Risky Business

“Fine. I’ll stay.” I resign to having absolutely zero control over the situation.

“That’s a good choice,” Casey smiles.

I have to bite my tongue to not retort, but something tells me that Casey sees me as a friend in the way I see him. I mean, surely he isn’t just pretending to like me like he said he was. There has to be some type of deeper connection for him to be willing to undertake all of what he has. Especially with some of the conversations that we have had on FaceTime. There’s no true way that he could be making every emotion up. Trying to explain so much with so little information is exhausting my brain, and my anxiety around what Casey could do to me next is beginning to weigh on me as well. I let out a long sigh and slump down into my chair. It creaks under my shifting weight, and Casey looks up at me..

“You good, bro?” He voices a sentiment of concern.

“Yeah, yeah—“ I trail off. “I’m fine, just tired.” I take my glasses off and set them down on the table next to me. I rub the bridge of my nose and eyes. 

“Go lay down, Cam.” Casey’s voice is soft but almost demanding.

“Nah,” I groan, “I just need caffeine or something like that.”

“There’s a coffee shop nearby. I don’t have any coffee grounds with me.” Casey stands up and brushes off his shirt before he pulls it back on.

“Thanks, dude.” I pretend like I don’t still have a million questions. “Will you rain hellfire on me if I leave now to get coffee?“

“Unless you’re walking all the way down to Miami, then you’re fine.” Casey gives me a guilty smile, which I deflect some by looking away and grabbing my suitcase.

“I’m gonna change,” I say. I take my shirt off, and I give Casey his first in-person glimpse of my body. I have a decent build, I’d say. My chest and abs are definitely something to be proud of, but they’ve been hard to maintain with how shitty my diet has been because of needing to meet wrestling weight class requirements. I have some blond fuzz on my chest, which tapers down into a thicker line of fur below my belly button. I never let myself get shaggy since my parents have always been preppy and up my ass about how I need to look. I was taught that to fit in at the country club, I needed to not look like I was homeless. The last few months, though, I’ve been letting my hair grow out. It’s light brown and weirdly curly. I have been liking the bit of flow that I have, and I feel like it really hides my baby face. Doesn’t help that my glasses make my eyes look two times smaller than they actually are. My baby blues already get called cute. I guess that and my jaw are what always seem to attract people.

Anyway, enough of that. I put on a plain grey tank top and a pair of short, light blue fleece shorts that cup my ass and sit tight along my thighs. 

Casey looks me up and down and chuckles. “I thought you were going to get coffee, not laid.”

“Loosen up a little. I’m here to get tan, and I can’t do that if my body’s covered.” I give him a little side-eye and then put on my glasses. “You gonna come or not? I don’t know where I’m going and I need someone to show me around a bit.”

Casey sighs and stands up. He grabs his wallet and keys off of the table. “Sure thing, slut.” He grabs my ass as I walk out the door. I don’t mind it either.

He follows close behind me, and the tension that I thought was gone seems to be restrengthening. I try to ignore my nerves and act as if everything is all right. It seems that’s all I’ve been doing since I arrived here, though. I step into the elevator and select the ground floor.

“Remember the floor and room.” Casey notes, “I don’t wanna be any more embarrassed by you than I am right now.”

 I assume that he’s joking, but honestly, this made me more self-conscious about my appearance than I have ever been before. “That was a low blow, man,” I reply. God how my mood has been changing around him. I can’t tell if I’m attracted to or offended by his cockiness.

An awkward silence builds in the elevator. The doors open, and I walk out past an older couple who have clearly spent a long afternoon basking in the sun. I give them a slight nod, and Casey bids them a good day. I hold the door open for Casey, and a few other guests unpacking their luggage. I use this opportunity to walk beside Casey to ease some of my uncertainty.

“We gotta be back at the condo by this evening. You get to meet a few of the boys for dinner.”

“Do we really?” I protest. “I’m not gonna let this spoil my afternoon.”

“Then don’t let it.” Casey seems almost defensive. “They’re not bad guys. We’re just particular about who we want.” He seems to recollect himself to avoid getting angry. “And, we want you enough to be doing all of this.”

“Yeah, but what the fuck is ‘all of this’ in the first place?” I am getting more frustrated with the lack of answers.

“I can’t tell you much.” Casey tries to diffuse my anger.

“Of course, you can’t.” I sigh and set my jaw. I look up at the palm trees and let the breeze hit my face.

Casey rubs his hands on his face. “I don’t have control over any of this shit, man!” He raises his voice, but I can tell that he’s trying to satisfy my questions. “If I could talk about everything I would, trust me. But you gotta go easy on me right now, I’m just trying to keep my place in the frat.” I can sense the desperation in his voice, and a truth that the cocky side of him could not have shown.

Once again, silence returns, but now I feel like the bad guy. It’s becoming harder to piece together Casey’s intentions. I’m torn over whether or not he is a genuine friend of mine, or if he has just been using me to secure his position in whatever cult of a frat he’s in.

It was about a fifteen-minute walk to what ended up just being a Starbucks, but I can’t really complain. Casey offers to pay in what can only be an apology that I don’t deserve at the moment. Once the barista has given us our orders, Casey excuses himself to go take a call outside. I take a seat at the bar looking out the front window of the store and watch him lean back into a lamppost while trying to make out any of what he is saying. He seems to be slightly overwhelmed. A slight frown is illuminated on his face by the sun, and his eyes seem more sullen than usual. His gestures indicate that he’s about as distraught with the situation as I am. He puts his phone back in his pocket, and that’s my cue to put my focus back into my drink. I look up as he walks into the door, and he flashes me a cheeky smile. He sits down on a barstool to the left of me.

“I’m sorry, Casey.”

“For what?” He puts his coffee down and turns towards me. I find it difficult to make eye contact because his demeanour in the last half hour has just completely changed.

“I was watching you on the phone and I could tell that you’re overwhelmed.”

“I’m fine,” he assures.

I look up into his eyes and they say more than he has. I don’t press on, as I can tell that he doesn’t want to talk about it; or, well, he can’t talk about it. He holds his phone in one hand and sips his coffee in the other. I try quickly to change the subject to get Casey’s stress levels down, and for my own sake as well.

“Do you wanna go to the beach soon? Maybe we can meet your friends for dinner after, maybe in Fort Lauderdale,” I suggest.

“I’d have to run that by my buds, but I think that they’ll be fine with it.” He sends off another text to a group chat with what could be upward of a couple of dozen guys.

“Awesome.” I can definitely feel a stronger connection developing over the last couple of hours than I have over text. I almost want to just lean into his shoulder and let myself loose, but I know that this early on, I can’t risk getting too close of a connection with Casey.

“Let’s go back to the place so I can grab my bathing suit.” He stands up and throws away a half-drunk latte. I shake my head a little, but can’t help but smile when he turns around to hold the door for me.

The early summer sun and mix of caffeine put a beating on my body on the walk home. The heat on my hair and back of my neck causes sweat to run down my back, and what seems like everywhere, actually. Even with just a tank top, the humidity makes the air feel heavy on my body. Thank God for whoever it was that invented air conditioning.

By the time we get back to the condo, I immediately head for the couch and slump down into it. I check my phone, and it’s full of notifications from Snapchat. I see a message from my old girlfriend, and immediately put my phone down on the coffee table on the left side of the couch.

“I don’t really like coffee,” Casey says matter of fact as he downs a glass of water. “Maybe an espresso, but nothing with that much sugar.”

“Is that so?” I say, sarcastically. I strip out of my tank top and shorts, leaving my bulge clearly outlined by my underwear. Casey turns around and his eyes widen a bit.

“Well, damn.” He scoffs, “I wasn’t expecting that.”

“Too much?” I ask him.

“Yeah, you’re wearing too much.” A smirk forms on his face, and he begins to walk over to me. Casey grabs me by my neck firmly, and pushes me back onto the couch. He quickly strips out of all of his clothes, leaving his sweaty, fuzzy body completely bare in front of me. My eyes trace his muscles, and down to his abs. He steps forward and his beefy chest towers over my face.

I fix my eyes on his soft, heavy cock. A thick bush of dark brown, but well-managed pubes surround his growing dick. He looks down at me, and I can once again smell his manly body, but this time the sweat packs an extra punch. I reach up and run my hands on Casey’s chest. I twist his left nipple which causes him to let out a slight moan.

“Taste me, Cameron,” he practically begs.

I lean in and take his semi-hard cock into my mouth. The slight saltiness of the sweat on the tip of his cock makes my mouth water even more than it already was. He gently runs his hands through my hair and positions them on the back of my head. Casey begins to guide my head further down on his cock. I feel it grow and begin to throb in my mouth. It thrusts into my face, and Casey holds my face against his bush. I gag slightly and begin trying to pull off of his thick dick, but his strong arms hold strong.

“Fuck yeah—“ he moans. “Look me in the eyes,” he commands.

I look up at him holding his phone, and he takes a photo of me with his cock down my throat. My mind tells me to protest, but he begins to thrust in and out of my mouth again. A drop of precum forms on my throbbing tip, and I slowly massage it with my hand while I let Casey guide me.

“You really do have some beautiful blue eyes,” he remarks. “But, I reckon that you’ll look even better with my load painted across your face. Isn’t that right?”

I keep my eyes on him and nod slowly. He pushes his now fully hard cock back down my throat, and I gag harder trying to accompany his thickness. My eyes water and his full balls press against my chin. Spit drips down his cock, and I move my hands from my own cock, to his thighs. I groan and he can tell that I’m beginning to run out of air.

“I asked you a question,” he huffs. “I expect an answer.”

My eyes widen slightly, and the same devilish grin he flashed earlier has reappeared on his face.

I try to say “yes sir,” but as I open my mouth, I gag loudly, sending more spit dripping out of my mouth and onto the ground.

“Good boy,” he mutters, pulling his cock out of my mouth.

I gasp for air and begin to catch my breath. I look down to the ground and hunch over on the couch slightly. “Fuck,” I whimper.

“Get down on your knees,” Casey demands, “Now.”

I slide off of the couch down onto the tiled floor, and look back up at Casey. His cock is covered in my spit. He slaps his member on my face, and I flinch. Casey grabs me by my head again, and puts his throbbing cock head on my face. His balls hang right down onto my lips, and I take them slowly into my mouth. He puts one foot up onto the couch. I clean the sweat off of his full balls. Casey holds me firmly against his muscular, hairy thigh.

“Fuck yes, bro. Get my taint too,” he exhales.

I let his balls fall out of my mouth, and Casey moves further up, pressing my face into his manly, and musky crotch. I lick the sweat from his taint, and my tongue teases right below his hole. His ass and legs are covered in thick and curly hair. He lets out a loud moan and tells me to continue. He pulls me away from his taint and lines his cock back up with my mouth. He pushes it past my lips and slowly begins to fuck my throat. Casey is more gentle this time, and I keep my eyes on him while he guides my head again on his big cock. I manage to not gag as he picks up the pace, and he can clearly tell that I’m more comfortable now with his cock in my throat.

He pulls me further from the couch and leans over. Casey suddenly forces his dick all the way down my throat, and I heave. I put my hands on his thighs and try to push off, but he reinstates his strong grip on my head.

“Stay there,” he coos, as he runs his right hand down my back. Casey presses a finger against my hole and I let out a muffled grunt. “Fuck,” he whispers, “It’s gotta be your first time.”

He spits on his ring finger and slowly begins to press into my hole, but meets resistance. I struggle to get any air with Casey’s dick rammed down my throat, and my struggling causes my hole to clench.

“Come on, Cameron,” he says, “relax and let me loosen you up.” He puts more pressure on my hole and slips his finger inside me. I let out a loud whimper and end up gagging on his cock. He pulls his dick out of my throat and I struggle once again to catch my breath. Instead of giving me a break like last time, however, he steps forward and squeezes my head between his thighs so I cannot escape while he loosens me up. I put my arms around his massive thighs, but I cannot get any relief from his crushing strength. Casey fingers my hole slowly, and I continue to struggle against him.

“Keep fighting and the second one won't be even close to as gentle,” Casey sneers.

A shiver runs down my spine, but I find myself still attempting to get free from him. He tries to insert a second finger for a minute or two, but he recognises after that, that I’m not quite relaxed enough to let him enter. Casey gets off from on top of me, and looks me in the eyes. I stay on all fours and don’t move, since at the moment I’m just glad to not have his muscles threatening to crush my head. He cocks his arm back, and within a second, his hand makes impact on my face. I quickly adjust my hand to stop from falling over, but I’m absolutely taken aback by the impact. My ear begins to ring, and I lower my head closer to the ground. I slowly look up to Casey, but this time I have true fear in my eyes. He stands there jerking his member. The stinging pain numbs a bit and turns more to warmth. I rub my face slowly. I don’t take my eyes off of Casey.

“Maybe next time you’ll obey better.” He tries to justify the slap.

I don’t reply to him, although every part of my body is warring with whether or not I want to tackle him and get revenge on him. I get up to my knees. Casey reaches down, and I flinch, but he just puts his hand on my neck.

“My dick’s getting soft again,” he complains, shaking it in front of my face. I put my lips back around his pink head, and begin to suck him off. He’s gentler now, but I still flinch with every move he makes. I let him fuck my throat, and I can taste his precum coating the tip of his dick.

Casey’s breathing becomes heavier, and I can see his abs flexing hard. I know he’s getting close, so I take a massive risk and pull off of his cock. He groans while his dick throbs in front of my face. I slowly jerk him off, and he tries almost desperately to fuck my hand. I edge his thick cock until he’s practically begging for release. I run my tongue down Casey’s cock, and he struggles to contain his moans. He presses his cock back into my mouth, and within a few seconds, his load begins to fill my mouth.

“Fuck!— oh, fuck,” Casey exclaims as his body jerks from the orgasm. His cum continues flowing into my mouth, and I swallow it. I keep his cock in my mouth, and clean the cum off with my tongue, which causes him to jerk even more. “It’s sensitive, dude,” he gasps.

I let his dick fall out of my mouth, and Casey immediately pulls me up into a long kiss. His hand is right over where he slapped me earlier. It’s still sore, it also still feels kinda puffy. I get a good look into his deep, soft set brown eyes, and I go in for another kiss. He runs his thumb over my cheek, before pulling away again.

My mind is still foggy. Casey’s temper seems to be erratic, or maybe it was just the heat of the moment. I watch him as he gets dressed in new clothes. I admire his beauty, but I can’t help but have reservations about what the hell is going on. I put my clothes back on, and check my phone. Casey walks out of the bedroom and flashes me a smile. He ruffles his hair.

“You ready?” He asks me, perkily.

"Yeah,” I breathe. I notice that his eyes stay on my cheek, but I can’t make out anything from his expression. He grabs his hat, and phone, before holding the door open for me.

”Make sure to lather up with sunscreen. I don’t want that pretty body to be all lobster red for my friends.”

"Duly noted.” I lower my head slightly and lock my eyes on my phone for a few moments while I wait for Casey to follow me out into the hallway.

He squeezes my butt as we begin walking, and this time, instead of walking behind me, he walks by my side.