Chapter 6
Chapter Six
LOUISA
After my first date with Matt, I was riding the high for a few days. I had never experienced something so thrilling. The practical side of me brought me back down and reminded me that this is not the end game. This is only temporary and purely for enjoyment.
Matt made that very clear, and I’m not self-loathing enough to think I can change his mind. But just being touched by him and having his attention is enough for me at this point in my life. And it doesn’t hurt that he’s fun to hang out with.
The highlight of my night was getting off, but the rest of it was also very enjoyable. I’ve decided that if he asks to go out again, I’m going to say yes.
Lou
Hey, Matt.
Matt
Well hello, beautiful.
Lou
I’ve made up my mind.
Matt
And…?
Lou
I would love to continue seeing you.
Matt
I’m glad to hear that. Are you sure?
Lou
Yes
Matt
Good girl.
It’s been a couple of weeks since I messaged Matt, and I haven’t heard anything. To be fair, I haven’t messaged him either. I’ve been extremely busy with work, and in my free time, I’ve been either going on walks with Pepin or scrolling on a dating app B forced me to sign up for. So far, nothing has come out of it. I’m pretty picky, and B reassures me that’s not a bad thing.
I’m currently sitting in the living room watching a show with Pepin and B when my phone dings on the coffee table. I lean forward to pick it up. When I see it’s Matt, my heart starts to beat a little faster.
Matt
Hello, gorgeous.
Lou
Hi, handsome.
Matt
I’m having a Halloween party at my place next weekend, and I want you to be there.
Lou
Can I bring a guest?
Matt
As long as I don’t have to share you with them.
Lou
Unlikely, as it would be my sister.
Matt
Sisters are always welcome in my bed.
Lou
Ha Ha
Matt
Of course you can bring your sister and anyone else who won’t try to steal you from me.
Lou
Okay, I’ll be there.
Matt
Lovely. I’ll send a car for you.
I tried to tell him that wasn’t necessary, but he again insisted.
Tonight is Matt’s Halloween party, and B might be more excited than I am. But she will be ditching me the second half of the evening to attend her boss, Daniel’s, party.
I look at myself in the mirror and slightly regret letting B pick out my costume. She chose to make me a classic angel. Of course, it’s slutty; I knew that when I conceded, but I didn't think I could feel confident in something so revealing.
The little white dress barely covers my ass and is low cut—to show off the little cleavage I have—with spaghetti straps. B’s my counterpart with her tiny red leather dress and horns. I’d much rather wear a headband with devil horns than these itchy angel wings, but I lost that battle. B is curvier than I am, and the angel dress did not have enough support to contain her tits. Not that her leather dress is doing much better, but I think she likes it that way.
I had a pair of baby blue heels from years ago that B said were okay to wear with my costume; they make my legs look a mile long. I’m nervous I’m going to be taller than Matt. At 5’6”, I’m considered above average height for a woman, and wearing heels makes me as tall as average-height men. Matt isn’t short, but he’s only a few inches taller than me. If I had to guess, I’d say he’s probably 5’9”. I was the same height as him on our first date, which made me nervous he would be self-conscious, but he didn’t seem to be bothered. He is a very confident man.
“Are you ready to go? The car should be here in a few minutes.”
B yells from her bedroom, “Yeah, just touching up my makeup.” I walk into her room to check that she’s telling the truth, and she spots me in her mirror. “Damn, you look hot! Matt is for sure fucking you tonight.”
I roll my eyes at her and walk to the kitchen to fill Pepin’s food and water bowl before we leave. He does really well when we’re gone for several hours, but I always feel bad leaving him alone, so I put a little pumpkin in his bowl to make up for it. He immediately runs when he hears me and sits like a good boy, waiting for me to finish preparing it.
He came out of the box perfectly trained. It took me a few days to figure out what commands he knows, but after that, he’s been so easy. I couldn’t have asked for a better first dog.
As I’m putting his bowl down on the ground, he starts licking my face lovingly, as if to say, “Thank you, Mom.”
“Pepin! Quit ruining my masterpiece.”
I spot B standing in the doorway to the kitchen. Busted. She spent a long time perfecting my makeup, glitter and all.
“How bad is it?” I ask, standing up and allowing her to inspect the damage.
“Actually, it’s not too bad, but Pep is definitely going to be shitting glitter for a while.” We both giggle and look down at him chugging water, likely regretting his decision.
B touches up my left cheek, making sure they’re even before we head down to the entryway to wait for Matt’s driver. I felt bad that he had to come up and get me last time, even though I know that’s his job.
When we arrive at Matt’s building, the doorman greets us and asks for our names. He checks his list and then walks us to the elevator. Matt didn’t give me an apartment number, and I still don’t know his last name, but clearly, the doorman knows where we’re going. I feel a little silly dressed like this in such an elegant historic building.
The doorman inserts a key into a slot and presses the ‘P’ button. Of course Matt lives in the penthouse. It’s a long ride up 30 floors. B and I look at each other, and I giggle. I’m both nervous and excited. B has been to parties like this before, but I haven’t.
The doors open, and it’s one of those apartments where the elevator opens directly into the unit. We’re instantly greeted with music, lights, and people dancing. It’s like a club in here. I look to my right, where the DJ booth is, and see a young man with bleach-blonde hair behind the table. He’s cute, but he looks like he may bat for the other team.
To our left is a large kitchen with an island the size of my bedroom. It’s filled with hors d’oeuvres and little Jack-o-lantern decorations. Next to it is a bar with two bartenders mixing up drinks. They’re both dressed in costumes, but you can tell they’re hired to help and not guests by the professional way they carry themselves.
Straight in front of us is a dance floor in what I’m assuming is usually the living room. But it looks like all the furniture is relocated to the back of the room and arranged so there’s a sitting area by the big glass doors leading out to a terrace. There are a few hallways branching off of the main area, likely leading to bedrooms, offices, and that sort of stuff.
The architecture in this historic building is amazing. I can’t stop looking at it and admiring the craftsmanship.
“Let’s grab a drink first,” I lean over and say in B’s ear.
As we make our way over there, I see a staircase in the back left corner, behind the bar, that I didn’t spot the first time. It leads up to a loft, and you can’t see what’s beyond that. My eyes keep darting from one unique detail to the other.
“I knew you’d like it.”
I startle and turn around to see Matt standing very close behind me in a toga costume; he looks like a Greek god.
He knows I have an admiration for great architecture. “It’s beautiful.”
“As are you, my little angel.” He takes my hand and lifts it above my head, guiding me to spin so he can see my whole outfit.
“Matt, this is my sister. B, this is Matt.”
“Damn, Lou, you weren’t lying. He’s hot.” She says it loudly so that not only Matt but also the bartenders and people in line behind us can hear it.
He gives one of his deep, sexy laughs, and I blush.
“And you’re as bold as she said you are.”
B straightens her shoulders, and I know she took that as a compliment. “I find it exhausting to be filtered and ashamed. I don’t know how Lou does it.”
He tilts his head to the side and looks at me with a knowing smile. “We’ve been working on that, haven’t we, Lou.”
My face heats. “One could say that.”
He gestures toward the seating area in the back of the room and invites us to sit. “Why don’t you guys join me? I was just chatting with an old friend of mine you might know.” He says that directly to B, so I’m curious who it could be.
We walk over, and he introduces us to a person I’ve never seen before, and I don’t recognize their name.
But apparently, B does. “Oh my god! I love your music.”
Matt can tell I’m lost, so he clarifies for me. “Stevie is the lead singer in the band Grumpy Old Bear.”
“That sweatshirt is for a band?” I direct my question to both B and Matt. “You never cared to mention that?”
They both laugh at my ignorance, and I realize that I admitted to this stranger that I have no clue who they are, nor did I know that was the name of a band. I want to shove my foot in my mouth right now.
“Yes, Grumpy Old Bear is a band. I knew right away you had no clue who they were even though you were wearing their sweatshirt. Stevie and I go way back, and they’re in town working on their next album. ”
Stevie looks over to B, who is fangirling so hard right now. “You could stop by the studio sometime this week if you want to meet the rest of the band.”
“I think I’m going to die,” B says, leaning over on me, acting as though she’s going to pass out. “Yes, I would love that!” Then she lifts her head to look at me and says, “You need to meet more hot strangers at coffee shops because cool shit keeps happening to me when you do.” To that, we all burst out laughing.
As we’re walking away from Stevie toward the terrace, B leans in and whispers, for once, “I have such a crush on them! I’m going to wear my hottest outfit to that studio session. Maybe they’ll ask me out. I really would die.”
Oh, B. Whatever am I going to do with that girl?
The night air is chilly out on the terrace, but there are fire pits and heaters scattered all over to keep people warm. Matt said he had to run and handle something quickly but to meet him out here.
B and I are standing in line at another bar to get a fresh drink. The cocktails they’re serving taste so good. I guzzled my first one down so fast, and I’m already starting to feel it. B and I pre-gamed prior to coming here, so that is also contributing to my buzz.
We get our new drinks and stand by a heater to wait. “You know what, I’m going to let you and Mr. Sexy Toga Man have some alone time. I’m going to get Stevie out on the dance floor.” Without waiting for a response, she bolts inside.
I’m not standing alone long before I see Matt walking through one of the large glass doors with a drink in his hand. It looks like one of those old fashions he had on our date or some sort of dark liquor on ice.
“Sorry about that. The DJ asked to add a guest to the list, so I had to call down to the concierge.” He’s standing close to me, and I can feel his body heat warming my skin. Or maybe it’s just the heater we’re standing by. Either way, I’m so horny around him. As if he read my mind again, he asks, “Would you like a tour…of my bedroom?”
I look at him through thick lashes. “I would love to see your bedroom. But first, can I get a full tour of the place? I’m dying to know what the rest looks like.” As much as I want to run to his bedroom and pounce on him, my curiosity is getting the best of me.
Matt agrees and takes me inside.
The rest of the house is just as glamorous as the main living area, complete with crown moulding and handcrafted woodwork. At first, I pegged Matt as a sleek and modern industrial-style man, but now I see how well he fits in a place like this. Classic, timeless.
By the time we get to his bedroom, which he conveniently saved for last, the sexual tension is at an all-time high. His bedroom is up the stairs behind the loft I spotted earlier.
He opens the bedroom door and allows me to enter first. It’s full of antique furniture and looks straight out of a design magazine.
“I know I’ve said this about a million times by now, but WOW.”
“I’d like to keep you saying that all night long.” He steps closer and wraps his arms around my waist, pulling me into him.
I heard him lock the door on our way in, and there’s a security guard by the stairs, so I know we won’t be disturbed this time. I place my hands on his chest and wrap one fist in his costume, pulling his face closer to mine. I may have been a little timid at first, but I want him to know that I want this. I nod, and to make sure he knows, I whisper on his lips, “I want you.”
He takes that as his queue and connects his lips with mine, kissing me with passion and urgency. My breathing is heavy, and I can feel liquid heat pooling between my legs. He walks me backwards until my legs hit the edge of the bed, and l fall back onto it.
I expect him to crawl on top of me, but instead, he kneels down, positioning himself between my legs. He slides his hands up both my thighs and pulls down my panties. My dress has already ridden up over my ass, so I’m exposed to him now.
“God, she’s beautiful.”
He wraps his arms around my legs and pulls me toward the edge of the bed so his face is right in line with what he wants. His tongue sweeps up my center, and I whimper, reaching my hands down to grab his hair. His twists are pulled back into a ponytail, so there’s nothing for me to grab. Instead, I wrap my fists in the blanket I’m lying on.
His tongue works in long strokes at first before picking up pace around my bundle of nerves. My legs start shaking. He tightens his grip on them and places his palms on my lower abdomen to hold me still. A finger finds its way to the most sensitive part of me and slowly works in circles while his tongue goes back to long, firm strokes.
“Right there!”
He continues a pattern that has me holding my breath. My hands grab hold of his arms wrapped around my legs, and I squeeze as I tip over the edge. My upper body lifts a few inches off the bed as my abs flex with pleasure.
He slows his movements, and I catch my breath as I come down. He unwraps his arms and lifts himself to a standing position between my legs as they dangle off the bed. I’m breathing heavily as he strokes my thighs.
“Good girl.”
A tingle runs down my spine at his praise. I never knew that was a thing I liked till he did it at the speakeasy.
He walks over to a dresser on the far wall, and I roll over on my stomach, my eyes tracking him. He reaches into the top drawer and pulls out a long rope.
“Have you ever played with rope?”
I still haven’t quite caught my breath, so I just shake my head.
“Want to try something new?”
Again, I use my head to communicate. I nod with a smile on my face.
As he gets closer, I get a better look at the rope. It looks like twine, and I’m a little scared it’s going to hurt.
“Roll over onto your back.”
I do as I’m told, scooting myself so I’m more in the center of the bed. He crawls to where I’m laying and grabs my legs one at a time, bending them so my feet are by my ass and my knees are by his chest.
“This should feel tight and bite a little, but let me know if it hurts or feels like it’s cutting off circulation, okay?”
“Okay.”
He gently wraps the rope around my leg, starting at my ankle and upper thigh all the way up to just below my knee. He was wrapping it in a crisscross pattern that I wasn’t paying attention to. He tucks the loose ends into one of the Xs and moves to do the same thing to the other leg with a separate piece of rope. My legs now look like candy canes, and I can only move them at the hips. I’m still not entirely sure what this is supposed to be doing.
He backs off the bed and undoes the clasp holding up his toga on his left shoulder, letting it drop to the floor. All he’s wearing now is his boxer briefs, and I can see how hard he is beneath them. I’m instantly wet again. He opens his nightstand and pulls out a condom. Finally, he pulls down his underwear, leaving him fully naked in front of me.
He skillfully rolls the condom on and positions himself over me so his tip is resting at my entrance.
“Let me know if you want me to stop or to untie you. Got it?”
“Yes.” My voice comes out more assertive than I thought.
He presses into me, and I can feel him fill me a little at a time, going slowly in and out until his hips meet my feet that are strapped to my thighs. My instinct is to wrap my legs around him and pull him even closer, but I realize I can’t. Interesting.
His first full thrust in and out makes me arch my back and moan. When I look back up at him, he’s smiling. He knows exactly what he’s doing to me.
My hands find their way to his face, and I pull him down to kiss me. He puts one hand behind my head while the other braces him up. He starts thrusting in and out at a slightly faster pace for a while. After his tongue has thoroughly explored mine, he lets go of my head and sits up while keeping himself inside of me.
He rests his hands on my knees and spreads my legs wider. My feet are still tied down in a spot that restricts him from entering me all the way to the base, but he’s hitting the perfect spot. His thrusts quicken and get more aggressive, making me start to build toward another orgasm.
The pressure keeps building, and I throw my hands over my head to grab the edge of the mattress. He’s thrusting so hard, and I start to realize the point of binding my legs in this way. If I was fully spread in front of him with no restrictions, he would be destroying me right now.
The realization that he intentionally did this for my comfort and pleasure sends me over the edge. I try to extend my legs, but the rope restricts them, giving me something to tense up against. This time my orgasm is more intense than the first, and all I can do is yell, “Fuck! Fuck! Fuck!” as I come all over his cock.
I start to get extremely sensitive, and I’m nervous he’ll continue at this pace, but he slows down and comes right along with me.
After a moment, he slowly pulls himself out and starts untying my legs. “Fuck baby, you’re so hot when you come like that.”
After I’m free, I sit up and stretch my legs.
“Were they too tight?” he asks, looking at my purple-striped legs. Surprisingly, they don’t hurt, but that could be because my body aches all over.
“No, it was kind of nice.”
He gets up off the bed and walks toward a door leading to the bathroom. “Come on, you can shower here.”
He hands me a towel and points me in the direction of his massive tile shower with floor-to-ceiling glass panels and three shower heads. I strip off my dress before selecting a shower head and rinsing off.
After my shower, I walk out of the bathroom to find him sitting in a chair by the window, waiting there for me. He hands me my phone. “B tried to call you.”
“She was probably just trying to tell me that she’s heading to her other party.”
“I’ll have my car take you back so you don’t have to ride home alone.”
“You really don’t have to do that. ”
He grips my chin and kisses my forehead. “But I’m going to because I want to make sure my new plaything gets home safe.”
I know he’s only partially joking, so I roll my eyes and playfully punch him in the shoulder.
On the ride home, I had 20 minutes to think about what all went down tonight. I ended up calling B, and she tried to beg me to go to Daniel’s party, but I’m so ready to crawl into bed. She finally gives it up, but I’m guessing that has less to do with her admitting defeat and more to do with the person calling her name in the background.
Tonight was amazing, and Matt was amazing. In a fairy tale, he would be the bad boy that I change, and he would fall in love with me. But the reality is that Matt was very clear about his intentions, and I have to respect that. I am not about to be a "pick me" girl and pine over something I can't have.
I walk up the stairs to my apartment and am greeted by Pepin at the door. His tail wags and I’m just as happy to see him as he is to see me. I wash my face, brush my teeth, and snuggle into bed, Pep by my side.
I mindlessly scroll on the dating app, mostly swiping left with the occasional swipe right.
“Goodnight, Pepin. I love you.” I plant a kiss on the top of his head, and he nuzzles into me.