You're ok with that power dynamic.

Trevor leers up at you as he slides one hand from your hip to thigh, then slides it around down to your inner thigh and wiggles his fingers up behind your sack. “Let's see your resume.”

You don't often bottom, but Trevor has an odd sort of 'Mad Men' charm holding career advancement over your head. You roll your hips upward a little to give him more access to your backside. His fingers immediately slide further back and graze your tight entrance. You unconsciously clench, and Trevor utters a small chuckle.

“Don't worry, I'll be gentle.” His eyebrow wiggle doesn't do much to reassure you as he crawls around to kneel between your legs. You suddenly feel very exposed as he looks up and down the length of your naked body several times. He reaches up with one hand to pinch one of your nipples gently. It seems almost clinical rather than sexy, but it does send a jolt down to your penis, and Trevor notices it twitch. He takes that as a positive sign and slides both his hands under your knees lifting and spreading your thighs, exposing your pucker to his gaze.

You sit up on your elbows, looking for some way to participate rather than just be the subject of Trevor's inspection. He smiles down at you, still wearing his tshirt and with his cock pointing straight at your face accusatorily. “No, no...” he leans forward and places a hand on your chest, pushing you back down onto his bed. You give up and place your hands behind your head casually, just deciding to let yourself be objectified. Trevor chuckles and makes sure to slide his erection along yours as he slides back down your body and onto his knees. His mouth forms an 'O', and he blows softly down between your asscheeks. You clench again, feeling even more exposed and **** than before. Trevor chuckles again, “Don't be shy... relax...” and he dips his head forward, wiggling his tongue lightly against your clenched hole.

The tip of Trevor's warm wet tongue is a welcome sensation and you do relax back into the soft bedding. You let out sharp sigh, as Trevor's tongue starts to circle your opening, pressing more firmly. When the soft but firm tip first breaches to touch your inner flesh, you can't help but start rolling your hips and uttering small groans. To his credit, Trevor spend several minutes thoroughly rimming you, fitting an impressive amount of his tongue into your body. When he lets up and replaces his mouth with his thumbs, you find yourself holding your thighs open yourself. Trevor spreads the wrinkled flesh of your hold as wide as it will stretch, still not comparatively much considering it's hard to remember the last time you bottomed.

Apparently satisfied, Trevor sits up and says seductively, “Stay just like that, and we'll check your credentials.” He grins at his own joke and crawls to a bedside table where he hasn't even bothered to hide a bottle of lube. You look up at the ceiling as you dutifully lay there, hands behind your head, legs tensed while you hold them spread for him. Trevor returns and kindly squirts some lube onto his fingertips to warm it before pressing them to your relaxed opening. “Promising...” he murmurs while pressing his index finger slowly into you. You wince at first, but concentrate on allowing his finger inside you. Your eyes slip closed as he strokes into you a few times before starting to fit in a second. You bite your lip hold your breath before exhaling and letting his second finger inside to continue stroking you.

You're entirely consumed by concentrating on enjoying Trevor's fingers, and it's a bit disappointing when he pulls them out. He mutters something you don't pay attention to, then you feel something much bigger push gently against your hole. Your eyes dart open, and you can just see the base of Trevor's glistening erection below his tshirt as he positions himself to enter you.

Trevor pauses and grabs a pillow, sliding it under your hips. You appreciate the gesture, and you comfortably roll your hips even farther forward and up for him. He smiles and fits the head of his penis back against your hole with one hand before leaning far forward to finding both your hands and pressing them into the bed on either side of your head. Trevor gazes down into your eyes from his position of absolute dominance and smiles proudly as he pushes his hips forward. At first, the very tip of his penis fits into your mostly relaxed hole, so he pushes more. Suddenly, the head of Trevor's cock feels like a fist, and you inhale sharply, wincing from the pain.

He stops momentarily and presses his face to your neck. “Shh, shh, it's ok. It's ok.” You **** yourself to relax your ass, and he moves again as he feels it. Again, the pain causes you to wince fiercely and your whole body tenses. “Shh, relax. It's ok,” he kisses the side of your neck and finally pushes the head of his penis past your clenched entrance. There's a little relief, and the rest of his smooth length slides into you completely.

Trevor considerately rests there for a few moments, then asks, “Ok?” He feels you nod and grunt an affirmative, then begins his thrusting, at first slow, then with increasing speed. “Yeah, take it. Take my cock,” he murmurs like a mantra. After a while, he hasn't changed position, still breathing heavily against your neck, his clothed chest pressed to your bare body. His shaft pistoning in and out of you is virtually machinelike, but the repetition has become more comfortable. With Trevor pressing you down as he fucks you, you feel little sense of control over your body, like you're a living sexual accessory for him to take his pleasure inside of.

You wrench one of your hands out of Trevor's grip and reach down in between your bodies to find your own erection. He seems to notice and moves to watch your hand. “Yeah, jerk it. Jerk it while you take my cock.” Thankfully, changing position to watch you jerk off alters the angle of Trevor's thrusts into something finally pleasurable. Between your hand dry-stroking your cock and Trevor's shaft grinding against your sweet spot, you give in to the sensation and spread your legs even wider, starting to whimper softly with every impact of Trevor's balls against your ass. The sound of your pleasure spurs him to thrust faster, and the volume of your whimpers increase proportionally.

Your orgasm starts to build, and you suddenly worry that you'll come before Trevor. Your worry is momentary as he starts to grunt, “I'm gonna... I'm gonna...”

In moments, Trevor is slamming into you in a frenzy, and it feels like his cock is forcing an orgasm up into your shaft. You welcome the sensation, and let out a long loud moan as you feel your semen flow under your fingers and erupt. Your cum splatters your chest, and even hits Trevor in the face as he watches. “Yeah, baby, yeah,” he rasps out as his thrusts slow, then finally stop. You realized he's finished as well.

“That was great, baby,” Trevor whispers into your ear as he reaches for a box of bedside tissues, without even pulling out of you. He dabs your chest like one would dab a coffee spill off their desk. As he softens, you contract your hole, and Trevor's cock slips out with a soft 'pop'. "Aw...", he feigns disappointment and fetches another tissue to wipe up his juices leaking out of your hole. “I'd say you've demonstrated that you can fill the required position,” his expression changes to a grin, and he rolls to his side, idly playing with your semi-hard penis.

You stretch your whole body and relax back into the bed. “I assume I'll still have to come down to the office next week?” you ask as you watch his fingers dance along your cock, feeling very aware of your nudity again.

“Yes, please. I need to see if you can fit under my desk,” he giggles boyishly as you groan and sit up. He whines in protest, but your phone, as if knowing, vibrates.

You desperately snatch your phone to find Chris is texting that they're very close to Tyler's apartment to pick you up. “Oh, that's Chris&Jeff. They're gonna be here in a minute.” You try to not sound too relieved as you hurriedly dress.

Trevor takes one last opportunity to grab one of your asscheeks before you pull your underwear up. “Aw, I want more of this...” he looks up at you emploringly.

“Um, maybe that could happen,” you smile non-committally and give him a quick kiss on his pout. “See you soon!” You stuff your phone into your pocket and head out of Trevor's room, closing his door behind you quietly.

Tyler is in the kitchen and raises an eyebrow at your exit. He's holding half a pot of coffee, but he pours it down the sink as you watch. “The door will lock behind you,” he says as he briskly crosses the living room to the door. “See you at brunch, darling.” Then, he's gone without you even replying.

You awkwardly wait a few moments to make sure he'll already be in an elevator before leaving yourself. You anticipate brunch won't be especially comfortable.

END ¯\_(ツ)_/¯