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

by Olsen, Brett

  "Come on, bitch, take it. Take Daddy's cock."

  My eyes rolled back. I felt it going in. Her cockhead spread me and stretched me.

  Daddy's cockhead popped into me, opening me wide. I heard my wife uttering a long, happy moan of pleasure as Daddy's cock worked its way into my asshole.

  #

  I followed Katie's lead. I relaxed. I breathed deep and slow as I felt her huge cock stretching my entrance. I felt a wave of hot fear as I realized she was making her final thrust. Then Katie managed to finally wrench her cockhead into my hole, and I felt the massive swell of her anatomically-correct head breaching my snug opening. A spasm of fear and discomfort surged through me. I gasped and raised myself onto my hands and knees, struggling to take it.

  Katie reached out and caressed my head and my shoulders and whispered, "Shhhhh, little bitch. Just open up and take it for Daddy."

  A wave of pleasure went through me. Katie's fingers caressing my neck seemed to gentle me. I groaned as my wife worked her hips back and forth, gently opening me up. She took her time, possessing my asshole inch by inch. To my surprise, the anal discomfort quickly vanished, and I opened up wide for her.

  I felt the swell of her cockhead stretching me as her shaft sank slowly deeper. I took her up into me with a wide-eyed moan of surrender. Her cock sank still deeper into my virgin hole. It didn't take long before I could feel Katie's thighs against me, the smooth cool metal of the ring at the base of her cock pressing against the curve of my ass cheeks.

  "Daddy's all in you," said Katie with pleasure. "You're being such a good little ass-slave. Daddy knows it hurt, baby. That's why he's so proud of you. Open up wide, baby. Daddy's going to fuck your tight little ass."

  I whimpered and moaned as Katie's hips began to move.

  She gave it to me slowly, at first, with gentle thrusts just an inch or so in and out of my asshole, barely withdrawing the deeply-embedded dildo. As my body relaxed and my ass began to take her more easily, I could feel Katie's energy rising. Her breath came quickly as her arousal mounted. I could tell that she wanted to fuck the living hell out of me. She was only restraining herself because she loved me. She wanted to let me acclimate to the feeling of her huge cock in my ass.

  But I was doing that quickly...and Katie knew the hard, deep, rough fuck she wanted to give me wouldn't be far behind the gentle one she was giving me now.

  "I can take it, Daddy," I said breathlessly. "Give it to me hard. Fuck the hell out of me."

  So she did. Katie grinned and purred and laughed a little with pleasure, telling me how proud she was of her little bitch for taking it so good. She took her time building up to the borderline-violent fuck she really wanted me to have...but she got there.

  I can't tell you how long it took, because I was lost in the waves of bliss that erupted inside me. Sensations I'd never felt before coursed through my body.

  But before long, my wife was slamming into me. She gave it to me hard. Katie pounded my ass.

  Soon she had me shoved forward, my face thrust hard into the pillow. I could smell her on it. My ass was thrust up high and with each deep thrust it was pinned tight against her belly. My cock thrust rhythmically and pleasurably against the precum-wet sheets as Katie pinned me down and pounded the living hell out of me.

  She lifted and thrust her hips so that my ass was forced to take deep, full thrusts of her massive cock.

  She was already hilt-deep inside me before she started really pounding, but it still felt like it went in deeper with every stroke. Each thrust sent a shock wave of pleasure and submissive surrender through my naked body.

  Before long Katie was getting out of breath, but she pushed through and found her second wind, just as I did. She kept on fucking me, pushing through her exhaustion till she was bathed with sweat. Panting in my ear, she rode my ass hard.

  She told me: "Daddy's gonna cum in your tight little ass, bitch. Beg for Daddy's jizz, baby."

  I could hear the thickness of her voice. It sounded very much like Katie really was about to have a powerful orgasm. I'd heard that vigorous enough thrusting can push the base of a dildo against a woman's clit. The way she'd positioned her body, she seemed to be more intent on rubbing the base of the dildo against her own pubic bone, rather than hitting a particular spot inside me. The pressure on her clit seemed to be what Katie was after.

  I moaned, "Please, Daddy. Pump your cum in my asshole. I want it."

  My wife's gorgeous body rose gracefully above me. Then she started pumping down into me with ever more fervent intensity, obviously paying attention to how the base of the dildo struck her body.

  Daddy's cock rammed up into my hole. Her thrusts took on the feeling of those that might have come from a rapacious man with a real cock. I could feel the deep ache going through me as Katie, insistent on her own pleasure, pushed in too far and fucked me too hard. She fucked me so hard she hurt me a little.

  And I liked that. It was hot to feel her so desperate and intense, so urgently seeking her own climax. The sounds of "Daddy's" pleasure grew louder as Daddy fucked me. Soon she was howling in pleasure, obviously about to cum. I gripped the headboard tightly and gritted my teeth, struggling as she pounded me to hold my ass in place. I surrendered to the intense sensation of having my ass seriously pounded by a woman who, up till now, had never been more than insistent in bed.

  Now, she'd turned into some kind of savage. "Daddy" was really giving it to me hard in the ass. And I liked it. I'd been wanting this forever...but it was Katie's urgency that made it feel right. I was taking Daddy's cock to pleasure Katie...not for my pleasure. My ass was just a hole for Daddy to fuck.

  My hard-on had come and gone as Katie fucked me. The deep sensation of being reamed hard had made it dwindle at the mid-point, turning into a soft little nub that drizzled pre-cum on the bed. I hadn't climaxed yet.

  But now my cock had swollen back to full erection, and I wanted to cum very badly.

  As I heard "Daddy's" moans of impending orgasm, my own cock throbbed. Her thrusts shoved my body against the bed, rubbing my glans against the wet sheets. I gripped the headboard with one hand and lowered my other hand to my cock. I started to stroke myself, almost ready to shoot my load all over the damp sheets. I was moments from exploding in a powerful orgasm.

  But Daddy came first.

  Katie let out a thunderous groan of orgasm as she pounded her cock up into my asshole. She sounded so masculine -- just like a "Daddy."

  Then, an instant later, the true, deep pleasure of an explosive orgasm overtook her. She lost all pretense of being even remotely male...which was even hotter. I've always loved the sound of my wife losing control. She does it deliciously.

  A girlish squeal erupted from Katie's wide-opened mouth. She gasped and shrieked as she came...then settled into a long, low moan as she shivered in climax, still pumping into me. Her howling orgasm was followed by a soft purring sound and a mewling moan as she pumped her body back and forth, letting herself feel all the pleasure of the dildo against her clit.

  "Holy fuck," she panted. "That's fucking intense."

  It sounded like Katie was actually shocked at the strength of her orgasm.

  She laughed. "Daddy likes it. He likes your tight little ass..."

  Suddenly, Katie got yet another second wind. Her hips started pumping still faster, like she was pushing herself past a threshold of orgasm.

  Her body was angled to force the base of the dildo firmly against her clit -- and I could tell it was hitting exactly the right spot. Katie pounded me hard as she let out a shriek of powerful intensity. She was still in the midst of her orgasm.

  Then all the strength went out of her for a moment. Her body ground to a halt atop me, so slick with moisture that she dripped cool sweat on my back. Ripples and shudders went through Katie's body.

  This was no role-playing exercise. My wife had really climaxed. And with how wet and open my ass felt from al the lube and the vigorous thrusting...it really felt like "Daddy" had just cum up
inside me. My asshole felt flooded. It was really just lube...but it felt like cum. It felt like Daddy had pumped hot jizz up my asshole.

  "Fuck, fuck, fuck, fuck, fuck," said Katie. "Fuck, Daddy loves your tight little bitch ass. It feels so good around Daddy's cock--"

  To surprise, Katie wasn't finished. She raised herself off of me, leaned back on her knees and started thrusting again, like she'd never even cum. Unlike a real Daddy, Katie didn't get soft when she came.

  This shouldn't have surprised me. My wife's the kind of girl who always wants more.

  As she fucked, she reached down with her hand and placed it over mine, feeling me tighten my grip on my cock.

  "Jack off for Daddy," she purred. She felt my balls, hard and swollen, pulled up against my body. My cock was firm and ready. Precum had leaked from it to my belly and my thighs. Thick strings of it seemed to run everywhere.

  "Jack off while Daddy fucks you," she ordered me. "Be Daddy's good little bitch."

  It wasn't a request. It was a command.

  What could I do? I said, "Yes, Daddy. Fuck me, Daddy."

  I started pumping my cock harder.

  I wasn't totally sure I could cum with the hot hard feeling of Katie's cock in me. It was distracting...especially since she kept fucking me. Katie's dick rammed hard into me again and again, which sent spasms of pleasure through me. It was almost too much...or so I thought. But to my surprise, when I wrapped my hand around my stiff cock, Katie repositioned herself, jostling her cock inside me until I gave a gasp. Surges of pleasure went through me.

  "Yeah," she purred. "That's the spot. That's the spot that Daddy's bitch likes."

  Katie started thrusting into me harder, picking up speed as I moaned ever faster. She was hitting some place up deep inside me that almost made me feel like I was about to cum whether I liked it or not.

  But I did like it. I liked it a lot.

  I felt my wife thrusting deep inside me. I lifted my ass, and she matched my movements so that her cock kept hitting the exact spot that made me gasp. My hand and my cock were covered with lube that had dripped down from Katie's deep thrusts. I squeezed and stroked my lube-slick cock.

  "Fuck, oh, fuck, Daddy, that's the right spot," I said. "You're gonna make me cum--"

  I took my hand off my cock.

  Katie angled her body just to keep stroking her dick up against the right spot.

  "Yeah? You like that?" she teased me. 'You like Daddy's cock hitting your bitch-spot? Makes you feel real submissive, doesn't it?"

  I tried to moan, "Yes, Daddy," but all that came out was an incoherent wail.

  "Tell Daddy you're his bitch," Katie ordered. "Tell Daddy you wanna be his bitch from now on. Forever and ever...every night. Tell your Daddy you want his cock in your ass all the time now. Tell him!"

  But I couldn’t say a word. I was moaning too loudly as Katie fucked me. My eyes rolled back in my head. I put my hand back on my cock and started pumping as Katie thrust deeper.

  I let out a gasp as I hit the point of no return. Then a low groan of pleasure erupted from my mouth as I pumped my cock faster.

  A powerful orgasm pulsed through my naked body....and cum exploded from my cock. It shot so hard and so far I felt it hit my shoulders.

  "Oh, yeah," purred Katie, "Cum for Daddy. Cum hard for Daddy, bitch. Daddy loves you."

  She settled atop me, her cock deep inside my stretched hole. She held herself deep inside me as I came, pumping the last few squirts of jizz out of my cock.

  "Daddy can feel your asshole get real, real tight when you cum," growled my wife. "He likes feeling your tight little bitch ass get tighter on his cock. Must feel real good, bitch." When I didn't answer, she reached down and pulled my hair, shaking me out of my stupor.

  Katie growled, "I said it feels fucking good to get fucked, bitch...doesn't it?"

  "Yes, Daddy," I moaned. "Fuck, it feels good--"

  I shivered all over. My wife no longer thrust atop me. She was dripping with sweat. I could tell she was exhausted. Even better, I could smell the subtle musk of her sweaty body.

  I could also smell her cunt, mingled with the musky scent of my ass and the sharp tang of the lube.

  When I could finally focus my eyes, I realized the sun was all the way up.

  The bedroom, well-lit, was bathed in morning light.

  I looked over my shoulder and said to my wife, "I love you."

  Katie smiled mischievously.

  "Daddy loves you, too," she said. "Daddy loves his little bitch."

  I moaned and shuddered all over.

  Katie tugged her cock out of me. I felt a sudden ache of emptiness.

  Still wearing her boyshorts, Katie tucked her cock away in them. Behind the white cotton, her wet cock lurked as she pulled herself alongside me.

  "Daddy got what he wanted for his anniversary," she purred. "Did you?"

  I put my arms around her and nodded.

  Katie put her arms tight around my naked body. As she kissed me and cuddled me, her cock bulged through her briefs and rubbed against my hip. She reached down and squeezed my ass.

  "Did you really get me a teapot?" she asked.

  I frowned. "I kept the receipt," I said, embarrassed.

  Katie winked. Her leg rose easily, her limber body twisting till she could rub the supple leather of her new boot against my side. I could smell the new leather, all mixed up with the scent of our bodies and of lube.

  "Don't you dare return it," she said. "After a performance like that...Daddy needs a cup of tea."

  As the light from the window grew brighter, Katie held me and kissed me and purred in my ear.

  "Happy anniversary," she told me. She squeezed my ass with a wicked smile "And many happy returns."

  Sissy Lockdown by Kendra Jarry

  I'm in the bedroom, arranging the toys for our training session, when Jenny calls to me from the living room.

  "Kendra?"

  Again, I bristle at that name. I hate hearing her say it so loud that the neighbors might be able to hear.

  She says: "Kendra, why don't you put some music on?"

  "All right," I call back. "What would you like to hear."

  She names a particularly filthy song that she's fond of -- one with a slow grinding beat and explicit lyrics delivered in moaning female vocals about worshipping a man and being his absolute slave. She names the remix CD that offers that song in a dozen variations, each of them ten or more minutes long and filled with the excruciating sounds of cracking whips and rattling chains, moaning women and grunting men. It's basically porno in musical form.

  "Put it on repeat," she says. "I'm going to dance for you."

  My heart soars. Just a few hours ago, I was watching my wife fuck her boyfriend. I thought she'd never fuck me again. She hasn't fucked me in months, anyway. She hasn't even given me a blowjob or a handjob. But now, she's going to dance for me. I feel my heart pounding in excitement.

  Then I get a glimpse of myself in the mirror as I walk to the shelf that holds the stereo.

  My stomach swirls as I look at myself. With the bright red lipstick, eye shadow, heavy mascara, blush and powder, I look ridiculous. The hot pink tank top -- way too small for my male frame -- makes me look even worse. I'm spilling out everywhere. My turquoise stretch jeans are even tighter. My red boots have three-inch heels. Worst of all, there's an evident bulge in the front of my stretch jeans... under which, I'm wearing my wife's panties.

  What does it matter of Jenny dances for me the way a wife dances for a husband?

  She's turned me in to something bizarre, something abominable...and all I can feel when I look in the mirror is that rush of sexual arousal that comes with my intense humiliation.

  I try not to think about it.

  I find the CD she asks for. I put it on the stereo on repeat. The moans begin instantly, loud and repetitive. Then the beat kicks in and the lyrics are delivered in a lilting moan: "I'm your slave/I’m your whore/I'm your cunt/I'm your bitch/Take me/Use me/Fuck me/Hu
rt me..."

  It goes like that, the sexuality and violence in the lyrics escalating as the beat grinds and the song becomes louder.

  I go back into the kitchen and find Jenny rooting around in the refrigerator. She's gotten herself a beer from the front of fridge, and she's managed to find a four-pack of old wine coolers in the back -- from when my much younger cousin was visiting, months ago. I didn't even know they were still in there. The things disgust me.

  Jenny smiles and opens the first wine cooler, pressing it into my hand.