Trained By The Boss: M/M BDSM Straight To Gay First Time Romance

by Charlotte Storm

  His eyes soften and widen. His lips press together. He’s giving me his puppy dog face. One I saw plenty after we briefly hooked up, when he’d ask me when we were going to do more together.

  Never. The answer was never. Still is.

  “Yeah, Geo. Sure. Friends is good.”

  “You’re fidgeting.” Geo grabs my hands so I can’t clench and unclench my fists. He also stops me from rocking on my heels. I didn’t realize I was doing that until now.

  “Oh, sorry.”

  Geo’s skin is warm against mine, his scent a bit too strong, like it always is. Like he is.

  He steps closer. His thighs rub mine. His breath heats my face.

  I back away.

  He lets go of my hands. “Don’t worry about it. Mind if I use the restroom before I go?” he asks.

  It’s weird, Geo asking for permission to do something in his father’s condo. But I guess it’s sorta mine now, which only makes it weirder.

  “Sure.”

  I busy myself in the kitchen, putting away the few things I have, trying not to mix up what’s mine and what’s Griffin’s. Geo takes his time in the bathroom, and I let him. The less interaction, the better. He said he’s going after this. I think that’s the best idea.

  When Geo comes out of the bathroom, I’m by the front door, waiting for him.

  “Can’t wait for me to leave, can you?” Geo gets right to the point, just like his father. Unlike his father, I don’t owe Geo shit. Especially not an explanation.

  “I really appreciate your help,” I say.

  Geo brings me in for a hug. I’m stiff in his arms, not in a good way. I brace, waiting for him to grab my ass. He doesn’t, and maybe that’s progress.

  “It’s a fucking hug, Aiden. What? My father won’t allow you this?” He pulls back, looks into my eyes.

  “This isn’t about your father. That’s never been the issue between us.”

  Geo’s laugh is short and sharp. “That’s not even close to the truth, but okay. Whatever.”

  He stares into my eyes, looking for what? I don’t know. Don’t know that I care to figure out Geo’s motivations.

  “You’re really happy, aren’t you?” he asks.

  “Yeah, I’m happy.”

  Geo grins, the kind that makes me uneasy. “Then I feel really sorry for you.”

  He’s gone before I can ask him what the hell that means.

  Chapter 14

  My alarm goes off, reminding me it’s Monday morning.

  Two things are immediately obvious.

  One: I’m still sore from the amazing night I spent with Griffin two nights ago—him pushing my boundaries, me realizing just how much I can take. How much more I want to take.

  Two: I’m sore because of the move, both physical and mental. Dealing with Geo, with my emotional unease around him, was way more heavy lifting than I was prepared for.

  Hitting snooze on my alarm, I convince myself I deserve fifteen more minutes of sleep. The condo isn’t far from the office, and I don’t need much time to get ready.

  I wake to the sound of my phone ringing. It’s Griffin’s ringtone.

  “Sir,” I answer, still rubbing sleep from my eyes. Fifteen minutes went by way too fast.

  “Do not think, Mr. Montgomery, that just because I took your virginity, spent the night with you, and gave you a condo to live in, that you don’t have to report to work on time.”

  I sit up in my bed—no. Griffin’s bed. I don’t actually have a bed. That wasn’t one of the things my parents threw out on the lawn.

  Pulling the phone from my ear, I glance at the time. “Fuck!”

  I’m late. Two hours late.

  “I-I’m, uh...I’m sorry, sir. I overslept. My alarm—”

  “Are you making excuses, Mr. Montgomery?” His tone is sharp, clipped. I am so going to pay for this. Not in a good way.

  “No, sir. I’m sorry, sir. I’ll be there in thirty minutes.”

  “You have twenty.”

  Griffin hangs up. I jump out of bed, hit the shower first, no time to worry about all the ways he’ll make me pay. My greedy hole clenches, hoping he’ll punish me by ramming my ass until he unloads in it.

  That isn’t his style, and that punishment would actually reward me, so, definitely not happening. Oh, well. A guy can hope.

  Splitting the difference, I barge into my boss’s office twenty-five minutes after our phone call. I say barge because, if I’d actually paid attention to the receptionist who tried to stop me, I’d realize Griffin was in a meeting. A meeting that started five minutes ago. A meeting where I was supposed to take notes.

  Every eye in the room turns to me. But there are only two I care about.

  My mouth goes dry. I lick my lips, thinking somehow that will help. It doesn’t.

  “I apologize for my tardiness,” I say to my boss first, then to the other people in the room, all executives and higher ups in the company.

  “It’s quite all right, Mr. Montgomery,” Griffin says in a way that tells me it isn’t all right. “You haven’t missed much. Sit.” He nods toward the empty chair next to him.

  I do as I’m told, fight every impulse I have not to fidget with the cuff around my wrist.

  All eyes are still on me. Griffin hasn’t resumed the meeting. I have no idea why, even though the sinking feeling in my gut is trying to warn me there’s something I’m forgetting.

  “Are you ready to take notes, Mr. Montgomery?” Griffin’s tone is even. One could say dispassionate. Bored.

  I know better. I see the fire he’s trying to hide behind the dark depths of his eyes. I hear the inflection that tells me I’m in for a world of hurt, abstinence, and humiliation.

  Closing my eyes, I will the burn under my skin to subside. Cold sweat needles the back of my neck, palm of my hands.

  Clearing my throat, I stand. “I apologize. I seem to have forgotten my pad and pen. I’ll be right back.”

  I cannot get out of the room fast enough. The receptionist sees the look on my face, cracks an I-told-you-so grin of her own.

  “How’s it going in there?” she asks, a chuckle in her voice.

  “I screwed up,” I admit, as if she doesn’t know. “Got a pad of paper and a pen I can use?”

  She reaches inside one of her many drawers, pulls out a yellow legal pad and two ball point pens. “In case one runs out of ink or breaks,” she says at the confused stare I must be giving her. “I’d hate for you to have to come out a second time.”

  An involuntary shiver runs down my spine. “Thanks,” I say, letting the relief of her saving my ass sink into my tone.

  “I like you, Aiden. The boss likes you. When he’s happy, I’m happy, and the company is happy.” She nods at the pad of paper. “So get in there, stop fucking up, and make him happy. Yes?”

  She gives me a genuine smile, something she typically reserves for the higher-ups. “And you owe me a coffee.”

  “I’ll buy you lunch,” I say over my shoulder, rushing to get back to the meeting.

  It’s brutal, sitting next to Mr. Hart, knowing I pissed him off. Knowing I’m about to get punished, but having no idea how. Makes it difficult to concentrate on the boring meeting, and I’m not entirely sure my notes are up to par.

  When the meeting’s over, I wait for the execs to leave, then try to follow them out the door. I need to type up the notes from this meeting, email them to Griffin, and then tend to a few errands I typically do for him on Mondays.

  “Stop.”

  My body obeys before my mind has a chance to even register he’s talking to me. It’s chaos inside my skull right now as I try and plan the most efficient way to get everything done on time.

  Griffin closes his office door. Locks it.

  Should the sound of a lock clicking make my dick this hard?

  “Where the fuck do you think you’re going?”

  I hug the notepad to my chest as a type of shield. “To do my job,” I answer, surprised my voice works.

&nbs
p; “You owe me two hours, Mr. Montgomery.”

  “I know, sir. I plan on staying late to—”

  Griffin Hart, my boss, shuts me up with a kiss. I drop the notepad, grip the front of his suit, rut around with my hips trying to find relief.

  “Are you okay?” he says, his lips against mine?

  I shake my head. “No. I’m not okay. I’m fucking terrified of what you’re going to do to me.”

  Griffin pulls back, eyes my body like he’s checking for something, then grins. “So you weren’t late because you were in pain? The move wasn’t too much on your injuries?”

  He gently touches my ribs, runs the back of his hand across the practically-healed abrasion on my face, palms my ass, rubs his fingers along the outline of my crack.

  “No,” I admit, wishing I could lie, wishing I could make him take pity on me.

  Griffin Hart is not the pitying type.

  “I’m late because I accidentally turned off my alarm. Your bed is too good to get out of. Wanted to spend all day in it.” I nip at his lower lip. “With you.”

  He kisses me again, grabs my dick through my trousers, and strokes me. I moan into his mouth, push against his hand harder.

  All too quickly, he pulls away, and shit. I’m back to being terrified.

  He straightens his suit, pulls on the cuffs of his shirt, all business. “Fear looks good on you, Mr. Montgomery.”

  “Th-Thank you, sir?” I ask, because I’m not sure that was a compliment.

  Griffin checks his wristwatch. “I have another meeting in fifteen,” he comments, as if I don’t know. But it’s a finance meeting, and over a video conference. I typically don’t sit in those because they’re recorded, and sensitive financial information is discussed.

  “Did you want me to take notes?” I ask, not sure where this is going.

  “No, Mr. Montgomery. I want you to take off your clothes.”

  Want and craving flood my bloodstream, mixed with apprehension. It’s the middle of the work day. Anyone could come in, could find us doing...whatever he has planned.

  “Was I not clear?” He puts his hands in his pockets. Looks as relaxed as if we were on a beach somewhere drinking margaritas.

  “Crystal, sir.” I still haven’t moved.

  “Strip,” he practically growls. “We don’t have much time to get you into position before the meeting starts.”

  Into position? During the meeting? I open my mouth to question him, maybe even argue that exposing our arrangement at a finance meeting maybe isn’t the best way to come out about our relationship.

  “The longer you stand there, do nothing, the more I make you wait.”

  I know exactly what he means. I’d like to cum sometime this month. I’ve already fucked up enough. I don’t need to make my situation any worse.

  Moving as fast as my body and fingers can, I undress, fold my clothes into a neat pile, and place them on a chair out of the range of the webcam.

  I shiver as the cool office air brushes against my exposed flesh. Even with as nervous and chilled as I am, my cock has no problem standing at full attention. I can’t imagine a time when I won’t get hard for my boss.

  Griffin takes his time admiring my naked body, which makes me fidget. He’s the one who said we didn’t have much time.

  Walking over to his desk, Griffin unlocks the bottom drawer, slides it open, and pulls out a box with another lock on it. Whatever’s inside is something he doesn’t want nosey employees finding.

  Unlocking the box, he flips open the lid and stares at the contents as if he’s trying to figure out what it is he wants to take from it.

  Finally, he grabs a thick, semi-long, black silicone object with a round disc on the bottom, and a bottle of lube. The level of relief I feel that it isn’t a cock cage is a palpable thing.

  “Do you know what this is?” he asks, holding up the object.

  I shake my head. “No, sir.”

  “It’s a butt plug. You’re going to lubricate it, then bend over my desk.” Griffin holds out the plug and the lube bottle.

  Stepping to him, I take it, hands shaking, and do what he commands. I slick the plug, making sure the lube coats it on all sides, then hand it back to Griffin. Spreading my legs, I place my hands flat on his desk—my face to the computer that will host the video conference in less than ten minutes—and bend over.

  My boss drips more lube onto my ass. It slides down my crack as Griffin uses one hand to push my ass cheeks apart, and the other to insert the plug.

  I grunt and try not to clench. But I’m still sore from how hard he rode me the other night, and tight because I only just lost my virginity. I’m far from an expert on how to relax.

  Thankfully, he doesn’t go in far before he pulls it back out. “Fuck. I forget how tight you are. I’m going to have to work you, and if you aren’t relaxed enough before the meeting starts, then I guess everyone on the video conference will have to wait, watch me play with your ass, until I can get this in.”

  He wouldn’t.

  “Yes, I would,” he answers as if I’d spoken aloud.

  Spreading my legs wider, I press my chest as far into the desk as it’ll go and will the muscles inside my core to soften. Griffin slides the plug further in, circles it around to stretch me.

  I release my breath only when he pulls it out. “Breathe,” he reminds me as he goes at me again, this time almost getting it in all the way.

  “So close,” he encourages, pulling it out again. My hands grip the side of his desk, my forehead pressing into the cool wood.

  This time, when he pushes the butt plug inside me, it’s all the way. Full and stretched, Griffin smacks my ass. I jump, but don’t dare change positions. Don’t dare cry out.

  Grabbing a handful of my hair, Griffin pulls me to standing. I have to clench hard to keep the plug from sliding out.

  “You like having things in your ass, don’t you?” He’s using the tone that tells me we’re in our roles. Him the master. Me the submissive.

  “Yes, sir.”

  “And you like having things in your mouth?”

  “Yes, sir.”

  He rubs the flesh he just smacked, taking away the sting. “Then I’ll make you a deal. For the next hour, I have to be on a conference call. You’re going to be under my desk for all of it, sucking my cock, licking my balls. Your mouth better not leave my body, or I’ll cage you for a week. Understand?”

  “Yes, sir.”

  “If you’re good, do what I say, pleasure me under my desk during the meeting, keep the plug in the whole time, then when the meeting is over, I’ll fuck your ass, cum deep inside you. Is that what you want?”

  My dick pulses and swirls in the air. It’s hard. Painfully hard. The precum dripping from my slit all the answer he needs.

  “Yeah. That’s what you want.” He swipes at the precum with his fingers. Puts his fingers to my lips until I open my mouth, my tongue licking off my own excitement.

  His computer chimes, alerting him that the conference call is about to start.

  I squeeze underneath his desk. It’s tight, and I have to sit at an awkward angle, but for my boss, I’ll do what I have to to please him.

  It’s only an hour, I tell myself. How hard can it be?

  Ten minutes in, and already, my body screams for me to change position. My jaw aches from opening for Griffin’s thick, magnificent cock. When I move my legs and shift my grip on him, needle-pricks dance up my arms, across my calves.

  I can’t cry out, no matter how much I want to. The execs on the call would hear me, and I don’t want Griffin to have to explain why his assistant is under his desk, blowing him.

  At the same time I’m willing my body to calm the hell down, the plug slips from my ass. I twist my arm behind me, catch it with my hand. I might’ve saved the plug, but my lips pull away from Griffin’s cock.

  Shit. I’m like a human pretzel down here. Maybe I should’ve just let him lock me up.

  Pushing the plug back in, I sit on
my legs, use the heel of my foot to keep it in place. Griffin’s hand appears out of nowhere, his fingers tangling in my hair. He pulls my face into his crotch, taps the side of my head to let me know that was my one warning, all while not losing a beat during the meeting.

  How he can focus on number crunching while getting his dick sucked is beyond me. When Griffin’s mouth is on my body, anywhere on my body, all I can concentrate on is him.

  I lose track of time after that. When my muscles beg for a change in position, I ignore them. When my jaw finally burns so bad my vision blurs, I switch to licking his balls. I use my hand to keep pace on his cock.

  The first time my boss cums is a total surprise. He gives zero indication. No change in breathing or speech patterns. No discernable tell. It’s why my face catches the brunt of it, the thick liquid dripping off my chin onto my chest. I clean myself and him as best I can, but I’m still a mess.

  The second time he cums, I learn his tell. It’s subtle, especially since he’s talking at the time. But I know that when his thighs harden into stones, and his shoes make a slight creaking noise from his toes curling under, I need to be ready to drink him down.

  The hot, sticky release from my boss fills my mouth, slides down my throat. This time, I catch all of him. His musky taste explodes across my tongue, and I lap at his slit, making sure to milk his shaft for every drop.

  He’s sensitive after the second orgasm, so I back off. Give his balls more attention. It takes him longer to get hard afterward, but he does. I’m wondering how fast I can make him give me a third load when he ends the meeting and disconnects the call.

  Before I know what’s happening, his fingers tangle in my hair, and he yanks me from beneath his desk.

  I stumble, my body numb from being in one position for so long. My muscles burn when my blood tries to reoxygenate them. The plug slips from my ass, thunks against the ground. I reach for it.

  “Leave it.” Griffin’s voice is little more than a growl.

  With his grip on the back of my head, he slams me into his desk, kicks my legs apart. My hard cock rubs against the ridge of the desk. I cry out, both in torment and ecstatic anticipation.

  I want him. And I want him to take me rough.