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.
“This is going to feel tight at first,” she explains. “Maybe even too tight. The pain will fade as your muscles adjust. You trust me?”
I nod for what feels like the hundredth time. “Do it.”
She’s gentle as she presses in, her hand smoothing over my lower back. “Deep exhale,” she says.
I curse under my breath as I feel the stretch and the sting.
“Too much?”
“No,” I grunt. “Is it in?”
“Almost,” she replies. The burn fades to an aching fullness as she settles the plug in my hole. “It’s in.”
I take another deep breath. “Now what?”
“Now you put mine in for me,” she replies. “Then we play.”
I’m still bent over, hands on the bench. “I just…what do I do?”
Her hand brushes up my back. “Honey, just stand up. It’s not a bomb. It won’t explode.”
I straighten my back, feeling the way the toy shifts a little in my ass. “Now what?”
She hands me the red plug. “Lube that for me.”
I pick up the bottle of lube and squeeze some in my hand. I probably use too much as I wet the plug all over. When I turn to her with the toy, she’s already taken the other plug out.
She flashes me an excited smile. “You ready, handsome?”
I nod, stepping closer, toy in hand.
“I’ll tell you if I need you to stop,” she explains. “Just go slow and work it in.”
“What’s your safe word?” I ask, stepping around to stand behind her.
She huffs a laugh, bending forward with her hands on the bench. “Honey, I don’t need a safe word for a little butt plug action. This is a bored Saturday night for me.”
I shake my head, totally in awe of this sexual creature before me. She’s so confident, so empowered. It makes me wonder what I’ve been missing all these years. How much fun could I have been having if I treated sex less like a chore or an item on my to-do list?
I step in behind her, smoothing my hand over her ass and up her lower back. “Ready?”
“Mhmm.”
I prod at her entrance with the toy, and she widens her stance, pressing into me until the toy begins to disappear.
“Ryan, have you ever done anal?” she says, glancing over her shoulder at me.
“Once,” I admit. “It was college, and I was pretty drunk though.”
“I love anal,” she hums, bearing down as I sink the toy in deeper. “Mmm, keep going. Push it all the way in.” She shivers as I force the red plug the rest of the way into her ass. As soon as it’s all the way in, she gives a little shaky laugh. “It’s been a while since I played with one this big. Maybe I was being over ambitious.”
“Should we stop or—”
“Hell no,” she replies, pushing off the bench. “This is gonna feel amazing.” She reaches under the towel and takes out two small remotes, one pink and one red. She hands me the red one. “Come on, let’s go dip in the pool and cool off. Then we’ll play.”
Apparently, we’re walking around wearing butt plugs now. What the hell is happening to me? I follow her out of the sauna into the chilly January night.
She walks right over to the pool, plug hidden between her cheeks, and walks down the steps, sinking into the icy water. “It’ll feel good, I promise. Cool off now, and we’ll warm up in the sauna,” she adds with a flirty wink.
Taking a deep breath, I walk down the steps of the pool, the plug only slightly uncomfortable. As soon as I’m waist-deep in the water, a vibration shoots up my ass, straight to my heart. “Holy—fuck—” I gasp, spinning around to glare at Tess. As soon as the vibrations start, they stop.
“Just checking to see if the remote works,” she says with a grin.
I wade towards her. “Oh, you are in so much trouble—”
“Ryan, no,” she shrieks, wading away. “Dunk me in this pool, and I’ll turn your plug up to ten!”
I drop my hands away from her, letting her slip away, up out of the pool. She’s halfway up the stairs when I click her remote on. She gasps, grasping for the handrail as I quickly click it twice to up the vibration.
“Oh god,” she whimpers, hurrying up the stairs with it still vibrating.
I follow her with a grin. Okay, I can see the appeal of this. We go back into the sauna, and she surprises the hell out of me when she takes her folded towel and sits down.
“Are—do you—doesn’t that hurt?” I manage to get out.