“Pick a safe word,” she says, opening the bottle of lube and squeezing a dollop into her hand.
I glance at her again. “What?”
“You need a safe word, Ryan. This is new play for you, new sensations. You may not like it. You may need it to stop. I need to know when you’ve reached your limit. Pick a word that you’ll only say when you need it to stop. No judgement, no questions, no hesitation.”
My mind scrambles to think of something—anything. “Uhh…Yoshi.”
She giggles. “Yoshi? That’s your safe word?”
I smirk. “Yeah. It was the first word I thought of.”
“Yoshi it is,” she replies, kissing my shoulder again. “Don’t say it again unless you mean it, okay?”
I nod.
She steps in behind me, her hips pressing against mine. “Just relax, okay? I promise, if you trust me, this will feel amazing.”
I nod again, swallowing down my nerves. “I trust you.”
Her lubed hand snakes around my hip and closes around my shaft, stroking from root to tip in one long, luxurious pull. I groan, body sagging as all my blood rushes straight to my crotch.
“What are you doing?” I say, head sagging between my shoulders as she does it again.
“Relaxing you,” she replies.
Her chest is bent over my back, her full breasts pressed against my fevered skin. She moves her hips a bit, fucking me with her hand as she rocks into me from behind. It’s intoxicating. I love the feel of her wrapped around me like this.
Just as I’m about to say so, she shifts until her pussy is pressed against my right hip, exposing my ass. Her hand on my dick stills, holding me tight, as the fingers of her left hand trail down the small of my back, between my cheeks, until just one finger presses over my tight hole.
“Fuck,” I gasp, my body lighting up like she flipped a damn switch.
“Puppy, we’re just getting started,” she teases, rimming me with that lubed finger. “You know what to say to make me stop?”
I nod.
“Do you want me to stop?”
“No,” I grit out. “Keep going.”
I’m too curious to stop now.
“Relax,” she says. “Deep breath…and exhale.”
As I exhale, I feel pressure at my hole. I try not to clench as she presses in.
“Look at you.” Her voice is full of praise. “So, beautiful with my finger in your ass. You’re gonna be a natural, aren’t you? Just wait until I’m fucking you in the ass while my tits bounce in your face—”
“Jesus—Tess—stop,” I bark, my cheeks clenching around her finger.
“Stop as in—”
“Don’t fucking stop, just stop the fucking dirty talk. I didn’t safe word yet, but I’m about to come if you don’t stop turning me the fuck on. Stretch me out and put in the plug. And then you’re fucking next.”
“Yes, sir,” she teases, bending over to kiss the middle of my sweaty back.
I shiver, all senses firing as I’m wracked with new sensations.
Her right hand drops away from my dick and she holds my hip for support as she works her finger in and out of my ass. I hold tight to the bench, trying to keep myself relaxed.
“I’m adding a finger,” she murmurs.
I nod, groaning as I feel the tightening of a second finger pressing in. The lube feels strange, but my whole body is slicked at this point. She works those fingers against me. I feel full, but not overly full. It’s an odd sensation, but not as weird as I thought it might be. It’s even pleasurable. It’s almost like— “Oh, holy fuck,” I squawk, my cheeks clenching around her fingers.
“There it is,” she sings.
She touched something inside me that felt like a zap of electricity. It zinged through me, straight to the fucking heart. My dick twitches, the tip leaking precum.
“Oh my god,” I say, fighting the urge to whimper.
“That’s your prostate,” she says, curling her fingers up and in to touch the spot again.
I try to stop my knees from shaking.
“Such a good boy,” she soothes. “You’re gonna love this. I’m going to put the toy in now. Are you ready?”
Am I ready? Is there such a thing as being ready for this? “Yes,” I grit out.
She removes her fingers from my ass, and I feel empty. Then she steps away, and I feel like I’m fighting the urge to whimper. I want her against me, all around me, holding me, shoring me up. I watch as she puts lube on the butt plug. Then she’s right back behind me, tapping at my hole with it.