The corner of my mouth tugs up in a devilish grin as I shake my head. “Wrong. Clothes off, then get on all fours for me.” He obeys immediately, standing and undressing himself before climbing back onto the mattress, settling on his hands and knees with his ass facing me. Enjoying the view for a moment, I leisurely rid myself of my skirt, thong and bra, letting them fall into a pile at my feet.
“Maybe you need an anatomy lesson,” I say, sauntering over to where the box of items we ordered for tonight sits on the dresser and taking out what I need. I opened and cleaned everything before he got here, so it’s all ready to go.
Crawling up beside him, I set it down, then move my hand to his cock that hangs heavy between his legs and swipe the bead of moisture that leaks from the tip. I bring it in front of his face, showing him as I rub it between my fingertips. “During the plateau phase of arousal, pre-ejaculate is secreted from the Cowper’s gland, providing additional lubricant for intercourse.” He watches as I lift it to my mouth, sucking his sweetness ontomy tongue with a satisfied moan. His head falls, and I don’t miss the small thrust of his hips, telling me that he’s so turned on that desperation is beginning to set in.
“The prostate gland,” I continue, “is where the largest portion of ejaculate is produced. It’s also an erogenous zone with several nerve endings that, when stimulated, can result in very intense orgasms.” Reaching over, I take the bottle of lube, squeezing a generous amount onto my finger before dripping more down the cleft of his muscular ass. He flinches at first, so I take a minute to check in.
“Do you still want to do this?” I ask quietly. We’ve talked about it on multiple occasions, but he knows he can change his mind at any time.
“Yes,” he whispers, lowering to his elbows and spreading his thighs apart to give me better access. I rub my fingertip around his rim, making sure there’s more than enough lube for me to slide around easily. Even though we’re pretending this is a punishment, I don’t want anything I do to hurt him, so taking my time during prep is extremely important. His breathing quickens, and he sinks down even lower, arching his back as he relaxes. When I’m sure he’s ready, I add pressure, entering him up to the first knuckle while his muscles clench around me.
“You’re doing great, baby,” I praise, and I feel him loosen in response. I retreat slightly, pushing back in further and earning a deep moan that tells me he doesn’t dislike how it feels. “Do you want more?”
“Mhmm,” he replies, so I push until I bottom out, stopping to let him adjust.
“You are so fucking hot, Ace,” I say, looking at where I’m buried inside him. “How does it feel?”
He exhales a shaky breath. “Like I need more.Please.”
“You have to earn it,” I reply, using my free hand to pull the textbook toward me. “What’s the name of the theory thatsuggests that romantic relationships are more likely to occur between people who spend time together in a physical space?”
His fists clench the comforter above his head as his body shakes with need. “P-proximity effect,” he stutters.
“Correct,” I reply, squeezing more lube over his tight hole before working another finger inside. A guttural groan leaves him as I twist my hand, finding his prostate and applying enough pressure to make his toes curl beside me. He pushes back in search of more, and I take the opportunity to slide the rest of the way in, giving him every inch I have to offer—at least for now. I pump in and out, and he meets me, thrust for agonizingly slow thrust.
“That feels so good, doesn’t it?” I mock. “I can tell by the way you’re trying to ride my hand.”
“Fuck,” he whimpers. “Please.”
“What, baby?” I question. “Use your words and tell me what you want.”
He swallows, rocking his hips gently as I rub my free hand up and down his back. “I want you to fuck me.”
I remove my fingers, earning a desperate moan of frustration, and reach for the strapless strap-on dildo we picked out. After doing some research, we agreed that a regular strap-on harness was way too intimidating, so we opted for this one, which is geared toward beginners. The shaft is long, but barely wider than a few of my fingers, so it’ll be comfortable for him. The end that goes inside me curves forward to rest against my G-spot, giving stimulation every time I thrust.
“I should lick your pussy first,” he says. “I want to make sure you’re ready.”
I giggle. “Ace, I’m dripping down the insides of my thighs from playing with your ass. I’m ready, I promise.” I swipe a finger between my legs, holding it up to show him I’m telling the truth.
“Fuck, that’s hot,” he says on a forced exhale, and I lean in, locking my mouth to his. Stars explode behind my eyes as his tongue slides against mine, and my clit throbs with desire. I’ll never get enough of the way his kisses possess me.
“Are you ready?” I ask, and he nods in consent. I can tell he's nervous, but I know he wants it just as badly as I do. This role-play was his idea, right down to ordering the toy we chose and having it delivered.
Picking up the dildo, I drag my end through the wetness that leaks from my pussy before slowly pressing it inside. I sigh as it pushes against my walls, giving me a small taste of the relief I'm about to experience once I start thrusting into him. I need to be patient, though. As much as I'd love to chase my own orgasm, making it good for Ace is my main priority.
“Use your colors if you need to,” I say, letting a generous amount of lube drip onto the toy before stroking up and down with my fist to coat it. I whimper quietly as I pull, the curved end inside me bumping against my most sensitive spot and nearly making me come with how good it feels already.
Squeezing a little more of the slippery liquid onto his tight hole, I toss the bottle aside and notch the head of the dildo at his entrance. I feel him clench against it immediately, so I rub my hand across his lower back, trying my best to comfort him.
“It’s okay, baby,” I say softly. “You’re doing great. Just try to relax and let me in.” I feel him sink into the mattress, so I carefully drive forward, watching with rapt attention as he swallows the first inch. A quiet exhale leaves his lungs, and to my surprise, he pushes back enough to take the toy even more.
“Slow down, Ace,” I say. “Let yourself adjust. Are you okay?”
“Mhmm,” he hums. “I need more.” His body is trembling, but not with the nerves he was displaying just moments ago. He’s so desperate that I can tell he's seconds away from begging me to sink the rest of the way in. So, I give him what he wants, grippinghis hips and thrusting forward until my pelvis is pressed tightly to his ass.
A needy whine pushes past his lips as I pull back, slowly burying the dildo inside him again and making it press against my walls. Pleasure zips through my limbs as I pick up my pace, our moans and heavy breaths mixing in the air as I fuck him.
“Look at you,” I say, taking a cheek in each hand and pulling them apart so I can enter him even deeper. “Such a good boy taking your tutor’s cock in this pretty hole. I wish you could see how sexy you are right now.”