while. She’s wobbling slightly. Not having her vision makes it harder for her to balance in the stilettos she’s got on.
“Don’t fall,” I murmur, as I slip behind her. I let her feel the hardness of my body against her. I wrap my arms around her and pull her close, running my hands over her breasts, down her front, between her legs.
“How does that feel?” I ask, as I slip a finger into her wet pussy.
“Good but…”
“But what? It doesn’t feel good?” I pause and she squirms.
“It feels like a tease.”
“And that?” I take my now sopping wet finger and rub it gently across her clit.
“Mmm good,” she murmurs.
I move my hand from her front and bring it to her backside. I caress the red mark on her ass briefly. She barely flinches. Then I slip my finger, still wet from her juices, gently into her ass. She squirms instinctively. I tighten my grip on her with my other arm.
“And how does that feel?” I ask, whispering in her ear as I work my finger inside of her. She’s tense at first but slowly she relaxes, until I can easily slide my finger in and out of her.
“Different,” her voice is guttural.
“Bad different?”
“No… Just. Different.”
“I told you, there was one more lesson, right?”
“Yes. That night in the tub.”
“You told me you’d never had anal sex.”
“Right.” She’s moving her hips gently now, matching the rhythm of my finger moving in and out of her.
“Would you like to try now?”
She pauses. For a moment, I wonder if I’ve asked too much of her. After all, she was a virgin when I met her. But then she speaks.
“Yes. I’d like to try that. With you.”
A smile spreads over my face and my erection grows.
“Then bend over,” I tell her. “Put your hands on the bed.” I step back away from her and watch as she puts her hands gently down on the bed in front of her. It’s a gorgeous sight—Lilly, bent over, her pert butt facing me, her back arched slightly. Her legs are trembling in the heels, just a bit.
I walk to the far side of the bed, so I can stand across from her and get the view from the front. Her breasts, full and firm, hang down in front of her. With the blindfold on, I know she can’t see me. But she turns her head to follow the sound of my steps nonetheless.
I head over to the seating area of the room, where I dropped my bag earlier. Rummaging through it, I grab the two things I need. A condom and a small bottle of lubricant. When I return to the bed, Lilly’s body is even more tense than before. She’s clearly anticipating what’s to come.
I unwrap the condom and roll it on my dick, squeezing it gently. Her head moves slightly at the noise
“Recognize that sound?” I ask with a grin.
“Yes.” Her voice sounds small and afraid.
I squirt some of the lubricant in my hand and run it over the condom. Then I put one hand on her back, stroking it gently, and take my other hand, still moist from the lubricant, and bring it between her legs. Again, like I did before, I slip a finger inside of her. She’s tight at first but then loosens up, letting me slide easily in and out of her. It’s even easier now with the lube.
I stop and instead take my cock in my hand and bring it to her ass. She jerks slightly, one foot stepping away from me.
“Okay?”
“Yes.”
“Hang on.” I notice how she braces herself against the bed, arching her back even further. I slowly nudge my way inside of her tight asshole, first just the tip of my cock, and then further, bit by bit. She gasps as I make my way into her. Once I’m all the way in, I just wait. I pause, one hand holding her hip and the other stroking her back gently.
“All good?”
“Mmm,” She grunts in the affirmative.
The pressure around my dick is incredibly tight. The sensation is unreal. I want her to loosen up, though. I want her to enjoy this. So I bend over slightly and bring the hand I have on her hip to her front, where I find her clit. She moans immediately when I start rubbing it and I feel her start to relax.
I slide my dick partially out of her and then back in.
“Oh my god.” Her voice is louder now. She spreads her legs