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

the pain. "Oh, I know these last ones are a little big, but you can handle it." She nods at me, adding more lube around my asshole. “Stay relaxed and open for me.” So I nod, close my eyes, and choose to believe her. I can no longer feel how deep the beads penetrate, but I know there are two left and I don't know when they're coming. Relaxing is proving difficult. She adds her second hand to my cock, masturbating me in tandem with the other. I gasp at the doubled sensation, tilting back my head in pleasure. “Deep breath, love.” Oh, God… –Pop –Pop. "Oh, God!" I cry out, the biggest beads invade my asshole, stretching me, sparking an incredible jolt of pleasure and pain. "Well done, sweet boy. Keep breathing." Her hands speed up, pumping my cock, urging me to cum. I moan into her movements and surrender myself to her. "Cum for me, darling," she beckons, "and tell me as you do." Fast and steady, full and throbbing, exposed and helpless, I feel myself ready to explode. Yes. Please. Don't stop. "Yes. Please. Don't stop." I have no doubt now, no shyness; I am totally engulfed in lust. "Miss, I'm going to c... " I nearly scream at her. "Cum for me," she says. I burst, and in a swift motion, she switches back to ... pleasuring me with only one hand, hooks one finger of the other through the ring of the beads, and jerks forcefully. A second wave of deep explosive pleasure like I've never felt before echoes through me and I scream at the shock of it. My orgasm shakes the world and I am floating and falling all at once. I am ripped open and have become the air. I settle slowly, like dust, and she comes back into vision, smiling and satisfied as she slowly finishes pumping the remaining cum from my limp, exhausted cock. "You're so good," she is chanting to me, “ such a good boy.” I lie still and speechless as the wave of new found pleasure resonates within me. She wipes cum off my chest and then off her own with a towel. She unties my hands before letting down her hair and cuddling up next to me. I feel myself floating, gliding down to earth from an incredible high. "Are you feeling happy?" she inquires, petting my hair. "Just incredible," I sigh. I kiss her forehead and turn to relax into the crook of her arm. "Thank you." Drained, we start to drift off to sleep and I can’t help but imagine what it might be like if, next time, I could be the one in charge and she would be the one to feel so wonderfully, deliciously helpless.