This is the most fun I’ve had in a while. It’s so easy to be around Brennan. No false pretenses, no expectations or ulterior motives. I get to just be a regular guy … take a break from the multi-millionaire that has the weight of the world on his shoulders. For the first time, I’m questioning my own outlook on what I want personally. I’ve been down a similar road before, and it nearly broke me. My “love” key is my daily reminder to avoid such a pitfall ever again. Then Brennan appears, bringing a naïvety that is refreshingly pure and appealing. She gives me hope, insight to possibilities I once thought unattainable. I’m a different man when I’m with her … a better man.
We ride with her cuddled in my arms for the remainder of the drive to the house. The car slows as it takes the secluded path that leads to where we’ll be staying. Brennan bounces on my lap when the ocean comes into view.
“We’re on the beach!” she giddily exclaims.
“Please tell me you’ve been to a beach before.” She is so easy to impress. Simplicity at its finest. It makes me want to show her the world.
“Of course. Not often, but I’ve been before. Usually only for a couple of hours because that’s all the time my mother could spare. We would ride the bus down to the beach, and once, we actually got to spend the whole day there. I would love to see the beach at night.”
I rented a two-story home on the beach for the night. Now that she’s joining me and has shared her excitement about the beach, I have a few other surprises up my sleeve. It’s been a long time since I’ve wooed a woman—three years, in fact—but it’s the first time I’ve wanted to. When the car finally stops, she is the first one out. She runs straight to the beach. I lag behind to make a few calls … and set my plan in motion.
I’m happy to watch her kick off her sandals and let the sand sink between her toes. The sight tugs at my heart, but I wave it off. She runs back up to join me and jumps in my arms. I like carefree Brennan.
“Sorry. I may have gotten a little carried away,” she surmises.
“Not at all. Come. Let’s go explore the house.” As if she has a choice. She’s wrapped around me, and I’m not letting her down. I carry her into the house. We check out each room with her in my arms.
“This house is amazing.” She smiles. “I love the airiness and all the natural light. Not to mention, you can see the ocean from every room.”
“Well, what do you want to do first?” My guess is that she will want to go down to the beach. We have a little bit of time before my chefs come.
“Promise you won’t give me crap if I tell you.”
That gets my attention. “What?”
“Promise me, Silas. Promise me that you will just say yes or no.”
“Okay. I promise. Now spill.” She slides down off me and walks to look out the French doors.
“I want you to use your belt on me.”
What the hell? I don’t know what I was expecting, but it wasn’t that.
“What? Why?” I admit my tone doesn’t come across as welcoming to the idea, and that’s because I don’t welcome that. Not like this. The belt is on the far end of the spectrum. Nobody starts there.
“You promised, Silas.” She hasn’t turned to face me.
“The answer is no then, sweetheart. If you’ve been reading what I left for you, then you know that the belt is at the end of the stingy spectrum. I can’t start there not knowing your pain tolerance by using a shorter range toy with less sting first. That would be irresponsible of me.”
“Okay. Let’s go to the beach. It’s such a pretty day.”
She pushes open the French doors and begins the walk without me. Fuck. I have to damn near break into a jog to catch up to her. I don’t stop until I’m in her direct path, blocking her so she has to stop.
“Hey. We’re okay?”
“We’re fine. Why wouldn’t we be? I asked you to share a piece of yourself with me, and you said no. That’s your right.” She gives me a small smile, but it’s forced.
Why did she have to phrase it like that? She asked me to share a piece of myself, and I said no after she shared such a big part of herself with me. I feel like the biggest dick right now.
“Come back to the house with me. I have something else in mind.” She doesn’t answer either way, but she doesn’t stop me from leading her back the way we came.
I walk her up the stairs to the master bedroom. She lets go of my hand and climbs on top of the poster bed. She looks at me expectedly, waiting for my next move. I pull my shirt off over my head, and her eyes narrow in, just as I expect them to.
“Take off the dress, Brennan.” I purposely deliver the instruction as a demand.
She wants me to share this piece of myself, so this is her test. How she proceeds will determine which version of me she gets. I need to know that she can mentally handle what she’s asking me for. She was just a virgin yesterday, for fuck’s sake. Because she gave me her virginity, I will oblige her request only if she is able to give me her submission. There is no room for innocence or regrets—only conviction in her desires.
I watch as she gets down off the bed. Her eyes never leave mine as she slides the straps of her dress down her shoulders. She eases the dress the rest of the way off until she stands before me in a white half bra and cotton panties. I have to give it to her. Her pseudo confidence almost has me fooled, but the slight tremble of her body gives her away while she stands there in her virgin white undergarments. I have to give her credit for trying, though. She wants this. She wants me.
“Come here, baby.” I finally break.
There’s that ugly word again, but I don’t give a shit. I can’t even deny her. I can’t give her the same test I’ve used to test the readiness of the other women I’ve played with. I take a seat in the chair near the window as she stands before me, waiting. I slide her underwear down her legs until her bald pussy is on display. I reach up and unsnap her bra with one flick of the front clasp between her gorgeous tits. They fall heavily. She is now naked, but she has yet to attempt to cover herself. She’s giving me control.
I slide my fingers between her folds, back and forth, until her wetness coats my fingertips. “You want me, Brennan?”
“I want all of you. I want the parts you haven’t shared with me.”
“You have no idea what that part looks like, sweetheart. You only think you do. You sure you want a taste?”
“I want all of you,” she repeats.
“Well then, I will give you what you’ve asked for. Just know that I’m in charge. That’s the only way this works.”
“Okay.”
And just like that, I remove the kid gloves. Too bad I don’t have access to my toys here, but I’ll improvise. “Touch yourself, Brennan.”
Her hands cup her breasts and squeeze softly as I continue to play with her pussy. My dick is already growing against my jeans. Time to see how much pain she can take. I’ll only take her as far as her tolerance will allow. I’ll have to be finely attuned to her body’s cues since she doesn’t know her limits.
I lean back in the chair and tell her to get across my lap. “I’m going to give you a sample of what I like.”
She doesn’t even hesitate to assume the position. She lies across my knees with that beautifully shaped ass finally within my grasp. I massage and caress, my dick getting more excited by the minute. The first strike is moderate, another test. She flinches, but then the most beautiful moan escapes from her. It spurs me on to increase my force, careful not to spank in the same spot.
“Mmmm … yessss!” she moans louder.
I allow my hand to slide down her pussy. She’s soaking wet. I insert a finger in her still dripping heat to be sure. I’m right. She’s not just wet; she had an orgasm. Well, damn. The angry red marks on her ass taunt me. I’ve left my mark. I’ve claimed her ass as mine, and now, I want to claim her ass. I rub her heated skin, need building within me to be her first in that way too. I don’t realize I’ve pressed my finger against her tight hole until she answers my unasked question.
“Yes,” she says simply.
“Yes? I didn’t ask anything.”
“You want to fuck me where your finger is, and I want all of you,” she confesses.
She turns her head just enough for me to see the orgasmic smile she’s wearing. Her lids are hooded. I help her up and back over to the bed. I slide my belt out of my jeans. She’s given me so much and just came from me spanking her. I gave her a taste of my world, and she surprised me at how much she’s enjoyed it this far. I have to know how she reacts to the belt. I won’t push. We don’t have to conquer all her firsts in one day, but I’m curious where she falls on the stingy scale.
I remove a condom from my pocket and place it on the bed—making my intent known. Afterward, I don’t waste time removing my jeans. My dick springs free, ready to play. I bend her over the bed, no talking necessary. She sees the belt in my hand, and she’s greedy for it. She stretches her arms across the bed and pushes her ass out.
“Your word is red, and I will stop. Understand?” She nods in the affirmative.
Good. She understands her safe word. I don’t have plans to draw this out. Just give her a taste for being such a good girl. I want to give as good as I get. I deliver five blows in succession. She wiggles more than she did with my hand, but she pushes her ass out further with each strike. She meets the belt in anticipation. She wants more. I can tell. She fists the blanket and wiggles her ass in a plea for more, but that’s enough for now. She already had ten swats from my hand before the belt. She will have two different distinctive red marks on her ass and soreness. I’ll need to start the aftercare soon, so I need to fuck her now. My dick can’t wait any longer.
“I’m going to claim your ass now, baby.” She answers by pushing her ass out even further, bowing off the bed. She is still riding the high. Perfect.
I sheath my eager cock with the condom I placed on the bed. I place the tip of my dick into the entrance of her hot, wet pussy and use the wetness I find to coat her ass. I line myself up at her asshole as I spread her cheeks apart with my hands.
“Push out, sweetheart.” I wait until she does before I slide into her tightness.
“Holy—” She grips the blankets tighter. I push further, inch by inch, allowing her to slowly accommodate to my size.
I lean over her body and palm her tits. I place soft kisses on her back. She pushes against me, gyrating her ass against my dick. My vixen has a kink for pain. This little discovery is optimal for us both. I can’t believe my luck. For the first time since Jasper, I want more. I’m not sure what the “more” is, but I just know I want it with her.
She won’t let me just hold her like this. She is topping from the bottom, demanding I get out of my head and get to fucking, so I oblige. I give her a few gentle strokes before I bury myself deep—deep enough for her dripping pussy to soak my balls. I let her set the pace because I don’t want to hurt her. She is so damn tight. She bounces her ass on my dick in a tantalizing rhythm. I know I’m close.
“You feel so good, Silas. I’m about to come.”
I can feel her legs shaking. I possessively want that nut on my dick. Without preamble or rational thought, I pull out of her ass, remove the condom, and dive into her heat. I reach around and massage her clit as my hips piston. I slam into her savagely, my own balls tingling—warning of my impending orgasm. She reaches that pinnacle first. Thank fuck. I let go of the nut I was holding back until she got hers. We come together beautifully in an orgasm of epic proportions. I let my cock throb, in no hurry to leave her magical depths. It’s not until I slide out of her that I realize my mistake. Shit. I took the condom off. I can’t even blame it on a concern for cross contamination. The truth is, I needed to feel her … just her. I broke my number one fucking rule. I never fuck raw. I wasn’t planning on fucking her as soon as we got here. With all the excitement of her enjoying a taste of my kink, I got a little carried away. The control I pride myself on has been challenged more than I want to think about right now. I know she’s clean since I just took both of her firsts, but fuckedy fuck!
Panic begins to settle in my chest. What if I get her pregnant? What are the odds? I’ve always been so careful. Sensing my mood change, Brennan gets into bed and uses the come-hither motion for me to join her. I don’t know if she realizes my slip up yet.
“Join me, baby,” she urges as she gives my term of endearment back to me. I don’t even bat an eye at the word coming from those lips. We only have about an hour of daylight left, so I know I need to finish prepping my plan. It’ll serve as a distraction from my fuck up.
“Nah. I have a surprise I have to get ready for you. Just rest here until I get back. No leaving this spot until I come back for you.”
“Oh, I love surprises,” she informs me as she stretches out on the bed.
The sight of her lying on the bed in the obvious afterglow and wearing my marks tugs on my chest. Little Miss Delavan has slipped past my wall, and now I need to decide what I want to do about it. I don’t think I could withstand another outcome like the one I had with Jasper. Everything in me screams she is different, but this love key around my neck is screaming equally loud to proceed with caution.
“Get ready for a surprise to shame all surprises then, sweetness.” She beams with excitement and her face flushes crimson. I watch as it trails down her body, but it’s still not a match for the ones I created.
I wasn’t planning this first surprise until much later, but now I can incorporate it with her aftercare. I throw on my jeans, foregoing the shirt to check the porch downstairs. My list of things has arrived. I look down the path leading to the beach and see my second surprise is underway as well. Let the wooing begin. My jelly bean is in for a special treat.