Dare Me More

Chapter 5

When Oliver had called up the next morning to clarify for our date later this evening, I expected him to cancel due to an unexpected turn of events. I didn’t want to acknowledge the relief at first until I stared at my closet later that night, wrapped up in my comfy clothes with leftovers from Joanne’s on my bed as I binge watched a romantic series on my laptop wishing he had called to cancel. 

    It wasn’t that I didn’t want to go out with Oliver. After last night, when Cole dropped me off to my place, I mentally promised myself I would cut drinking out of my life, only to realise the plans I had made for Sunday night. 

    Eventually, I decided to get ready.  

    A quick shower later, with legs feeling soft and freshly shaved, I picked out an off-the-shoulder skivvy with a pair of jean shorts and comfy flats. A dash of mascara across the eyelashes and I was out the door, an uber right around the corner to drop me off. 

    It was a small bar near Fitzroy; glass windows with printed text at the front, allowing people to view the inside of the warm and cozy environment.  

    Oliver waited inside in one of the couple tables by the side; the mixed smell of whiskey and sweet wine making me want to down a few glasses. Not out of nerves. I just needed to get buzzed.  

    But I promised Cole. 

    His green eyes stood out when he caught me, and a wide grin spread across his face as he stood up to greet me. He pressed in for a hug, and the hidden smell of aftershave hit me that Oliver was looking forward to this. I didn’t think I bothered with perfume. 

    “It’s good to see you,” he said, sitting back down at his side of the table: a long, wide bench that was shared with other guests. A wide mirror sat behind him, and I managed a quick look at my appearance before I settled across from him. 

    “Yeah, you too. It’s a bit different outside of class.” 

    “How so?” He cupped a short glass of dark liquor with ice clicking around the corners. 

    “Your face would be covered by a Shakespeare’s play.” 

    He chuckled to himself, then leaned on his elbows with a playful grin coming out. “How’s my face now?” 

    I turned my head to the side. “Handsome.”  

    We were flirty in the classroom, but I never thought we’d continue this behaviour outside. I was expecting it to throw me off, make me feel like I had to play a character or put on a façade over until the night was over. Oliver had outdone himself with a buttoned-down shirt, and his black hair was styled in an attractive updo, and I knew there was no need to pretend. 

    “Well, I had to make sure I looked good for you tonight,” he said, then pushed a menu towards me. “Whatever you want tonight, my shout.” 

    “I couldn’t do that to you.” 

    He laughed. “Trust me, it’s fine.” 

    “Why are you laughing?” 

    “I think it’s sweet for you to be considerate. Most of my dates in the past expected me to pay.” 

    I looked over at the menu: Bourbon and whiskey; Moscato; rum; tequila... probably not tequila. “What were the dates like?”  

    “Mostly stale. For some reason I tend to go for girls who want to date a business orientated man or a lawyer with a huge check. When they hear I’m studying to become an actor while also working at my dad’s mechanic store, their thoughts tend to be controversial.” 

    I could definitely do with coconut rum. “How so?”  

    He took a sip from his drink. “Well, a successful actor in the Hollywood industry means fame and exposure, but add a mechanic to the mix?” 

    I raised a brow. “Chaotic?” 

    “They don’t know if they want the simple or exotic life.” He laughed to himself. It sounded like an inside joke. “From there it gets pretty dull.” 

    “So, should I start preparing myself as a Hollywood actor’s wife or the humble mistress of a mechanical lord?” 

    It should’ve come out awkward, but Oliver and I were vibing. 

    “Hang on, you’re training in the same field as I am. Maybe I’ll be known as just your husband.” 

    I pulled a face. “Seems more likely, doesn’t it?” 

    Oliver held up his hands. “Hey, so long as I get my mansion with two staffies, it doesn’t matter who the Hollywood superstar is.” 

    I bat my eyelashes. “Oh, how civil.” 

    He winked. “So, what am I buying for my future accomplished wife?” 

    “I’ll have the coconut rum, thank you my dear.” I flickered my hand away. “Just use one of our gold cards. I’m sure the millions of dollars in our account won’t be affected by a twelve-dollar purchase.” 

    He knocked his knuckles against the wooden table. “Done. I’ll be right back.”     

    While Oliver went to order at the bar, I couldn’t help but thought the night over. I had believed we didn’t work outside of the classroom because all we knew was the classroom, and to mix pleasure with work was something I tried hard to stay away from.  

    I thought Cole was the exception since we knew each other long before he became my sub. Now he was only my best friend and soon-to-be-brother-in-law – anything else, no matter how I wanted it, would just end up messy. 

    I searched for Oliver by the bar, ordering the coconut rum and what looked like a jar of olives and cheese. My mouth pressed in a thin line to prevent an excited smile from spreading. How fitting was that? 

    The barrier for my feelings on Cole was closing tonight.  

    When Oliver returned with my drink and snacks, I said, “How often do you come here? You act like you’ve been here before.” 

    “A couple of times, mostly with the guys from the shop.” 

    “What made you want to study to become an actor?” I took a swing from my drink, delighted by the taste of coconut.  

    “I always liked the stage, and it’s something for me to do to express my creativity.” 

    I flipped my hair to one side, exposing my shoulder and neck, feeling the immediate cool breeze on my skin. I didn’t realise how was this place was getting until now. “I understand. I’m in it for the same reasons, but with a few other strings attached.” 

    Oliver leaned on the table. “Do elaborate or I’m going to think you’re banging one of the teachers.” 

    Shock radiated through me. “What?” 

    “You’ve heard about there being a secret relationship between a student and teacher, right?” 

    “So? What has that got to do with me?” 

    Oliver blinked. “Oh, whoa, sorry. I was just trying to make a joke.” 

    I bit back a snarky reply. Really, I didn’t have to go at him like that. “Weak analogy,” I said, forcing a smile. “It’s all right, you just took me by surprise. I was going to make a comment about how it allowed me to escape reality.” 

    “Sounds a lot more fascinating than banging a teacher,” he said. I downed a large sip. “Tell me more.” 

    I somehow shifted from my seat next to Oliver on the bench during the course of our night with three drinks down, one being a shot of something sweet and bitter that Oliver insisted went nice with cheese. I forgot all about the teacher comment, living in the moment with our flirtatious chemistry. His arm went around me and his fingers were playing with the edges of my skivvy, pressing cold fingertips to my warm skin.  

    He made me laugh a dozen times over our ridiculous, playful exchanges and made me lick my lips multiple times. I hadn’t realised until this low lighting night how extremely attractive he was up-close; light freckles randomly placed around his green eyes; plumped, wet mouth smelled of olives and bourbon; a sharp jawline that could literally cut a b***h, and calloused hands that I couldn’t stop trying to touch. 

    “I didn’t think tonight was going to go this way,” I admitted, leaning against my palm as Oliver made swirls against the side of my waist. “I’m really enjoying myself.” 

    “I’m glad to hear that,” he said, and moved a piece of my hair away from face. “But I knew how this night was going to go.” 

    I raised a brow. “Is that so?” 

    He chuckled. He seemed to like doing that. “Maybe not the entire night, but to this moment I did.” His tongue stuck out to the side and his fingers slowed down its patterns. “From here on out, you’re the one to decide what happens next.” 

    The drinks were an influence. “My roommate won’t be home for a while if you want to come back to my place.” 

    “Yeah?”  

    “I mean it.” 

    Oliver checked the door and then back at me. “Well, then, after you.” 

    I had an uber ready as we exited out of the bar, his arm tucked at my hip, keeping me close. The cool breeze swept my hair back, exposing my neck and shoulders. Oliver leaned against me; his mouth close from touching my skin. I knew I wouldn’t have to wait for him to taste me much longer. 

    The uber arrived in a minute. Oliver and I were polite as we jumped in the back seats holding hands until the driver pulled up at my place.  

    It was like a frenzy came upon us as we headed towards my apartment, and only I could think about was getting my hands and body against him. He kissed me in the elevator, a sweet kiss, only to check if it was all right for us to continue. 

    “You taste like you’ve been drinking,” I said. 

    “We both have.” He pulled away and frowned. “You’re still okay with this?” 

    “You don’t need to ask me twice.” When our stop arrived, I took Oliver by the hand and headed towards my door. “I’m not even drunk, just a nice buzz going through me.” 

    He gave me a lopsided smile. “Awesome.” 

    The door opened and I pulled him inside until we found my bedroom. Gingerly he seated himself on the edge of the bed and waited for me. When I shut my bedroom door, I asked, “Lights on or off?” 

    “On,” he said, and tugged his shirt off him, exposing his chest. His body was carved out nicely, but I wondered if he was soft to touch.  

    I found out when I reached for him as he tugged me down. No, wasn’t as soft as I expected, but his skin was smooth and cool like a mix of cotton and marble. His mouth dominated me as his fingers lifted my skivvy off, throwing it somewhere behind us, before attacking the zipper on my shorts. I shimmied out of them, bare except my bra and underwear. Oliver groaned from staring and stood with determination as he pulled his jeans off. He laid on the mattress before I crawled on top, making out with him as deeply as I could as his hands fiddled to undo my bra. 

    I was wet by the time we were naked, and I needed him to f**k me until I couldn’t think anymore. The drawer beside my bed had a packet of condoms, medium sized, which fit Oliver comfortably. There was no foreplay, no build up, and I was glad. I would’ve told him to get on with it if had suggested. 

    When Oliver slid into me, I winced. It’d been too long since my last hook up, but that didn’t stop him to find rhythm. My thighs wrapped around his back as he breathed against my neck. I held on, enjoying the pleasure as the bed creaked. 

    “f**k, Jacky. You’re the tightest little thing.” 

    Oh, a dirty talker. I shut my eyes to ignore it. It wasn’t that I didn’t enjoy dirty words thrown at me, I just wasn’t feeling it tonight. I gave a moan to keep him going, his name slipping out at random when he’d hit a spot. 

    There was a steady rhythm going that made me slip into my own world. Noises were slipping out as a blurry image was smoking in my head. A sweet smile, thick beard – how did he manage to get pass the barrier? 

    It didn’t matter, I lost concentration. The rhythm continued, the bed creaked and Oliver kept muttering filthy language that made me roll my eyes. He finished strong. If it weren’t for Cole on my mind I would’ve came, too. 

    Oliver caught his breath before carefully rolling away. The room was hot and we were both sticky from sweat. “Whoa,” he eventually said. “Felt amazing.” 

    “Yeah, it was.” 

    “Did you come?” 

    “I’m not the type to come from s*x,” I said. “My body feels great, though.” 

    He sighed with relief. “That’s good to hear.” 

    We chilled for a moment, each in our own head. Nothing about it was tense, which I greatly appreciated. I needed a moment to sort out the mess going on in my head.  

    Eventually, Oliver got up to pee before dressing himself. I didn’t ask if he wanted to stay for the night and he didn’t seem like he wanted to either.  

    “I had a great night,” he said, and pecked my lips. “I’ll see you in class.” 

    “See you then.” Before he walked out my bedroom door, I called out, “Remember to pay in advance for my spa treated, my dear.” 

    Oliver pressed a hand to his heart, exaggerating a hurtful expression. “My dear, how low do you think of me? It’s been paid for the second you asked for it.” 

    I laughed out loud, and he waved goodbye.