Helpless - His First Time - Sex Stories

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Helpless - His First Time

Date: 8/20/2015, Categories: BDSM, Author: RileySapphire, Rating: 11, Source: LushStories

suggestive smirk as she tastes my arousal. "You taste so hot. " Four simple words but they’re enough to make me blush. She picks up a glass jar from her nightstand, and opens it, pouring the clear slick liquid into her palm. She rubs her palms together, warming the lube, and starts to work it into my cock, wrapping her fingers dexterously around the shaft, to the tip, down again all the way to my balls. She cradles them in one hand, twirling her fingers into the base of them. Her other hand goes to work on my shaft, gliding and twisting up around. My breathing hastens and I start to urge my hips forward into her rhythm. I hum in pleasure at her movements, my cock pulsing in gratitude. "You like that?" she asks playfully, picking up her pace. "Don't cum yet, I still have to give you your present." Present? She reaches to open her night stand drawer and pulls out a jet black silicone strand of anal beads, smirking familiarly. My heart jumps. I didn't expect this, I'm not ready. God, I don’t want to say that safe word thing. I don’t… but I just… "I... Miss, I don't know if I'm ready." She places the toy in my hand, the balls are stiff with a little give, each ball slightly bigger than the last, ending in a little ring, for her finger. "It's okay," she assures me. "We're going to do it together and it's going to feel incredible. Anytime you want to say your safe word you can. Trust me." I nod. She takes the beads from my hand, covers them in her lube and swirls the first, no ... larger than a pea, around my sphincter. I tense up, hold my breath, but she doesn't penetrate me. "Just feel good, pet. I’m not going to do it until you’re totally relaxed." As she holds the beads in place, she also begins stroking my cock once again, swirling up around the tip, making my breath catch in time with her movements. I begin to relax, succumbing to her pleasure. I gasp at a sudden nudge of pressure. I tense up again, but this time a pea-sized intruder halts my instinct. Oh my god, she did it. It didn't even hurt. "The more relaxed you are, the better it will feel," she advises me, keeping up her steady tempo. And then her voice gets that familiar playful edge. "They only get bigger." Grateful for her coaching, I make an attempt to relax. –Pop –Pop. Two slightly larger beads join the first with two quick pushes. Her tempo picks up. It still doesn’t hurt and I feel immeasurably relieved. I pull my attention away from my ass and focus on her delicious attention to my cock. Pumps of pre-cum join her lube creating a warm, wet heaven. –Pop –Pop Two more. I moan and struggle against my bondage, feeling totally helpless beneath her, beginning to feel overcome by sensation. The pressure, the unrelenting pressure in my ass makes her every stroke so much stronger and deeper. She's working tirelessly on my cock. "You feel full, don't you?" Full. Yes. That's it , that's this feeling. "Yes, Miss." “Embrace it.” -Pop –Pop "Fuck! That hurt!" I feel my ass clench and it only adds to ...