First In: Femdom Stories of First-time Strap-on Sex

by Olsen, Brett

  I heard a click -- then a distant buzzing. I knew from the clerks at the store that this model had an attachment for an egg-shaped vibrator, designed to slip into a pouch at the base of the dildo. The harness would position it perfectly to rub up against her clit. With the base of the dildo in place, the harness would rub the vibe against her even harder with each thrust of the cock. "It takes some getting used to," the girls at Toyland had told her, "But with some practice, you may find yourself orgasming from being the top in a strap-on play scene."

  "Just like I'm cumming in your ass," Amy had pointed out to me in a warm, close-in whisper. The egg-shaped vibe was attached by vibrators to a control pack harnessed to Amy's hip. Amy, who likes variety, had opted for the eighteen-speed model.

  My wife's fingers gently pried my cheeks open. I heard her squeezing the lube bottle as she added lube to the head of her cock. She'd decided not to use a condom. The clerks had told her using one was an easy way to keep her cock nice and clean, but Amy wouldn't have it. "Oh, no," Amy had said with a squeeze to my buns. "We always go bareback."

  She pushed a second finger into me, then a third. Her fingers felt good. I lifted my ass higher. I moaned in pleasure, the sound muffled by the white cotton briefs stuffed in my mouth.

  Amy's fingers slipped out of me. She added more lube to her cock and greased it up like a pole. She teased lube-covered fingers into my asshole.

  Then she gave an evil chuckle.

  Just lay back and think of England, baby," she told me savagely.

  She brought the head of her cock to my asshole and rubbed it up and down in my crack. I felt her stretching me open. Her cockhead was not too much larger than mine. My asshole felt open and clean from the cleansing and from the gentle stroke of her tongue and the insertion of her fingers. There was only a short surge of stretching sensation, not quite pain, as my wife's cock violated my violated my entrance.

  Then Amy gave a soft moan of pleasure as she slid her long shaft up inside me. I could feel the buzzing of her vibrator faintly inside me. It felt soothing...but I could tell it felt much more than just soothing to Amy. I knew the sound of those moans. If she fucked me this way with that vibrator going, I was pretty sure she would cum.

  I pushed against her, raising my ass to her thrust. She went slowly and gently inside me, rocking her hips back and forth so it entered me gradually. It didn't take long. I was ready for it. I'd been ready for it forever. I brought my ass up to meet her stroke. She jogged her cock back and forth to ease its passage as inch after thick, hard inch rocked its way into me, stretching my hole.

  I was clean and deep and easy, and Amy had used plenty of lube. Even as she stretched deep into me with all her twelve inches, I found myself relaxing. I was intensely turned on.

  Amy sank deeply into me. Then she pulled back a little. Then she thrust in again, deeper this time. She started to fuck me more firmly, pushing up deep until I'd taken her cock to the hilt.

  Amy grabbed my hand and pressed it between us. She made me feel the place where we joined. She made me stroke the place where her cock entered me. I could feel the slick tightness of her harness where it pressed against my cheeks, the fullness of her shaft as it opened my hole.

  Amy purred, "Feel that, baby? It's all the way in you. I'm fucking your ass as deep as I can." She laughed a little. "I guess you're deeper than you thought."

  She began to draw back and stroke in more aggressively. As her cock surged into me rhythmically, she gave me harder strokes as she picked up speed.

  I moaned into my underwear as she took me. Amy's moans were of a higher pitch, and they sounded like she loved this as much as I did. The steady buzzing from the vibe against her clit probably helped with that. She spread her legs to get more purchase on the bed. She arched her back, clearly trying to press her clit more firmly against the vibe, and the vibe against the base of the dildo. Her breath came quicker and her moans grew louder as she rubbed and fucked me more aggressively, clearly feeling a physical pleasure as acute as when I fucked her. She could also feel the emotional pleasure of fucking me deeply, I knew...and that was the hottest thing of all. I felt like I'd fully surrendered to her. I felt completely open, totally owned. I felt controlled. I felt submissive. I felt like my tight virgin ass was my well-hung wife's fuckhole...and she was using it for her pleasure, not for mine.

  Amy reached down between my legs and took hold of my cock. It had gone soft as I worked to let her penetrate me, but it was growing again. Her cock got it all the way hard. Her hand was slick with lube.

  ""I guess this is what they call a reacharound," laughed Amy breathlessly as she stroked me.

  I was close. Her handjob had almost gotten me there. I was about to have a powerful orgasm. But Amy was close, too...and to get there she really needed to fuck me hard.

  She said, "Finish yourself, baby. I need my hand to hold your hips. I wanna fuck you real hard. I think I can cum if I do."

  I spat out my jockey shorts and looked back at her.

  "Yes, Mistress," I said. The word had just popped out of my mouth, like the shorts. But it felt right, and Amy gave me a glowing smile as she heard it.

  Amy looked more gorgeous than I think I've ever seen her.

  She guided my hand to my cock, then leaned back, drew her cock most of the way out, and adjusted her body. When she thrust in again, she was mounting me from a fresh angle, and the sensations were different...but good. The sensations of my hand on my cock were more familiar, but equally good. For Amy, the vibe seemed to be doing its job. Her eyes rolled back in her head as a girly little squeal burst from her pink mouth.

  "Fuck, that feels good," she moaned.

  Amy put up one foot on the bed and straddled my thigh as she drove down into me at an off-angle. The pressure of the angle made it feel like she was stuffing my ass till it swelled to bursting...which felt intense, but good. Meanwhile, I gripped my cock tightly and pumped hurriedly up and down, feeling it get slippery as the lube from Amy's hand made its way all over my cock and all over my fingers. I felt the sensation of her cock pumping into my ass, harder with each thrust. She moaned loudly and whimpered, alternately, as she surged toward an orgasm.

  Amy cried out as she came. Her hips started pumping more wildly. For an instant I felt a flash of discomfort at the sudden urgency of her pumping, but it was the price of feeling her hot body pumping against me like that, and I was more than happy to take it...especially since the discomfort quickly vanished.

  My own orgasm was close behind. The sound of Amy moaning pushed me past the point of no return. My cock exploded in pleasure. I shot cum all over my hand as Amy finished her own climax.

  On the last thrust of her orgasm, Amy surged forward to shove her cock as deep as it would go inside me. I gasped.

  She put her hand down underneath me. She caressed my cum-covered hand and cock.

  "Such a good little butt slave," she told me.

  She gently withdrew her cock from my ass. Ripples of pleasurable but unfamiliar sensation went through my body. I felt an emptiness in me where her cock had been.

  My wife tucked her dick away in her jockey shorts. They were moist from the lube and from both of our sweat, and probably from Amy's juices as well. She was pretty turned on, and my wife gets wet.

  Then, with jockey shorts once again bulging -- and wet this time, my wife stretched out alongside me and held me.

  I wrapped my arms around her and cuddled her up in my arms and said "Thank you, Mistress" a couple dozen times.

  She liked that. Each time, she shivered with pleasure and kissed my face.

  We held each other deep into the evening, till we blew off cooking dinner and ordered take-out. We ate it in bed, feeling dirty.

  The First Stroke by Erica Dumas

  He's been waiting for this moment. He's been begging for it. If it wasn't for the vagaries of the U.S. Postal Service, he would have had it weeks ago.

  The second he sees it, his eyes go wide and his cock starts to stiffen. Then
again, maybe it's that I'm not wearing much else -- naked except for the harness -- or maybe it's the knee-high stiletto boots; those were a specific request, too. Those I bought on Haight Street, for way too much money, I thought at the time. But when I see the way his cock stiffens, his eyes flickering from boots to my cock to my breasts to my face -- then back again, several times each second, it seems -- I know it wasn't too much money at all. I know I would have paid more, because this moment, like the commercial says, is priceless.

  I walk slowly over to the edge of the bed, looking him up and down as he looks me. His cock is fully hard now, which always makes me wet. But there's plenty more to come that'll make me wet, because I'm going to have him in a way he's never been had, in a way I've never had a man.

  I don't even have to tell him what to do, but I want to. "Suck my cock," I say, and it's the first time I've ever said it like that. "Suck my dick," sure, it's a common insult, whatever the sex of the speaker. But that word, "cock," is so dirty, now, that I just have to use it. "I said suck my fucking cock," I say, and he is on me in an instant, rolled onto his belly so he can lean over the edge of the high bed, placed -- as I've discovered numerous times when he was the only one in the bedroom with a cock -- right at crotch level.

  Of course, the six-inch heels equalize the height difference between us, even if they make me slightly less stable.

  His mouth opens wide and he takes in my cock, sucking it. Just a small one -- we wanted to start with a reasonable size. But long enough to make him gag a little, as he attempts to deep throat on the first stroke.

  "Not much of an experienced cocksucker, are you?" I ask him. Seeing him blush is delicious. His lips come back to the head and he licks it all over, lavishing affection on the realistic silicone appendage. I grab his hair and push him more fully onto my cock. "Real dominant," he'd said, "make me suck it." Not exactly "force me," but "make me," which sends a shiver through his body and makes him suck me with sudden urgency. His lips move up and down on the shaft, covering the ridged cock with glistening saliva. I moan softly. As if it were a real cock, which at the moment it feels like. I could swear I can feel his tongue working on it. Especially when I start to move my hips.

  He gags again when the head hits the back of his throat. I thrust deeper. He chokes and pulls back. "Turn over," I tell him. "Spread your legs."

  He slides his mouth off my cock and rolls over. I make a "turn-around" gesture with my finger, and he obediently does it, spreading his legs so his knees are bent at the edge of the bed. I reach out and take his cock in my right hand, caressing it at first and then caressing it while I stroke my own cock with my left. Something about the juxtaposition feels good. When I press down just so on the dildo, I can feel the base of it against my clit. I press harder and moan. His cock gives a little pulse. I want him. I want to have him, the way only a woman can have a man.

  I reach out to the nightstand for the lube. I drop the bottle onto his belly, and he breathes hard, knowing exactly what's coming. He looks a little scared, his eyes roving over my cock.

  "It's not like you didn't ask for it," I say, not sure whether I should have used the flirtatious tone and the little smile or if I should have slapped him across the face and jeered at him. But it doesn't matter, because he's grabbing the lube and drizzling it over the head of my cock. He gets it slick and slippery.

  I reach down to grab his legs.

  I pull them high up into the air. He is much bigger than me; I couldn't yank him to the edge of the bed if I wanted. But it feels like I pull him, because he slides so easily, pushing himself toward my cock.

  When his ass is right at the edge, I dip slightly and guide my cock between his cheeks. I make eye contact with him as I circle the head against his hole, and the look of excitement -- seasoned with the gentlest hint of fear -- makes me hungry.

  I move my hips forward and slide into him. He gives a little gasp as the sculpted head goes in. Then he's pushing himself onto me, as I'm meeting his thrust with mine. It goes deep -- as deep as it can go, his ass taking me right to the hilt.

  I start to fuck him.

  My hips move awkwardly at first, acclimating slowly to this new task -- usually, it's the other way around. But it's pretty much the same motion, and I thrust into him more swiftly as his ass opens up for me. I reach down and touch his cock, stroking it for a moment, thumbing the head, but I can feel from its hardness and the leaky slickness at the top that if I do much more of that he's going to come. And I want to fuck him for a long, long time.

  But I also want to fuck him harder, and when I lean down into him, pressing my body against his, I lose my balance if I take my feet off the floor. I reach out and grab his wrists before I put my feet back down. I press his hands to my tits, and he fondles them while I fuck him. He pinches the nipples gently and I swear if I just rubbed a little I could come.

  After thirty, forty, maybe fifty thrusts, he's increasingly uncoordinated. I lean back and he lets go, my nipples still tingling from his pinches.

  He's groping at the bed, now, not sure what to do with his hands. Finally he slips one finger into his mouth and bites it, in a bizarrely girlish gesture. That makes me fuck him harder. He arches his back on the bed and now both hands are digging into the satin comforter. His head rolls back and his moans grow louder. I fuck him faster.

  His cock pulses, the muscles tightening with each thrust I give him. I can't resist any longer. I reach out and grab his cock and stroke it.

  His head rolls wildly. He makes eye contact with me and I know it's imminent. I know so well how to jerk him off, except usually my cock's not deep in his ass when I'm doing it. Watching it fascinates me. I love to see his cock pulsating, his come jetting onto his belly as he moans. When he comes, now, he moans louder than ever, and the half-dozen streams coat his belly and chest. I fuck deep into him while he finishes, and he's shivering with pleasure.

  I don't slide out of him for a long time, just caress his soft cock and run my fingers through the come all over his belly. When I do slide out, he gives a little gasp. I unbuckle the harness and let it fall around my ankles, my glistening cock projecting obscenely between the pointy patent-leather toes. I climb onto the bed and kiss him, feeling the slickness of his cooling come all slippery between us.

  His mouth is ravenous, which tells me what he needs. A woman with a cock, of course, is what he asked for. But even without the cock, I'm still in charge, and I want to come. I spread myself on the satin comforter and his mouth is against me, servicing me again -- this time my clit, licking me in just the way he knows will make me come. I grip his hair, just enough to encourage him, and it's only a few minutes of his expert tonguing before I come, hungrily, not realizing until I've finished coming that I've done the same thing he did -- slipped one finger into my mouth and bitten it, girlishly.

  I draw him up onto me, kissing him and tasting my sex. I cup my fingers around his ass cheeks, touching his hole, thrilling to the feel of where I've just fucked him.

  Which is when I realize that he's hard, again, already. It doesn't take much coaxing to get him inside me, and as he slides in, from the first stroke I have a new appreciation for the experience -- having now been on the other side for the very first time.

  The first of many, I'm sure. When he comes, I pull him deep inside of me and sigh. His kisses taste like me, and his cock feels better than ever before.

  A Little Push by Felix D'Angelo

  How did I let her talk me into this?

  As "Bolero" pounded slowly toward its climax, Carrie stretched out on the bed with legs spread wide, thick pillows tucked under her hips. This position tipped her perfect ass upwards at just the perfect angle. Her asshole, glistening and virgin, beckoned to me from between her slightly spread pale pink cheeks. It was wet from my spittle; I'd spent the last forty-five minutes rimming the hell out of her while I fingerfucked her senseless, two orgasms' worth; that's why immediately under her ass, her cunt was pink and dripping. There'd been no lube so far,
just my tongue, buried deep in her ass. I snapped on the glove, I popped the top on the tube of think anal lube and saw Carrie's pretty face regarding me over her slim shoulder; she reached back and gently parted her ass-cheeks, displaying her asshole to me shamelessly.

  "You're not having second thoughts, are you?" she purred wickedly. "Come on, babe... you know you want it."

  Did I? I wasn't sure, but I did know I couldn't resist it. The taste of her musky ass filled my mouth; with each stroke of my tongue my cock had throbbed harder, my lust for her tight virgin asshole growing. I locked eyes with my girlfriend as I glorped lube out onto my fingers and began to massage it into her asshole.

  She was snug, even with the long strokes of my tongue; by the end there, my tongue had been deep into her back door. But just one finger made her gasp, and the snug cinch of the sphincter around my middle finger sent a wave of hot desire through my body; Christ, I wanted to fuck Carrie's ass so motherfucking bad...