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

swelling within me is almost too much and I don’t meet her gaze until she takes my face between both of her hands, a firm grip under her soft skin. "Talk to me, my lovely, shy boy," she urges, locking her stare into mine, "How else do you feel?" "I feel... well... excited, but also nervous… ” She waits for me to continue. “Um... and a bit aroused if I'm honest." "Good, that's all to be expected," she smiles, satisfied, and taps her palm gently against my cheek and plants a kiss on my forehead. "And, you know, I like it when you're honest with me." I am warm with pride at her words and almost feel silly for the way they melt into me. Suddenly she's up, standing by the bed, still staring down on me with a cute, devious smirk and hands on her hips. I stare back with inquisitive eyes. What should I do now? "Let's start then," she interjects. She sounds bossy… serious… and sexy. “If you want to play with me, I expect you to be as clean as possible." I shudder at the word 'expect' and all I can think is that I hope I can live up to her expectations tonight. "You'll go take a shower and come back here in just these," she continues and it is somehow relieving to no longer wonder about what I should do. She’s tossing a pair of black boxer briefs from her drawer into my hands. "Don't worry they're new." I nod and take the soft new underwear into the bathroom. They faintly smell like her from living amongst her panties. How long has she saved this gift for me? I shower thoroughly, ... intent not to fail my first task as her submissive. After my shower, I towel dry and dress as instructed. Looking in the mirror, I realize just how naked I feel, even not being totally unclothed. I'm really going to do this. I’m going to be submissive and kinky and it’s going to be fine. There’s no reason to be nervous, I tell myself. It won’t be too different from regular sex. Except, what if it is different? Or, what if it’s better? I decide that I've got to stop overthinking and, with a deep breath, I enter the bedroom and she is sitting on the bed again, but in a completely different outfit. She’s changed for me, too, and the thought makes me grin stupidly. A tight black and purple dress hugs her hips and displays her full breasts. Her long legs are bare and crossed and slick black pumps are on her feet. Her long hair is up in a high pony tail. She's still smirking. I'm taken aback by her, and feel heat rushing to my cock. God, we haven't even touched yet. "Sit with me, darling," she beckons, patting the comforter. On the fluffy white bed, she seems like such a pure girl. And now... well... I obey silently. She traces my lips with her finger. "And you say... yes, Miss." "Yes, Miss," I respond quickly. "There we go," she coos as she runs her hand down from my lips, across my neck and torso and I can’t hide from her as my muscles tense beneath her hand. She can feel every inch of my nervous, eager, arousal. And she can see it bulging in black between my legs. I’ve never felt so ...