Wanna Bet?

“I cannot wait for you to be here for a whole two weeks!” Alana squealed in the phone. “I know! I’m so freakin’ excited to see you! Are you sure Roger and his roommate have enough room for me to stay? I really don’t mind getting a hotel nearby.” “Roger’s roommate Nick will be out of town on business so you can sleep in his room. And don’t worry I’ll make sure the sheets are clean.” Alana chuckles. “I’d appreciate that and I also really appreciate you guys having me for the holiday. It means a lot. I mean honestly I’ve been dreading it since this time of year and Thanksgiving were my mom’s favorites, and well with this being my first one without her I was worried about being alone.” I explain struggling to swallow the lump in my throat. “I know Kate, but at least your parents are together again and maybe they’ll have their own Thanksgiving up in Heaven.” Alana says trying her best to cheer me up. I chuckle so I don’t cry, “Yeah — maybe love. Well I don’t mean to cut our convo short but I better get to bed since it’s an early flight. Are you still good to pick me up from the airport?” “Yup! Just call me after you get your luggage and I’ll pull up out front.” “Okay, sounds good! See you tomorrow! Love ya girl!” I say with excitement.“Love you too! Have a great flight and I’ll see you tomorrow!” I hang up with Alana and check through my bags for a third time making sure I have everything I need. I lay out my clothes for the morning along with my plane ticket; I’m always nervous I’ll forget something. I crawl in bed and try my best to fall asleep but my brain is too wired. It bounces back and forth between thoughts of my parents to the plans Alana has for us while I’m in town. I decide to drown it all out by diving myself into my new audiobook and living vicariously through the characters while peacefully drifting off to sleep.

I arrive at BTV on time and call Alana after I grab my suitcase and walk out into the fresh fall Vermont air. When she pulls up we both squeal and can’t get to each other fast enough, almost wiping out on the sidewalk when we finally embrace. Alana gives me the 4-1-1 on the plans while I’m in town and I catch her up with what’s been going on in my world with work. The 40 minute drive from the airport to Stowe has the most breathtaking views. The fall foliage is at its peak and everywhere I look resembles a Bob Ross painting. This is just what I needed. We pull up to the townhouse and Roger is there waiting on the step. He greets Alana with a hug and kiss then wraps his arms around me in a tight hug. “It’s so nice to finally meet you!” He exclaims. “Same! Much better than FaceTime for sure!” Roger is so good to Alana treating her like an absolute queen. He truly is the best thing to have ever happen to her. “Here let me grab your suitcase and I’ll take it up to Nick’s room for ya.” Roger says helping me. “Oh, thank you! Are you guys sure Nick doesn’t mind?” I ask. “He’s outta town and has never minded a beautiful woman in his bed.” Roger says with a smirk. Alana rolls her eyes with a smile and playfully shoves Roger. “Ugh men!” She says to me while shaking her head, “Come on in love and I’ll show you around.” They give me the grand tour of the place and it’s better than I imagined. The dark warm tones mixed with brick and rustic wood give off cozy bungalow vibes. Nick’s room is bigger than I thought it would be, complete with a king size bed. “Why such a big bed for one person?” I ask looking to Roger and Alana. They both shrug, “He likes a lot of space I guess. More room for activities.” Roger jokes again and this time Alana elbows him making him double over. “Would you quit?! Don’t be scaring her off!” She says. “What?! I’m only joking! Nick’s a great guy, I promise. Next time you come to visit you two will definitely have to meet.” Roger says trying to redeem himself. I nod in agreement and sit down on the edge of the bed. “The bathroom is across the hall and there are towels in the closet and some extra toiletries, but if you need anything else just let me know. We’re gonna head downstairs and let you get settled in then if you want we can go grab lunch in a bit.” Alana offers. “Sounds good love. I’ll be downstairs in a few.” Once they leave the room I decide to familiarize myself aka snoop around. This mystery roommate who Roger has painted as a ladies man has peaked my curiosity. I start with his closet; it’s a mix of suits, jeans, flannels, t-shirts, and some dressier shirts. He also has a collection of ties, belts, and shoes that coincide with the plethora of clothes. I close his closet and move on to the bottles of cologne left behind on his dresser drinking in the masculine aromas of citrus, wood, and spice. My imagination begins to paint a picture of what this mystery roommate might look like, but I just need a face to make the image in my mind complete. A collage of pictures hanging by the door catches my eye and there are photos of this mystery man in every type of outfit with friends and family, and there’s even one with him shirtless on a beach! He looks like a small town version of Brad Pitt. My pussy twitches with excitement but I kindly remind her that I won’t be meeting him this trip, however, the thought of sleeping in his bed is still arousing. I unpack the necessities from my suitcase and head downstairs where I find Alana and Roger relaxing on the couch. “Get all settled?” Alana asks. “Yup and now I’m ready for that lunch you mentioned earlier.” I reply patting my grumbling stomach. “Sweet! There’s a little cafe around the corner that’s our favorite. It’s about a 10 minute walk or we can drive.” She offers. “I’m fine with walking. Gives me a chance to really stretch my legs from the flight.” “Mind if I come too?” Roger asks. “Of course! The more the merrier!” I reply. He pumps his fist in a downward motion mimicking a Napoleon Dynamite reference and grabs his jacket. Alana and I giggle at his playfulness, and follow him out the door. At the cafe I order their homemade New England clam chowder and try a pumpkin ale that Roger swears is the best in the whole state of Vermont. Everything is delicious and I can definitely see why this is their favorite spot. I’d be here all the time if I lived as close as they do. We spend the next hour or so checking out the little shops near by then head back to the house to relax a bit before dinner. As we’re sitting in the living room I see panic wash over Roger’s face. “Babe, don’t be mad, but I just realized I never went to the grocery store earlier like you asked me to.” He confesses nervously. “Ugh! Seriously Roger!” “Sorry! I got distracted! Plus I rather you go with me anyway so I don’t mess anything up.” He says giving his best pouty lip and puppy dog eyes. Alana scrubs her hands on her face and then looks over to me. “Wanna come?” “Actually, I think I might go upstairs and take a quick nap if that’s okay.” I say in a yawn. “Sure! We shouldn’t be too long.l but call if you need anything.” “Will do love.” Alana follows Roger out the door and I head upstairs to change into more comfy clothes and crash. I  sprawl out on my stomach on the bed, grabbing one of Nick’s pillows and breathing in the fresh scent of clean sheets. I grab my earbuds off the nightstand and resume my audiobook dozing off within minutes of a new chapter. I’m not sure how long I’m out before I feel someone someone tapping on my back trying to wake me up. I peak one eye open expecting to see Alana but instead I’m met with Nick’s gorgeous face. I scream, startled and panicked flipping myself over scooting up to the headboard so I can look Nick face to face. I pull out my earbuds, “What are you doing here you’re supposed to be out of town?! Alana and Roger —“ Nick cuts me off, “First, how do you know my name? Second, who are you and why are you in my room?” “I’m Kate, Alana’s friend. The one who’s visiting from outta town? Didn’t they tell you about me coming?” I asked just as confused as him. “No they didn’t. Probably because I wasn’t supposed to be here, but my business trip was canceled so here I am. Gotta say, I didn’t expect to come home and find a beautiful woman lying in my bed. Definitely made up for the inconvenience of the last minute cancellation.” He says with a smile while eyeing me. I feel my cheeks blush, did this Ken Doll of a man really just call me beautiful? “Oh I’m sure it was quite the sight to walk in on; hopefully I wasn’t snoring my ass off.” “Only a little, but your ass is still very much there, I saw it myself.” Nick says teasingly making me chuckle. “Well here, let me get my stuff out of your way and I’ll call and find a hotel nearby to stay in.” I move to get up off the bed but Nick stops me. “If you are Alana’s guest then you are  welcome to stay here. I can crash on the couch or my bed is plenty big enough to share.” He offers. “I’m sure you don’t want to share your bed with a stranger for two weeks or sleep on the couch that long. I can just call and find a hotel; it’s really not a big deal.” I go to pull out my phone to search for the nearest hotel but Nick’s hand blocks my view. “I said you are welcome to stay here Kate, and I meant it. I have no issue sharing my bed or sleeping on the couch, whichever you are comfortable with. I mean we both are adults and I’m sure more than capable of controlling any urges that may arise.” He says with a smirk. My pussy clenches eager for something to rise so she can ride. “I can if you can.” I tease back playfully. “Ooo that sounds like a challenge. Well in that case good luck darlin because at the end of these two weeks, you won’t be able to resist all this.” Nick says smiling while motioning to his body and grabbing his junk. I stand up from the bed and close the gap between us pushing my tits together so my cleavage pours out of my tank top even more. “Is that so? Well, I think you’re confused sir because by the end of these two weeks you won’t be able to resist all this.” I say smugly matching his energy and pushing my tits up even more. Nick’s eyes are glued to my chest. After a few seconds he slowly looks up with a devilish grin and leans in inches from my face. “You’re on darlin.” And gives me a peck right in the lips. My smile drops and pure shock washes over my face. A rush of heat consumes my body and I’m left standing in his room speechless while he heads downstairs. Did he really just kiss me? My greedy cunt clenches again and I feel her grow damp. “If he’s gonna play dirty than so am I.” I say to myself. I quickly change back into what I was wearing earlier and head downstairs trying to ignore the feeling of my slick lips sliding against each other with every step. I grab a drink and purposely sit it on the end table closest to Nick then I come around to the other side of him. He welcomes my company and moves the pillow next to him so I have room to sit. “Whatcha watching?” I ask plopping myself down. “Hockey. Ever watched it?” He asks curiously. “Yeah, I actually went to game once with my dad when I was little. I do my best to follow the season and watch games when I can between work.” I say shrugging my shoulders. I crawl across Nick’s lap and reach for my drink. “What are you doing?” Nick asks with a slight panic in his voice. “Just grabbing my drink, I’m thirsty.” I say playing innocent while pressing my crotch is against his. He leans his head back against the couch clearing his throating and adjusting his jeans. I take a long, slow sip then look back and smile, “If you’re going to play dirty, then so am I.” Nick’s eyes narrow and a wicked expression crawls across his face. He slowly runs his hand up my inner thigh and my throat tightens. “You won’t win darlin, I’ll always be one step ahead of you.” He says softly and with a smile. His hand creeps closer to my sex and my clit begin to throb and ache. His cock grows thicker beneath me and the thought of grinding my clit against his erection until the roughness of his jeans relieves the pressure building crosses my mind. He slides his hand away from my crotch and onto my ass, squeezing and appreciating my curves. Just then Nick’s hand collides hard with my asscheek and a moaned gasp escapes me. “Mmm I like that sound,  should I make you do it again?” His demeanor has me curious if he is a Dom or if this is all to try and make me break. “Only if you think a little brat like me deserves it, Sir.” I tease and bite my lip. Lust darkens his eyes and a low hum that sounds more like a growl resonates from his throat. Just then we hear voices outside the door and realize Alana and Roger are back from the store. Shit! I push myself up and off of Nick revealing his hardness. I look at him and smile and he quickly grabs the pillow and throws it over his lap. “Need help with that?” I tease sitting on my leg. “There a reason you’re not sitting on the cushion darlin? Afraid you’ll leave a wet spot from that dripping pussy of yours?” Nick shoots back at me and for the second time today has left me speechless. “Exactly.” He says with a prideful smile. Alana and Roger push through the door their hands full of grocery bags. “Here let me help.” I offer needing to try and redirect my dirty thoughts. “Nick! What are you doing back home?!” Roger exclaims. “My trip was canceled last minute before my flight so I came home and to my surprise found a beautiful woman sprawled out on my bed, sleeping.” Nick says looking at me. I roll my eyes and smile, Alana reading my expression all too well and without exchanging words tells me that I have some explaining to do. “And were you upset?” Roger says looking at me then back to Nick. “Upset? No. Confused yes. Would have been nice to have a heads up.” Alana whips around slaps Roger in the chest. “You didn’t tell him?!” “Ow and no! I honestly forgot then figured it didn’t matter anyway because he would be gone.” Alana scrubs her face again, “Babe, we really need to get you checked for ADD.” Roger shrugs and laughs then a confused look fills his face. “Wait, where is Kate gonna sleep then?” I go to answer but Nick beats me to it. “In my bed.” “Well then where will you sleep?” Alana asks. “In my bed.” Alana and Roger look back and forth between Nick and I trying to sort out the unspoken details. “Kate explained everything and we agreed that two mature adults can share a bed together without it being more than just that. I mean I have a big enough bed.” Nick explains. “OOOOKAY.” Roger says sarcastically and knowingly. “Good luck with that!” He says laughing. “Are you sure you’re comfortable with that?” Alana asks turning to me genuinely concerned. “Yeah! It’s no problem at all.” “So everything is settled then. Whats the plan for dinner, I’m starving!” Nick says changing the subject. We help put away groceries and then I help Alana cook her famous salmon and rice while the boys finish watching the hockey game. After dinner we all relax in the living room swapping stories and laughing until our sides and stomachs are sore. The banter and level of comfort between the four of us makes me feel like I’ve lived here my whole life. I feel like I’m finally home; something I haven’t felt in long while. I must look lost in my thoughts because Nick nudges me, “You good?” “Yeah, sorry, just thinking. So what’s the plan for tomorrow?” I ask openly to the group. “Well, if you’re up for it there’s an orchard a couple towns over that is having their annual fall fest. It’s such a great time! They have pumpkin and apple picking, lots of vendors, and even some cider and ale tastings. Then later on we figured we can hit up our favorite bar for some evening fun.” Alana explains smiling ear to ear. I love how excited she gets over the simplest things. “Sounds like a good time to me! And ya know what else sounds good? A shower and bed.” I say while standing and stretching. “I was thinking the same thing myself.” Nick says pushing himself off the couch. “You can use our shower Kate.” Alana offers. “You sure? I don’t want to hold you guys up from heading to bed.” “Nah you’re good. We’re probably gonna watch a movie first. Roger’s been begging me to watch Top Gun: Maverick for weeks now.”Alana explains. “It’s a good one! You’ll love it!” “See?! Thank you Kate! Told ya it’s a good movie!” Roger says nudging Alana who looks less than thrilled. I laugh, “Welp, I’m headed up. Thank you guys again for everything today! See you in the morning.” I say while heading for the stairs. “Night guys!” Nick says following right behind me. Roger and Alana both bid us goodnight and turn on the movie. My back prickles as I feel Nick’s eyes on me. I know he has something up his sleeve, but to my surprise he goes straight for the shower while I head to the bedroom. I grab my stuff and head down the hall to Alana and Roger’s bathroom where I realize I forgot my face wash. Shit! I hurry back to the bedroom and run inside trying to be quick, but when I open the door there stands Nick gloriously naked. “OH MY GOD! I’m sorry! I forgot my face wash.” I say trying to advert my eyes. “Usually people knock first.” “Yeah, well, usually people lock the door first!” I say trying to focus on finding my stuff and not on Nick’s hot body. “What’s wrong darlin? Afraid you might like what you see and not be able to control yourself?” The smugness in Nick’s voice lights a competitive fire in me that I can’t resist no matter how much he may be right. I have to prove him wrong. I find my face wash and turn around to see Nick standing in a pair of black briefs. I saunter over to him and grope his cock while giving him my best doe eyes looking up from his chest. He sucks in a breath as I stroke him feeling his heaviness fill my hand while I watch his shaft thicken and grow. I push up on my tiptoes until my lips are touching his ear, “You’ll have to try harder than that.” I whisper softly releasing him from my grip and walking away. My pussy is screaming at me while my mind is proudly gloating at our win. When I return from the shower I find Nick passed out in the middle of the bed. I do my best to not disturb him and quietly crawl in on my side of the bed. I lean over to plug in my phone and feel a shift in the bed. Nick grabs me wrapping his arms around my waist and pulling me close. I squeal and laugh, “I thought you were asleep!” “You thought wrong darlin.” He kisses my neck softly and slides his hands up my shirt to squeeze my bare breasts. “What’re you doing?” I ask breathlessly enjoying his warm hands against my body. “Checking you for weapons. You might take me out in the middle of the night so you win our little competition.” I snort at Nick’s outlandish answer. “Yeah? Do I look dangerous to you?” I ask while pushing my ass against his hardness. “ Mmm very.” He kisses up my jawline sliding over my mouth and claiming it deep with his tongue. As our heads swivel in heated passion while Nick slides his other hand under the elastic band of my silk shorts. He hums in my mouth when he realizes I’m not wearing anything underneath. His hand slides lower until he reaches my clit and breaks our kiss. “Uh oh, found one. I’m afraid I must confiscate and claim all weapons darlin.” “I’d like to see you try.” I tease. “Bet.” Nick slides his fingers through my swollen lips and into my creamy pussy. “Feel how soaked and needy you are for me? Such a good little brat.” I bite my lip trying my best to stay quiet as he fucks my greedy cunt, thrusting and curling his fingers against my sensitive flesh. I grab the pillow and moan my pleasure into it. “Fuck this!” Nick says impatiently and slides my shorts down my legs turning me onto my back. He kicks off his briefs and positions himself between my legs. He spreads my lips and seals his mouth over my slit, his tongue mimicking the heated passion from our kiss earlier against my sex. I sift my fingers through his blonde hair and grip trying to push his tongue deeper inside. He sucks my lips while pulling himself off me, leaving me breathless and wanting more. He sits on his heels catching his breath and plunges two fingers inside me then pulls them out painting my cunt with my need over and over. His strokes grow harder and impatient; his primal need to fuck and breed taking control. “I’m going to make your pussy mine, you know that? I’m going to claim every inch of it with my hard cock, stretching and filling you like no one has before so you don’t ever forget who it belongs to.” “Mmmm do it Daddy, I dare you.” An evil smirk crawls over Nick’s face and I know I’ve made a deal with the devil himself. I want and crave it though. I want to be his fuck toy, his cumslut, a loyal disciple of the filth and sin he’ll use my body for. He slowly rubs the tip against my sensitive skin, teasing my full lips and throbbing clit. “Pleeease Nick, I need you to fuck me.” I beg desperate to feel an actual cock inside me versus my silicone ones. It’s been so fucking long and the deep ache from between my legs is a reminder. He lines his head up with my tight opening and I close my eyes ready to feel him slowly slide in filling my cunt, but Nick does the opposite. He slams into me hard and deep making me yelp and wince. He pushes deeper and I squirm trying to relieve the pain of his cock against my cervix. Nick grabs my shoulders holding me in place. “Ah fuck Nick, you’re too deep! It hurts! Please — wait.” “I know darlin, I know. Just relax and let your body breathe me in.” I do as he asks and slowly the pain dissipates. “Yes baby, just like that. Let Daddy in.” He pulls back and thrusts again. The pain this time is only a sting and with each deep stroke my discomfort turns to pleasure. I unbutton my top letting the silk fabric fall to my sides exposing my full, bare breasts. Nick pounds into me harder, his balls slapping against my ass as I squeeze and play with my tits. He feeds me his cum covered fingers from earlier and slows his hips. “Suck.” He demands breathlessly. I obey and the hint of saltiness fills my mouth. I keep my eyes up and work my mouth over his fingers imagining it’s his cock. Nick watches and smiles in satisfaction, “Good girl, suck it all off. Do you like how you taste?” I hum in agreement and continue to suck until the saltiness is gone. “Flip over.” Nick demands and pulls away from me giving me room to turn my body. “I want you face down, ass up and hands behind your back.” I remove the rest of my top and lie on my stomach sliding my ass into the air and placing my hands at the small of my back. “Good fucking girl.” Nick’s praise excites me, my heart racing in anticipation for his next move. His warm hands dig into my ass and I feel him spread my cheeks. My body tenses in fear that he’ll try to shove his thick cock into my ass then relaxes when I feel the heat of his tongue instead. He swirls around my hole over and over licking and teasing then slipping in. I rock my ass against his face, griping the sheets, wanting more. He pulls away to catch his breath replacing his tongue with his fingers. With his other hand he rubs my clit hard and rough, back and forth relentlessly. “Ooooo fuck!” I moan. I can feel the pressure building and my legs start to shake. “That’s it baby, show me how much you like it when I fuck you.” I can’t hold back any longer and begin squirting all over Nick’s hand. “FUCK!” He grabs my hips and shoves himself deep inside my soaked pussy. His desperate strokes grow faster and harder, another orgasm washes over me and I clench around his shaft milking him with my soft, warm walls. My cum fills my sex and gushing down my thighs. “Fuck — Kate — ugh!” Nick bites out and pulls out just in time to explode his load all over my ass. I slide my trembling legs from under me and lie on my stomach trying to catch my breath. Nick collapses beside me and we sound like two dogs on a hot summer day panting profusely. After a few minutes our breathing returns to normal and Nick grabs his briefs from the other side of the bed carefully wiping his jizz from my ass then tosses his briefs in the waste basket next to the nightstand. We lie there together processing what just happened wearing nothing but our after sex glow. “Soo who won?”