Chapter 1- A Mistake
I made a mistake. A really big mistake. I’d met this guy on a dating app. Super hot twinky little thing. Couldn’t wait to meet up with him. He’d asked me for a preview, so naturally I sent him a dick pic.
Only he never got it.
We’d been texting back and forth throughout the day, including while I was at work. I know my boss could tell I was distracted. I couldn’t help myself, I wanted desperately in that guy’s pants. We’d made plans for this evening.
All I needed to do was go home and shower. I never thought that taking an innocent picture of myself in the office bathroom during my lunch break would backfire so royally. You see, my boss and the guy I’ve been chatting with, they share the same first name. I didn’t think anything of it until my boss sent me a message while I was in the bathroom handling my little photo session. In that split second, I got them mixed up. I fucked up. I sent a picture of my very hard dick to. My. BOSS.
I didn’t notice the mistake at first. Going back to my desk and continuing my work day like normal. It wasn’t until I got no reply from my date that I became confused. We’d been messaging consistently since the night before. Why the sudden silence? I picked my phone up to double check that the message had been sent.
That’s when I noticed my mistake. Right there at 12:27pm I sent my boss of 2 years a very clear picture of my genitals.
Fuck. I need to fix this. Not now of course, I don’t get off for another 4 hours and I absolutely do not what to confront him right now.
Luckily the rest of the day goes by quickly. But as I walk towards my bosses office I can’t help but feel knots in the pit of my stomach. The man could very easily fire me. It wouldn’t be the worst thing I guess since I currently want to crawl in a hole and live the rest of my life out as a hermit. Never have I ever been embarrassed about my dick. I know I’m packing, it’s not news, but my boss absolutely did not need to see that.
I knock on the door, nothing but silence coming from the other side. He didn’t leave yet did he?
“Come in.” His voice is slightly muffled by the closed door.
I open it slowly, my hands a little shaky, a little sweaty. I close the door behind me, my boss is still sitting at his desk, not looking at me, but at his computer screen.
“I apologize. I didn’t mean to disturb you while you were still working. I can um— I can come back.”
“No no, that won’t be necessary. I have an inkling as to why you are here.”
Fuck me. So he definitely saw it. Great. Just great. I showed my cock to my boss. Perfect. I’m going to lose my job. I just know it. Damn. I really like this job too.
I’m so in my head about the possibility of losing my job that I don’t notice my boss get up from his chair. when I come back to earth he is standing in front of me.
He’s a small man. Thin, lean. His straight blonde hair is combed back off of his forehead. Hazel eyes, with flecks of green and gold, sparkling up at me as he stares intently. Peachy skin that always looks so soft and smooth. He has quite soft features. Feminine features if you will. He’s pretty, to say the least. Definitely my type, but he’s not gay. He’s a married man. The ring on his finger a telltale sign of his commitment. Or so I thought.
His hand reaches up to grasp my chin, holding my head steady as he stands on his toes. What the fuck is happening? The kiss takes me by surprise, it’s gentle, slow, hesitant. But goddamn does he taste good. Like fresh berries, a mix of strawberries and blueberries, sweet and juicy on a hot summers day. Fucking smells good too. I don’t know what cologne he wears but damn, I’d love to smell him all day.
I can’t help myself. I kiss him back, languidly. His lips are soft and warm. The unexpected tenderness and slight heat between us throws me off guard. It doesn’t mean anything though. He kissed me first. Kissing him back was just instinct. Wait. Wait. What the hell am I even doing? I gently push him away and take a step back. He looks confused.
“I didn’t mean to send you that picture. It was an accident.” I blurt out.
His eyes widen in horror as he slaps his hand over his mouth. He rushes past me, flinging open the door and heading down the hall. What? Should I follow him? What do I do? I just stand there watching as he leaves me behind. I feel stuck. I mean he knows it was an accident. So are we good? I don’t really know what to do in this situation. I stand there, contemplating whether i should check on him, but decide against it. It’s Friday, so I guess I will just see him Monday? Such a weird experience.
I wander back to my desk in a sort of confused trance. I pack my things up to take home for the weekend and head to the elevator. As the doors begin to close, my boss is exiting the bathroom. I barely catch a glimpse of his face before they shut completely. He looked really upset. Fuck. Now he’s definitely going to fire me. What the hell am I going to do on Monday? I kissed my boss. Oh well I guess that’s a problem for Monday. Tonight, I’ve got a hot date.
I hurry home and jump in the shower, washing off the mistakes of today. I never did send my date the picture he’d asked for, but that’s ok. He will be pleased to say the least. We are meeting at a restaurant downtown so I need to be quick.
I throw on a nice navy button down and khaki chinos along with a pair of brown loafers. I look good and I can’t wait to meet Wes. Fuck he’s so hot. Very much looking forward to seeing him in front of me with no clothes on. I figure we will have a nice dinner, a few drinks, and bring him back to mine where I can fuck him into my mattress.
I arrive at the restaurant, about 10 minutes early. I hope he isn’t here yet. I made the reservation myself, the restaurant being an upscale Italian joint. Been before. The food is good, the atmosphere is quite romantic. Perfect for a first date where the end goal is bringing them home with me. I know that’s what Wes was looking for anyway. He wants to hook up, and I will gladly oblige. But I can’t just invite him over and fuck him, my foreplay always includes a nice meal.
“Good evening sir, do you have a reservation?” The hostess, a young woman looking to be in her early twenties, asks softly.
She eyes me up and down, her blonde curly hair tied into a high ponytail, bounces as her head moves ever so slightly. Shes checking me out. I always feel a little awkward when women check me out or hit on me. Sorry but we bat for the same team.
“Yes, I have a reservation at 7 for two, under Harrison.”
Her eyes scan the reservation book in front of her, a small nod and a smile. She picks up two menus and gestures for me to follow her. The table is intimate. Only large enough for two. Perfect. I take my seat, eyes wandering over the place setting in front of me. A candle and a single rose in a small vase as the centerpiece. Empty water glasses and rolled silverware.
I sit quietly for a few minutes, taking in the small talk at the tables around me. One couple is clearly here for their anniversary, they can’t keep their hands to themselves. Another older couple, just enjoying a nice dinner out. The ambiance is great. Romantic. Just how I like it.
“Wow. Look at you.” A voice says from beside me. I turn and I’m immediately in awe.
“Wes.” I breathe out. “You look fantastic.” I stand up and pull his chair out for him. Hes tall, but not near as tall as me, standing at 6’3”, he is probably around 5’11”. Long dark wavy hair is pulled back into a slick ponytail. His skin is flawless, a beautiful golden tan, eyes dark like chocolate. His vibe is very femboy, and I’m so here for it. He’s in a cute little jumpsuit number, black with lacy quarter length sleeves and a very sexy low cut back. Can’t fucking wait to take it off of him.
“Thanks Harrison. You’re looking pretty good yourself.” He replies with a warm smile. “How about we make dinner quick? I can’t wait to go home with you.”
“Shit we can just have an appetizer and some drinks if you are in such a rush pretty boy.” I say softly with a smile.
“Sounds like we’ve got a plan.” He grins back.
We do just that. Order a few drinks and an appetizer of toasted ravioli. It doesn’t take long and I’m paying the bill, leading him to my car with my arm around his toned waist. To say I’m excited would be an understatement. It’s been a minute since I’ve been this attracted to someone.
I’ve had some occasional hook ups this month, but none of them were nearly as beautiful as Wes. Well except for my boss. But that kiss doesn’t count. Whatever that was. Though I’d totally fuck him. He does have a great ass. Those dress pants he wears always just tight enough to see exactly what I want to see. And when he takes that suit jacket off and I can see that waist of his. Shit makes me drool. Perfect to wrap my hands around.
“Harrison? You good?” Wes’s voice comes from beside me.
“What? Yea. Sorry. Long day at work. Looking forward to tonight and whatever may happen this weekend.” I say with a wink opening the passenger door of my car.
“You looked like you were dreaming about someone. Me I hope.” He says with a giggle.
Dreaming about someone? My boss? No. No way. He’s married. I’d never. And what happened earlier was a total fluke. One that this Wes doesn’t need to know about. I start my car, resting my right arm on the center console as I pull out of the parking lot heading towards my apartment.
The closer we get, the more my heart pounds. I’m gonna fucking pounce on him the moment we are inside. The amount of sexual tension brewing between us as we ride the elevator to the 4th floor is staggering. Part of me wants to just do it right here. But I’m a patient man. I can totally wait until the entry way of my apartment.
Wes must’ve had the same idea because as soon as I’ve closed the door behind us he kicks off his shoes and literally jumps into my arms. Fuck he’s going to be so much fun. He plants a kiss right on my lips. He tastes faintly of the drinks we had at dinner. A mix of wine and tequila. Not fresh berries. Wait, why the fuck am I thinking about that again?
My arms tighten around Wes’s waist, his legs around mine as I carry him back to the bedroom. Our lips never part as I lower him onto the bed. His body feels so good underneath mine. When I pull away to take a breath he stares up at me with those dark eyes of his.
“Undress me Harrison.” He whispers.
Of course I oblige. How could I not when such a beautiful specimen of a man asks me to? I slowly slide the shoulders of his jumpsuit down and he pulls his arms out, wrapping them around my neck. I gently lift his body up enough to slide the rest of his jumpsuit down. When I get to his waist I about lose it. He’s got these little black lacy panties on that definitely do not hide his erection. Fuck me he is sexy.
“Whatcha looking at handsome?”
I’ve been caught. I couldn’t take my eyes off those panties. But the worst part? I was imagining my boss in those panties. God just thinking about him wearing them under those dress pants of his, my cock is aching in my pants. What is wrong with me? I’ve got this beautiful man in front of me and I cannot for the life of me stop thinking about my goddamn boss.
“You uh— those panties.”
“Yes? What about them? You don’t like them?”
“No no I do, was uh just thinking about taking them off of you.” A lie. But he doesn’t need to know what I was really thinking.
“Then do it big boy.” He winks.
I kiss down his neck to his collarbone, running my tongue along it. His skin is soft, he smells sweet, fruity. I don’t know what he’s wearing but it’s a little much and gives me a small headache. Not like that cologne. Fuck. Seriously what is my problem? Get out of my head Mr. Wesley Sinclair. I’ve got Wes Baldwin in front of me and I’m about to ruin him.
My tongue circles around Wes’s left nipple, it hardens under my touch, a moan escaping his lips. Onto the right one, I can’t leave it out. That’s not my style. His moans continue, soft and breathy. I continue down his torso until my lips meet the waistline of his panties.
I don’t use my hands, gripping the elastic strap with my teeth and dragging it down, pulling the panties down and off his slender legs.
I gaze down, eyes trailing over his body, hungry for all of him. His body is great. Toned, slender, long legs, cute little ass. His dick is on the smaller side, probably about half the size of mine, but who cares about that. He won’t be using it anyway.
Seeing him naked in front of me is fantastic but my mind begins to wander. The image of a one Mr. Sinclair popping into my head. What would he look like naked on my bed in front of me? Fuck! Not again. That kiss is really fucking me up. I need to fill my thoughts with something else. Someone else.
“Excuse me but you still have all of your clothes on, not seeming very fair at the moment.” Wes mumbles.
“You wanna help?” I ask with a grin.
“Oh! Of course. I’d love to.”
He hops up onto his knees in front of me and starts to unbutton my shirt. Once unbuttoned, he moves onto my belt the clinking noise of my buckle like the starting sound of a race. I’ve been looking forward to this all day. I pull my shirt off and stand up, kicking my pants away.
“Wanna help with these too?” I ask pointing down to my boxer briefs.
A mischievous grin grows on his face as he crawls to the edge of the bed, taking a seat with his feet flat on the floor. He beckons me closer with one hand. I stop in front of him waiting patiently for whatever he plans to do. He brings his hands to my abdomen, fingertips tracing lines around my just visible 6pack. I dont work out as much as I used to but I’ve maintained a relatively fit build since college.
“Fuck you are hot.” Wes whispers, grabbing the sides of my boxers and swiftly pulling them down.
My cock springs out almost hitting him in the face. His eyes widen in surprise as he stares it down, frozen, like it’s a fucking snake about to bite him. He never did see the preview he asked for so it’s not a shock that he’s surprised. In awe might be more the right words.
“Holy shit.” He breathes out, leaning forward and gently taking my cock with both hands. His hands are small and cold, welcome in the heat of this encounter. I don’t mind a little temperature play.
“You gonna just stare at it or are you going to put it in your mouth Wes?” I ask gently placing my hand under his chin and lifting his head to meet my gaze.
“I want to put it somewhere else.”
“Mmm.” I hum. “Is that right? Where would you like me to put it?”
“I think you already know Harrison. I don’t need you to prep me, but we will need some lube for this….” He pauses, giving my cock a good squeeze before letting it slip from his hands. “To fit where we both want it to go.”
I smirk, stepping away from him to grab a bottle of lube and a condom from my nightstand. I push Wes onto his back, watching him with hungry eyes as he scoots to the middle of the bed. I toss the lube onto the bed, climbing onto it with the condom wrapper in between my teeth. Ripping it open, I slide it onto my tip, unrolling it over my entire length.
Wes spreads his legs, his dick standing quite attentively, his hole twitching in anticipation. On my knees I settle myself in between his legs and pick up the bottle of lube. I dribbling it onto my cock, rubbing it around the tip and shaft before using my now lube covered fingers on his hole.
“You prepped yourself for me did you? So soft.” I say gently, caressing his entrance with the tips of my middle and ring finger.
“I did. I’ve been thinking about you all day and I just couldn’t wait for this. I’ve been looking forward to it.”
“Me too, Wes. You ready?”
“Just fuck me will you?”
“I’m gonna do more than just fuck you.”
“Is that so?” He asks with a small grunt as I begin to push myself into him.
I push in little by little, allowing him to adjust to my size. I know he prepped but I can’t be sure what he’s used to. Yes I want to ruin him a little bit but I do not want to hurt him. The last thing I need is for him to tear. It takes a few minutes, but he takes almost all of me. Seeing him swallow most of my cock whole gets me really fucking worked up. Can’t say I’ve ever had someone able to take all of it though.
“So tight.” I groan as I start to thrust my hips back and forth.
“Oh shit Harrison. You’ve got me so full.” He moans as he reaches for his dick.
I grab his hands, leaning over and pinning them above he’s head. He looks at me in surprise, which turns into a face of pleasure as I increase my pace. I lean forward more, pushing harder into him as writhes in pleasure underneath me.
“You don’t need to touch yourself pretty thing. I can handle it.”
“Oh yea? You hah seem very ngh confident.” He replies breathlessly in between moans.
“I am. Don’t worry, I can take good care of you.”
I’m not sure he believes me, his face a mix of pleasure and skepticism. I know size isn’t what matters, it’s how you handle it, use it. And I’ve been told I use it well, though my size definitely helps. I will show him what I mean. I can make him cum without touching himself. I know I can.
He brings his hands to my shoulders, nails digging into my back as I pound him hard. He’s enjoying himself, the noises and whispered curses leaving his mouth tell me as much.
“Oh fuck!” He yelps when I weave my hands under his waist and lift up his pelvis, changing the angle I hit slightly.
“Found it.” I grin, slamming into him harder.
We are both panting, moans, grunts, and the sound of skin on skin echoing through my apartment. I’m glad I don’t have thin walls or my neighbor would definitely be hearing Wes’s moans right now. He is not quiet at all. Fucking hot as hell.
“Yes! Yes Harrison right there! Don’t stop!” He shouts. His hole is starting to tense up. Good. He’s close. So am I. I increase my pace, harder, faster, pushing myself as deep as I’m able to go. He’s taking almost all of me so well I wonder how many partners he’s had of my size.
I’ve been told before that I should’ve been a porn star instead of an accountant. I could even use my own name. Harrison Huxley, packing a 9incher, what a porn star I could’ve been. But, that’s not for me. I love me a good hook up, but I have to have some level of emotional connection with anyone I bed, or it just doesn’t feel quite right.
“Oh god!” Wes moans, his words drawn out and whiny. His hole squeezes me as he climaxes, his cum squirting out in white ropes onto his toned abdomen. What a wonderful view. Almost there, a few more pumps.
“Fuckkkk.” I groan, my cock throbs inside of Wes, his walls continuing to squeeze me as he comes down. I cum hard, reveling in the pleasure of his hot tight hole. I guess not so tight anymore. As I slowly pull out of him, his hole is left somewhat open, the rim twitching ever so slightly.
“Fuck Harrison. I can’t tell you the last time I came without touching myself. That was something. Thank you.” He says breathlessly.
I lay down on my side next to him, propping my head up with my hand. A light sheen of sweat glistens over his skin. His dark hair falling out of his ponytail, some shorter pieces sticking to his forehead. Just as pretty after sex as before. I lean over and gently kiss his sweat covered chest.
“You’re very welcome pretty boy.” I grin. “Im going to hop in the shower. You can join if you’d like. Or if you want to shower by yourself, the guest room is down the hall. Towels are hanging up. Do you want to stay the night?”
“I will stay. I’m free all weekend if you’d like to um, do this again.” He suggests hesitantly.
“I’m very interested in doing this again. You joining?” I ask gesturing towards the bathroom.
“Yes. I will be right there.”
I turn on the shower, pulling the used condom off and throwing it in the trash can. Wes joins me as the water heats up. Damn he’s so fine. I definitely want to fuck him again. That was great.
We take a quick shower, rinsing off the sweat from our little romp in bed. I can’t keep my hands off of him, his body is just begging me to touch. After our shower I let him borrow one of my tshirts to sleep in. I cannot deny how adorable he looks with my shirt on.
I pull on a clean pair of boxers and plop down on my bed to check my messages. One message in particular stands out among all others.
Wesley Sinclair: We need to talk. My office, first thing Monday morning.
“Fuck.” I mumble, pinching the bridge of my nose.
“Everything alright Harrison?” Wes questions as he climbs into my bed, pulling the covers up to his neck.
“Huh? Uh it’s nothing. Just my boss. I’ve got a meeting with him Monday.”
“Oh. You in trouble or something?”
“Nah. Let’s get some sleep. I need you well rested for tomorrow.” I say, setting my phone down on the nightstand and sliding in next to Wes.
The truth is, I have no idea what to expect on Monday. I sent my boss a picture of my dick. I wouldn’t be all that surprised if Laney, the HR manager, was in that meeting too. Fuck me.
Wes snuggles up against me and I wrap my arms around him. His thin frame feels even thinner wrapped in my arms. As I drift to sleep I wonder how it would feel to have Wesley Sinclair, with his slightly curvy, lean, feminine frame, cuddling up next to me in bed. Motherfucker. Why can’t I get him out of my head all the sudden?
