“Okay. Dresses,” Jessie agrees.

“And some underwear too, Callie,” I add, and I watch in perverted satisfaction as the flush creeps over Jessie’s cheeks.

“Of course,” Callie winks at me, and then she disappears out of the dressing room.

Jessie turns to me with a slight frown on her beautiful face. “What kind of place is this?”

“It’s a boutique. Callie owns it and she’s an old friend.”

She nods. “So, you do this a lot? Bring women here and watch them try on clothes? Is that, like, your thing?”

“I used to do it. Not so much anymore. I don’t have to watch if you don’t want me to. There’s a curtain over there,” I nod towards the corner of the large room. “But I have already seen you completely naked. So?” I shrug.

She blushes deeper.

“About that…” she says, just as Callie walks back into the room.

“I pulled some of these for you earlier. Conor told me your size, and these are a few pieces I thought you might like.” She says that last part to me rather than Jessie. She knows my tastes well.

Jessie takes the clothes from her, and Callie leaves again. She holds up the first item of clothing. It’s a short black mini dress with leather and mesh panels.

“You think this is me?” she arches one eyebrow.

“You won’t know until you try it on,” I sit back in my chair, hoping that she’s going to try it on right there in front of me, while also wondering how the hell I’ll hide my raging boner when she does.

“Here goes,” she says with a grin as she peels her tank-top over her head.

My mouth goes dry as I watch her undressing, stripping down to her tiny black cotton panties and her bra. I can’t take my eyes off her and I know that she knows I’m staring at her. When she finally has the dress on, she gives me a twirl.

“What do you think?” she asks with a smile.

“It looks fucking incredible,” I answer honestly, and completely unguarded.

She blushes again, but she is smiling widely. “I haven’t worn anything like this for a very long time,” she says, almost to herself.

“What do you think?” I ask her.

“I like it. It makes me feel…”

“What?”

She bites her bottom lip as she looks at me, her cheeks flushed pink. “Sexy? Is that big-headed to say that?”

“No,” I laugh. “Especially not when it’s one hundred percent true. You look hot, Angel.”

She sucks in a breath and I’m sure I feel something pass between us. My cock is growing harder with each passing second, and I’m not sure I’m going to make it through this afternoon without burying myself in her.

The moment is interrupted by Callie coming back into the room, armed with lots more clothes, and piling them onto the empty chair. She stays with us, helping Jessie try on various outfits. I continue watching Jessie. She gets more relaxed with Callie and me as the day goes on. She complains good-naturedly every time Callie insists she tries on something that’s not her usual style, but she does it anyway, and she likes almost everything that Callie has chosen. The woman has good taste.

After two hours, Jessie has tried on almost all the clothes and I have a raging hard on from watching her shimmy her incredible body in and out of them all afternoon. Callie looks at the small pile remaining, which comprises only underwear. She picks up a matching red lace bra and panties and holds them out. Jessie chews her lip and looks at me, and I almost pass out with the rush of blood to my cock.

“Leave us,” I growl to Callie and she nods before slipping silently out of the door.

“You want me to try these on too?” Jessie asks, her voice sounding like the purring of a kitten.

I could ask her what she wants. I should ask her. But I am too far gone. I need to see her naked. “Yes.”

“Okay,” she breathes as she reaches behind her and unclips her bra. Her heavy breasts spring free. Her nipples are already hard, and they seem to pebble further under my gaze. She hooks her fingers under the waistband of her panties and then slides them slowly down her legs before kicking them off her feet. My eyes roam over her entire body greedily, in case I never get this opportunity again. She takes the red lace set and puts it on just as slowly, and I don’t think I have ever been this turned on by a woman putting her clothes on.

“Well?” she stammers as she holds her arms out wide.

“You look fucking beautiful. I would say that you know that, but I’m not sure you do?” I arch one eyebrow at her and she bites her lip nervously.

My dick is going to bust out of my zipper any second, and I groan in frustration. Sitting forward, I put my head in my hands. “Fuck!”

“What is it?”

I sit back up and run my hand over my face. “You’d better get dressed, Jessie. Or…” I swallow. I can’t even finish the sentence.

“Or what?” she asks, and I swear she must know exactly what she is doing to me. How could she not?

Standing up, I walk over to her until we’re standing just inches apart. Her body trembles slightly and I bend my head lower. “You know what, Jessie. So, stop playing games with me.” I reach up and brush her cheek with my knuckles.

“I’m not playing games, Conor,” she whispers. “I thought after last night,” she lowers her head.

“You thought what?” I demand.

“That you wouldn’t…” she shakes her head and sniffs as though she’s about to cry.

Placing my hands on her shoulders, I turn her around until she’s facing the mirror. I wrap one hand around her throat, holding her head upright.

“Look at me,” I growl in her ear, and her eyes flicker over my face in the mirror until they lock on mine. “Do you think that just because I watched my brothers fucking you, filling you with their cocks, that I don’t want you still?”

Her whole body trembles as my hand slides over her hip and down to her panties. “You look so fucking beautiful when you come, Jessie, it only makes me want you more.”

She draws in a shaky breath as my hand slides beneath the band of her lacy red underwear and onto her shaved mound. She keeps her eyes locked on mine and my cock throbs painfully. I grow even harder as I look at our reflection. I have one of my hands on her throat and the other one in her panties, and damn if it isn’t the hottest thing I’ve ever seen in my life.

“I want to see you come for me, Jessie. I want to make you come on my fingers, and then my mouth, and then my cock!” I hiss in her ear and she whimpers. “But I’m not as gentle as my little brothers. I know you believe that I’m a pussycat, but that’s because you haven’t seen the real me, Angel. He is an animal. I keep him safely locked away in a cage, but you make me want to let him loose.”

Her throat constricts under my hand as she swallows.

“Conor,” she groans.

Sliding my fingers through her pussy lips, I stifle a groan as I replace her soaking wet for me. I hope she wants this as much as I do, because I’m edging past the point of no return here. My whole fucking body is screaming to be inside her. My mouth waters at the prospect of tasting her – her mouth, her skin, the sweet cream that she’s dripping all over my fingers.

Come on Jessie. Let me in!

I drop the hand from her throat to one of her breasts, tugging on her hard nipple through the delicate fabric of her bra while the fingers of my other hand slide further into her folds, until I’m at the entrance of her hot, wet heat. The only sound in the room is our breathing. Fast and shallow, matching each other’s breath for breath.

I pause and close my eyes, savoring the sensation of her in my arms. Our bodies pressed together so closely we’re almost like one.

I need her to want this as badly as I do. Because once I get a taste of her, once I get any part of my body inside her, I know I’ll never be able to stop. Her heart hammers against my hand and her juices coat my fingers as her breathing grows even faster. Perspiration beads on my forehead as I use every ounce of self-control I have not to drive my fingers into her.

“Jessie?” I hiss against her ear.

“Please, Conor,” she gasps.

“Please what, Angel?”

“I want you,” she breathes and as soon as the words are out of her mouth, I push two fingers deep inside her and groan as she releases a rush of cream.

She places her palms flat on the mirror, her breathing fogging the glass as she rocks against my hand while I pump in and out of her dripping channel. Her walls clench around me, sucking me in further and my eyes almost roll into the back of my head as she whimpers my name.

“Fuck, Angel!” I growl in her ear as I finger fuck her. “You feel even better than I imagined you would. I can’t wait to feel this hot pussy squeezing my cock.”

“Conor,” she groans my name as I slide my other hand from her nipple down inside her panties too, until both of my fists are stretching the delicate fabric. I rub the pads of my index and middle fingers over her swollen clit and suck in a breath as they slide easily over the swollen bud of flesh. She writhes beneath me, wriggling so much that I press my body against her until her top half is pinned to the glass. Her pussy squeezes me tighter as she gets closer and closer to the edge.

“Spread your legs wider,” I order, and my cock almost busts my zipper as she obeys me without hesitation. I slide a third finger inside her and her body shudders as she rocks against me.

“You like that, Angel?” I growl in her ear.

“Yes,” she pants as her head drops low.

“Look at me! I want to see that beautiful face when you come apart for me.”

Lifting her head, she looks at me through the mirror and the desire in her eyes matches mine. I need to make her come soon so I can fuck her hard. No more teasing.

I press my fingers hard against her clit, and she cries out as her orgasm hits. Her cream pours over my fingers and my cock weeps in appreciation. When she finally stops shuddering, her body sags against mine as I rub the last tremors from her body with one hand while wrapping my other arm around her waist to steady her.

She tips her head back against me with an enormous smile on her face and I plant a kiss on her neck. When her legs stop trembling and she can stand unaided, I drop my hands to my pants and undo my belt and zipper, pulling down my boxer shorts until my cock springs free. I press against her as I tuck my fingers into the waistband of her panties.

“How many women have you fucked in this room?” she asks as she meets my eyes in the mirror, her face flushed and her eyes dark with desire.

“Plenty. Is that a problem?” I arch an eyebrow at her.

“No. But do you use protection?” she breathes.

“Always,” I growl.

“So, do you have a condom?”

“No, Angel,” I hiss as I pull her panties over her juicy ass and down her legs. “And there is not a fucking chance in hell I’m wearing one with you.”

She blinks at my reflection. “Why?”

“I promise you I’m clean. I know you are. My brothers are. I also know you have that implant to prevent any accidents. And I want to feel your cream on my cock when I make you come again. I want you to feel every inch of me, Angel, just like I’m going to feel every bit of you. Okay?”

“Okay,” she breathes.

“Good. Now, turn around.”

She turns and faces me, snaking her arms around my neck as I slide my hands to her ass. I lift her until her legs wrap around my waist and she is pressed against the mirror. Pushing my hard length against her folds, I coat myself in her slick heat as I press my lips against hers, swallowing her groans as I slide the tip inside her.

Fuck! I’m going to blow my load in her right now if I’m not careful.

“Conor!” she gasps as she wrenches her lips away from mine.

“You want this?” I growl as I edge my cock in another inch.

“Fuck, yes!” She pants as she rolls her hips forward.

I have wanted this since the minute I saw her in Nikolai’s house. I slide myself all the way inside her. She moans like a porn star while all I can do is growl like an animal. She’s so wet that I slide in easily, right to the hilt as her pussy squeezes me.

“Jessie!” I hiss. “Stop milking my cock, Angel, or I won’t last five minutes.”

“I can’t help it Conor,” she breathes as she leans her head back against the mirror. “You feel so good!”

Fuck!

I bend my head and take one of her pebbled nipples into my mouth, sucking on the delicate bud as I thrust in and out of her soaking channel. I’m so fucking close to losing myself in her. But I need to make her come first. I need to know how she feels when I’m buried inside her. I let her nipple go with a wet sucking sound, plant my hands on the mirror beside her head and seal my mouth over hers as I rail into her, driving at the spot inside her that’s got her thighs trembling around my waist. She moans, and I swallow the sound.

And then I feel her. Her pussy contracts around my dick and she almost sucks the breath from me as she comes again, taking me over the edge with her while she rakes her nails down my back.