12. Watcher
12
Watcher
I wait while Jessica crawls onto the bed, admiring her beautiful white ass. The bit of carpet she has matches the hair on her head. She lays on her stomach and looks back at me. She throws me a nervous smile.
“Is this right?” She shakes her ass at me, teasing a man who shouldn’t be teased. I wouldn’t go this slow with most women.
I lay the plug and lube on the nightstand and crawl beside her. I’d been with a lot of women since that summer a young woman changed me. Not once did I have the kind of feelings I have for Jess. This is going to go slow. Erotically slow.
Jess puts her hand around my cock and strokes. Our mouths come together, and my fingers find their way between her legs, her pussy already wet. She’s on her way to being ready. I brush her hair back over her shoulder and bury my face against her neck, fingers pumping into her wet slit.
Her moans are gentle and pleading. They grow as I move down her body, squeezing her nipples between fingers, releasing, and then squeezing again. She moans and drives her pussy down on my fingers. We were made for this. Here and now.
I continue down her body, leaving a wet trail from breasts to pussy. I feel her watching, waiting, anticipating when I might turn her over.
“You like teasing me,” she says. “What if I were to tease you?”
“You wouldn’t get very far,” I say. “Now turn over.” Jess turns onto her stomach and watches me grab the lube and plug. “Tuck your knees under your stomach. I need you sticking your cute little as out.”
“Yes, sir,” she says playfully. She tucks her knees beneath her stomach, resting her head on the bed, still watching me. “How’s that? And I wish it were little.”
“Better.” I run my hands over her ass cheeks and squeeze. Fucking delicious. “Ever had your asshole played with?”
“Never.” Jess’s smile is playful and a little shy. She watches me squeeze lube onto two fingers. “I’m excited,” she says in almost a whisper.
“I’m just going to massage you for a bit.” I give her a wink and run lubed fingers up and down between her cheeks, her puckered entrance tightening. “Relax, baby. Work on breathing and staying relaxed when I enter you with a finger. You tense up, and it’s going to hurt.”
“Okay. Watcher?”
“Yeah.”
“Thank you. For everything.”
I nod and move behind her, guiding a lubed finger over her entrance, pushing gently before pulling back. Pushing again. Pulling back again. Jess moans, controlling her breathing, careful not to gasp when my finger slips inside.
“Just a little for now,” I say. “You okay.”
“Yeah. It feels wonderful. Please don’t stop.”
“Didn’t think you would like it, did you?”
“Honestly, no.”
“Deeper. Okay?” I say. “A little bit of pressure.” I push deeper. “A little more. In and out, Jess.”
“Fuck that feels good, Watcher.”
“Call me Daddy, Jess.”
“Yes, sir, Daddy.”
“A little deeper, baby.” I move my finger inside her ass, my knuckle pressing against her lubed hole. “Nice, baby. Keep breathing. Keep listening to my voice. Always listen to my voice, sweetheart.”
I get on my knees and behind her, gently pumping my finger in and out of her relaxed hole. I grab the plug and pull my finger out, carefully guiding the tip of the plug into her ass, caressing her cheeks with my free hand.
“Damnit, Watcher.”
“You good?”
“I’m better than good. I’m ready. Please don’t make me wait, Daddy.”
“Okay. A little more pressure, sweetheart.” I slide the buttplug into her ass, and she moans, her ass accepting the intrusion. “Still okay?” I lean over and kiss both cheeks, the soft, innocent skin causing my dick to grow. It takes every bit of willpower not to mount her ass and fuck her until she drops.
“Yes. Fcuk, I’m wet, Watcher.”
“Daddy.”
“Yes, Daddy.”
“I’m going to turn you on your side? The plug will stay inside you. I’ll ease it out when it’s time.”
As I turn Jess, she rolls onto her back instead of her side. “Can we fuck with that thing in my ass?”
“You’re done with the soft stuff,” I say. Keeping my eyes on Jess’s, I slide my cock into her wet hole, hooking my arms under her knees and pushing her legs toward her chest. At first, it’s slow and intentional.
“Don’t come,” she says. “I want you hard in my ass.”
Jess’s eyes widen when I thrust harder, pulling back before slamming back into her. Moans and grunts fill the room as we go at each other. I let go of her legs and let them flop to the bed, putting one of my free hands around her throat. I expect her to grab my wrist, but she doesn’t. She knows it’s part of the scene. Knows this is what our future will be like.
“Yeah,” she whimpers.
Fucking her, and with a hand around her throat, gently squeezing, I rub her clit, pulling her closer to orgasm. She moans louder, placing her hand around mine at her throat, forcing it tighter.
When Jess shudders, I release her throat, and she screams, ecstasy filling her soul. She grabs my arms when she sees me tense and bucks her hips repeatedly as I pump her full of come.
“Damn,” she says, completely relaxed. I raise her arm off the bed and let go. She’s limp as a ragdoll. “Damn.”
“I think it’s time, sweetheart.” I grab her hips and turn, placing Jess on her stomach, staring at the blue end of the buttplug, my own anticipation sending waves of excitement through my body. The thing is, I want to go slow with her. I want to watch my cock ease into Jess’s ass. I need that feeling.
Jess pushes up to all fours, and I move behind her, my cock throbbing, hurting. I glance at the stitches in my shoulder and see that one has torn. It’s too late to stop.
“I’m going to room it,” I whisper, and all I get in return is a seductive moan. I place two fingers on the end of the plug and slowly pull, leaving behind a well-prepared entrance. “It’s time, baby,” I say and scoot forward.
I put lube on my cock and work the head into her ass. Jess moans and flinches just a bit. “Damn.”
“Easing in, baby. Just the tip. There ya go, sweetheart.” I stop for just a moment, letting her relax, the lube doing its job, the buttplug having done its job. “Little more.” I move deeper. “Again, baby, a little more.”
In a long, excruciating minute, I have my entire cock inside her young, innocent ass. Her no longer virgin ass. I add another dab of lube and place my hands on her hips, thinking I’ll have to move her limp body back and forth.
Jess looks back, a smile on her face. Darkness crosses her face, and I see the Jess I know leave the woman in my hands. Jess is replaced by Hellcat.
“Sure, you want to go that route?” I ask.
“She’s gone, Watcher. I’m ready to move on in a different direction. She turns away and looks at the wall, pushing herself back and slamming against me. I’ve created a monster.
I grab a handful of hair and pull, shoving my dick forward, slamming against her young ass. We fuck like this for several minutes, Jess cussing, pleading for me to fuck her harder. Pleading for me to come inside her. She reaches between her legs, playing with herself. I knock her hand away and reach around, sticking two fingers into her dripping cunt, my palm pressed against a swollen, throbbing clit.
“Fuck me,” Hellcat grunts. “Fuck me, Watcher.”
Unable to hold back any longer, I shoot my load in five long spurts. Jess pushes back, keeping me inside her. She looks back, face glowing. Hellcat is exactly that—Hellcat. Jess is gone. An experienced woman replacing a young, innocent one.
I ease out of Hellcat and go the the bathroom, cleaning myself off before returning to the bed and cleaning her up. I crawl next to Hellcat, and we share a long, wet, and passionate kiss.
“You’re going to be a little sore,” I say, moving back her auburn hair.
“I don’t care. That was fucking wild, Watcher.” She runs a fingertip down my chest. “Damn, I didn’t see any of this coming when I rolled out of bed last week. I thought life was going to be the same old, same old. Fuck.”
I grab her ass and pull her against me. “You can’t live someone else’s life just like they can’t live yours. You need to find your direction and go, baby.”
“I want to try it,” she says.
“Try what? Going your own direction?”
“You know what I’m talking about.” She slides a finger between her pussy lips and then slides the finger into my mouth. “I want you and Jeremy at the same time. I want you to be my…”
“Your bull,” I say. “Like I said, whatever you want. That’s what I’m here for.”
“I need to go back to Memphis tonight,” she says. “We have practice tomorrow and a game on Saturday. I have an apartment lined up. Furniture is being delivered in the morning. If you can get away tomorrow?”
“Let me see what the club has going on.” I lay back and tuck an arm beneath my head.
“What’re you thinking?” she asks. She drapes a leg over mine, resting her hand on my chest.
“Wondering how far is too far with you.” I’ve never given a damn before, so why now? Gentry, the girl who trained me so many years ago, gave me an option: continue with what we were doing or quietly bow out. She said it with love and admiration. It was her saying I’m going to fuck with your world, and this is your last chance to leave before things get messy. I stayed and allowed them to get messy.
“I don’t want to stop, Watcher.” She lays back and stares at the ceiling. “I’m too far into this thing with you to ever want to turn around. I’m doing this for me as much as I’m doing it for you. I know that sounds strange coming from someone my age, but the last week has opened my eyes to everything around me. I’ve become more aware.”
“I’m grooming you the way she groomed me,” I say. “It will be up to you to say no.”
“I’ll never say no.”
I can’t help but laugh. They always say no, eventually. “Then we’ll keep going.”
“I have another favor,” she says. “I started thinking about that sex club you talked about.”
“Kink club,” I correct. “What about it?”
“The club needs an income stream. We can’t rely on my funds forever. Besides, I think the girls would rather know they are all adding to the club’s growth and not just relying on me. Running a kink club would give them purpose and make them feel needed and empowered.”
“You want my help starting it,” I say. It’s a fucking brilliant idea. “You have a place?”
“I have one in mind.” She nods, ideas running through her head. “Actually, I have two places in mind.”
“Whoa, slow down.” I pull Jess on top of me. “You have to get permits and shit. You don’t just open the doors. There’s security and equipment. There’s a cleaning crew and a booze license. There’s a lot of fucking shit to do. Are you ready for all that?” She kisses me, and I know she’s thought it all through. It’s in her eyes. There’s no stopping this train.
“I know the first club will be a success. I just need your help with it.” She grabs my dick as if she’s going to crank the answer out of me. “I need you on this with me just like I need your help getting the Sisters of Chaos kicked off. You’re the mentor and lover I need in my life, Watcher.”
“Okay, Hellcat,” I say. I crawl out of bed. “I know you wanted to help with the bike, but it’s almost finished. I’ll head to Memphis tonight and have a Prospect bring your bike. We’ll start riding tomorrow. I spoke with the Memphis chapter; they’ve managed to get bikes for your club. Since they’re close, they’ll help your club keep them maintained.” I start toward the bathroom to shower. “Why’re you smiling, Hellcat?”
“Fuck, I love that name.” She reaches out and squeezes my cock a little harder. Tears fill her eyes. “I’m smiling because I was lost before you came into my life. I had no direction and was allowing Sandy to run all over me. I don’t care about that anymore. I’m going to put this club and the kink club together and be who I am because of you.”
“It’s going to be a rough road, babe,” I say. It will be, but I don’t want to belabor the point. We all have to find out things the hard way. It makes us who we are. It keeps life from becoming stale. “I’m going to ride that road with you and ensure you’re successful in anything you do.”
“I wish you could have met my mother,” she says.
“You sure about that?”
“Oh gawd. You would have tried to nail her?”
I fight to hold back the laugh but fail miserably. “No. I’m just not the kind of man a woman takes home to her parents. When your father finds out you’re with a biker, he’s going to lose his shit.”
“I’m going to tell him,” she says. “I’m not going to hide you from anyone.”
“What about the wicked stepmother?” I walk away from her hand and the bed and stand in the bathroom doorway. She’s fucking beautiful. The most beautiful woman to ever lay in my bed.
“There’s nothing I can do about her, Watcher. She has my father wrapped around her little finger. He’ll have to figure that shit out himself. I think he knows. I think he’s a tired old man who stays married because it’s easier to do so.”
“That’s a miserable fucking existence,” I say. I motion over my shoulder. “Come join me.”
“Only if you fuck me again.”
“Not a problem,” I say, and she slides from the bed. As she walks toward me, I imagine having her on a couch, me and another man going at her. My dick goes hard again, and we walk into the bathroom.